0 comments/ 113307 views/ 16 favorites The Shoplifter By: usm1carbine As head of security for a large department store, my job could become tedious at best. There are many thefts daily and as the department head, I was responsible for most of the interviews and the paperwork. Working so many hours was very hard on me socially, not to mention sexually. One evening, just prior to closing, they called me in for a shoplifter they had apprehended. It would be up to me to process this person. I headed out for the store, not at all happy to be disturbed from my personal life once again. When I got there, the clerk told me that they had the shoplifter in my office and that the assistant manager wanted to know if I could handle it so they could all leave. "Why not," I said. Thanks Jim and we'll see you tomorrow. I entered my office to find a fairly nice looking redheaded lady in her 30's being watched by the assistant manager. He and I talked and he told me that she had taken a very expensive diamond bracelet valued at $4000. He gave me her preliminary information and said that he and the others were leaving. I locked my office door, as is the usual procedure so that they don't escape and sat about the business at hand. "Name?" I asked her. "Elisabeth Watkins," she replied. "I see that you are 37 years old, is that right?" I asked her. "Yes" she replied never once looking me directly in the eyes. "Well. Miss Watkins, I see that you have tried to take a $4000 piece of jewelry from our store, that is grand theft you know." "Big deal," she said smartly. By now, I was getting very bored with her demeanor and told her she was looking at several years in jail and it was in her best interests to cooperate. "And I suppose you'll forget the whole thing, right?" she muttered. "It all depends on how cooperative you are willing to be. Please remove all of your clothes," I told her. She stared at me and said, "You must be joking." "No I'm not I told her, you will have to be strip searched to insure you don't have any other merchandise concealed," I told her. After some hesitation, she stood and removed her coat, what a nice body she had! She hesitated and I told her to proceed. She took off her dress and I enjoyed it all, remembering how long it had been since I had been fucked! She then removed her slip and was just wearing her red lacy bra and matching panties. She stopped at that point, and I told her, "All!!" She argued that I could see there was nothing else on her and didn't see why she needed to undress any further. At that I got out of my chair and walked around to her. I grabbed her hands and handcuffed them behind her back. "What the fuck do you think you're doing?" she screamed. I told her that she was the thief, not I and that she had better cooperate or risk going to jail for a lot of years because I could always plant some more items on her. She shut up and quit resisting me. I now stood back and admired my sweet redheaded shoplifter. She was no raving beauty, but she was attractive, especially standing there in her red lace undies! I went back to my desk and got a knife out of the drawer, her eyes grew huge, "What are you going to do?" She asked. "Finish what you started," I said. I put the blade under the straps of her bra and cut them, then I undid the front clasp on it and let it fall to the floor. My God, what a beautiful set of tits! I estimated them to be 34B and very perky for a 37 year old. Then I put my hands in the waistband of her panties and started pulling them down, she tried to run and I grabbed her and her pussy was smashed against my face. I had just gotten her panties down below her pussy and the sweet odor was intoxicating. I kept my cool and removed her panties and then took her over to the corner and hung her by the handcuffs from the coat rack. "I am going to sue this fucking store!!" she yelled. "Remember my dear, that you are a thief, and hardly anyone that would be believed," I calmly told her. She began screaming for help and I reminded her that everyone had gone home, it was just her and I. I pushed her legs apart and started probing her pussy, she tried to close her legs, but hanging from the coat rack made it difficult. I told her that I had to perform a body cavity search as I inserted a finger into her dry pussy. Then another finger and as I drove them deeper, her body began to respond with intimate moisture. I took my other hand and spread her outer lips while my other hand finger banged her pussy, which grew wetter with every thrust. Soon, her brow began to perspire and I could see her whole body betraying her. Her nipples became erect and strained to reach the ceiling. Her pussy was on fire, and my cock was growing at a quick pace. I heard a moan escape from her lips just before I removed my fingers and her eyes had become glassy. I spun her around and began to probe her anus. When I inserted a finger, she jerked and screamed "NOOOOO!! It's virgin!!" An immense smile crossed my face as I thought, after tonight it won't be!! After loosening up her asshole for awhile, I withdrew my fingers and turned her back around. She was really excited now, I could tell by her flushed look and her perspiration. I took her down from the coat rack and recuffed her. I walked her over to my desk and laid her across it on her back with her head hanging over the end. I undid the barrette that held her beautiful red hair and let it fall to the floor. I removed my clothes and aimed my big cock at her warm, red lips. "This can be easy, or this can be hard," I told her. "It's all up to you. Take my cock in your mouth and suck it while I fuck your mouth like a tender pussy, and if you hurt me, you'll be sorry." She opened her mouth and I inserted my 8" slowly, allowing her time to work up some saliva for lubrication. After I felt she was moist enough, I began pumping in and out of her mouth, going a little deeper each time. When the head of my cock felt the back of her mouth, I pushed it into her throat, she gasped for air. I told her to relax and let it work and she did and soon I was into her throat. Before I knew it, she was thrusting her head to meet my thrusts and taking me even deeper. It wasn't long before she was gagging on my load of hot, sticky cum. She swallowed eagerly to avoid choking and man it felt soooo good. after my cock calmed down, I slowly let it out of her mouth and she slurped and licked it the whole time. Next, I turned my attention to those beautiful titties, so very perky- what a turn on!! And turn me on it did, my cock began to grow again. I suckled her tits and fingered her twat and she exploded in an intense orgasm. I lowered my head to her now steaming pussy and savored the musky odor. I took my hands and held her pussy lips apart and started licking her clit. Alternately, I would plunge my tongue in her hot, wet twat and it sent her over the edge again. After she calmed a bit, I rubbed her clit with the head of my cock and she began to moan once again. After I though she was sufficiently aroused, I put the head into her vagina and she humped across the desk to get more of it, this bitch was loving it!! I obliged her and inserted the rest of my cock and we began to get a rhythm going. Her pussy was very wet and it took a while for me to cum, but I exploded again. She kept pumping me, wanting more, but my cock just came out as it softened. "Bring it around here and let me suck it and get it hard again," she pleaded. I obliged her and she sucked it like a Tootsie Roll Pop. After it was hard again, she begged me to put it back in her pussy. I came back around the desk and inserted it in her twat and she rocked back and forth drawing it inside her. She began screaming again and was wracked by another orgasm, I however had another target in mind for my load of cum. After she fell back exhausted, I flipped her over and took my hand and pulled some her the cum mixture from her sopping wet cunt and lubed her anus with it. She was much too wasted to fight me this time and actually that was good. If a woman is relaxed, it is much easier to penetrate her anus, she won't like it any better, but it is much easier. I gingerly pushed the head of my cock through her anal ring and she moaned, a little from pleasure and a little from pain. I began to rock back and forth pushing in a little more cock with each forward thrust. When I finally got it in up to the hilt and started withdrawing, she pushed her ass back up on it. I began pumping her fine ass and much to my surprise, she began pumping back. She asked me to undo the handcuffs and promised me no trouble. I unlocked the handcuffs and both of her hands went straight to her clit. I pumped and she pumped and fingered herself to yet another orgasm. Before long, I felt the stirring in my balls and I filled her tight little ass with cum. She orgasmed again when I did and then I collapsed across her back, my cock still stuck in her ass. As it softened, it came out and she began to ooze cum from her bright red asshole. What a contrast!! She mustered enough strength to get up and dropped to her knees and cleaned me off with her mouth yet again. We both got dressed and I told her that we still had the shoplifting matter to attend to. "I cooperated," she smiled. "Yes you did," I said. It had been quite awhile since I had been fucked and never this well!! "I think that probation is warranted Miss Watkins," I smiled. She smiled too and said that she would be back for some more punishment next week. The best part about all of it is that I got it all on tape from my surveillance camera in my office. I watch that tape when I am waiting for her weekly probation meeting and it's always just around closing time. The Shoplifter I work in retail security for a large department store. It's a great job, mostly catching shoplifters and an occasional dishonest employee. I love all the high tech security equipment. Our cameras are so sophisticated we can zoom in on the label in a shirt or the button on a blouse. It doesn't hurt that most of the shoplifters are women. You'd be amazed at what a woman will do to avoid being prosecuted for shoplifting. Some of the best sex of my life has been right there in the interview room adjacent to the surveillance equipment. One Tuesday morning I'm watching the bank of monitors and an attractive blonde catches my eye. I zoom in on her ass and my cock stirs. She's wearing a short, tight red skirt that stretches across her lovely curves as she walks down the aisle. Her long blonde hair is clipped into a ponytail that swishes back and forth as she walks. I set an adjacent monitor to a camera in front of her and zoom in on her tits. Her scoop neck top reveals a significant amount of tanned cleavage before curving out around the fullness of her breasts. Her tits sit firm and high, bouncing slightly as she moves through the aisles of the jewelry department. I tear my eyes from her tits long enough to look at her face. She's beautiful in an understated sort of way. Not showgirl beautiful, more like girl next-door kind of beautiful. If I didn't have both cameras on her so I could watch her tits and ass at the same time, I might have missed it. I have to admit she was quick. Another customer was at the high-end jewelry counter trying on a variety of gold earrings. Blondie slipped a pair in her purse as she passed the counter. Hot damn! I was out of my chair in an instant and heading down the stairs towards jewelry. Normally I would have radioed a floor operative to make the stop, but it's a slow time in the middle of the week and I'm the only security agent scheduled. I intercept her as she's making her way toward the mall entrance. "Excuse me, miss," I say approaching her, "I'm Rick Carlson with store security, would you please come with me?" I'm blocking her from exiting the store and indicating the direction of the elevator with my hand. "Why? What's wrong?" She says innocently, obviously appraising the situation. "I think it's best if we talk in the office, rather than out here in public." I tell her starting to move her towards the elevator. "Talk about what? What's this all about? I don't have to go anywhere with you." She says indignantly. I love the innocent act they all put on. After doing this for twenty years, it's a comfortable routine. But there is nothing routine about this woman. Up close she is even more beautiful than on the camera. She looks to be in her late twenties or early thirties. Her tits appear to be about 36 C or D and I'm trying not to stare at them as they disappear into her pink, lace bra. "No ma'am you don't have to go anywhere with me. I can summon the local police and let them take care of everything. I just thought you'd like a chance to explain to me why those earrings are in your purse. Your choice." I again motion her toward the elevator and this time she starts walking. I let her get a few steps ahead of me so I can watch her ass move. I again feel my cock stirring at the sight of her perfectly rounded ass cheeks rippling as she walks. In the elevator, she says, "You're making a big mistake! I don't know what you're talking about and I'll have your job for embarrassing me like this." She'd make a great actress. I don't answer her, I just press the elevator button and we ride up in silence. I take her into the security office that doubles as a holding/interrogation room. She continues to deny everything until I offer to show her the video of her slipping the earrings into her purse. Suddenly, her demeanor changes and she confesses. "Alright, you got me." She says, handing the earrings to me. "It was a stupid, impulsive thing to do. Now what? Am I banned from the store?" She seems to know that we don't normally involve the police as long as the merchandise is returned. This is the sexiest woman I have ever seen. She's sitting about three feet away facing me with her legs crossed. Her skirt has ridden halfway up her thigh and I can't help but picture the heated intersection of those lovely legs as I contemplate my next move. "Of course, you're banned from the store. You will also be prosecuted for shoplifting and what happens there will depend on the judge." I've decided to push her a little and see what happens. My gut instinct says this woman will do anything to avoid prosecution. "Prosecution! What are you talking about? It's a fucking pair of earrings. You've got them back what more do you want?" She's fuming, but also very nervous as she uncrosses and then crosses her legs again. "Those earrings are worth over $300. That makes this crime a felony. I am obliged to notify the authorities and they take it from there. If you'll wait here a minute, I'll be right back." I say, getting up and heading towards the door. I've done this so many times that I can almost predict to the second how long it will take her to stop me. "Wait." She says more calmly, "I'm sure we can work something out. You really don't want me to be arrested do you?" She's flashing me her sexiest smile and leaning forward to show more cleavage. I glance down her blouse as I turn around and walk back to my seat. Her tan line stops about halfway down her tits and her milky white breasts are visible to just above her nipples. "What do you mean?" Now it's my turn to be innocent. "It's not my fault you'll be arrested. I'm not the one who took the earrings." I tell her in my most condescending voice. "You're right." She says, trying to reconcile, "It's just that, well what if that's not all I've taken. You'd look pretty foolish if it turns out I have other items hidden on my person." She's looking right at me with a half-smile on her face. "You haven't even patted me down. I might have a concealed weapon or something. How long have you been doing this anyway?" She laughs. Long enough to know where this is headed. I get up and lock the door. This beautiful sexy woman wants to play cops & robbers and she's assigned me the dominant role. "Alright stand up." I say in an authoritative tone, "Put your hands on your head. She eagerly complies. I start by patting down her back and shoulders. Then I run my hands roughly over her breasts, squeezing each one and feeling over, under and around them. "They're real." she says, my hands still on her breasts, "no hiding places there." I pinch her nipples through her bra before sliding my hands down her sides and her flat stomach. I squat down as I run my hands down her hips then back over the cheeks of her ass. I squeeze her ass cheeks and run my fingers down between them before continuing down her legs. My cock is pushing against the inside of my pants as I begin to feel my way up her leg. With both hands on one leg I slide them up under her skirt and around her thigh. She spreads her legs to give me better access and my hands slide all the way up until I'm rubbing against her panty covered pussy. I move my hands to her other leg and can feel the heat as I again get close to her pussy. I look up and see that she has her eyes closed. I decide to tease her a little and I remove my hands and stand up. "You're clean, nothing hiding anywhere." I say as she opens her eyes and looks right at the bulge in my pants. "Are you sure, officer? You haven't done a full cavity search. You don't know what I could be hiding. "She says dreamily, standing before me with her hands still on her head. This woman is hot. I'm starting to suspect that shoplifting wasn't her motivation at all; it was getting caught. I stand up facing her about two inches away from her face. "Strip!" I bark at her. "I'm going to have to do a cavity search to ensure you don't have any contraband." She smiles at me and lifts her blouse over her head. Her pink lace bra can only contain about one third of her full voluptuous tits and I can't help but stare at them as she removes her bra. She reaches behind her and unhooks the clasp while she continues to smile at me and shrugs her bra off her shoulders. Her rose colored nipples, bouncing on the ends of her tits are set in two inch areolas surrounded by milky white flesh. I again search all around her tits, lifting each one, squeezing it, pinching the nipples then letting it drop heavily against her chest. "Now your skirt!" I snap at her. She unzips her skirt and lets it fall to the floor. She's wearing a pink thong that matches her bra. The small triangle of material barely conceals the patch of blonde hair visible behind it. I again cup her ass cheeks, kneading them and spreading them apart before pulling the thin strip of material out from between them and removing the pussy soaked thong. This woman is really getting off on this. "Turn around and bend over." She moves quickly into position, even anticipating my next command by reaching back and spreading her ass cheeks with her hands. Her beautifully rounded ass is on display a few inches from me. I'm tempted to just drop my pants and slide my hard cock right into her pussy from behind. I resist the temptation momentarily. "I am going to do a full cavity search. You better not be hiding anything." I berate her. I'm certainly not hiding anything the way my cock is tenting my trousers. I pull my chair over and sit down with my face inches from her ass and her pussy lips below it. She lets out a low moan as I run my thumb over her wet pussy lips and slide two fingers up inside her pussy. I move them all around the walls, as if I'm actually doing a cavity