6 comments/ 176083 views/ 30 favorites It All Started... Ch. 01 By: trixie38cd It all started when my sister, Kim, came over after work one day to tell me my wife was just called out of town for her job. I had planned on her being gone, anyway, and so I'd left work early to get my other wardrobe out of the attic, thinking I'd have the place to myself for a few days. I just happened to be wearing a pointy cup black 36D bra, black garter, corset, stockings, heels, jewelry, makeup, and a wig, as she walked through the house. I was also sitting on a big dildo, and it was buried in my ass as I jerked my cock furiously, as she edged toward the bedroom door with the strange grunting noises. I didn't know she was watching me, wide eyed and speechless, until I'd come all over my lace and hand. I groaned, lay back on the bed, and began licking the sticky goo from my fingers as I slowly worked the big vibrating dildo in and out of my butt. She knocked on the door she was peeking through, and quickly walked fully into the room, with a big grin on her face. She asked me if I was having fun, and if I really liked having things up my ass. Having just cum a geyser of jizz all over myself, it was hard to deny. So I just breathlessly and resignedly said "yes", and by the evil looking grin on her face, I began to wonder what she was thinking, besides that that I was a pervert. "What else have you got for clothes? Show me," she said. So I got off the bed, pulled my panty girdle up to hold my still-bulging cock, and led her to the attic, where she was a bit amazed at my feminine wardrobe. She selected a red, knee length jersey dress, saw my big shoulder bag full of toys, makeup, jewelry, etc., and told me to meet her in the bathroom. I could hear her on the phone with someone as I went in the bathroom, stripped off my undies, and got a quick shower. She came in to watch as I dried off, and selected my new outfit. She said, "I'll do your makeup and hair, we can't have you going out looking like you were." Stunned, scared, and excited, I asked, I'm going out dressed as a woman?" "No, you're going out with me, dressed like a whore", she said with a grin. "I always thought of you as a sort of manly guy, but tonight, we're going to find out how much woman you can be. I called Gina and Mitch, they're going to meet us later. We've got about an hour to get you all dressed up for a slut night on the town." I groaned, but began to get hard again, and she went right to work on my face, heavy beige base makeup, lip liner, eyeliner, heavy shadow, blush, and my darkest wine lipstick. Then came my other wig, long wavy auburn, and my underwear again, with tight gaff-panty, open bottom girdle with garter straps, opaque black hose, 3 inch heels, and the tight fitting dress, that showed off my big 36D water balloon 'tits'. "You're ready, let's go. I have to admit, you make a pretty hot slut," she said, gathering up some stuff she thought I'd need. She drove, and I felt very self-conscious riding around in public. At least it was dark outside. I asked where we were going, and she said, with a sideways grin, "to meet a couple of friends of mine from work. You'll love them, trust me." She drove us downtown, to the more gay strip of bars, and parked the car in front of a joint called 'The Queen of Clubs'. It was early, about 8:00, and the place was nearly empty. We sat at the bar, ordered drinks, and waited for her friends. She wouldn't stop grinning, staring at me, running her eyes up and down my body. "You know, I always kind of thought you were kind of studly," she said, sipping her drink. "does Dina know you like to crossdress and have anal sex?" God, I hope not, I thought. I said, "no, and I'd really rather she didn't find out. I've been dressing for years, and I think I'm pretty good looking, too, when I have time to do it right." Kim really had me by the balls, and we both knew it. I couldn't believe I was sitting in a gay bar, leaving lipstick on my glass and cigarette, with big jutting tits, tight dress, lacy underwear like a Frederick's model, with my sister. I was nervous, excited, scared, and having a blast waiting to see what would happen next. I knew she was not a mean person, but I had no idea what her plan was. She watched me closely, and I finally asked, "What?" She thought a minute, and said, "You're so....feminine. the way you sit, smoke, drink, and look. You must really be into this. I had no idea, like I said, but I want to find out how feminine you can be. That's my price for not telling Dina. You do everything I ask until midnight, Sunday. Everything. I won't try to get you hurt, but I want to push your limits. It'll be fun to watch. I'll pay for cabs, because I want to drink while I watch, you just be the girl that I'll bet you've always wanted to be. Agreed?" I nodded, and thought, this is what I've always wanted, but was too afraid to go out and find it on my own. I'm screwed anyway, if she tells my wife, friends, or anyone in the family. Give it a try. I said, "Agreed. But can we keep as low a profile as possible? I don't want everyone to know." She knew she had me, and ordered another round, then turned to me and said. "I wouldn't say 'low profile' is what I have in mind, but I'll try to keep you away from anyplace you usually go. It'll just stay our little secret, as long as you keep up your end of the bargain. You look pretty good, your posture and movements are great, and your voice is passable, if you speak softly. Relax, you'll be fine, let's have some fun. You are enjoying this, so far, aren't you" "Yes, I am," I agreed, "I have to admit, I'm scared, thrilled, edgy, and excited, all at the same time. I've only been out in public once before, a few years ago, and had a long coat and boots on for a walk in the dark. I guess I have to trust you, just please don't let this turn into a disaster? I'd really like to know what you have planned, or part of it, I think that would allow me to relax some." Kim said, "ok, I called my friends, told them I had a hot crossdresser that wanted some fun and games, if they felt like partying. So I think we'll end up with 5 or maybe as many as 8 people going to a house for a little party later on. You'd better feel up to it, because I just know you want to play with a real cock instead of being frustrated with your dildoes. I know exactly how THAT feels...artificial. I want to watch you become a woman, instead of just dressing up like one and pretending" Before I could reply to that, a guy and two gorgeous women walked in, and seeing Kim, walked over, said hi, suggested a table away from the bar, ordered, and we moved to a corner of the dim place. I was dressed like a whore, and felt a bit self-conscious around the other three more conservatively dressed women. I was thinking feverishly about what Kim had just said. She wanted just about the same thing I'd fantasized about for years. Was this the night? I felt a little lucky that someone I knew was going to be with me. Not the way I'd always planned it, but probably safer, if I could trust her. I was getting pushed into something I'd always wanted anyway. We all sat, and Kim introduced Gina, a curvy, long black haired beauty with huge breasts, her husband Mitch, and Cheri, a tall redhead with a trim figure, nice jutting boobs, and long fishnet legs. Kim and I hadn't given me a female name, and since I didn't look much like a Tony, I said my name was Trixie. They were all very good looking people, and I began to relax, as Kim was doing most of the talking. I just mellowed out, and thought about having sex with any of them, let alone all of them. The only thing taking my eyes off Gina's endless cleavage was the pointy, jutting cones of Cheri. Mitch was whispering something to Kim, and Gina, who could hear, giggled, and passed whatever it was on to Cheri. Her eyes widened, and they both broke out laughing, suddenly giving me a knowing look. I guess I looked more passable than even I had thought, because Cheri told me I made into a very pretty guy. Then she asked if I'd guessed she was a man, too. I was just floored, trying to believe this hottie had a cock in her panties, too. Kim explained that Mitch and Gina were both very bisexual and sometimes got together with Cheri and some of her friends. They'd been planning to get together tonight, anyway, so when she called to tell them about me, they were ready to include us. Or me. It turned out Cheri broke up with her 'other' a few months before, and was getting very horny. Kim insisted she just wanted to watch my feminine initiation. Gina said she wanted some pussy tonight. Mitch gave me a wink, and I began to get hard again. (not NOW...I'm a woman, I should be getting wet.) So, they decided to walk down the block to another bar, to see if we could find someone named Jennifer. Feeling a buzz from the drinks, I tagged along, getting a little more comfortable in the role of a party girl. At least these strangers had accepted me, as a woman, crossdresser, TV, it didn't seem to matter. We found Jennifer, a big boned transvestite with a very muscular black guy named Chas. After more introductions, Cheri, who seemed to have taken me under her wing, said, "Jennifer has been living as a woman for three years now. She lives with Chas, a football player at the U. He's a lot more gay than he likes to admit, but at least he's open minded enough to know he likes Jennifer's cock better than his high school sweetie's pussy. Chas was looking me up and down, and although I'd been thinking that I'd be getting Mitch's cock, (from his bulging jeans, and I was already excited), but Chas had a huge bulge going in his tight jeans, too. Right then I knew I wanted one in my mouth while the other fucked my 'virgin ass'. I was glad I had a very tight panty girdle on to keep my boner down. The conversation was getting a lot more racy, and Gina seemed to be moving closer to Kim, yes, she was deliberately rubbing her huge breast against Kim's as they chatted and traded hand touches. I could definitely feel Cheri's firm tit digging into my arm as she went on about Chas and Jennifer's history. I wasn't really paying much attention, I had wild thoughts of my own.... Mitch, maybe feeling a bit left out, since he wasn't groping anyone, suggested we go to their place soon. Chas said he wasn't drinking tonight, and had a big van, so he'd drive. I was in one of the back rows, between Kim and Cheri, who was getting into stroking my thighs. Loud music stalled most talk, and we came to a run down looking house, parked, and went in behind Chas. It was a bohemian style place, older furniture, big rooms, lots of pillows and cushions, but apparently clean. Chas went to the kitchen to get drinks, and Kim sat down with Gina and Mitch in a big papasan chair. I wondered if she'd been here before, and the thought of my prudish sister having group sex would have been way too much, if she hadn't just introduced me to a bunch of orgy goers. Chas handed out beers, and Cheri, still glued to my side, led me off to the powder room. She pulled a joint from her purse and lit it up as I explained how Kim caught me jerking off earlier, what I'd been wearing, and our deal of secrecy. She said that, like me, she'd always loved wearing bras, lace, and women's clothes. Charley had been a bartender, till he'd saved enough for C cup implants, and come fully out of the closet just after that to become Cheri, working the same job, but having so much more fun as a woman. Buzzed further from the joint, we touched up our lipstick, and went back to the big room. Chas was nude, his muscular body impressive, sitting with Gina, her massive creamy breasts packed into a white sheer bra. White corset, stockings, and heels made her tanned, curvy figure gorgeous, and quite a contrast to Chas' black skin as she stroked his thigh. Mitch was nude, and Jennifer, whose breasts were hormonally achieved (smaller and softer than either Cheri's implanted cones, or my water balloon jugs, was in a red crotchless fishnet body suit, her uncircumcised cock in Mitch's grasp. Gina watched her husband warm up with Jennifer. Kim sat, smoking, dressed in her jeans and tight sweater, her hand cupping Gina's left tit. Cheri pulled me down to a cushion on the floor and kissed me, her hand cupping my boob, moaning softly as I kissed back, and our tongues touched. The buzz, the warm shemale starting his/her foreplay, and the way everyone was so relaxed combined to really let me go with the flow when Jennifer unsnapped my garters to pull off my gaff. My cock sprang free, and Cheri was on it, licking it slowly as my garters were redone. I was getting so hard, it hurt. Jennifer left the room, to get some toys, she said, and Mitch moved over to Chas and took over stroking that black cock, now so big I wondered how much more there could be. Gina was kissing Kim, and had a hand up her sweater. I wasn't sure if stodgy Kim was planning on this, but she wasn't fighting it. Cheri stopped licking me as Jennifer returned with a big box of toys, I was told to get into the doggie position. Cheri selected a long slim vibrator, lubed a finger, and teased my ass with it, then slowly eased the tool into me. I'd had several toys up my ass before, and always dreaming of being taken by a man, or better, a real cock on a 'woman', and tonight, I was definitely going to get my wish. Cheri pulled off her tight panty, and asked, "Can I take him first? I want this virgin ass. If he's gonna get fucked, let's make it a good memory. You guys know I'll be a lot more gentle than you will." (well, I was all for that, I was all heated up, wanted to get buttfucked, but the less it hurt was fine with me). Mitch and Chas just nodded, and Jennifer moved around me, her small, soft cock hanging just before my made up face. "Just lick it, hon. Have you ever sucked cock before? Just the fact that you're still here, and down on your knees, tells me you're gonna like it a lot." I admitted I hadn't, but that I almost always fantasized about getting one hard in my mouth and tasting the hot cum while I was dressed. "I know how you feel, but trust me, a cock in your mouth will just make you feel so girly you won't believe it. You know what you like down there. Just lick it slow till I get harder, and whenever you're ready, take it between your lips and suck. Get it nice and wet, and then bob on it. Fast or slow, just keep up a steady rhythm. Mmmm, yes, that's it, honey." The head of her cock was pushing out of its foreskin, and it was gaining some size. I sucked deeper, feeling it grow in my mouth. This was great! I relaxed to a steady, slow stroke up and down that slim cockshaft, and was taking a bit more down my neck with each gentle push of her hips. Cheri was spreading my ass, and whatever was pushing slowly into me was a surely a lot warmer than the toy had been. Gentle pressure got it past the first ring of my ass, and, as I sucked Jennifer's cock, suddenly I wasn't a virgin anymore, a hard cock slid slowly up my 'cunt'. Cheri just rested there inside me, letting me get used to it. Jennifer, though, was slowly fucking my mouth, now fully hard. Maybe 4 inches, but very hard. I sucked and met her strokes, and began pushing my hips back to get all of Cheri's cock in me that would go. I wanted every bit of it. She matched the timing of Jennifer, and I was getting plunged into from both ends slowly. A cock in my ass and mouth, deep for a second, then nearly out of