search. She is pushing back, humping against my fingers. I remove them and smack her hard across her ass cheeks. "This is not a game! "I below, "This is a serious search for contraband! You will hold still. Do you understand?" "Yes, sir!" She says, timidly. She really likes playing this role and her pussy is gushing juice from the smack and the rebuke. I push three fingers back inside her pussy and twist them all around. She is almost whimpering. "Nothing in there." I state matter-of-factly as I remove my fingers and I slide one into her ass. She gasps, and then reaches back to hold her cheeks apart. "I didn't tell you to do that, did I?" "No, sir!" She says moving her hands in front of her. I continue pushing my finger in and out of her ass while I pinch and twist her pussy lips with my other hand. She is writhing under my touch, moaning and drenching my hand with her juices. I pull my hands free, smack her ass again and tell her to stand up and turn around. She turns to face me and I notice how hard her nipples have gotten. They are as thick as a dime and look like little bullets sticking out from her creamy white mounds. I continue with the cavity search, by putting my fingers, just removed from her pussy and her ass, into her mouth, feeling all around for contraband. She murmurs something while I'm doing this then starts sucking the juices off my fingers. "You seem not to have any other items." I tell her removing my fingers from her hungry mouth. She runs her hand over my crotch, up and down my hard cock. It feels good, but I'm staying in character. "Who told you to touch me?" I yell! "Put your hands behind your back, right now." I pick up my handcuffs from the desk and she sighs as I cuff her hands behind her back. Pulling her hands behind her has the effect of jutting her breasts out and I can't resist putting my mouth over her fully erect nipples. I suck, nibble and bite each of her thick nipples until she is moaning softly. I roll each one in my teeth, biting and flicking it with my tongue. Her head is back, her eyes are closed and her thick cream is oozing down between her thighs. Her nipples are bright red when I'm finished and I flick each one with my finger causing her to yelp. Kneeling in front of her I run my tongue up the insides of her wet thighs. I lick everywhere except her pussy lips, teasing her mercilessly. She squats down a couple of times trying to push her pussy against my tongue, but I lean back and smack her ass and she stands back up. Finally, I lick one long stroke up her pussy lips all the way to her hooded clit. "Ohhh yeah!" She gasps. "Lick my pussy!" I turn my head slightly and insert my tongue into her steaming pussy, lapping up her juices like a man dying of thirst. Nothing is gentle; I know that's not what she wants. I bite her lips and flick her sensitive nipples with my fingers as I continue to eat her pussy. I move my mouth up to her clit and insert three fingers inside her pussy, finger fucking her as I suck her clit. She's humping back against my mouth and moaning loudly. "Oh fuck! Oh God! So good! So fucking good!" She's arching her back and trying to stay on her feet, with her hands still cuffed behind her. I've got one hand squeezing her ass cheeks and holding her up, the other hand finger-fucking her pussy while I continue to suck and bite her clit. Her orgasm builds with a trembling in her legs, a long low moan from her lips and a violent jerking of her hips against my face until the flood-gates open and her juices gush over my fingers and down my arm. I pull my fingers out and lap up as much of her juice as I can. I turn her around and undo the handcuffs. I quickly shed my clothes and bend her over the desk. My cock slams deep into her pussy in one hard stroke. She gasps once then thrusts her ass back against my cock. We set a rhythm with her ass pushing back to meet me stroke for stroke. I pound into her with my hard, throbbing cock, holding onto her hips for leverage. Her slick, wet pussy fits snugly around my cock engulfing it in a rich hot blanket of pulsating muscle. "Oh, fuck! Faster! Harder! Oh fuck me! I'm cumming again! Oh fuck!" she's yelling as I pound harder and faster into her burning snatch. I lean forward, reaching under her to grab her tits. I pinch her nipples, pulling and twisting them as she nears her climax. I feel her pussy muscles clench and spasm as the first wave of her orgasm gushes forth. Her hot juices flowing around my cock pushes me over the top and I slam deep inside her, shooting my load in wild jerky thrusts. Were both panting and catching our breath. I lean against her back, leaving my cock buried deep inside her quivering pussy. She's the first to speak. "Fuck. That was amazing!" She says, looking back over her shoulder at me. I decide to stay in character for a few more minutes. I stand up, pull out of her smacking her hard on the ass. "Who said you could talk?" I ask her. "I'll show you why God gave you that mouth and it wasn't for talking!" I turn her around and push her down to her knees. "Now shut up and clean me up!" I command. She smiles at me then wraps her lips around my cock and begins sucking and licking off the combination of our juices. She is amazing with her tongue and in no time my cock is fully recovered and I'm humping her warm mouth. She uses her hands to massage my balls and stroke my cock as she continues to take me deeper and deeper in her mouth. She keeps at it until her nose is pressed against my pubic hair and my cock is buried in her throat. She keeps flicking the underside of my cock with her tongue and I tense my legs and hold the back of her head as I shoot deep into her throat. She swallows every drop, cleans my cock with her tongue then sits back licking her lips. "So" she says, looking up at me while she licks the last bit of cum off her lips, "have we settled the case out of court?" She's still on her knees, sitting back on her feet. I'm looking down at her beautiful big tits with large pointed nipples. "That depends on whether or not you've learned your lesson." I tell her, still somewhat in character but unable to take my eyes off her amazing body. "Oh I've learned my lesson alright!" She says with a mischievous smile on her lips, "I know exactly where I'll shoplift from now on." The Shoplifter We are working security in a large female toy store. We sit in front of a bank of monitors as watch with amusement as various women, read the trash magazines, while they rub themselves. There are couple of corners of the store which are dark, just for those couples who think that no one is watching. I just love the night vision units we have. In walks Cathy, the bitch. We have nicknamed her the bitch because she always causes some commotion whenever she is in the store. The last time she was here, she screamed at a young trim sales clerk with the perky breasts and tight ass. You remember her? She used to go to the ladies room for her breaks. She loved our rapid deployment wireless vibrator with long life battery and pulsing head. We knew she was enjoying herself because whenever she came out of the restroom, we could smell her pussy, her nipples would be at least an inch long and her cloth covered stool at the register would be soaked through. We gathered quite a file on the bitch and never could really prove anything. Until now. She walked through the metal detector and it registered nothing. At least she was not wearing anything inside or out. We watched her like a hawk. She walked to the dyke BDSM magazine area, picked up a magazine, looked up at the camera in the ceiling and put her hand into her panties. Then she began to rub herself. I wonder if we could ever sell all the clips we have of women getting off? We watched as she came, pulled her hand out of her panties and licked her fingers. She dropped the mag to the floor. The bitch has struck again. She walked to the new toy aisle. We both have told management that area of the store needs more lights. We flipped on the night vision units and watched as she pawed the toys. She looked at the mother of all dildos, three feet long and 10 inches in diameter with a head which grows like a mushroom, once it gets wet. She began to stroke it like a cock. Sorry, bitch, you are wasting the stroking on us. We are lesbians. Guess she thought it would get us off. Nope. Then she moved to her left and stopped in front of the wireless eggs. These have been our best sellers. We both have a set and we know what the eggs can do. So Cathy, looks around and this time she does not look up at the camera, since she can not see it. But hey bitch, we can see you. She breaks the seal of the box, slips out the eggs, drops her skirt, lowers her panties and the eggs disappear. Just then another patron approaches. Cathy is flustered and pulls up panties and skirt and walks away. We have the bitch. She walks around, still looking over her shoulder. She has the eggs but not the transmitter. I get on the speaker and tell everyone the store is now closing, which it is. Cathy keeps trying to go back to the transmitter but we are turning off the lights. As she walks to the front door, she has to pass through the metal detector. We are at the door as she steps through the detector. The detector screams with an alarm and red lights. She stops dead in her tracks. Her face has turned bright red. The bitch is ours. "Come quietly with us," I tell her. She comes without a fight. We take her to the back room office. She sits down and you clip a handcuff to her wrist and one to the metal chair which is bolted to the floor. "Do you know why you are here?" I ask. She shakes her head. I hold up the transmitter for the egg. She does not know that all the eggs now come with lithium batteries. They are ready to use, right out of the box. "You were caught on our video, shoplifting. The police will be notified. Your life will never be the same." "I didn't do anything wrong," she barks out. I show her the transmitter as I turn it on and set it at the number 3 setting. Cathy jumps and moans. "Anything wrong?" I ask. We both can see a flush spreading over her face and neck as I twist the dial to 5. She is pulling at the hand cuff and trying to squeeze her legs together. Her nipples are hard and poking through her thin top. "I need to get some information before the cops arrive and take you away." I reach for the pen as you reach for the transmitter. You hold the transmitter in front of Cathy's eyes. Your finger is hovering over the red button. Cathy pleads with her eyes.You press the red button. Suddenly Cathy freezes as though she is a deer in the headlights. The veins in her neck look like like water hoses. Her mouth is open and there is no sound. We both know what is happening. Her egg has expanded in her cunt. It now has grown to fill her pussy and is pushing upward against her G spot. Her pussy is one quivering mass of flesh with a vibrator. Once the red button is pressed, the egg continues to vibrate until the battery is drained. Off course the woman is also drained. But she is drained long before the battery is finished. I'll do anything you want, just don't give me to the cops," she pleads. We look at each other and smile. The Shoplifter I'd like to thank the volunteer Literotica editors who helped me with my story - JT and Annie. And a super duper thanks to "John" who continues to push me higher and always inspires me. Had I really lost my mind this time? The only thing I could say for certain was that nothing had ever felt this damn good. I was lying face down, bent over the man's lap, my cheek pressed against the rough sheets of the "No Tell Motel". SMACK! His open palm slammed down hard on my right buttock. The skin there was tingly and hot at that moment, and though I couldn't see, I was sure my whole ass was bright red. SMACK! His palm was hard and unyielding, this time traveling even closer to the heart of my pussy. My God!! The pain bloomed bright and hot outward from the cheeks of my ass. I screamed loudly into the pillow. Earlier, he had told me I could scream and howl all I wanted. No one in this motel would be alarmed to hear screams of passion coming from 2B. Pleasure and pain mingled and made one delicious cocktail. I smiled inwardly as I thought of how I had come to be in this compromised position. SMACK! SMACK! "Do you need to be spanked?" I read and re-read the title of the personal ad. I couldn't help the little flutter of my heart. Yes, I had always wanted to be spanked, always wanted to feel that spark that I couldn't find elsewhere. Craigslist was well known to harbor weirdos with a lot of different kinks. Would it be possible to find what I was looking for through an ad such as this? The temptation was strong, even though I knew I shouldn't reach for it. I had always wanted to explore this desire for bondage and discipline. As a soccer Mom and wife who most people considered to be very wholesome, I felt the need to break free and be a bad girl in a way I never had before. Did I have the courage to reach out and grab what I longed for though? I scanned the ad once more. The poster proclaimed to be a safe, "nice", 58 year old man named John apparently experienced in disciplining females. "Boundaries Respected," the ad said. Hmmm, I thought. He's probably a serial killer. At 58, the poster was quite a bit older than I. In fact, my parents were much closer in age. Somehow though, that made him more attractive. If I delved into all those secret fantasies I had been harboring, I wanted it to be with someone a little older and more experienced. Still, I was shocked that I was even considering sending a reply. A few days passed, and the seed had been planted. I found myself staring into space and daydreaming about being spanked as I sat alone in my office,. At night as I drifted to sleep, I closed my eyes and pictured the scene. My ass across a stranger's lap, his hand coming down hard on my flesh. Each time I dreamed of the encounter, my vagina began to weep in anticipation. Another couple of days passed, and I decided that if the ad was still there, I would reply. It was, and so it began. Today was our third encounter. Earlier, I had stood on shaking legs outside of the motel room, gathering my wits. I had absently noted dull, chipped paint and ripped plastic drapes hanging haphazardly against the motel windows. What was it about John that turned me on so fast and hard? I wondered. Deep down, however, I knew why. Plain and simple, it didn't take a psychologist or a rocket scientist to figure out this particular equation. John made me feel comfortable, wanted, and desired. And he made cum like no one ever had before. And likely, no one ever would again. Nervously, I smoothed my shaking hands down my knee length pink sundress and adjusted the flower clip I had placed in my brown hair. John loved when I dressed femininely, and my only wish was to please him the way he always pleased me. As we stepped up into the darkened room, I vaguely noted the ugly frayed carpeting and the lack of decor on the walls. However, the rooms always smelled pleasantly of cleaning products and the sheets were always clean and crisp, so I had no complaints. "Look at me, young lady. Do you know why you're here today?" John's tone was quite menacing. In his Brooks Brother's business suit and tie, he was a sight to behold. Oh yes. We always talked about our scenes ahead of time, usually via texts, and I knew that was his way of teasing me and turning me on. It was a type of continuous foreplay that went on all day and served to heighten my excitement in the here and now. I looked at the walls and the ceiling, rolling my eyes and playing my part. "No, I have no idea. I was shopping for a few things for my mother and then store security dragged me into your office. They have no right to manhandle me that way!" John put on his evil grin, the one that made honey drip right into my pink panties. "Manhandle? Young lady, you don't know the MEANING of the word 'manhandle'. You are sure to be manhandled where you're going, which is the county jail! Do you know what those inmates will do to a sweet piece of ass like you? Shoplifting will get you six months, easy!" "Shoplifting!" I exclaimed in mock outrage. "I would NEVER!" "Open your purse." he demanded. Oh yeah. This was my favorite part ... resisting!! "No" I pouted. "You can't make me!" "Okay then I'll just get the Sheriff in here to process you..." John smiled as his hand reached for the telephone. "No, wait!" I grabbed his shoulder. "You're wrong! I didn't do it!" I made myself sound a little less cocky this time, and a little scared. "Then open your purse and show me." I began to sniffle, really getting into the scene as I reluctantly opened my purse. "Ahhh" John smirked. "Just as I suspected. Condoms!" "But ... but ... I don't know how they got there!!!" "Please" John interrupted. "You think I don't see you, shaking your ass all around that trailer park? I know your type ... white trash. You need to be punished." "Noooooo!!!! Please! Please don't call the police!! My mama will whip me with a belt, and she'll kick me out for good this time!!" "You leave me no choice," John responded sadly. "I just can't let you walk away from here." "But ... isn't there some other way?" I asked with a pout and a few cute bats of my heavily made up lashes, touched up with a mascara wand just moments before. This was it, the part I always long for. My pussy began clenching and weeping in response, imagining the scene to come. "I don't know. You really need to learn a lesson, young lady. I'm really tempted to call the Sheriff." "Please" I pleaded. "Please, reconsider!" He breathed a loud, suffering sigh. "Okay. Here is what we are going to do. Put your hands behind your back." Sweet Jesus. I was about to come just from his authoritarian tone. I complied and showed him my back, crossing my hands just above my ass. Out of nowhere, it seemed, he produced a set of shiny silver handcuffs, standard police issue. Damn, I loved how he got into these roles! "Handcuffs?!" I cried out. "Is that really necessary?!" "Oh yes," he replied. "I know how sneaky you are, you little slut. I don't want you running off" With two loud clicks, the handcuffs locked into place and I was thoroughly restrained. We had discussed this previously. This was my first time restrained, and he knew how excited I was about it. A shiver ran down my spine as I thought about how vulnerable I was just then. I hung my head, my whole posture a picture of submission. It was a pose I knew John appreciated. "Mmmmm" John whispered. "You look awfully nice and sweet in this little dress, Beth. Have you been shaking your ass for all those fellows in that trailer park?" "No" I cried. "I'm not that kind of girl!" "Yeah, you are. And you know what happens to bad girls? They get their asses smacked." With this, he bent down behind me and slowly trailed his fingertips up my dress, slipping a thumb into the waistband of each side of my panties and pulled them down slowly. I pretended to be outraged and embarrassed, turning my head away. "Please!" I begged. He took a seat on the bed, pulling me close and putting me over his lap. I struggled a moment, my cuffed hands giving me no support. Finally, I settled in with my head and upper chest resting on the bed. My sundress lay up around my shoulders displaying my ass completely. He