me, the back in. It was beautiful, I needed cock. The rhythm changed, and I was getting sawed back and forth, in and out, on hard cocks at both ends. We were a mass of grunting, groaning, horny cocks and tits. Jennifer had me by the hair, pulling me onto his cock, and Cheri had a firm grip on my hips, fucking me deeper with every stroke. I looked over, saw Mitch sucking greedily on Chas' huge boner, looked the other way, and Kim was putting on a strap on cock, (?), her jeans and sweater gone. I'd seen her in a swimsuit before, she had a hot body, but in a lacy bra, sporting a black 7 inch strap on cock standing over the voluptuous Gina, she looked magnificent. Gina was sucking on Kim's 'cock', getting it wet, and fingering herself. I was getting the fucking of my life, the sex I'd dreamed of only by my lonely self, so many times. It felt so good to have both holes filled, I was a bit surprised and half disappointed when Jennifer shot off in my mouth. She stiffened, and poured spurt after spurt between my sucking cheeks. I tried swallowing as much as I could, but she pulled out and shot several squirts on my face and tits. The first real thought I had was 'not yet, don't stop! I want more!' Cheri, too, couldn't hold it in, and oozed her thick hot cum deep in my virgin asspussy in several slow, pulsing spasms. Several more slow strokes drained her balls, and I could feel the hot gobs running down my thighs. Gina, spread wide open on the couch, applauded Jennifer's facial work on me, as she took Kim's strap on cock all the way into her shaved cunt. Cheri pulled out of my ass, and we collapsed on the floor with Jennifer between us, watching as Mitch worshipped Chas' dick. Cheri was kissing Jennifer's cum off my face, neck and chest. I needed more cock, more cum, and went over to the men. Tapping Mitch on the shoulder, I asked if I could cut in. He moved over to play with his wife's heaving tits as she bucked to get all she could between her legs. I bent over Chas, on my knees like the whore I now was, and tried to get it in my mouth. It was huge, wet and glistening, about two and a half inches thick, and at least 10 inches long. I licked at the big purple head, and got a few inches of his shaft past my lips, bobbing up and down on it slowly. My tits jiggling, my earrings swaying, my cum streaked face showing my determination to get all the cum out of those big black balls. Chas helped out, lubing up his big hand and stroking most of the shaft I just couldn't get to, and I just kept up the bobbing suction. Gina came loudly, several times, as Kim pounded her twat with the thick strap on. Mitch shoved his cock in her mouth to quiet her down, and she just whimpered, sucking on it as she took the multiple orgasms Kim was dishing out. I could see the TVs cuddling on the floor, and Cheri was stroking her cock lazily. Chas' cock was getting even thicker, it too, pulsed spasmodically, and when he came, it was a flood. So hot, thick, sticky, and so MUCH. No way could I swallow that much. He pulled out and shot stream after hot sticky stream of cum in my eyes, hair, bra, and open, begging mouth. When finally, he was done, I took the head of his dick and sucked out the last drops. Cum was covering the front of me, I felt like I'd been varnished. Kim pulled slowly out of Gina, and Mitch took over fucking his insatiable wife. Kim moved behind Cheri, and stuck her 'cock', slick with Gina's juices, deep in her asshole. I hadn't cum yet, and went over to Cheri, who greedily sucked my cock as she took her fucking from Kim. Chas went off to get more beers, and brought one back for Jennifer and me. He lit a cigarette, stuck it in my cum smeared face, and sat back to watch Mitch pull out and shoot his load all over Gina's huge titties. I drank my beer and smoked, as Cheri, her ass getting plowed, took my cock all the way down her throat till she tasted my first squirt, then backed off so I could coat her face with my pressurized load. Jennifer was underneath Cheri, sucking her cock as Kim slowed down her fucking. Cheri came all over Jennifer, and we all stopped to look around. Kim was the only woman not covered in cum, and she slowly undid the strap on harness. I could see that it had a 6 inch dildo on her side of the harness, too, it'd been filling her divorced cunt while she'd fucked everyone. No wonder she'd been so vigorous and thorough about having a cock for the night. It All Started... Ch. 01 This is a building romance story over a plot development line, there may not be sex in every chapter but it does get steamy once the story picks up. Please comment and feel free to give ideas. Try to keep negative critiques to a minimum, this is my first time writing a story. * Riley walked into the already packed and noisy gymnasium and looked around. He wasn't used to the hustle and the bustle of the first day at a four year college. He had just transferred in from his community college, and gotten accepted to his dream university for his first year. He was a junior in college years but a new student at this school. "Oh boy, here we go," he thought as he plunged into the auditorium. Riley's parents already helped him drop his stuff off at his off campus apartment, and they had left. He wasn't intending to attend the orientation since it was mostly freshmen, but he was looking for his transfer mentor; Professor Austin. Bob Austin was the Criminal Justice professor who helped mentor all the transfer students helping them get acclimated to the university. Riley had planned to meet him and get a tour of the campus. Only one problem He had no idea what the guy looked like. Riley decided he might as well sit down and try and find this guy later. He sat down in one of the weak plastic folding chairs and tried to plan his next move. He didn't know when he zoned out but he caught a phrase that jolted him back to attention, "Any new students can have any questions they have answered at the table in the back." Riley looked back at the tables and decided they might as well help him out. He stood in line and shuffled forward with the rest of them. Halfway there he saw and sign on the front of the table labeled: Transfer Mentors. "Oh thank god, finally someone can help me." He eagerly stepped in front of the table and a female voice said, "Hi there, how can I help you?" The speaker was a very pretty brunette with hazel eyes that shone even through the pink framed glasses she wore. She wasn't beaming with her smile but she did have a bright one to look at. She was wearing a shirt in the University colors with what looked like Greek lettering on it. Riley felt bad because he immediately started checking her out. This girl was very pretty, and he caught himself staring down at her breasts as they strained against her shirt. Wanting to speak before he got caught ogling her he stammered, "Uh..um yes...yes. I'm l-looking for my Mentor professor. Professor Austin." The girl smiled at his nervousness, "What's your name?" "Riley, Riley James." "I'm Annabelle Dawson, welcome to the school. Hang on a second." She started rifling through a plastic box in front of her and muttering to herself. She eventually pulled out a large manila envelope and handed it to him. "You can find Professor Austin over there by the exit to the gymnasium. The tall guy with the wire glasses. Looks like he hasn't been in the sun for years. He's really nice though," she said as she handed him the manila envelope. "T-thanks," Riley said as he took it and looked over at his Professor. Annabelle was truly disarming. There was just something about her that made him like her instantly. But he pushed that thought from his mind, "I can't do that...not now...she doesn't deserve that. Besides she probably has a boyfriend." "Maybe I'll see you around campus, or in class, I'm a Criminal Justice major as well," Annabelle smiled at him again and said, "I hope you enjoy it here." Riley only managed a soft smile and walked away. He caught himself looking back at Annabelle but she was already talking to another student. He sighed and kept walking until he met his professor. ------- Annabelle tried to focus on the students that kept swarming the table with their routine questions; "How do I know what meal plan I have?" "How do I set up Wi-Fi in my dorm room?" "Can I be allowed a microwave?" She wished she had a quick link like on the internet that could answer all their F.A.Q.s with one click. It didn't help that her thoughts kept drifting to the new guy who just left. He was everything she liked; tall, dark haired, well built and had killer blue eyes. Annabelle couldn't explain it, but she was drawn into them. She saw something in his eyes that she couldn't explain, it was like finding a secret and she wanted to unveil it. If he hadn't walked to her table then she would have thought Riley was a freshman. He had that innocent look about him. Annabelle also caught a glimpse of a tattoo on his right arm, on the bicep. Thinking about it sent a small shiver through her. She loved guys with tattoos. She shook her head and tried to get her mind back to helping these poor, lost confused sheep-sorry freshman. One by one they filtered over to their groups and they all flowed out. In the silence of the gym that followed she huffed a sigh. Annabelle took that opportunity to stand and stretch when she heard a voice call her name. "Annie! Annie! Over here!" It was her longtime best friend Brittany Hoffman. They grew up together, went to high school together, so it was obvious that they would go to the same college together. She was an English major and wanted to be a teacher. "Hey Brit! What have you been up to?" Annabelle asked with a smile. Brittany sighed and tossed her hair back over her shoulders, binding it up in a ponytail, "Getting things set up in our dorm room. Our two roommates have showed up and already they're getting on my nerves!" Annabelle smiled softly. Brittany could get annoyed at the smallest things with her roommates. "Why what's wrong with them?" "They have such a stuck up attitude! They started questioning why they couldn't have the room that we chose. They were whispering at each other and pointing at our stuff in the room. I don't like them already." Annabelle put her hand on her friend's shoulder, "I'm sure it will calm down once school starts. They're probably just stressed out. Don't worry about it. Let's go get a coffee." Brittany smiled back at her, "Yeah maybe. Let's go take them to the field and watch the lacrosse team practice without their shirts on. Maybe you can snatch one of them up to be your man this year!" Annabelle's thoughts drifted toward Riley and her stomach did a small flip. "Maybe...but I don't think he plays lacrosse." --------- Riley liked the campus already. It was wide, sprawling with lots of areas for the students to congregate. The student Rec Center was massive. There was a brand new Criminal Justice building with the latest high tech equipment. The football stadium was impressive and he could definitely feel at home here. Professor Austin was a great guy. He was nice, funny, and enthusiastic but Annabelle was right with his apparent lack of sun exposure. As they walked he chose an opportunity to dart into each and every building, and each time they were outside he squinted and turned his body away from the sun. Riley had an urge to open an umbrella for him like Michael Jackson. As they completed the tour they walked back to Professor Austin's office and sat down with him. He tore open his manilla envelope and handed the professor a copy of his transcript that they sent to the school along with a blank schedule. Austin brought up all the available courses he could take and set him up with a schedule that would balance nicely. He also had required meeting with Austin twice a week. As Riley looked over the schedule written for him the Professor broke his train of thought, "For three of your classes you're very lucky. One of my favorite mentoring assistants Miss Dawson is in each of those classes." Riley looked up sharply and asked, "Annabelle Dawson?" "Ah, you know her already?" Riley shook his head and drowned out the next thing the Professor said. The meeting finished and Riley walked back to his apartment. As he walked in he paused at the strange noise coming from his room. Slap slap slap slap slap followed by a steady stream of female moans and gasps... Riley groaned. His roommate was having sex already. He flopped down on the couch and waited. Twenty minutes later the door opened and his roommate Brandon walked out in just a pair of boxer shorts. He wasn't exactly attractive. He was husky, hairy, and had oily hair with yellow teeth. The girl who stumbled out was pretty, attractive and had no reason to be with a guy like Brandon. They walked to the door together and Brandon opened it. The girl stepped back and opened her mouth, "Will you cal-" Her sentence was cut off as Brandon slammed the door and locked it. He started laughing and looked at Riley, "I'm telling you man. This place is all about Hit It and Quit It. I wish I could rack up bitches like her every day. Maybe even a pussy like you could get lucky." He laughed again walking into the room. Five minutes later he could smell weed coming through the walls. Riley sighed and shook his head. He booted up his laptop and logged onto his Facebook, he immediately saw a friend request. As he clicked on it, he beamed when he saw that it was Annabelle. He stared at her picture for a bit and smiled again thinking, "Maybe this place won't be so bad after all." It All Started... Ch. 01 We all sat about where we'd fallen, catching our breath, some smoking and drinking, groping and caressing whoever was near enough to reach. Cum drying on most of us. I was wondering if we were done, or what could possibly happen next. I heard the door from the kitchen creak open, and stared as my wife, Dina walked in. I thought I'd been embarrassed when her sister had found me in women's lace, just hours ago, and even though I'd just been in the middle of the sexiest transgender orgy imaginable, I was very afraid of what would come next. What could she be thinking? Dina took my hand, stood me up, looked over my sperm coated body, bulging tits and lace, and just shook her head. She looked over at Kim, who seemed sort of sheepish. "I guess things just got a little out of control", Kim admitted, "but he really did seem to have a good time, being taken as a woman tonight. You were right" "Looked like you were having a pretty good time being a man, too," Dina said to her previously straightlaced, hot but dull sister. It dawned on me that they'd set me up, somehow, but that whatever their plan had been, it hadn't apparently gone the way Dina wanted. What that plan could be, I was clueless. Dina led me off to the bathroom, asking Kim to join us. "I found your women's clothes in the attic a couple years ago," Dina said. "I didn't know what you had them for, but I could imagine a lot. I figured I could trap you into thinking you'd be alone, and send Kim over to sneak a picture or something, just to see what you've been doing. So, How many men have you had sex with? Did I marry a fag? Sex with me isn't enough? I could do that strap on thing, if that's what you want." I explained that this was about it, and admitted I liked to get dressed, had fantasized about having sex with another cock, but that had been all, until tonight. I'd thought I was being blackmailed for Kim's silence earlier. "Great," Dina said, glaring at Kim. "Thanks a lot, you really got him the bonus plan, didn't you? All I wanted was to find out what the hell he had all those bras and wigs for, and you've got to dress him up like a whore, and take him to an orgy, where he gets buttfucked, sucks every cock in the room, and gets so covered in cum, I'll have to chip it off him as soon as it dries." I was going to protest that I hadn't sucked off Mitch, yet, but figured this wasn't a good idea. Dina asked Kim to leave, she wanted to talk to me alone for a while...