gently patted my ass, his touch soothing at this point. "Nice ass, Beth" he whispered reverently, and I knew he wasn't acting. Actually, John had turned out to be a sweet, kind person who happened to share my love of kink and role play. He was a true gentleman, the kind that you can't find in the world anymore. I reflected for a moment on how happy I was to have met him. SMACK! All of the sudden I was jolted back to the present moment. This was what John did to me. There was nothing but the here and now. He helped me clear my mind of all else. The first smack was quick and unexpected, and he held nothing back. The pain raced through my ass cheeks, down to my pussy and my clit. SMACK! SMACK! The blows came quickly, and the pain was excruciating. I couldn't get enough. "How does that feel, little darlin? You gonna shoplift again?" Oh hell yeah!! "Nooooooo!" I scream, trying again not to smile. SMACK! My screams at this point could have woken the dead. Thankfully the rooms on either side of 2B were vacant today. SMACK! "Hmmm..." his hand wandered down to my pussy, spreading my legs a little. Without warning, he dipped his long, thick middle finger inside, swirling through the juice that had surfaced there. "Oh my," he said, chiding me. "Are you ENJOYING this Beth? Your little cunt is soaking wet!" SMACK! Oh yeah, I felt so hot and ready to cum at that moment. My clit had started to tingle. SMACK! His fingers still wet with my juices, John changed course and began to lightly caress my puckered rear opening. "Ohhhhhhh" I moaned. He swirled his wet finger around my asshole slowly, bringing all those nerve endings to life. My ass up in the air, the fluorescent bedside lamp hiding nothing, I couldn't have felt more exposed, or more turned on. Slowly, John began to screw his finger deep inside my ass. "Oh yes! Oh God!! Yes, John, yes!!" It was always tough for me to stay in character at that point, and I began to gyrate my hips, silently begging for more, rubbing my nipples against the rough sheets. "You like that baby? You like it in your ass? I know you do, bad girl." He removed his finger, and I cried out at the emptiness. I hear a familiar squirting sound, which indicated he was planning to use some lube. I smiled against the pillow. It was going to be a fun night. His finger returned, but now it felt even thicker. "That's two fingers baby, see how easy your ass takes me in? Ah. I can see you've done this before, you little slut. You're real white trash aren't you? You must like taking it in the ass." I couldn't even think at that point, much less respond. I wiggled my ass at him and groaned loudly. Abruptly, the world spun and I was back on my feet, my hands still cuffed behind me, my dress falling back into place. "Get on the bed, on your knees, with your ass in the air." I complied, and again my face was pressed into the sheets. I heard the crinkle of a condom wrapper. John again pulled my dress up and over my shoulders. "Spread your legs wider." he commanded. Again, I could barely move without the use of my hands, but I spread wider. "Wider!" he yelled. I did as I was told. That is the kind of person I have always been. He was using his hard, dominant voice again. "Mmmmm," he whispered, running his fingers along the crack of my ass, down to my pussy, dipping inside. "One day I will take a picture of you like this. I know you're not ready yet, but someday. You look so beautiful right now." And as dirty and naughty as it all was, he made me feel beautiful and wanted. I smiled a happy, content smile. "Beth," he began. "Ready to get fucked hard?" Oh yes, indeed, I was. Heart pounding, I could hardly wait for him to open the condom and slide it on his thick, hard shaft. Mmmmm ... he was so hot, always so hard, and so freaking tasty. It occured to me that I hadn't had the opportunity to taste him yet tonight. Moving faster than I should be able to, I rolled awkwardly from my knees to my back, my head hanging close to the edge of the mattress, inches from that beautiful cock. I smiled up at John, and he returned the smile, allowing me to have my way for now. Teasingly, I ran just the very tip of my tongue around the head of his giant, beautiful penis. It was so purple, indicating he was every bit as turned on as I was. Good, I smiled. I didn't want to be on that boat alone! I swirled my tongue softly around the head, gathering up the few drops of pre-cum he produced. Mmmmm. He tasted salty, sweet, and spicy, and I felt answering drops of fluid flood my own sex. He lightly grasped the back of my head, and I opened wider to fully take the head into my mouth. Slowly, I slid my mouth all the way down his shaft, swirling and circling my tongue as I progressed. As his shaft bumped the back of my throat, I relaxed my throat muscles and let him in further. His taste and smell was incredible, an aphrodisiac in itself. It was clear that John was deeply engrossed in my ministrations as he reached behind me and uncuffed my hands. I am good with my hands and fingers. I immediately brought both of them up to fondle his balls. I didn't want them to feel sad and unwanted, and that thought made me giggle around his cock.. As best as I could, I gently rolled the soft orbs between my fingers while suckling that beautiful beast between my lips. I couldn't get enough. John was never still, and he quickly returned his attention to my hot, dripping cunt. He inserted two fingers inside and pumped them back and forth, and round and round. I could hear the loud, obnoxious squishing noise my pussy was making. It reminded me of a few porn flicks I had seen where the females have "squirted", and my skin flushed in embarrassment. He always seemed to know what I was thinking. "You're sooo wet. So hot and so fucking wet." "I'm sorry!" I whispered around his cock. "Don't be sorry, I love it!" He then inserted another finger in my ass. I have heard this referred to as the bowling ball hold and, damn, did it feel amazing. John was somehow doing all that and working my clit at the same time. I couldn't help wonder, jeez, how many hands did he have? How did he do it all? All my senses were on high alert, my body on fire with his touch. Ohhhhhhh, I was hot and turned on. I felt my body may just explode in pure sensation. All of my nerve endings were crying out in joy, about to begin singing the "Hallelujah" chorus! I continue my lovemaking on his cock, fondling his balls which have now tightened into hard knots. This usually indicated he is getting ready to cum, but knowing him, he would surely hold off. A true, true gentleman, I know he would wait quite a long time before coming. He pulled abruptly from my mouth, moving away as a string of saliva briefly kept my mouth and lips connected to his shaft. "Stretch out, hands above your head. Don't move them." I did as he asked, stretching my hands high above my head, lying fully across the bed. As I did so, he produced the cuffs again and restrained my hands once more. Testing the restraints, and giving a small nod of satisfaction, he looked into my eyes. Without breaking eye contact, he grasped me under my knees, spreading my legs open as he lifted them upward. My knees were practically touching my shoulders. Oh God Oh God Oh God. I felt fully displayed, nothing hidden, and I could see John taking a visual inventory. My ass, my pussy, the juice running down my lips, I knew he saw everything. The thought of being exposed increased my arousal tenfold. Abruptly, he began eating my pussy with gusto. Oh. My. GOD!!!!!!!!!!!!! John eats pussy better than anyone anywhere should ever have the right to! I moaned loud and hard as he took a full bodied lick of my pussy, starting at my weeping hole and slowly making his way all the way up to my clit and circling it, making an obnoxious slurping sound. I quivered and shook, chills breaking out all over my body. "Oh god. Oh god. JOOOOHHHHHN!!!!!!!!!" It was so damn good. He surrounded my clit with those soft lips and sucked it inside his hot, wet mouth. He hummed and moaned around that little piece of flesh, making my entire pussy vibrate. It was like being zapped with a jolt of electricity, and I screamed out in pure ecstasy. John will not stop until he is good and ready. I know this from our past experiences together. He continued sucking in my clit, allowing it to pop in and out of his mouth. I felt my juices run down the crack of my ass to rest in a puddle on the sheets. He paused to bring his hands up to the junction of my thighs, spreading my lips wide. "Do you know what I'm going to do? Do you know where I'm going to put my tongue now?" He had told me about this earlier in the day, in a dirty text. He wanted to bury his tongue deep in my pussy. He wanted to fuck my pussy with his tongue. Oh God. I held my breath. Suddenly his hot tongue entered me, sinking slow and deep into my cunt. My mind raced.. He was tongue fucking me! The feeling was exquisite. Every nerve in my pussy was on fire.. He was persistent, dipping his tongue further and further into my wet hole as I screamed, moaned, and squirmed as much as I could within the restraints. I could barely breathe, barely think. My mind slowly wandered to that special place. There is a special happy place where I now know only John can take me. My mind completely clears and relaxes. I don't worry about looking fat, or old, or how the bright lights are probably highlighting all of my flaws. I don't think about work, bills, or soccer practices. Though I hate to admit it, many times while making love with other partners, I would often dwell on things like household chores and balancing the check book. There is none of that in this special place, and while my pussy remained on fire, I exhaled deeply and my eyes rolled back in my head. Lips parted, chest heaving, I really let go for the first time as the orgasm began to bloom deep inside me. All I felt was sensation, waves of tingly sensation beginning to spread from my midsection, eventually encompassing all of my body. Down to my fingertips and toes, my body was a mass of happy, singing, dancing nerve endings. As I floated slowly back to earth, still in my happy place, I heard soft moans of pleasure and realized they belonged to me. I looked at John, giving him a smile of pure gratitude, and he returned the smile. "Oh, do you think we're through? We're nowhere near done young lady. Roll over, on your knees." I complied, since at this point I'd do damn near anything he asked. I'd probably even bark like a dog if he told me to. I stuck my ass high in the air once more, feeling no shame at all as he rubbed my ass cheeks. My only warning was his hands grasping my hips roughly. Abruptly he thrust his cock hard and deep, so deep inside me. I was jolted forward as he sealed our bodies together. That giant cock slid in easily due to my natural lubrication. He pulled out slowly, withdrawing, then thrust hard inside me again, each of us grunting and moaning. Again and again, he pulled out and crashed back inside, his balls slapping against my pussy with each forward thrust. I rested my sweaty head against the bed as he continued to thrust, as I concentrated on the feeling of him bursting inside me that way. He pulled almost all the way out, and slammed back in repeatedly. Each time he left, the feel of the wide head of his cock upon his return set my pussy off. The Shoplifter He set a slow but relentless pace as my cries filled the small room. All I could smell was the scent of wet, juicy pussy. Slowing the pace just a little, I felt John's thumb exploring the crack of my ass. I heard the squirting sound again, and feel his thumb as it invaded that tiny orifice. Has anyone ever excited me this way? His thumb gained entry and I focused my muddled brain on relaxing those muscles as best I could. It was not easy, because I could barely think at this point. He worked his thumb in and out, praising me on how nicely my ass accepted his invasion, while all the time working his cock in and out of my pussy. He suddenly pulled out, and I heard him using the lube once more. It sounded like he was using a lot of it! I peered behind me and watched him lubing his cock up and down. He was a sight to behold. He squirted a large dollop of lube on his fingers and again worked on opening me up while I watched him. It felt incredible. He glanced down at my face for a moment, pausing to grant me a sexy little smile before getting back to work. Turning my head back, I rested my face against the sheets once more. I tried to picture this scene in my mind, to leave a little imprint so I could return to it later when I am alone. As more fingers invaded my ass, I again clamped down hard on the digits, and then commanded my muscles to relax and subside. There was little pain, lots of pleasure, and tons of anticipation. The relaxing of muscles happened in gradual stages until all I could feel were his fingers easily moving about and scissoring inside my ass. I was ready, and he must have felt it too as he lined up the head of his cock with my puckered entry. This was what I had been longing for. That sweet, sweet moment of pure bliss. I was primed and ready to feel that hard pressure, all my barriers broken down. In that moment, I belong only to him. He had the power and I was helpless to even think of controlling any of this. That is how I wanted it, what I needed from our union. I was simply reduced to an object of pleasure. He struggled for a moment to get his cock through that tiny hole and this was a battle I truly loved. My body fighting him off, his cock fighting for entry. Who would win? John persisted, as I knew he would, and I felt my body part for him. Yes!! My ass opened like a flower in the bright sunlight. Slowly, slowly he inched forward in one long unrelenting thrust. "Ahhhhhhhhhhh" I moaned long and deep, actually surprised that such a sound could come from me. My knees felt like they are about to buckle as John thrust deep in my ass. Tears of joy gathered at the corners of my eyes, dripping onto the sheets as he reamed my ass even harder. Suddenly, John grasped a handful of my hair and pulled my head roughly to the side. Leaning down low, he whispered, "Where am I fucking you right now?" I stared blankly. He expected me to speak? All I could do wass moan as my eyes began to close again. He pulled a little harder on my hair. "Answer me!" I thought hard. "My ass," I whispered. "You're fucking my ass. Ohhhhhhh" and I could not help squeezing my eyes closed again. He yanked my hair again. "Who is fucking your ass right now? Tell me who!" "Oooooohhhhhh" I moaned as my ass and pussy caught fire. "You are John, you are!! Don't stop! God don't stop." He pounded harder and harder, and the springs of the cheap mattress sounded like they were ready to pop. At this point, I was practically flat on my stomach as he jammed every inch of his cock inside my bowels. Suddenly, he pulled out and turned me over onto my back. The condom disappeared, and he began straddling my chest while slowly working his cock up and down. Grasping the back of my neck, he tilted my head up and back gently. "Are you ready to drink my cum, baby? Do you want it, sweetheart?" "Yes, Yes!" I answered without hesitation, and began licking my lips in anticipation. Fingers worked his cock repeatedly, and I took in the beautiful sight. I felt honored to be here, with him, in this moment. I stuck my tongue out and closed my eyes. "Look at me, look right at me" he commanded. I opened my eyes and held his gaze, tongue out. Suddenly, I tasted the warm spurts of fluid on my tongue, dripping down my throat, and painting my face and chest. So. Fucking. Hot. I couldn't get enough and eagerly swallowed this little gift. He jerked his cock once, twice as he squeezed out every last drop for me. "Thank you." I whispered while licking my lips. As he caught his breath, John smiled down at me. I was decorated with his essence, and he appeared to love the way it looked on my body. He raked his fingers through the cum on my chest, rubbing it gently into my breasts and nipples. He folds my into a warm embrace and we lay facing each other, grinning like idiots. Life is good, I thought, as I held him close. The following morning, I stood at my office window, vaguely watching the birds playing in the birdbath outside. My mind was elsewhere though. Glancing down at my wrists, which I had to cover with long sleeves today, I smiled as I remembered our night together. Each time I moved, I could feel the tenderness in my nipples from his loving as they rubbed against the lace of my bra. My pussy was tender. My wrists were decorated with faint red lines from the handcuffs. These little reminders of John's possession thrilled me to no end. Ah, good times. The Shoplifting Teacher This story was inspired by a Japanese movie of the same name, starring Emi Harukaze. However, the dialogue and scenes in this story are quite different from the movie (I didn't actually understand the dialogue). Please note that the story involves blackmail (along with mature; May-December relationship). It is within the reluctance and submission section because that is its primary theme. If stories involving blackmail, reluctance, and submission are not enjoyable for you and certainly if you find them offensive, then you really, really should not be reading this story! All of the characters in this story are at least eighteen years old. - - - - - - - - - - - - - - - - Ms. Crump was a rather stern and imposing teacher. One did not misbehave in her class. There was never any whispering. There was never any passing of notes. Students always arrived on time, if not a good five to ten minutes early. One always paid close attention, never got caught being distracted, which wasn't that easy as her lectures on Victorian literature could be so long and tedious. The students so much preferred Miss Bixley, but her classes this semester were all full (see "Miss Bixley lends a hand"). The guys, and even many of the girls, could see why she was still single. Who would want to marry her? Would could stand her? She was so cold, so harsh, so grim and austere. This was a shame as she was not an unattractive woman, not by any means. She was in fact very appealing, if not pretty. She had long, wavy, flowing black hair that hung well down over her breasts, providing a nice accent to their prominence, as her hair fell gracefully across her curves, outlining her breasts' fullness and roundness. She also had large and pretty round blue eyes, although they often looked rather cold and unforgiving beneath her spectacles. Her cheeks were rosy, her nose was perky (although perhaps a bit sharp), and her lips were always adorned by a bright and rich red lipstick, although students would claim that they had never seen Ms. Crump smile. In sum, Ms. Crump could really be quite an attractive woman if she allowed herself to be, but all of this potential was frustrated in part by her demeanor, as well as the conservative nature of her dress. She wasn't into pretty skirts, pastel colors, or feminine delicacies. Her outfits matched her personality. She wore stark grey or black business suits, with skirts that went well below her knees, blouses buttoned all the way to her neck, themselves largely hidden beneath jackets that were usually fully buttoned as well. It wasn't that other teachers of Templeton College let their students