(continued?) It All Started... Ch. 02 When we got home, Dina told me to take a shower, get dressed again, in clean women's underwear and wig. "Go wash the cum off yourself, for Christ's sake. You won't need makeup, just tits, hair, bra and garter with stockings. No panties, I want your clit hanging out so I can see it while I talk to you." I returned to the living room, where she had a drink and a joint she'd gotten from Cheri, I supposed. "Sit here, next to me. I want to ask you a lot of questions, and then I'm going to decide what to do about you, your little hobby, and what it means to our marriage." She said, patting the couch. "How long have you been wearing women's clothes, and how much stuff do you have? Don't even try to lie to me, while you were in the shower, I went up and got your box down for you. I guess you don't need to hide it anymore. I admitted that I had 2 more boxes and a suitcase, stashed in the back corner of the attic, that the box she'd found was just the everyday stuff. "Go up and get it all down. I want to see it all. Maybe get a feel for your taste in clothes, and see if we need to get you anything else for a few certain looks I have in mind for you." She lit the joint and passed it to me. After a few drags, she nudged me and said, "C'mon, get going, Trixie. Let's see your entire little secret. Then we'll... I'll make a plan for your new career, or occupation, or whatever." I went up to the cold attic, dragged the rest of my women's wear out, and carried it to the dining table. Dina opened a box, to find several dresses, skirts, sweaters, blouses, shoes, boots, and a few more wigs. Another was full of girdles, corsets, purses, costume jewelry, sex toys of all shapes and sizes, a light tan overcoat, gloves, and videotapes. The tapes had only my cryptic markings on them, and she asked me to explain what was on them. Still very embarrassed, but thrilled too, I said, "It's probably just better to see them. I really can't explain." She grabbed one, and put it in the machine. The big 35-inch screen lit up with me on my back. I was on our bed, my stocking clad legs spread wide in the air. A crude machine I'd made from an old sewing machine motor had a shaft with a rubber cock on the end, and it was pistoning in and out of my ass. I had another rubber cock in my mouth, and my hands clamped tightly on my oversized tits, moaning with my mouth full as I took a slow steady fucking from my imaginary lover. Dina watched, rapt, she seemed to have forgotten she had a drink in her hand. Her nipples were very hard, and she was breathing deeply and slowly. I alternated my gaze between peeking at her reaction to the video, the screen, and the floor in shame. I was getting hard. I'd actually forgotten I'd made this tape. It had been a few years ago, and the machine had broken down the second time I'd used it, so I'd tossed it out rather than maybe have to explain such a contraption if anyone ever saw it. "This is unbelievable. You'll go to all the trouble of getting this stuff, hiding it and yourself from the world, but you can't get a real job?" She was somewhere between angry and incredulous. "Well, let's sit down, talk this out, and figure out what to do with you." She grabbed a medium-sized tapered butt plug from my toy box, told me to lube it up and stick it in my ass, and returned to the couch. When I sat next to her on the towel she'd laid down, she cupped my tit with one hand, and took my growing cock in the other. "What's wrong with our sex life, Tony, other than I don't have a cock for you to suck? I thought I was giving you all you need. Sucking your cock, wearing sexy outfits for you. How was I supposed to know you wanted to wear the sexy lingerie instead? The thing that pisses me off is that you couldn't tell me about it. Obviously you've been doing this for a long time. You DO make a very hot woman, but I thought I'd married a man." Before I could get in an explanation, she added, "Do you expect I'll become some sort of 'lesbian' for you? That I'll get turned on seeing you in lacy garters and tits bigger than mine? Forget about that. I've always liked men. Hell, I even liked you. I work hard all day, make five times what you ever have, and when I come home, I liked the idea that maybe we'd have dinner, sex now and then, and a small, boring social life like everyone else. The money thing never bothered me, but I'm having a hard time seeing that you've spent all this clever effort on something so bizarre." I mumbled, "I guess I knew that someday, someone would find out, but it's just a part of me I can't give up. Cross-dressing isn't the sick, perverted thing you're making it out to be. There are thousands of us, just in the US. I could show you some websites. Most are horrible looking, but there really are a lot of 'girls' who take it seriously and look very classy. There are help sites, chat rooms, it's really a big thing out there. I've always wished I could participate, or at least peek out of the closet a bit. But I've been too afraid to do anything outside the house until Kim ordered me to and made tonight easy for me." "Well, you're right about one thing. You're not giving it up. I don't believe you want to or even could. I think I could use a maid though, someone to take over my share of the chores around here. And I've decided I'd like to see some of those weird toys used. On you, of course. Having sex with you isn't something I really want to think about right now, but I'll make you a deal: You do all the cooking, car repairs, and yard work, anyway. Add on laundry, shopping, cleaning, and all of the social detail shit-work I used to do. Like birthday gifts, wedding RSVPs, bills, and holiday decorating. We'll see how you do for a month. You can skip going back to work; it doesn't pay anything, anyway. You'll get to keep your women's wardrobe, wear anything you like as long as everything gets done. Oh, and no more men's clothing for you, except for yard work or car repairs. Can't have the neighbors knowing about you, yet. "You can grocery shop and run errands in drag. You look great dressed up, but you have to work on your voice. Kim and I will help you with the rest of the little mannerisms, gestures, and posture; stuff like that. A crash course in how to be a woman should be good for you. The alternative is you move out, right now. What do you say; is it a deal?" What else could I do? I agreed to her terms. It would get my secret off my chest, and keep a roof over my head. And, I could wear a bra and anything else I chose for my daily chores. Not a bad deal, all in all. My life wasn't going anywhere, except being married to a well-off woman I'd taken for granted. What was I really giving up? So I agreed. Dina looked me over, squeezed my tit, and said, "Good. I knew you would, after watching you in that orgy tonight. Don't get me wrong; you're definitely not forgiven. The sight of my husband with a cock in his mouth AND ass was a shock. But I see a way for me to have some fun here, and if you do as you're told, I'll bet you'll enjoy it, too. At the least, some parts of it. I'm sure I haven't thought of all the possibilities of this