see their boobs. That would, of course, be inappropriate, if not absurd. But they would at least wear outfits that flattered their womanly curves. What woman wouldn't? Well, Ms. Crump was such a woman, and it was again quite a shame, for beneath her tight business jackets one could discern the presence of very prominent, full breasts. Yet, her conservative suits could not hide her appeal entirely, as the skirts, jackets, and blouses were typically rather tight. It was a body that was actually difficult to ignore. She had such a nice taut, tight, jutting, swaying bottom, the curves of which were facilitated by her long black high heels, which also provided nice lines and tone to her calves and her long shapely legs. The boys' eyes invariably followed the sway of her bottom as she slowly made her way down an aisle of desks, reading from a text. This was the manner in which she most often lectured, striding up and down the aisles, reading a dull, tedious scholastic tome. One consolation of this approach was that it did allow the eyes of the boys to follow her swaying bottom as she strolled away. Of course, such impolite behavior on the part of the boys risked her considerable wrath if caught by the "Dragon Lady," one of the many less than complimentary nom de plumes she had been given by her students. One of her most distinctive habits was to carry a ruler. She would absentmindedly tap it with her right hand into the palm of her left when she was not reading from a text as she strode up and down the aisle of desks, droning away, monitoring the notes being taken, looking for signs of student inattention, distraction, or any other signs of remiss. Once found it would be met with a tap of the ruler on a shoulder, a piercing glare, a pursing of lips, and a shake of the head. Ms. Crump would angrily chastise particularly egregious infractions, accompanied by a sharp slap with the ruler on the hand or wrist. Some students even had to take the walk of shame to the front of the room to stand in the corner, facing the wall. Yes, it was treating college students as if they were still in elementary school. All of the students were above the age of eighteen, most were in fact nineteen or even twenty years old. But, Ms. Crump would say that if they are still behaving like children then they should be treated as such. She had sent a student to the corner of the room only a couple of times this semester, but one such time it had been William (Billy) Miller. He had found it terribly, terribly embarrassing, and it was only because he happened to be drawing cartoon doodles in the margins of his notebook. His notes were otherwise fine, so what was the harm? Well, actually, they weren't just ordinary doodles. One of them was in fact a sketch of Ms. Crump, with her blouse open and she was apparently not wearing a brassiere. Her humongous boobs were spilling out. Other than giving her approximately 88DDD boobs it was a pretty good resemblance, particularly for such a small sketch, but William's artistic talent didn't seem to impress his teacher. He felt that such a punishment was not at all appropriate for a young man his age and he considered speaking to the ombudsman about it. However, Templeton was a very conservative private college and he was unlikely to receive much sympathy. This was not a public university that was beholden to state legislative guidelines regarding pedagogy and student discipline. William, and his parents, had been made fully aware of the rules and responsibilities of an undergraduate, as well as the strict disciplinary powers of the professors. It was in fact this authoritative traditionalism that had attracted Willam's parents to Templeton. Templeton even had a dress code! The girls had to wear white blouses with black ties, plaid skirts that had to go below the knee, white socks, black Mary Janes, and, of course, white panties and bras (see "The Lessons, Chapter One, Mr. Peters teaches Sara a lesson"). The boys wore white shirts, black slacks, black shoes and now even white jockey briefs. Well, at least he hadn't had to take any of Miss Harding's or Mr. Peters' courses. He heard that they even spanked their students, and on their bare bottoms no less! William couldn't imagine that really being true, but such were the rumors (see "Disciplining young gentleman"). Nevertheless, he so looked forward to this particular class ending and getting out from under the dictatorial thumb, and ruler, of Ms. Crump. He did though, at times, feel sorry for his teacher. He knew that some day he would graduate from Templeton College and would lead a normal, happy, and fulfilled life, one shared with a lovely woman who loved him. Such a future was unlikely ever to materialize for Ms. Crump. There was no wedding ring on her hand, nor likely an engagement ring in the near future. She was apparently devoted to her career, which was the education of students, most of whom resented or even detested her. How could she possibly be happy about that? William would wonder if she had any life at all outside of the classroom. He did though eventually get the chance to observe Ms. Crump in the real world, and it was a revelation indeed. William worked at a small novelty store within a remote corner of the Templeton Mall. The store sold cheap magic tricks, weird candies (like absinthe and eggnog gumballs), 3-D and X-ray glasses, games, bacon soap, monkey oil paintings, horse head wall decorations, inflatable turkeys, a painting of a squirrel wearing underpants, cheesy costumes and masks, puzzles, pennants, backwards clocks, a Barbie Happy Meal toy, and on it went. It was a very, very boring job. Customers were so rare, particularly during the week. It picked up at Christmas for stocking stuffing, and Halloween, for costumes and decorations. But outside of that it was terribly slow. He wondered how Mr. Weaver, the owner, was able to stay in business and pay his salary. Working there was at times so dreary. Hours would literally go by without one customer. When one did finally arrive he would entertain himself by watching him or her every move on the monitor, as the store was well covered by cameras. Most of their products could easily fit into someone's pocket. However, even those brief moments of distraction were invariably boring, as watching someone become bored with their products was equally tiresome. He was though grateful for the income. This was a difficult time for anyone to gain meaningful, reliable employment, and he desperately needed the income to help fund his college expenses. Templeton was a very expensive college. One evening he was resting against the front counter, gazing upon a pictorial within a past issue of Playboy. It was Sara Jean Underwood. He really liked her. TLING! TLING! He glanced up to see Ms. Crump enter the shop, announced by the little tingling of a bell that was hooked to the front door. She strode past, heading directly to the far right aisle of the shop. He wondered if he should have asked if she needed any help finding what she wanted. He certainly had nothing better to do. Well, the pictorial was pretty interesting, but he didn't mind doing his job, and Ms. Crump could very well be annoyed if he wasn't dutifully attentive. But, she had strode in so quickly that he didn't have an effective chance. It was apparent that she knew what she wanted and where it was. And, besides, she probably didn't care to ask for any help from one of the slugs within her literature class. Ms. Crump needed to purchase some funny prizes for a college function. She wasn't too sure what she wanted but she knew she could find something inexpensive here. She wasn't too happy though to notice that one of her students worked here, and it was William Miller, no less. He would be of no help. While browsing she strode past another set of novelty items. "Marital aids" they were called. She knew them as women's helpers, or dildos. How odd, she thought. Apparently they were sold for bachelorette parties. She smiled. Ms. Crump did indeed at times smile, and she had to smile at that. She even picked up one of them, and studied it for awhile. It did look a little intriguing, she had to admit. She looked to her left and right. She wouldn't want anyone to notice her looking at it. How embarrassing would that be! William smiled as he studied her in the monitor. Ms. Crump was actually looking at a dildo! He would most definitely have to download this into his i-pod after she left. How very, very funny. His dick swelled at the thought of her using it. What he would give to see that! Ms. Crump's heart fluttered. Maybe she should purchase it. Women do apparently use these things. It must give them some degree of pleasure; why else are so many of them sold and in so many different variations. The thought of using it made her feel a little excited, a rather pleasant feeling that she had not felt for quite some time. But, she most certainly could not, would not, purchase it from little Billy Miller. When she had entered the store she saw him studying a picture of a naked woman within some filthy pornographic magazine. She was not surprised. Billy was such a sloth, and apparently a perverted one at that. What other kind of boy draws naked pictures of his professor? Well, she would most certainly report this behavior to the store manager. He would not be pleased to discover that one of his employees was looking at pornography right out in the open when he should be waiting on customers. She wouldn't be surprised if he was in fact masturbating behind the counter! She shuddered to think of that. Yes, she would not purchase this item from the young Mr. Miller! There was simply no chance of that happening. He would probably masturbate at the thought of her using it! And, he would most certainly tell all his friends about it. A shiver went down her spine at the thought of that. And, besides, look at the price! It was ridiculously expensive. Apparently desperate women were willing to pay any price for some brief moment of pleasure. She slipped it into her handbag. It was ridiculous to have to pay so much for such a product. William's eyes widened with shock and wonder. Ms. Crump was shoplifting?! She glanced left and right again, realizing that she should have double-checked her isolation within the store before she had slipped the product into her handbag. She could feel the anxiety rising as she looked around. As far as she could tell she was the only one in the store. Nobody had seen her, and most certainly Billy would not notice. He barely paid attention to her in class. His mind was obviously absorbed now by naked skanks and sluts. A boy as dense and obtuse as that young man would not discover her walking off with a little item. Actually, it was kind of little. Maybe too little. She put a couple more larger ones in her purse as well. She was feeling pretty good about herself. She knew she would be able to walk straight out the door. William had reached for the phone when he saw her slip two more dildos into her purse, intending on calling mall security. It would be so, so cool to watch Ms. Crump get apprehended. She might even lose her job! And, even if that did not happen he would at least have something to lord over her for the rest of the semester. And then it dawned on him. He really did have something on Ms. Crump, something that he could use very, very effectively; something that would be worth considerably more if she wasn't arrested. If she was arrested she might just confess, pay a fine, and admit the crime to the Board of Trustees. At worst she might be suspended for just a brief period of time. What good would that do him? No, this would be worth far more if it was known only to the two of them. He smiled as Ms. Crump approached the counter, a few cheap magic tricks in her right hand, her closed purse hanging from her left arm. "Billy, you work here?" He considered being a smart-ass and saying no, he just liked to hang around behind the counter, but he decided to bide his time. "Yes, Ms. Crump. How wonderful it is to see you. Did you find what you were looking for?" "Yes, yes, I did. Just a few magic tricks will do. I don't want them for myself. They're for some silly college function." "Oh yes, Ms. Crump. These are very popular items. Excellent choice." "Yes, well, hurry up now, I have work to do, papers to grade you know." "Yes, yes, of course, Ms. Crump. But, are you sure this is all you want? We have many other fine products, you know." Ms. Crump smiled sarcastically at him. "Yes, I'm sure you do. I was surprised that I was able to push my way through the crowd." William was not at all troubled by her sarcasm. On the contrary, it would only make his eventual confrontation all the more pleasing. He just smiled, rang up her order, dropped them in a bag, and as he handed it to her he said, "Thank you for your patronage, Ms. Crump. You come back now, you hear?" Ms. Crump didn't dignify that with a response. She just took the bag of magic tricks and headed to the door. "Ms. Crump," William said as she was about to step through the door. She stopped and looked back at him. "Yes?" Had she forgotten some change? "Aren't you forgetting something?" She looked at the counter. She looked in her plastic bag. The novelty items were in there. She looked back at William. "What? What did I forget?" William smiled at her. "Oh, I think you know." She shrugged her shoulders. She sincerely did not know what he was referring to. She could not fathom that he actually knew that she had stolen anything. "The products still within your purse? Were you intending on paying for them?" A wave of anxiety coursed through her body and flooded her mind. A chill ran down her spine. She wasn't at all sure what to say. "Excuse me? I don't understand." William smiled again. "Our line of women's helpers, Ms. Crump?" She felt the blood rush to her face. "I don't know what you are referring to, Billy, and I really must be on my way. I have a number of other visits to make this evening. So, if you wouldn't mind." "Oh, I do mind, Ms. Crump, and so will the security officers if you want me to give them a call." Ms. Crump could feel her heart racing. This was not good. This was not good at all. But, then, she recalled an episode of Law and Order she had once seen. Well, maybe it wasn't Law and Order. She couldn't remember the precise show, but isn't it the case that you can't be charged with shoplifting if you are still within the store? "Oh! Yes, yes, Billy, I'm so grateful to you for reminding me." She smiled at him. "My goodness," she said as she opened up her purse, "Do you believe it, I almost walked right out with these. Oh, I am so, so embarrassed. Yes, please, I don't know what I was thinking. Yes, please, of course I want to, I intended, on paying for these as well." She pulled them from her purse and headed back to the counter. It would be more than just a little embarrassing to now buy an array of dildos from Billy Miller, but this brief embarrassment was far, far less mortifying than actually being arrested for attempting to steal them. She would suffer through this brief ignominy and be on her way. What a very, very close call! "Oh, I think it's a little late for that now, Ms. Crump. The camera has you on film." He gestured to the little cameras high up on the walls, barely noticeable. Ms. Crump looked up and saw one. 'Well,' she thought, 'that's how the little bugger caught me.' She realized now she perhaps should have known better. It's a lesson well learned. In order to avoid one little embarrassment...well, not really so little. In any case, to avoid one she had put herself in position for an even worse embarrassment. "Yes, yes, well, that's good, that's good. I'm so really grateful. I would have felt so, so bad to have made it all the way home, only to discover that I had forgotten to pay for these and would then have had to drive all the way back down here. Gracious, gracious me. I'm a very lucky woman indeed." She dropped the three embarrassments onto the counter, hoping that William would quickly ring them up and she could then leave."Yes, these are, they're for, um, Professor Humphrey's bachelorette party." There was no bachelorette party, not even a Professor Humphrey, but Billy wouldn't know that. "I was, my goodness, the lucky one who drew the short straw who had to come down here to purchase them. Kind of embarrassing, really. Now, if you wouldn't mind, I do have to be on my way." "Well, I will need to have security review the film. I'm not so sure they will judge it to be an innocent mistake, Ms. Crump. Not too many customers put unpaid products into their purses by accident, and then accidently snap their purses shut. No, I think they're going to want to see the film." "Oh, Billy, now, c'mon, don't be silly. You know me. I wouldn't do anything like that. I am not a shoplifter, Billy. I am a professor. One of your professors. Now, please, let's just forget this and move on." "But, I can't, Ms. Crump. Mr. Weaver will see the film. He always checks it." He never checked it, but Ms. Crump wouldn't know that. The Shoplifting Teacher "Well, you then explain it to him." "Explain what? That you accidentally put dildos into your purse and then accidentally snapped your purse shut?" "Well, yes!" She thought for a second. There had to be a way out of this. "Alright, alright, it wasn't an accident. I admit to that now. I was, well, as I'm sure you can understand, must understand, I was more than just a little embarrassed at having to buy something like this, you know, for the bachelorette party, and, well, I put them in the purse so that, well, if any customers happened by they wouldn't see me carrying them." "Right out the door, without paying?" "Well, by then I had indeed forgotten about them. It wasn't like I wanted to recall such a thing and, well, I don't normally put things in my purse that I'm going to purchase and, well, I just naturally forgot about it. I paid for the other articles, didn't I. It was just an honest mistake." "Ms. Crump, I even reminded you about your purchases. I even confronted you as you were about to leave and you still didn't recall the dildos you had slipped into your purse just moments ago." She did not appreciate his continued reference to the "dildos," but she thought it best not to make a point of that. For the moment he clearly had the upper hand. Her moment would come in the next class. "Okay, okay, Billy. Yes, I stole them. Well, no, I didn't steal them, but I was about to steal them. I admit to that but, please, as your professor, will you not just forget this, just this one time. You can understand why it would have been so difficult for me to purchase them, from you, for the bachelorette party, of course, and I will be very, very grateful, I promise, if you could just please let this slide, this one time." She looked deep into his eyes, hoping, pleading, for some consideration. William's expression did not change. He recalled when he looked into her eyes, pleading not to have to stand in the corner. "I just can't, Ms. Crump, I could lose my job." Her expression became stern. "Well, alright then, Billy, if it must be this way then, alright then, call your security officers and let's just see who they will believe, me, a professor in good standing at Templeton College, or one of her marginally passing students, who is blackmailing her for a higher grade." "Blackmailing? Who was doing any blackmailing?" "It will be my word against yours, Billy. Let's just see whose story they will believe." "Boy, Ms. Crump, you just keep digging yourself a deeper hole. Don't you realize that our whole conversation is also being taped?" Ms. Crump looked up at the top of the wall right behind him. Oops. There was a camera right there as well. Apparently it was there in case there was a hold-up. She reverted back to a prior tact. "Billy, listen, please, is there anything I can do. Anything at all. Please, just name it. The Board of Trustees will not understand if they discover this. I really can't afford it." "Ms. Crump, it's not like I can destroy the tapes." There was in fact no need to do that, as they just rewound when a tape finished, approximately every twelve hours, and recorded over again. Nobody had looked at any of the tapes in months. "Would you do it for me, Billy? I will do anything." "Anything, Ms. Crump?" Well, this was a moment of truth. "Billy, if you want an 'A' for the semester, it is now done. No problem." It was a pretty big gesture on her part, one that could itself get her into very big trouble, if discovered. This was worse than just the shoplifting. Amazing. She just keeps digging a deeper and deeper hole. "You would give me an 'A' to cover up your shoplifting of dildos?" Why does he have to keep saying that word?! "Yes, definitely, not a problem." William smiled. "You know that offer is on tape now as well, Ms. Crump." Panic swept through the teacher. Getting caught shoplifting was bad enough, but offering a grade in order to avoid getting arrested? That was the kind of academic fraud that would get her fired and likely prevent any future job in education. It would mean the loss of her entire career. "Billy, I'm desperate now, please. Please show me some consideration, anything." "I'll tell you what, Ms. Crump, let's just take these products back to the shelves where you found them." He handed them to her and gestured over toward the aisle at the far right of the store. Ms. Crump was apprehensive but she was feeling also rather hopeful. Was he going to let her put them back on the shelves and then just forget about it? Well, probably not forget about it. She would probably have to give him the 'A' grade. But, once the tapes were erased she could in fact renege on the deal. Who would believe him? Or, maybe she would just give him the grade he wanted. She would like this whole thing to just disappear. She better not push her luck. She made her way to the shelves. William followed behind her, and it was her behind he was following. Ms. Crump did have a very, very fine tush that swayed so delightfully within her tight skirt. Did she have any appreciation of that at all? His heart raced as he contemplated his plan. When she reached the rack of marital aid products Ms. Crump placed the "novelty items" back into their respective places, finding this itself to be rather embarrassing. She felt like a little girl who had been caught shoplifting, and shoplifting something that was quite shameful to be holding in front of one of her male students. William pointed out, "You know, Ms. Crump, the spinner is our most popular product." He reached out for it to show it to his teacher. "Thank you, William. I've seen enough." "But, come with me, Ms. Crump. I think I have something you'd really like." Ms. Crump didn't like the way that sounded. She glanced toward the door of the shop, but then sighed in resignation as she followed Billy toward the back of the store. She figured he was going to make her watch some of the tape. When he reached the back of the store where there were rows of shelves, perpendicular the aisles toward the front, he made his way to the middle of the last row and waited for her. She approached him and said, "Yes, well, are we good then? You will take care of the tape?" "Let me see inside your purse, Ms. Crump, in case there is anything else you haven't acknowledged." Ms. Crump gave him an exasperated look, but did as he instructed, opening it up wide for him to look inside. She asked, "Alright?" William looked inside, nodded, and then reached into his pocket to pull out his i-phone. He pointed it at the camera, as if he was turning it off. He turned back to her. "I've turned off the camera, Ms. Crump." He hadn't really turned it off. "Uh yes, Billy. I see that. But, that doesn't really solve my problem now, does it." "I will erase the tape as well Ms. Crump, if you would do me one favor." "A favor? Yes, yes, of course, just name it." "I would like to see what you are like, beneath your blouse." "What?!" She just stood there, stunned. Did he really say what she just heard? "I think you heard me, Ms. Crump. I want to see what you look like, beneath your blouse." Ms. Crump shook her head in disbelief. "Billy, you can't be serious. I am your professor. That is so inappropriate on many, many levels. I simply can't believe you are suggesting such a thing." William just smiled. She apparently didn't appreciate that her being his professor was precisely why he wanted her to do it. "Yes, well, I am." Ms. Crump had long recognized that Billy was not a particularly bright student, but she had never appreciated what a true moron he really was. "Billy, I most certainly will not do such a thing." "Well, alright then. I guess we will have to turn the tapes over to security, and a copy to the Templeton Board of Trustees." She now understood why he had turned off the camera. He didn't want any record of his outrageous blackmailing. The only blackmail attempt on record was hers. Perhaps he was not so dumb after all. She stood there for a bit, considering her options, which apparently were few. There was no way she was willing to lose her job. This would only be one brief moment of embarrassment. Well, perhaps more than just embarrassment. But, it would only be a moment, a small price for protecting her career. Plus, she would someday, sometime, have her revenge. She stood up on her tip toes and glanced over the rack of items toward the front of the store. The door wasn't even locked. She glared at him, set her purse down at her feet and began to undo the buttons of her jacket, shaking her head. "This is a very, very wrong thing you're doing, Billly. Very wrong indeed." She was now very glad that the camera was off. William just smiled. He couldn't believe it was actually working. Ms. Crump was undoing her jacket? She was going to take her blouse off in the store? He was so, so glad he was taping this. His dick began to swell within his boxers (he typically switched to boxers once he was out of the college uniform). "You know, Billy," she said, her eyes glaring at him sternly through her glasses, "your mother would be very, very disappointed in you if she ever found out about this. Do you really want to take that chance?" She removed her jacket and carefully laid it across the shelf. He would worry about that tomorrow. Actually, there was really very little to worry about. Who was going to tell his mother? She paused before she began to work on the blouse. It was difficult to believe that she would actually do this, but frankly given the choice between ruining her career and letting a stupid, irresponsible boy get a brief glimpse under her blouse, the choice really wasn't so hard. "I will give you one last chance to change your mind, young man, and I hope you are mature enough to make the right decision. Blackmailing a teacher like this can get you into deep, deep trouble." "I don't really think of it as blackmail, Ms. Crump," William suggested. "You're the one who stole the dildos. You tried to bribe me to ignore your crime, and you then threatened to get me in trouble with the police. I am just offering you an alternative to all the trouble you could get into, and one that you in fact asked me to provide." Ms. Crump didn't have a really good answer for that. She again took a peek at the front door over the top of the product display. William stared at the front of his teacher's blouse or more precisely at her jutting breasts. He had never seen his teacher without her jacket. As everyone had suspected, or sort of known, Ms. Crump had pretty darned big boobs that now deliciously thrust out her blouse. No, William was not going to change his mind. "You better hurry, Ms. Crump, before someone enters the shop. If someone does, before your blouse is off, then the deal is off." Ms. Crump scowled and started unbuttoning her blouse. She shook her head in disbelief at the whole thing. She couldn't believe the mess she had gotten herself into. She again said to herself, 'Provide the young man a little peek and then it will be all over.' Yes, her revenge would someday be forthcoming. She was very certain of that. This was just so weird. Her face grew redder and redder as the blood rushed to her face as each button was undone. William's dick swelled to full strength as the blood rushed to his dick as each button was undone. He could see glimpses of a bit of white, lacy brassiere. He slipped a hand into his pocket to shift his dick into a more comfortable position, although no matter where he shifted his cock his pants were still jutting out. When all the buttons were undone Ms. Crump pulled her blouse from the tight confines of her skirt and then looked over at William, noticing his very evident erection. Her jaw dropped in shocked outrage. "That's very rude, you know, Billy. You should show better self-control around a lady, and I'm your professor, no less. That's really very disrespectful, and disgusting." "Yes, ma'am," William replied, modestly clasping his hands in front of his crotch, although displaying a smile like a cat who was about to swallow a bird. Ms. Crump herself swallowed deeply, then opened up her blouse. This was so, so difficult. William's smile broadened. His teacher's breasts were simply gorgeous. There was no other word to describe them. Ms. Crump's brassiere was not the most exotic that could be worn but it was far from plain and simple. It was a white lace, full cup that provided those humongous jugs with such a fetchingly spectacular roundness. How can such beauty be present in a woman like Ms. Crump, but there it was, there they were. "The blouse all the way off, Ms. Crump." "Billy, c'mon now, you've had your peek." Her face was reddening further as she watched his eyes feasting on her exhibition. "A customer could come in any moment." She again got up on her tip toes to glance over the rack of novelties to see if she could see anyone. Fortunately nobody had yet entered the store. She turned back to her blackmailing student. "William, if someone does come in I will not have time to get my blouse back on." "I will distract him, or stall him. You'll be fine. Now, off with the blouse before I change my mind." Ms. Crump sighed deeply, her breasts filling up her cups even further, as if trying to burst through. She turned her back to Billy and pulled her arms from the sleeves of her blouse, entirely removing it, and then draping it over the shelf along with her jacket, glancing around the store as she did so. She naturally covered her breasts with her arms and hands as she turned back to William. "Let your hands hang by your side, Ms. Crump." Calling on all her psychological strength she did as the boy instructed, removing her hands and arms to slowly bring them to her side, opening up to complete exposure her brassiere covered breasts. The urge to return her hands was so, so intense. She clenched her fists tightly. She could feel her cheeks so warm with her blushing. "Pull you hair away, as well, Ms. Crump. You really do have very lovely hair, but I don't want anything to be covering them." She pulled her hair to the side so that it framed rather than covered her lacy mounds of bountiful flesh. William wondered if perhaps he could discern a nipple through his teacher's brassiere. He certainly could see where they were pointing out through the lacy cotton cups. "Now the skirt, Ms. Crump." "What!?" A look of incredulous shock covered her face. "Billy! You only said that I had to remove my blouse. You never said anything about the skirt." It was mortifying enough to let one of her young male students see her brassiere. But, her pantyhose and panties as well? That was most definitely entirely out of the question! "Ms. Crump, who's being naive here. You can't think that I wouldn't want to see the entire set. Now c'mon, Mr. Weaver could come back any minute and I would certainly have trouble stalling him if he wanted to get to his office." Ms. Crump's face could get no redder as she reached for the zipper of her skirt. She had indeed assumed that it would only be her blouse, but his point was well taken. Perhaps it was she who had misunderstood, hearing it the way she did because she wanted to pretend that he would be satisfied with just seeing her brassiere. She unzipped her skirt and bent over to pull it over her bottom and down her legs, a bit of cleavage showing within her brassiere as she leaned forward. It wasn't much but it was considerably more than any boy had seen before from Ms. Crump. William's dick felt so, so hard. Ms. Crump stepped out of her skirt and draped it over the shelf. She now stood before the young man wearing only her white lacy brassiere, her brown panty hose, and through the sheer hose could be seen matching white lace panties, as well of course her heels and spectacles. The shape of her soft feminine mound was clearly evident through the tight panties. William had never seen anything so awesome, so outstanding, at least not in real life. His literature professor standing before him in her undies. They may not be the most sexiest of undies, but they were far from plain and it was most definitely a very, very sexy sight. "You really have a very wonderful figure, Ms. Crump." She did indeed. Her waist was so narrow, her hips so wide, her breasts so full. "You really shouldn't cover it up so much. I think you're students would really appreciate it." "I will not dignify that with a response, William." He smiled. She didn't really need to. He removed his hand from his crotch to once again reveal his erection. "William, please." "But, Ms. Crump, you really should see how much I appreciate what an attractive woman you really are. I mean, I just never realized it before." Ms. Crump rolled her eyes, but they did go back to his erection. "Now, one last thing," William added. "Let's have you remove that brassiere." "William Miller," she said in her most adamant voice, even shaking a finger at him, "I will most certainly, definitely, not do that!" She tried to muster as much authority as she could, which wasn't a lot dressed only her undies in the back of a novelty store. "That is simply out of the question. That is going much, much too far and you most definitely know that, young man!" Perhaps it was, but he had gone this far. It was like he was at a precipice of intense wonder and delight. Could she really expect him to stop now? "I promise, Ms. Crump, that it will be the last article of clothing you will need to remove. I just want to see them, just for a bit." To accentuate his point he reached down and grasped hold of his erection. In a sort of complementary response Ms. Crump covered her breasts with one hand, the other went to her cunnie mound. "Oh my goodness, Billy, take your hand off that thing." He did less than that, much less. He unzipped his pants. "Billy, no!" This was so, so outrageous. The boy was going to expose himself to her? He reached into his pants and deftly removed his erection through the flaps of his boxers and the fly of his slacks so that it stuck right out, aiming precisely at his rather attractive teacher's half-dressed body. "William, please, put that thing away." She wanted to check to see if anyone had yet entered the store, but she couldn't take her eyes away from the young man's hard, erect cock. It was like she was staring at a risen rattlesnake who would strike if she looked away or, perhaps more accurately, a bobbing, twitching cobra whose presence was mesmerizing, hypnotizing her. "Just let me see your breasts, Ms. Crump." He began to softly stroke his dick. "Oh my gracious," she replied with notable disgust, frustration, and resignation. She reached behind, around her back, to unclasp her brassiere, causing her breasts to jut out even further, as if she was deliberately showing them off. William was so glad to have his dick in his hand, sliding the foreskin on and off his shiny, swollen, yearning knob. How could he not jerk off to a sight like this? Ms. Crump slipped each arm through a strap of her brassiere, one at a time, the other holding a cup against her breast to prevent any inadvertent, premature exposure. When both arms were free of the straps she still held the brassiere against her large, soft bosoms. She had not shown her breasts to a man for a number of years, and never to a student, and she was about to do precisely that, in the back of a public store no less. Why did she ever try to steal those women's helpers? She pulled the cups away to reveal her naked breasts. They were gorgeous, simply gorgeous. They were indeed quite big but it appeared that she really didn't need to wear a brassiere. They stood out from her chest like two twin snowy mountains, each capped by a round pink patch of areola, in the middle of which were little pointy guard towers. William was far from a sexually experienced young man but he knew good tits when he saw them, and these were truly grand tetons. He observed, in gross understatement, "You really have great boobs, Ms. Crump." The Shoplifting Teacher She rolled her eyes with exasperation. "Billy, they are not boobs. They are breasts, a woman's breasts. It is very disrespectful to refer to them as boobs." "Sorry, ma'am," he replied, softly stroking his dick as he admired his teacher's breasts. He didn't really care what she wanted him to call them. He wondered if he could bury his face within them. Ms. Crump felt so self-conscious, so exposed, so mortified, yet also a bit strangely excited. Her heart was most definitely racing. She attributed this, however, to the danger, the risk she was facing, the humiliation of which she was being forced to endure. She did wish though that her nipples were not so stiff and pointy. They were normally very subdued. She got back up on her tip toes to again peek over the shelf, her breasts swinging and bobbling as she did so. "Shake them for me, Ms. Crump," Billy commanded, his voice a bit quaky and uncertain. "William Miller! I will do no such thing. That is simply absurd." How could a teacher ever shake her bubbies for a student! It was so inappropriate, so disrespectful. Not only did she not shake them for him, she covered them again with her hands. It was though a rather meager gesture of modesty. They were much too big to really hide, and it only made her appear all the more enticingly flirtatious. "You really don't have much choice now, do you, Ms. Crump," the young man reminded her. Ms. Crump's eyes narrowed with annoyance beneath her spectacles. She slowly took her hands away, letting William's eyes have another feast at the sight of their loveliness, and then she wriggled her shoulders, causing her boobs to shake and jiggle. It was so nice how they could do that, as if they had a life of