thing: So go along with your new rules and we'll see what happens." I waited patiently, and she finally said, "One. You will always have a bra and breasts. Bigger is better. I want you to get backaches from carrying around huge tits, so toss out anything smaller than d-cups. Two. You will do your hair, makeup, and clothes in a tasteful manner unless I tell you otherwise. Three. No masturbating, no sex with me, or others unless I give you permission. When you do come, it will be when I allow it for good work on your part. Four. You'll call me miss, mistress, or miss Dina. Any argument on ANYTHING I tell you to do will mean that I have to show your tape collection to anyone I see fit. I'll figure something out for minor punishments. And if I have to discipline you, you'll accept that and learn from it. If you want to be feminine, you'll get it. Five. I will have sex with anyone and when and where I choose. We're still legally married, but the romance ended for me a couple of hours ago. You will have sex with anyone I choose, whenever I choose, and whatever I choose. Are you willing to do this to keep your tits, your half of the house, your car, and your reputation, such as it is?" I just nodded, squirming my hips on the plug in my ass. It looked like there might be a fun way out of the jam Kim had helped me into. I wasn't too happy with her idea of sex with other guys, but I WAS the one who'd cheated on her. Dina snapped me out of my musing. "Speak up! Tell me you agree to my terms, and you'll do your best to serve me!" "I'm sorry, mistress, I agree, and I'll do my best to serve you." She smiled, and gave me my first order as her maid. "Good. Now leave your bra on, leave the plug in your ass, and go draw me a bath. Then stay the hell out of my sight, go to sleep, and be up before I am tomorrow, so you can have breakfast ready when I get up. I expect to see you looking pretty and ready for a big Saturday. You sleep on the couch until we figure something out. Maybe Sunday, you can clean out the spare room and move all your shit in there. One of these days, I'm sure I'll get a man I want to share my bed with, and we'll need some privacy. Unless he wants you to watch him, fucking me. Good night, Trixie." She relit the joint, still watching me get fucked on the TV, and I went to draw her bath and get out of her way. Still not sure I was going to like this, but having little choice, I waited for her to move to the tub, and later, lay on the couch, watching another tape of myself stripping for the camera as I finally fell asleep. Saturday I woke with a full bladder about 7am, and got up from the couch to go to the bathroom. I quickly remembered the tapered plug stuck in my ass, but walked to relieve myself. I slowly awakened, looked down at my water balloon filled bra and smiled, remembering what had happened in the past 12 hours. I went to the kitchen, started coffee, made some juice, and whipped up some waffle batter. (Dina's favorite breakfast). I made a mental note to quietly hurry and be ready whenever she decided to come down. I went back to the bathroom, brushed my teeth, and spent a few minutes on my makeup and did what I could with my slept in wig. I adjusted my bra and boobs; put on a tight panty girdle, a short black dress, and went back to the kitchen. Coffee was just what I needed after too many drinks last night. I straightened up my clothing Dina had strewn about last night and started frying bacon. I heard the toilet flush, and knew she was up and about, so I poured her a cup of coffee, and went to the front door to get the newspaper. "Good morning, miss Dina!" I said cheerfully, as I entered the kitchen, holding a chair out for her and placing the paper on the table. "Coffee is ready, and I suggest bacon, juice, and a waffle with blueberry sauce this morning." "Fine." She grunted, looking at me for a long moment. "Maybe I was wrong about you. I thought laying down all those rules last night would scare you straight. Or at least as straight as a cross-dressing cocksucker can get. But you seem to enjoy your new role already. Ok, fine. Let me eat and we'll find something for the maid to do today." "Yes, miss. Just a few minutes." I poured her coffee as I thought how natural I already felt, parading around the kitchen in a bulging bra and stockings. Until yesterday, I would have never dreamed of dressing in front of Dina or anyone. It had always been a fantasy idea before last night. Now it looked like my future, and I was ready to play. I realized I was having the time of my life. Sure, I suspected that she was taking this much too well, and had apprehensions about what she might do next, later, tomorrow, and next week. I moved about the kitchen, preparing her a nice plate as she read the paper. "Thank you." My mistress said, as I delivered several dishes before her. "You'd better eat something, too. I think you're going to have a very full day. Get yourself fed, and I'll let you wear men's clothes for a trip to Target. I'll make you a long list of things you're going to need. This will be a little test of my new personal assistant." "Yes, miss. Should I change while you eat, to save time?" "Sure, I guess it's already 8:00, and you will have a lot to do this morning." I went upstairs to change, and it felt odd and a bit sad to remove my breasts and bra. I'd really gotten used to their weight and sway as I moved. I left the garter and panty girdle on under my jeans. When I came back down, dressed in jeans, t-shirt, and sneakers, she had me do the dishes, clean the kitchen, and handed me a long list of items to buy. I was told to go get them and get back as soon as possible. She'd meet me in the bathroom. She took my wallet, giving me just my driver's license and $100. "Bring me the receipt and the change, you won't need money anymore," she said. I got to the store, and set about finding the items on the list. A carton of Virginia Slims 120's, two dozen condoms (what was that about?), hair remover, several specific makeup items, and more. I got home, carried bags up to the bathroom, and found her bathed, wearing a robe, and doing her makeup as if she were going out. She handed me the hair remover, and told me to follow the directions to do my legs, crotch, ass, and chest. Shower, dry, and call for her to do my makeup when I was ready. I left the smelly hair remover on for the specified time as I shaved my face closely. The hair just fell off my body in the shower. I was so silky smooth as I toweled off, I couldn't wait to pull on stockings again. Dina entered and nodded approvingly, telling me to go put on what she'd laid out for me on her (our former) bed. I looked down at my hairless and naked cock, balls, and legs; my excitement growing as I pulled on sheer silky nude stockings, black garter belt, tight panty girdle, and my black 36DD under wire bra with sturdy, pointed cups. I filled 2 new balloons to the size of softballs, which filled the cups nicely without any overage spilling out. The stockings felt wonderful on my hairless legs, if this was the new me, I loved it so far. Dina called me in for my makeup and hair. She was using a color scheme I wouldn't have tried, but what did I know? She was having fun moving me this way and that, and when she finished my eyes, I was stunned. I thought I'd looked good on my own, and better when Kim did it last night, but this was remarkable. Heavy tan base liquid, a light powder, and brightly rouged cheeks, blended into a dark blue-gray eye shadow. Bright, blue eyeliner. With heavy bluish mascara. Fire engine red lipstick, and I was beautiful. She made a couple of final touches, and pronounced me ready. (Ready for what? I wondered. I thought I looked like a cover girl. "Go