their own. They certainly had a purpose all their own, and that was to please the eye. As they bobbled William's dick twitched and swelled. "Ms. Crump, one last thing," he suggested. Ms. Crump's eyes widened with exasperated anger, her mouth grimaced. She again shook a finger at him like she would shake one of her rulers. "Now Billy, I must insist that this is it. You've had your little fun. You've seen you're teacher's bosoms. She even provided you with a very unseemly, demeaning act. Now it's time for all this to end. Put your, your...penis back into your pants, and we will forget the whole thing." "Just one more thing, Ms. Crump, and then we are done, for good. I won't trouble you again, and I'll even give you the tapes. Both of them, from the aisle and the counter." "You'll give me the tapes?" She again modestly covered her breasts with her hands, crossing her arms in front of them. She had assumed that she would have to trust him to erase them. It would be much better to actually have them herself, so she could destroy them and he could not make any copies. William could still see a nipple poking through her fingers. "Yes, I will. I promise." Ms. Crump considered the offer, or deal, or whatever it was. She really would like the tapes. With considerable trepidation she said, "Alright, alright, what is it that you want. The one least thing." "Actually, I'll even give you a choice. You can pull down your panties or you can finish me off with your hand. Either one." She would prefer neither one, but the choice really wasn't too difficult. She would much "prefer" to masturbate him than to have to expose any more of herself and, besides, he would probably demand that she masturbate him anyway once she was entirely nude. "Give it here," she glumly replied. He smiled and stepped up to her, his stiff dick bobbing up and down as he did so. She stared at it, considered it. She would get into so much trouble handling a student's erection. Yet, she risked into getting so much trouble if she didn't. But, it was just so wrong, so disgusting, so sick. She grimaced as she reached for it. William smiled as she reached for it. Ms. Crump was going to jerk him off! Nobody would ever believe this, at least without pictures to prove it. He sighed with deep pleasure as he felt her womanly fingers wrap around his shaft. Ms. Crump groaned with resignation as her fingers wrapped around the warm, stiff rod. She gripped it tightly and began to stroke. It had been quite some time since she had done this, but it was like riding a bike. You never forget. She had though forgotten how much she enjoyed stroking a man's cock. Did she really think that? She was surprised that she just had such a thought, but there was something about it that was strangely appealing. Well, there wasn't anything strange about enjoying such a thing, but it was strange to enjoy it right now, in this context, forced to do so by a young man, a student in her class, blackmailing her. Perhaps because it had been so, so long that she had held one. It felt so hard, so stiff, so manly, virile, and strong. She wondered if he would make her put it in her mouth, and then shuddered at such a thought, and at herself for having such a thought. William watched Ms. Crump's boobs wiggle and jiggle as her fist worked on his cock. It was like they were giving him a little playful dance to entertain his eyes as her hand worked on his dick. Was there anything better a teacher can do for a student than to jerk him off while he gets to stare at her boobs? He reached out to grab hold of one. SMACK! Ms. Crumb gave his hand a slap with her free hand. "No touching, young man. You just do your business like a good boy." She continued her stroking. "Yes, Ms. Crump," he replied, feeling a little put down but not really minding. It was his hand that was slapped but he did still feel that he had the upper hand. He shifted his hand to her waist and let himself enjoy the moment. And it was a really fine moment. In fact, a tremendous one. He was witnessing a very incredible side of Ms. Crump, one that few students would ever experience: her jiggling naked boobs, her nylon pantied cunnie, and her hand stroking his stiff, naked, throbbing cock. He suddenly felt within himself that tremendous sense of inner pressure, like an internal explosion was about to occur and there was nothing, absolutely nothing, that he could do about it. He just let nature take its course. "Ms. Crump," he sighed and felt his dick jerk in her hand as a sudden gush of a big glob of cum shot from his knob and splatted onto her tummy, her nylons and her panties. "William Miller!" Ms. Crump was caught by surprise, and she was frankly shocked that he would do such a thing. Perhaps she shouldn't have been, as that is what happens when one strokes a boy's cock. But, it had happened rather suddenly, with no apparent warning, and he had squirted it right onto her nice nylons and panties. She squealed, "My gracious son, control yourself!" as another big gush spewed from his cock onto her leg. TLING! TLING! Her eyes opened wide in fright. Someone had just entered the store! She loudly whispered to William,"A customer!" "Wait, wait," he gasped, as his dick continued to squirt and spurt its stuff onto her body. "Quiet," she whispered. Her impulse was, of course, to push him away and retrieve her clothes, but she also needed him to deal with the customer, to distract him, to restrain him long enough for her to get her clothes back on. She would have to let him finish doing his business. As he continued to unleash his globs onto her nylons and panties she reached for her clothes and slowly, quietly pulled them off the shelf. William knew it was risky to just bask in the delight and bliss of his climax, but what is a self-respecting young man to do? If one had a choice between ejaculating onto the so very lovely half-naked body of the Dragon Lady, or wait on a customer wanting to buy some candles, what would one do? The choice seemed rather obvious. Perhaps he could lose his job, but at the moment it was clear that it would be worth it. The job sucked. Squirting his load onto Ms. Crump whilst enjoying the bliss of his climax did not, and far from it. He smiled with the deepest pleasure of his being as the final spurts were released. It was a pretty good cum, and he wondered if his teacher was duly impressed by his performance. When he was done Ms. Crump had her clothes in her hands, desperately wanting to get dressed. William stepped back and tucked his wet cock back into his pants. Still feeling rather flushed he hurried out toward the front of the store to great and assist the customer. Ms. Crump would have liked to have cleaned herself off before getting her brassiere, blouse, skirt, and jacket back on, but the number one priority was getting dressed. She had no idea if she would be able to even do that, let alone first clean herself off. She in fact decided to skip the brassiere. Once she got her blouse and jacket on the absence of a brassiere would be largely inconsequential. She even considered skipping the blouse but she could not imagine dressing in such a risque manner. She did though only button as much of the blouse as would probably be minimally necessary. She slipped on her skirt, stuffed the blouse into the waistband, and zipped it up. She then went to the jacket and realized that she had dressed in such a rush that the buttons of her blouse were not correctly aligned. She had apparently missed a hole. Well, no way would she correct that now. She hurriedly slipped her arms into the jacket and buttoned it up. She was dressed, and only just soon enough as she heard William leading the customer toward the back of the shop. She picked up her purse to stuff the brassiere inside. "Oh my gracious," she exclaimed, when she saw that a big glob of cum had apparently fallen within her opened purse. Well, apparently she was in fact going to sneak something out of the shop within her purse. She shook her head in disgust, closed the purse, and picked up her little shopping bag just as William rounded the corner. "Yes, I think we have what you want back...Oh! Yes, Ms. Crump, you wanted those tapes." He turned to the customer. "What you want is right over here, I think," pointing to a rack of scented candles. "Why don't you check these out while I get Ms. Crump's tapes." "Sure," he replied, glancing at the rather disheveled and a bit distraught Ms. Crump. Ms. Crump stood there awkwardly while William went for the tapes. She wondered if perhaps she should follow him into the back of the store, but wasn't too sure that he might just come up with something more for her to do if she did that. She tried to see what she looked like in the reflection of the plastic wrapping of a board game. When William returned he handed two tapes to Ms. Crump. "I believe these were what you were looking for. If not, just let me know." "Yes, well, thank you for your help, William. I'll be on my way." "Sure, sure, but, um, hey, uh, you might want to dab some soda water on that stain there, Ms. Crump. I think you might have spilled something on your skirt." She looked down to see that William's cum had soaked through the front of her skirt. Her face flushed red. "Yes, yes, of course," she responded, and quickly made her way out of the store. - - - - - - - - - - - - - - - - - - The class the next day did not go as William had expected. He figured Ms. Crump would treat him with more respect. It's not that he would expect her to be submissive or deferential, perhaps even to agree to remove her skirt during class. He was not unrealistic. But he thought she would at least be nice to him. On the contrary, she appeared to be going out of her way to give him a hard time. He didn't understand why. Perhaps the tapes were blank. He hadn't checked them before he handed them to her. For all he knew the cameras were not even successfully taping. However, he did know that the camera in the back of the store had successfully taped his time with her. In fact, he now had on his i-phone a series of pictures of her that he had downloaded from the recording. He occasionally glanced at them during class. It was nice to see her acting so authoritative as she lectured them, so professorial in her conservative business suit, yet he could just pull up a rather nice picture of her standing there all embarrassed in her brassiere, nylons, and panties. He would just smile in fond memory, and current delight, his dick swelling once again. Of course, it could also be retribution. That was certainly possible. He had given her the tapes. Perhaps she now felt that he no longer had anything to lord over her and she was getting her revenge. He flipped the screen to another picture: a really good close-up that showed her scowling face above those really wonderfully full, luscious, naked boobs. He shook his head in amazement at how fantastic they were. "William," she said, looking rather sternly at him through her large round spectacles, "if what you have on that phone is so terribly interesting that you prefer to gaze upon it rather than further your education, perhaps you would like to share it with the rest of the class." "What?" He looked up to see Ms. Crump standing right there, beside his desk. "Pictures of your girlfriend, perhaps?" She gave him a triumphant smile as she took the i-phone from his hand. But, her expression quickly changed when she saw the picture of herself and, more precisely, her naked breasts. Her face turned red. She was momentarily speechless as her eyes were fixed on the sight of her bare bosoms so prominently displayed. Is that what she looked like? She was confused with emotions. She was frankly impressed and pleased. She didn't realize how sexy she looked. Yet, of course, she was also terribly shocked and outraged. "Yes, well, uh, I suspect I will just hold onto this for the duration of the class. I can't see what use this can provide you during my lecture." She slipped the i-phone into her jacket pocket. "You can pick it up when class is over." William felt that he was in big, big trouble now. He no longer had any proof of her shoplifting or her attempted blackmail. He had, perhaps foolishly, given all that evidence to her. The film (and photos) of her stripping provided far more enjoyable viewing but would now be evidence against him, and rather damning evidence at that. Well, the shoe was now clearly on the other foot. What would be the punishment for having half-naked pictures of your teacher? It was unlikely to be just some additional homework. He concentrated very hard on her lecture for the duration of the class, taking very copious notes, but all the time feeling so fearful and distracted. When the class did finally end she said, "William, if you wouldn't mind, I would like you to stay a bit after class. I would like to talk to you about this phone." A number of the students glanced at him as they shuffled out, some with smirks on their faces, knowing that he was probably in big trouble, others though looking rather sympathetically. None of them knew that the i-phone contained half-naked pictures of Ms. Crump, but they all knew how annoyed she could become about texting and other phone usage during class. When all of the students had left William timidly made his way to the front of the class. "Yes, Ms. Crump," he quietly said. "You wanted to speak to me?" Her voice was comparably low, "William, you took pictures of me? How did you do that?" "Um, well, from the videotape. I, um, transferred it to a DVD then downloaded still shots onto my i-phone." Ms. Crump had no idea how one would, or could, do that, but it was obvious that it had been done. "You were being duplicitous when you said you turned off the camera for that, for the, um, back of the store in which we were, um, located?" It was perhaps a pretty dirty trick. "Uh, well, I guess, yes." He was in so much trouble. "Billy, my goodness, you have pictures of me all the way down to my panties!" "Well, um...yeah." "And," she added, glancing over at the students walking down the hall past the opened door, "I assume that includes when I..." She looked at him through her glasses with her piercing eyes. "When you forced me to..." She lowered her voice, "masturbate your, your...Well, you know precisely what." William's face reddened. That had been so, so nice. The pictures of it, and the memory, were pretty darned good as well. He had in fact regretted not taking it further, at least he felt that way when he got home. He didn't press his advantage further out of concern she would simply refuse or a customer would discover them. But, that evening, when he enjoyed the film and made the stills for his camera, he sorely wished he had made her do more. But, at the moment, the pleasure of that evening was quickly slipping away. Perhaps it had not been worth it. That seemed pretty hard for him to imagine yesterday, but not so hard to imagine now. He confessed very quietly, "Yes, ma'am." Ms. Crump crossed her arms beneath her breasts, providing them with a nice platform upon which to rest and be displayed. She pondered for a moment and then said, "Well then, what is it that I must do now to get these new pictures, and the film?" "What?" William wasn't sure what she said, or meant. "Don't be coy with me, Billy. You have the upper hand. I know that. I just want to know now what I must do to get all of the pictures and film. I s'pose I should come and visit your, um, little store again. Is that what I must do?" Well, this is not what he had expected. It was very true that she could get him into lots of trouble. She had the i-phone. The fact that it belonged to him was rather easy to prove. This had to be a rather serious violation of Templeton school policy. But, apparently, she was much more concerned about his possession of the embarrassing pictures and what he might do with them. He could feel his penis swelling within his slacks. Perhaps he could indeed take this further! "Yeah, um, yes, uh, definitely. If you come to the store tonight, you know, about the same time, I will give 'em to you." "Don't think I'm so naive as to do that, William." "Excuse me?" "You will just film me again. We will have to meet somewhere else. I will come to your home. You be sure to have all of the film and pictures ready for me." "My home? I still live with my parents!" Many of the Templeton students lived at home, near the college campus. "All the better. I wouldn't mind speaking with your parents about your performance here at college." That didn't sound good. He also wasn't at all sure what he could make Ms. Crump do while his parents were home. "I'm not so sure that's going to work, Ms. Crump." "Well, that's my offer, William." She was actually bluffing. She would go to the store if he demanded it. What choice did she really have? Hopefully he wouldn't realize that. She much preferred coming to his house as he would clearly demand far less of her within his parents' home. William considered the offer. He wouldn't be able to do much at all at home, but a little was a lot better than nothing, particularly relative to his original perception of himself being the one in trouble. "Alright then. Agreed. Tomorrow night? 7:30?" "That will be fine. Make sure your parents know that I'm visiting. Tell them that I want to have a teacher-parent discussion with them, followed by some individual tutoring. That will more than justify my coming to your home. I'll bring with me a copy of your academic record, along with your performance within this particular class." All of this should help to diminish any fantasies William might harbor with respect to her visit. She knew she would have to do something. Most likely show him her breasts again. She shivered at that thought, but with his parents home and her even visiting them he would not ask much of her. - - - - - - - - - - - - - - - - - - William's parents were ecstatic that one of his professors was placing that much individual time and effort into their son's education. Their decision to send him to Templeton College had clearly been the right choice. They would have to send a letter of gratitude to the College Dean expressing their delight and pleasure at how seriously Templeton was taking their responsibility to teach and train the youth of today. They looked forward to her visit. The Shoplifting Teacher Ms. Crump though did not sleep well the night before. She felt so apprehensive, so restless, so troubled. Her sleep, if one could call it that, had been beset by so many disturbing dreams. Perhaps the worse being that William was making her teach her class in a state of complete undress, with the only exception being thigh high nylons and high heels. She felt so mortified, so debased, walking up and down the aisles of the class, completely naked, her boobs wriggling so flirtatiously, the boys' eyes leering at her. Yet, also so very, very excited, at least in the dream. When she awoke she felt so tormented and distraught, yet also so wet. Well, at least nothing like that would in fact happen, as she was only going to his home. Ms. Crump arrived right on time, William's academic records and class performance in hand. Upon taking her coat Mrs. Miller offered her son's professor a drink, but immediately realized it was probably inappropriate for a professor to drink in front of a student. Ms. Crump smiled politely and declined, but did say a cup of tea would be nice, if one was available. Ms. Crump met with Mr. and Mrs. Miller in the living room. William did not participate. He was up in his room, on the second floor, waiting nervously and impatiently, wondering what Ms. Crump was saying, how his parents were responding, and why it was taking so long! It wasn't until about 9:00 that his mother and Ms. Crump knocked on his door to announce that their meeting had ended. "Well, William," his mother said, "we had a very informative and productive conference with your teacher. We were not the least bit pleased, I must say, to hear of your difficulty maintaining proper attention and focus during her class. I'm just so grateful that she is willing to spend this extra time with you to help compensate for your very poor performance. We'll discuss this with you when you finish your tutoring session. I just think though that we should be so grateful that you have such a wonderful teacher." She turned toward the professor. "Ms. Crump is so responsible, concerned, and dedicated to your education." "Oh yes, absolutely, mom," William agreed. He did indeed have a very wonderful instructor. "Now, well, would you like to come downstairs to study? We can set up a nice place for you in the kitchen, or the living room, whichever you prefer." William's heart skipped a beat but he quickly recovered, "Oh yes, um, but I think we'll need more privacy than that. I mean we don't want to be disturbed." His mother didn't appreciate how much that was really true. "Well, we'll certainly not disturb you. We'll stay in the family room until you're finished." William stared at his mother for a second and then added, "Yeah, but we will need to use my computer, so we're really going to need to work here, in my bedroom." Mrs. Miller was not happy with that, but not for the reason that should really be of concern. "Well, I just wish I knew you had planned to study here so that I could have cleaned up this room." She was pretty embarrassed at how messy it was. "Oh it's fine, Mrs. Miller," Ms. Crump reassured her. "It's really just fine." William was relieved that his teacher had stepped in to support the use of the bedroom. He was in fact a bit surprised, as she probably could have made up some excuse to require that they move to the kitchen. "Well, um...alright, if you say so," Mrs. Miller acquiesced. She felt that Ms. Crump was just being polite, but if William needed his computer then there was really nothing she could do about it. "I'll, um, then, well, leave the two of you alone." She stepped away from the bedroom door as Ms. Crump entered the room. She then had a funny feeling about William's teacher entering her son's bedroom. That did seem a bit awkward, if not inappropriate. But, she smiled as she realized how absurd, if not disturbing was such a thought. As she walked off she called back to William, "You mind your teacher now, William." "Yes, mom," William called after her as he closed the door behind Ms. Crump, his eyes following her swaying bottom as she strolled into the center of his bedroom. He considered locking the door but he doubted his mother would be back, and if she did return the fact that it was locked would itself be a problem. He would not have a good reason for that. They didn't allow that when a girl was visiting, not that such a visit happened at all frequently. In fact, he opened the door, deciding to leave it partly open to be able to hear his mother, or his father, coming up the stairs. Ms. Crump was pleased to see him leaving the door ajar. He couldn't be planning on much if that was the case. Of course, being in a public store hadn't deterred him much the other night. "Alright then, William, do you have the film and pictures?" He nodded. "I erased all the pictures." Ms. Crump rolled her eyes beneath her spectacles. "How am I supposed to believe that." "Here," he said, handing her his i-phone. "Look for yourself. There's nothing of you in it at all." She didn't bother taking the i-phone. Even if it was true he obviously could have transferred the pictures to another location. Plus, she wasn't at all skilled in finding things within computers. She had though come prepared. "William," she said, placing her purse on his desk and reaching in to get a small recorder. "Speak into this and say, 'Ms. Crump, I knowingly took naked pictures of you outside of your willingness or your awareness. I used them to exploit you in a very degrading and humiliating fashion. I have though destroyed them all. If any of them remain then I am guilty, without any excuse, of deceiving and exploiting you.'" She handed him the recording. "I'm not going to say that!" "It's a fair trade, William. I need to have something to protect myself." The fact was that the pictures did still exist. He had indeed transferred them to his computer, or more accurately, he had originally stored the film on his computer so that he could make the pictures, and none of that material had been erased. So, it was indeed a fair trade, although it would seem to give her more of an advantage. He so wished he had not given her the tape of her trying to blackmail him. "Well, I'll do it after you hold up your end of the bargain, along with giving you the film." He laid the recorder on his desk. Ms. Crump considered the offer. A part of her was hoping to first get the pictures and film, along with the confession, at which point she could perhaps just leave, although she didn't really want any of this to become public. She was unlikely to press charges against the young man precisely for that reason. "Fair enough," she replied. "What then do you wish?" William for a moment considered the options. He had, of course, thought about this evening a great deal, often with a swelling erection. He had thought about it so much that he had considered jerking off before she arrived. He didn't want to spill his seed too quickly. But he opted for restraining himself, wanting to ensure the biggest load he could offer. He looked upon her body and considered the possible options. She did look awfully nice. She was again wearing one of her conservative suits, but he now knew what that suit hid and that made her look so intriguing, so enticing, so hot. Plus, she was standing right there in his bedroom. The authoritative Ms. Crump at his mercy in the sanctity of his bedroom. Not too many students have the pleasure of that! "Open up your jacket and blouse," he asserted. "William, no way. Be realistic, now. There is no way I would be able to button up if your mother or father came up the stairs." She was probably right. Actually, definitely right. He felt though that he just had to ask. "Well, could I at least feel them? I mean, through your blouse?" He clearly could bring his hands away in plenty of time. She couldn't think of a reason to deny him a little feel, other than the fact that he really shouldn't be touching his teacher's breasts. She could feel her heart racing as she considered it. It wouldn't be for long, and he wouldn't really touch them, directly. "Alright then, Billy." She lowered her voice. "We have to listen though carefully for your parents. If I say stop, you most definitely pull your hands away and step back. And," she added emphatically, "above the blouse. You can reach beneath the jacket but keep your hands above my blouse." "Yes, Ms. Crump," William obediently agreed. "And you won't tell anyone, not anyone, that I let you do this." "Yes, Ms. Crump. I mean, well, no, Ms. Crump, I won't tell anyone." This did seem perfectly fair. Any one of the boys in the class would agree to most anything just to have a feel. He stepped up to her, his heart now racing, his mouth dry, his dick swelling so hard. He couldn't believe his good luck. He was actually going to get to first base with Ms. Crump, if this is what in fact is meant by first base. He slipped his hands beneath her jacket and brought them up to her bulging boobs. It was awkward as her jacket was rather tight. She had to let him push it up a bit so that he could get his hands to them, but once he got there the struggle proved to be well worth it. They were just so fucking big and yet so soft and squishy! Ms. Crump flinched and gasped at the first touch of the young man's hands on her breasts. It was just so wrong to be letting him do such a thing, yet there was also something quite innocent about it. After all, he was just a young man, whereas she was an older, experienced woman, teaching him about the body of a woman, helping him learn, explore, and discover. Well, at least this is what she was telling herself as she felt his hands work their way over virtually every inch of her bountiful boobs, squeezing here, caressing there, groping, petting, and clutching. Her breathing accelerated, her nipples stiffened, which he quickly discovered, much to her disconcertion and excitement. She felt an impulse to reach out and grasp him as well, but she resisted. To let him have his little innocent feel is one thing, but to reciprocate would be altogether something quite different, particularly if she did so willfully, without being forced or compelled. She squeezed her hands in frustration. William wondered if he would now be spoiled for life, being able to feel such impressive, wondrous boobs. These were most definitely the boobs of a woman, the kind of woman he had pondered as he jerked off at night. In fact, many a time he had masturbated to a fantasy involving a female professor, and now here was one, in his bedroom, as if she had magically appeared, rubbing his cock while making a wish. It was a young man's dream come true. "Okay, that's enough," she gasped, pushing the young man away. She was beginning to think that it might be alright to let him slip his hands under her blouse, perhaps even under her brassiere. It was apparent that she was losing a bit of professorial self-control. If she had let him do that it would not only have been wrong but might also have gotten them discovered. It was a bit of work to get her jacket and blouse looking respectable again. "Would you lift up your skirt?" William was feeling now a bit more emboldened. She could easily pull her skirt back down if they heard someone on the stairs. Ms. Crump gave William a disgusted look as she inched the skirt up her legs and thighs. She didn't mean to do it in any seductive sort of manner but the fact that she continually had to tug and wiggle her long tight skirt made it charmingly erotic. She was again wearing pantyhose (this time white) and the appearance of her nylon covered thighs and hips was so fucking pleasing to the eye. She eventually stood before him, her skirt crumpled around her waist, a pair of sheer pink lace panties readily observable beneath the white nylon. William was surprised, pleasantly so, at the fact that his teacher was wearing such provocative panties. He would have expected her to dress in the least appealing manner possible. Yet, here she was, dressed in the most appealing manner possible, at least under her suit, and that was perhaps where it counted the most. Ms. Crump could see the boy's pleasure at the sight of her panties. The decision over what to wear had not been easy. She had considered wearing some frayed, unattractive panties, giving him the least amount of satisfaction as possible, if it came to that, and she knew it might. But, she also felt that the more she held up her part of the bargain the more likely so would he. Or at least, the less cooperative she was the less cooperative he might be. And, besides, no woman really likes to appear unappealing. She had even felt a little shiver of excitement as she put them on, and then berated herself for having such a reaction. She wasn't so sure how she felt now about the young man's evident pleasure at the sight of her sexy undies. The embarrassment was most definitely overwhelming the flattery. "You better hold up your part of the agreement," she reminded him. "Oh yes, Ms. Crump. I will," he reassured her, staring wide-eyed at his teacher's lacy pink undies. "I promise." Of course, at the moment he would promise her anything. Somehow a swelling cock has that effect on a guy. Ms. Crump was feeling rather silly, and exposed, just standing there like that. She looked around at the young man's bedroom. His mother was right. It was pretty darned messy. There were old clothes on the floor, half-drank sodas on the desk, papers and books strewn around, CDs and DVDs lying outside of their containers. However, perusing the room also made the fact that she was standing in such a place, the bedroom of one of her students, with her skirt raised, all the more shamefully apparent. She turned her attention back to William. "Alright then, Billy, have you seen enough?" It was more like a rhetorical question. She knew it wouldn't be. No boy has ever really seen enough. "Take off your nylons and panties," William ordered, or at least suggested. His cock was getting so hard in his pants. That would be something new. He hadn't gotten a look under Ms. Crump's panties at the store. "Billy, no," she asserted. "I would imagine your parents would notice that I'm no longer wearing my nylons." That was a good point. He cursed his willingness to have this happen in his house. As he had feared, it was indeed severely constraining his options. But, there might be a solution. "Just pull them down to your thighs. If one of my parents starts coming up the stairs you can just pull down your skirt." Ms. Crump stared at the young man, trying to come up with a compelling rejoinder. But, that would likely work. She couldn't think of any excuse not to do it. She finally said, "Well, alright." Her heart raced at the thought of doing this. The fact was though that a part of her was now actually enjoying this, or at least she was now becoming more aware of the pleasure. If this had not been true she perhaps never would have come to his house this evening. She might have even tried to weather the storm of the public shame at having her picture taken. Although, of course, without the pictures she most definitely would not be here in his room, about to lower her pantyhose and panties. Her pleasure, if it could be called that, was more of a titillation, an excitement, over doing something that she knew was entirely inappropriate and shameful. And, she most definitely did not want to take this too far. She glanced around the room. "There aren't any other cameras in here, are there?" William smiled and shook his head. "No, ma'am, absolutely not. Here, I'll put my i-phone on the desk here, out of reach." That was reassuring. "Well, alright then." With her breasts rising with a deep breath of apprehension she reached down and took hold of the waistband of her pantyhose and panties and began to slowly pull them down. Her face reddened deeply. She couldn't believe she was actually doing this. She was going to bare her vagina, her cunnie, to this young man? Right in his bedroom? While his parents were downstairs? This was so, so wrong. She could get into so much trouble. Of course, in her defense, she was being forced to do so, blackmailed into doing so. But, could she really prove it if it came to that? She pulled her nylons and panties down to the middle of her thighs. They would be well hidden there as her skirt went down just past her knees. Her skirt had come back down a bit as well and she wriggled as she pulled it back up. Just before she finished she again asked, "You won't tell anyone I did this for you, will you, William?" "Oh no, ma'am, I promise." It was a promise that would be difficult to keep, but it was also quite possible that nobody would believe him, at least not without proof. "Well, you better not, I'm telling you that," she asserted in her most authoritative voice, which didn't really carry much authority at the moment, as she submitted to his wish and raised her skirt up over her now bare and exposed cunt. Her face reddened even further as she saw his eyes widen with lustful interest and excitement. William couldn't believe it. He was actually looking at Ms. Crump's bare naked cunt, and it was such an amazing sexy sight. He never felt more excited than he did right now. Perhaps it was because her exposed cunnie was in such stark contrast to the rest of her conservatively clothed body, perhaps it was because it was Ms. Crump's cunt, a sight no boy could ever have imagined seeing, and perhaps it was because it was right there, live and in person, within his bedroom. Well, it was probably for all of those reasons, all of which were very compelling. Her cunt just looked so good. Ms. Crump had very full, thick, wavy feminine lips that curved their way across her large, soft, feminine mound. Of course, she did not shave her cunt but the coif was not thickly hairy. One could still readily see the fleshy lips. He wondered what she might taste like. He reached down and took hold of his stiff dick through his slacks. "William, please, not in front of me." "Turn around and let me see your butt as well." "William, don't use that kind of language in front of your teacher. It's very rude and disrespectful." "Yes, ma'am, sorry." He would at least give her that consideration, that respect. "Turn around, please, so that I can see your derriere." He smiled as he said it. It was a word he would not normally use and it just sounded so funny. "That's better," she replied and dutifully turned around, letting him have a good look at her bottom. "Man, Ms. Crump. You do have a really tight round ass." "William!" She looked back over her shoulder at him and said in her most stern voice, "Really, I must insist. If you continue to use such language I will end this immediately." "Sorry, Ms. Crump. It's just that I would've thought that a woman your age, well, um, you know..." "Well...alright then." She would excuse this second lapse as well. He is rather excited and, well, frankly, she admitted to herself, she did like the compliment. She did take good care of her body and was rather pleased to have her bottom so appreciated by a young man. He must have seen quite a few bottoms on girls his own age. "Would you, you know, if you wouldn't mind, bend over a bit?" He was feeling a bit timid about asking, let alone telling, her to do something, knowing that he was really pushing their understanding, their game, to a new limit. "Just for a bit, William. Not for too long." "Yes, ma'am, thank-you." She bent over for the boy and thrust her bottom back at him. "Wow," he softly exclaimed. It was so cool how his teacher's butt just got so much bigger and rounder as she bent over. A big round bottom is just so pleasing, so evocative. Plus, her crack opened up now as well, revealing her puckered asshole, not a sight he ever imagined Ms. Crump ever showing him. Not too many teachers will let you look at that! And, perhaps most important of all, her cunt lips were now peeking at him through her white thighs. He would so, so much like to fuck her like this. If only that were possible... The Shoplifting Teacher "Spread open your bottom cheeks, Ms. Crump," he quietly ordered, although perhaps was just requesting, hoping so much that she would do it. She raised her head, a look of shock in her eyes. What a very impudent young man! "Billy," she replied, turning her face back to look at him. "I will do no such thing. That's a very nasty thing to