put on the dress I laid out for you, and let's go. I hope you were paying attention to how I did your face, because you're on your own from now on." After my first time out of the house in daylight, wearing big jutting boobs in a knee length red jersey dress, curly auburn wig, and heels; we got in the car. Dina drove us to a mall across town, parked, and told me to come along. We went straight to a bra and mastectomy shop. The windows facing the mall discretely listed post-surgery prosthetic forms, bras, and swimwear. We went in, and Dina said, "Hi, Are you Beth? I'm the one who called earlier about a fitting for my friend Trixie here." Beth assured us that she was, indeed herself; asking how could she help us? Dina said that her cross-dressing husband was ready for some more realistic breasts, and we would like a fitting and a few options. Beth didn't seem as surprised about the purpose of our visit as much as the new look she shot toward me, her mouth slightly open and eyes darting over my face and chest. "You're a guy..." she started to say, but faded off nervously. Obviously I looked better than I could have hoped. Maybe even if I did happen to run into anyone I knew, they wouldn't be able to place me in this dress and wig getup. Beth reclaimed her professionalism, and led us to a small back room. She asked me to lift off my dress, which I did, after carefully removing my wig. Dina was smiling smugly as Beth's eyes roamed up and down my body. She was a cute little thing, maybe 5-2 and about 100 pounds, and climbed up onto a stepstool with a tape. Measuring just under my bra band, and then around the full part of my full pointy boobs, she asked: "Are you wanting to stay the same size? I measured a 36, DD or E cup. I must say; the water balloons do fill out that bra just right. But it's the wrong shape for you, hon. and that bra is much too rigid to be very comfortable. You should really have a softer line with a stretch cup bra." Dina said, "we want at least that cup size or bigger, if you can do it. Can we try on some different shapes and sizes?" "Sure. I'll be right back." And the helpful Beth trotted off to her storeroom. She was back in a few minutes, arms loaded with small boxes. She left again and came back shortly with several bras, a few body-briefers, and a small tube, like toothpaste. "So, how big do you want to go?' Beth asked cheerfully. "I can make him a 36FF or even an H cup, if you like." Dina said, "No, no, I can't have him falling over under his own weight. We want BIG, but not huge. We're looking for the most natural feel and look you can give us. Let's try a few on." "Ok, but that bra has to go. Here, hon, try this on. We'll worry about color later. Let's just find a good breast shape for you, in the size your wife likes, and we can go from there." Beth was holding out a beige bra with huge seamless stretch cups for me to slip my arms into. Dina unhooked my heavy bra and I again felt the loss of my tits. I knew I liked it, even before Beth fitted a big jelly-like breast form into the right cup, then the other. I shook my chest side to side a bit, feeling the wiggle. This was great! I'd always used water balloons, mostly for the weight and a bit of jiggle, but these were fantastic. They were much bigger and fit my chest better than a round balloon. "Bigger than that," Dina said, moving around me to see all the angles of my new curves. "Maybe one more cup size. We want him noticeable, but not a freak. Well, at least not any more of a freak than he is." Beth nodded and helped me out of this rig, and into another style bra, bigger and heavier, but with much the same soft cups as the first. She slipped a second set of forms into the cups, then stood back with Dina, and told me to walk, bend over, wiggle, sit, and jump up and down. I did this, feeling great, even though they were very heavy. Dina came to me and cupped my tits, shaking them, poked a finger deep into one, and laughed. "We'll take these, or at least this size." She said to Beth. "Do they come in a skin tone closer to his? And can he wear them with any other bra? What is her new size, anyway?" "Oh, sure. Any bra that fits, I've got her up to a size 36F. We didn't cement them on yet, either. With this adhesive, you'll only need a bra if you're going swimming," replied Beth. She again fished my boobs out of my new bra cups, looked at a number on the box, and came back with the same thing, only a few skin tones lighter. Dina had her glue them onto me, saying we'd be wearing them home. She gave Beth her credit card. $683.47. "Don't worry, I'll take it out of your 'salary' in installments," she whispered to me as the transaction was final. Walking through the mall, I realized that Dina and Beth had both referred to me as 'her'. Until the last set of forms we tried on, I was 'he', or 'him'. My new breasts felt wonderful, although heavy. But the way my dress tightened over them and the bounce with each step was making me feel so feminine I forgot to be self-conscious about parading in public in a wig and heels. It All Started... Ch. 02 (This is the second part of the It All Started series, for background information I highly recommend you start at Chapter 1. This is a building romance story and there may not be steamy action happening in each chapter so if you're looking for a story leaping right into sex, this isn't for you. Stick with it though and I promise you won't be disappointed. Comments are appreciated but please leave the negative ones out of it) Riley woke the next morning to the blaring noise of his alarm clock. He reached out groggily with one hand and slapped it off. Sitting up and rubbing his eyes, he registered the grunting and snorting sound of his roommate's snores. He shot a weary glare at the lumpy shape across the room. "How did I end up with such a pig for a roommate? I definitely didn't fill out 'fat slob' on the roommate survey" Riley thought as he got out of bed to take a shower. Before he even reached the door his roommate let out a massive fart followed by a grunting snore and rolled over. He shook his head and filed a mental note to change roommates ASAP! The shower in his apartment was typical of college housing, no real room and weak water pressure. After adjusting the water temperature for the twentieth time so he wasn't being scalded or flash frozen, he showered, shaved, and got dressed. As he grabbed his backpack and his jacket, he saw that his phone was blinking. Picking it up he saw he had a Facebook message from Annabelle: "Hey, you better be awake sleepyhead! We have an 8 am class! Message me your coffee preference and I'll see you there!" Riley smiled and started typing back to her: "I know, I'm dragging my lazy self out of the apartment. Roommate snored all night. Hard to sleep, see you soon. Black with two sugars," he was about to send the message when he decided to take a risk and jump in feet first, "Instead of Facebook messages, text me. Here's my number." Riley included the number and headed out the door. He had a smile on his face as he put in his iPod headphones and turned up his music. "Today seems to be the start of a pretty damn good day." ** Annabelle wasn't really an early riser. She liked to sleep late, but she found that she needed background noise in order to help her sleep. Normally, she put in her headphones and played music to help her nod off, or if her roommate wasn't around she'd flip the TV on and just let it drone in the background. In fact, she found that she slept best with someone in the room. As she got ready for the day, her thoughts drifted to her ex-boyfriend. He was her biggest "what if?" and not in a good way. Annabelle frequently found herself wondering if she had done the