ask a woman to do." "Please, Ms. Crump," William asked, hoping that a more gentle, pleading tone would help convince her. "I just want to look for a second." Ms. Crump turned her face away from the boy. Well, she knew it was natural for a boy to be curious about such things. Perhaps she shouldn't be so offended. She reached back, took hold her of bottom cheeks in her hands, and spread them open, her face reddening as her puckered rose bud blossomed into full bloom within the light of the room. "Oh, Ms. Crump," William gasped, "it's really very pretty." "Billy," she protested, her face blushing further but actually feeling nice about the compliment. She would never think of her anus as being pretty. She could feel her pussy getting warm and moist. She let go of her cheeks. Perhaps embarrassed as much by the moisture as the fact that she had been posing so obscenely for him. She stood back up straight, pulled her skirt back down over her bottom, and turned back around to face him. "Alright then, that's enough of that." "But I wanted to have a closer look." "Not of that, William. That's really not appropriate. I think you will find that most girls will be very offended, if not disgusted, by such an interest." "Well, then, the front maybe?" William hesitated, before adding. "I've never seen one before, Ms. Crump," he quietly confessed. "Oh!" That took her by surprise. With all his aggressive bravado she had imagined that he would have been very experienced, probably having been comparably exploitative of a number of young ladies. Still, perhaps she shouldn't have been surprised though, as Templeton was a very, very conservative college, and the young man did still live at home. She felt a bit sympathetic. Perhaps she could let him get a closer look. It would at least be educational. "Well, alright then," she acquiesced, and pulled her skirt back up. "But, don't take too long. I wouldn't want your mother stepping in on us, like this." It would be rather difficult to explain. "Thank you, Ms. Crump," William replied, a big grin on his face and an even larger erection within his pants. He got down on his knees in front of her and studied her womanly cunt, his eyes no more than an inch way. It made Ms. Crump a little self-conscious, having someone stare at her vagina so intently, so closely, and this wasn't just someone. It was one of the young men within her class. She was doing it though for educational purposes, at least that's what she again told herself. She suppressed a nervous giggle as she watched him be so obviously engrossed by it. William was indeed very, very fascinated, to say the least. Her lips were so thick, so full. They must be terribly soft. He imagined them caressing and embracing his cock. He wondered if perhaps he could even detect some moisture. Was Ms. Crump getting excited? He most definitely detected her feminine aroma, drifting off the heated slit like a steaming clam. He reached out and spread her lips open with his thumbs. "William! My goodness, what are you doing?!" She reached down and took hold of his shoulders, but did not in fact push him away. "You shouldn't look in there," she added, as if he was cheating on some test by peeking at her notes. "I just want to see what it's like inside." Ms. Crump let him look, but she did find it rather uncomfortable, if not weird. She glanced around his bedroom again, trying to find something for her as equally interesting to look at as apparently the inside of her cunnie was for him. Looking at anything was better than watching him study her down there. If only he was this interested in his Victorian text! He just had to have a taste. He let go of her lips and reached around her body to grasp hold of her buttocks and pull her cunt to his mouth as he leaned into her, pressing his hungry lips firmly against her swollen, steamy lips. "Oh my goodness," gasped Ms. Crump, her legs instantly feeling a little uncertain, a little shaky. "No, no, no, William," she exclaimed, "this is wrong, very wrong; very, very wrong," but she neither pushed him away nor pulled herself away. It was just such a shockingly wonderful sensation. No man had ever done that for her before, placing his lips right on her vagina. She had performed oral sex for a couple of men. It seemed like it was expected of a woman to do so, but she had never felt it was appropriate to ask them to return the favor. It just seemed like such a nasty thing to do. Well, college students these days are apparently doing many things that she would not have dreamed of doing when she was an undergraduate. "Oh, Billy," she gasped again, softly taking his head within her hands, running her fingers through his hair as he ground his lips and tongue against her cunt, her clit. He couldn't believe it. It was just so bizarre, so weird, so fantastic: he had his face crushed into Ms. Crump's wet thick feminine lips. He had no idea what to do, other than what he read in porno stories and seen on movies, which was actually quite a bit. If he thought about it he would realize that he had probably read more pornography than all the academic texts, chapters, and articles combined that he had read to date for his college career. In that regard he was perhaps very well educated. It's too bad that he got no college credit for that. But, he didn't really feel that confident in what he was doing. Still, he more than made up for it in energy, devotion, and enthusiasm. He was plowing his lips into the deep furrow of Ms. Crump's cunt like a farmer clearing a field, licking and munching away at her flesh like a starving pup, which wasn't really far from the truth. Ms. Crump had no complaints. She was gasping and whimpering with lustful excitement, even returning his efforts with little wriggles and grinds of her own, helping to crush and massage her clit against his tongue and lips. This was just so terribly wrong and nasty, but it also felt so fucking good, perhaps in part because it was so outrageously inappropriate. For a moment she forgot entirely the fact that she was in the boy's house, that his parents were downstairs. She just wanted to concentrate on, lose herself within, the sensation of being so thoroughly and wantonly serviced. William then tore himself away from her writhing, dripping cunt, his own face awash with her feminine juices. "Ms. Crump, I have a present for you." Ms. Crump's breasts were heaving with lustful passion and excitement. She had felt herself getting so, so close. She wasn't particularly happy that he stopped so suddenly, just short of her relief, her fulfillment. She responded in her confused state, "A present?" What present could he possibly provide her? And, wasn't this a rather absurd time for a present? William got to his feet, wiping from his lips, chin, and cheeks Ms. Crump's juices onto his sleeve. It was not particularly good manners to do so. She definitely would not have approved, but his back was turned as he did so. He retrieved from a bottom desk drawer a few items. "Actually, more than one," he noted, and then handed them to her. Ms. Crump's face instantly flushed with embarrassment. They were the dildos that she had tried to steal the other day. She didn't know quite what to say. One wouldn't want to hurt a student's feelings when he provides you with a present, but it was hardly the fresh ripe apple that one normally receives. Still, she had wanted these products. "Yes, well, um, thank you, William," she replied, and stepped over to her purse to quickly hide them from view. "You made a pretty good selection, Ms. Crump, as those are some of our finer products." "Yes, well, again, um, thank you, William." She kept her eyes averted as she hurriedly slipped them inside, stuffing them down deep into her purse so that they could not possibly be noticed. She was fortunate that she had brought her larger purse, although most of her purses were rather large. "But, you didn't actually get our best seller." "Excuse me?" She kept her back to the boy as she reached behind her to pull on her skirt, trying to get it down past her bottom. "I got it for you though. I think you'll like it." Her heart raced, wondering what it might be, knowing full well that it would again be no apple. She was really quite afraid to look but also rather curious. It wasn't like she was an expert on these sorts of things, although perhaps she shouldn't assume that a young undergraduate is much of an expert himself. Still, he would know what sold well at the store. She looked back over her shoulder. "Oh my," she softly exclaimed. It was the spinner he had mentioned at the store: a conical dildo with a large suction cup at the base. Her face flushed at the sight, as did her pussy lips. "Billy, no, um, I don't think so," but the breathlessness in her voice and the fact that she had stopped pulling down on her skirt, revealed a great deal. William smiled and got down onto his knees to firmly attach the spinner to the hard wood floor of his bedroom. Once it was fixed in place he demonstrated how it was flexible enough to shift left and right but strong enough to remain firmly secured to the floor. "See, you can squat down on it, like you're actually riding on, um,...cowgirl like." Ms. Crump scolded her so brazenly insolent student. "Billy, gracious!" He really shouldn't speak of such things to his teacher. She kept her eyes averted from his, although this was pretty easy as her eyes were as fixed on the dildo as it was fixed to the floor. It looked so terribly obscene but also, frankly, very tempting, and, her pussy was in such a heated state. But, goodness, in front of the boy!? Her sense of decorum and propriety returned. "William, now please, that is most definitely out of the question." "Ms. Crump, you said you would do what I say, and you can easily get off it if my mother or father start coming up the stairs." That was perhaps a good point. She looked at the device. She could feel a tingling at the tip of clit. Perhaps it was just an odd itch, possibly due to a bead of moisture. It would not hurt to at least give it a try. She did at first though admonish William, "Look away, young man, if you don't mind." He did mind. Watching his teacher mount the spinner could be the best part, but it was perhaps one gesture of consideration and respect that he should be willing to provide. He looked over at the door, keeping an eye our for any unexpected guests. Ms. Crump did appreciate this bit of privacy as she stepped over and then squatted down on the soft, rounded conical spike. It was not shaped like a penis. That was at least some minor consolation. She would have found that even more embarrassing. It looked instead kind of like a top, which was a rather innocent image. It was quite small at the top but very, very wide at the lip of the base. She had never done anything so obscene with a top before. Imagine if he got a picture of her doing this? She again glanced around. She could not see any cameras. She squatted further. "Oh my," she softly gasped as she felt the smooth rubbery knob at the tip press against her wet swollen slit. "I have some lubrication, Ms. Crump, if it would be helpful." Her frightened eyes went to him, fearing that he was peeking. "Oh? Um, no, no, that won't be necessary. I'm fine," she added, although wishing that she had not provided that additional detail. The fact was that she was more than well lubricated and she didn't like admitting that to the young man. Well, she thought, the sooner she did this the sooner this evening would be over. She let her weight bring her down onto the spinner. "Ungh," she grunted as she felt the rapidly thickening knob slide deep up inside her. At the apparent sound of her success William turned around with a grin. He was not disappointed at the sight. What boy would not enjoy seeing his pretty teacher mounting a spinner in the middle of his bedroom floor? "Pull up your skirt, Ms. Crump. I wanna see." It was Ms. Crump's turn to look away as she dutifully pulled up her skirt, not wanting to see the boy see her exposing to his ogling eyes the sight of her cunt spread so terribly wide by the thickly round spike. It had started off small enough, much less than even the modest bulb of a boyish erection, but then quickly spreading out at the lip to at least twice the circumference of any porn star's shaft could possibly be. Ms. Crump had never felt anything so big up her cunt in her life. She knew that her pussy must look terribly obscene. It most certainly felt truly stuffed. Goodness, imagine if Mrs. Miller came in right now! This would be even more difficult to explain. William had a big smile on his face and he could no longer constrain himself. He reached down, unzipped his slacks, quickly extricated his stiff dick, and began stroking himself as he delighted in the sight of his teacher's cunt stretched wide by the spinner. Ms. Crump slowly began to slide up and down the conical shaft. "Oh my gracious," she gasped as she felt how with each squat the cylindrical cone spread out her lips so fucking wide. She knew that she must look so scandalous, so shameless: squatting on the floor of her student's bedroom, humping away at some shameful sex toy. But, it did feel awfully good. She had not and would not have bought such a device herself, preferring the more traditional, conservative way to pleasure herself, lying upon her bed, under the covers. This was considerably more stimulating, and obscene. Still perhaps because it was so scurrilous, so wicked, that it was all the more salaciously sexy. She soon could feel her cunnie slipping on and off the spinner more easily, her lips becoming so thoroughly swollen, slick, and slippery with her wet lust. She closed her eyes and was then struck by the sounds she was making, her heavy breathing, her gasping, even some whimpering, all accompanied by the gross slushing and slurping noises that her cunt was making as it plunged on and off the cone. William moved around to see what it looked like from behind, and was well rewarded for the effort. It looked even better from that angle, as his teacher's ass was now so rounded and full as she squatted on the spinner. He stroked his cock. She couldn't see him so he knew he wouldn't get into trouble. Ms. Crump's womanly cheeks were stretched so wide that her asshole was in full view. He had such an urge to touch it, to tickle it, perhaps even with the tip of his dick. Dare he try? Ms. Crump could feel the boy's eyes staring at her bare bottom. She must be providing such a filthy, dirty sight. "Oh please, William, don't look at me from behind. It's so shameful," but she did not stop her humping of the dildo. She continued her obscene dance on the spinner, bouncing her ass up and down, fucking it for all its worth. William dutifully came back around to her front, still stroking his stiff, swollen, yearning cock. Ms. Crump, with some trepidation, raised her eyes. "Oh Billy," she gasped with frustration at the sight of her student masturbating his stiff, hard, erect penis right in front of her. It was so terribly disrespectful. She stared at the swollen, shiny bulb, biting her lower lip, then licking it. She couldn't really blame him. He was, after all, a young man with intense male urges and, besides, she was putting on a bit of a show. She felt her cunt swelling and stretching as she plunged down onto the conical dildo. Perhaps as his teacher she should have been offended. Perhaps she should have scolded him. Perhaps even punished him, giving him a good spanking and sending him off to the corner of the room. But instead she gasped, "William, come her. Bring that here." "Yes, ma'am," he exclaimed, the eagerness and lustful delight so evident in his voice, in his twitching dick, and in the rapidity with which he made his way to her. No boy felt prouder to approach his teacher than William. He was about to present her with his greatest accomplishment. Ms. Crump took hold of the young man's stiff shiny cock, although dutifully keeping her skirt raised with her left hand. She paused in her thrusting to briefly study it. The previous night it had looked so disgusting, so rude, so disrespectful. Perhaps it still was. Most certainly indeed it was. No boy really should present his naked erect cock to his teacher. Certainly his parents and the Chairman of her Department, Mr. Attenwood, would not approve. But, she had such a yearning, such an urge. Oh it was just so debasing and demeaning but that did not matter now. She leaned forward and took the swollen purple plum into her mouth. Now she had most definitely crossed a line but it just felt and tasted so good in her mouth. "Ms. Crump," William gasped. "Oh, thank you." He could never have felt more shocked and surprised. He had hoped that she would do something with his erection but he expected he would have to tell her to masturbate him again, if she would even do that. He would not have dared tell her to put it into her mouth. That's the kind of thing that gets a student in trouble with a teacher. Just being held briefly within his teacher's soft lips would be a moment he would treasure, and remember, for quite a long time, reliving the event as he squirted his seed into a paper towel many nights into the future. The head of his dick was actually lodged in Ms. Crump's mouth! What could be better than that? He had always wondered what such a thing would feel like, to have a woman actually take his hard cock into her mouth and wrap her lips around his shaft. And then it became even better. He could feel Ms. Crump's tongue lapping and licking away at his knob. A woman would actually do this?! Lick the tip of his dick?! He wanted so much to grab hold of her head to pull her face even more forcefully against his crotch, to plunge his cock deep down into her mouth, maybe even as far as her throat, making the stern disciplinarian dragon lady actually gag on his cock. Perhaps such a thought was a bit mean spirited. She was, after all, providing a service no girl nor woman had ever performed for him before. She might have been a terribly mean, dictatorial, even cruel instructor, but at this point he did not feel vindictive. He felt only gratitude, and intense delight. What a course evaluation he would give Ms. Crump at the end of this semester! Ms. Crump had done this before, but it had been so, so long ago. She had largely forgotten how nice a stiff dick felt in her mouth, and how pleasurable it was to slip and slide her tongue around the soft round knob. She even took the time to tickle the little slit with the tip of her tongue. She hadn't actually done that before, finding it rather repugnant, given what came out through that profane crevice. But, somehow, with the boy, it just seemed more innocent, more playful, yet still quite naughty and nice. She suckled on his knob like a hungry girl at a life sustaining teat as she resumed her humping of the spinner, albeit again going slowly, wanting to savor the sensations for as long as she could. With Billy now up against her face he could no longer see her cunt wrapped around the spinner, so she let go of her skirt and used her left hand to cup his little soft, tender testicles, giving them a very gentle squeeze as she softly slid her lips up and down his shaft. She tilted her head back a bit to look up into his eyes, her own large, round blue eyes filled with a misty, yearning lust beneath her spectacles.