right thing, especially considering everything that she gave him. She didn't want to break up originally; she just wanted a break in order to figure out her life and what was going on. During their relationship, Annabelle felt trapped. Her ex, Jake Grant, seemed like a great guy at first, but he was the complete opposite. He was controlling and manipulative. Jake was a complete nerd, a gamer, but he had an idea of how he wanted Annabelle to act, dress, and speak. The only way she could do right by him, was when she was doing what he wanted, playing the games that he had been obsessing over for most of his life. Still, no matter what, she always came in second place to a fantasy world and fictional people that only existed on his computer screen. Annabelle spent three years fighting for his attention, not over other girls but to multiple games. They were always his priority. There was one afternoon, she and Jake were about to have sex when he got a text from his buddies that they "needed him for a raid." Jake left a smoking trail as he bolted out the door to log on. Annabelle always tried to please Jake no matter what the cost, she lost a lot of friends because of him and spent most of her college life so far alone in her dorm waiting for him to come online and chat with her. She started losing who she really was and became an empty oyster shell that had its pearl stolen. She finally ended things in order to be free and to escape a loveless relationship that had never truly fulfilled her. It made her feel like a little kid; wanting to be loved instead of being neglected by the one who was supposed to care for her. She shook these thoughts from her head as she gathered her books and headed out the door. These memories crept up on her far too often. She needed to make sure that Jake was where he belonged - in the past. She took out her phone to double check her first class and remembered that her new mentee Riley James was in her class. She sent him a message, with a slight smirk as she teased him, and offered to get him a coffee. When she read his reply message and the included phone number, her smirk changed into a smile. She automatically started to put his number in a folder labeled "Mentee Students" but stopped and, after a second, put him in her personal contacts. Annabelle bought the coffees and headed for the classroom to wait for Riley. Class was due to start in fifteen minutes, but for the first day the teachers were lenient. She sat back, relaxed, and waited. ** "I'm late, I'm late, I'm so freaking late!" Riley muttered to himself as he hustled to the classroom. He found the right door and spotted Annabelle sitting near the back. The seat next to her was empty, so he slid into it just as the professor called his name for attendance. "Here," he said raising a hand. As the teacher moved on to the next name, Riley took slow deep breaths to avoid panting like an animal. Annabelle leaned toward him and said softly, "That's cutting your arrival pretty close for your first day," She smiled at him so he would know she's teasing and asked, "did you get lost?" Riley sighed, "This campus is like a maze, so many pathways leading to certain areas, but some doors are for security only, and half the people at this campus knew this building by another name..." he shook his head, "Community college is so much simpler." He grabbed the coffee she pushed towards him, nodded his thanks and took a deep sip. It was perfect. Annabelle smiled, "I'll have a simple guide written up and give it to you when we have our last class together today. Your next class is in this building, upstairs third floor so you have it easy. The next class you have is right next to the library." Riley jotted this info down in a notebook and whispered, "Thanks." The teacher dove right into the lesson, starting with the basics of Crime Scene Preservation. Riley started to take notes and, halfway through the class, he realized that he was still taking deep breaths, not because he was out of breath, but because he was enjoying the intoxicating scent coming from Annabelle. Whatever perfume she wore, it smelled fantastic. He found himself watching her out of the corner of his eye, and took his time in watching her profile whenever a student asked a question. She was obviously focused on her work, if the teacher lingered over a topic she'd put a star next to it. Her handwriting was neat and precise and her eyes sparkled whenever the teacher brought up an interesting point. Riley liked girls who focused, he wasn't really into airheads. He considered asking Annabelle to finish their coffee together after class. He quickly shook those thoughts from his head. He couldn't go down that road, he promised himself he wouldn't. Riley wasn't looking for a relationship, he just wanted to enjoy his college experience. Party, make friends, meet girls. His friend had called it the "True Experience" when it came to hooking up and sleeping with a girl, "Remember the True Experience man..." Even though the class was an hour and a half, it seemed to fly by. He and Annabelle walked outside together. Lingering in the hallway, Annabelle said, "You should take the stairs up to the third floor, students always try to take the elevator and it gets packed in there." Riley nodded, saying, "I'll see you later in our next class." As he started walking toward the stairs. He needed to get away from Annabelle, the perfume was making his head spin, and made him look at her in a new light. "She doesn't deserve that, she deserves better than me. If I stay close to her, I may just end up hurting her. I can't handle that, not after what happen-" His thoughts were interrupted by his phone buzzing. He had a text from an unknown number that read: The stairs are to your left, not your right smart one :-). He looked back and Annabelle had her phone out, pointing to the left with a grin on her face. Riley couldn't help the grin that spread across his face as he waved back. Sitting in his next class he was startled as a girl sat next to him. Looking over at her, his first thought was 'this must be the easiest girl on campus'. She would be pretty if she didn't wear so much makeup. Her shirt clung to her chest and it was pretty obvious she wasn't wearing a bra as her nipples strained against the fabric. Her pants looked like they were molded to her legs and ass and her thong rode on her hips well above the waistline of her jeans. She looked at him with smoldering eyes and said in what she thought was a sultry voice; "Hi, I'm Kristal." Riley was about to brush her off but his best friend's voice came back to remind him, "The True Experience man..." He said, "I'm Riley. You seem like a girl who likes to party. Am I right?" Kristal smirked, "I do more than party good looking. I like to show people a good time." Her hand settled on his thigh, "You interested?" "Fuck this girl is forward" Riley was shocked at her boldness. He had a reply ready, but thoughts of Annabelle filled his head again. He shook his head again and said to Kristal, "I'm very interested." It All Started... Ch. 02 "You're doing fine." Dina told me. "You've already got plenty of lacy, sexy underwear. Let's go to Penney's and Sears to get you some industrial weight girdles, briefers, bras, and panties." I'd always gone to thrift shops, or K-mart to shop for my undies. Cheaper, and even though I was rather sure I'd never run into anyone I knew there, I'd felt like I had to sneak around in the racks of bras, dresses, and shoes. Now my wife was taking me out to get fitted, advise me on colors and styles. This was good, wasn't it? We looked around Sears, bought an open bottom girdle, black, with 8 heavy garter straps. 6 tight, heavy-duty panties, black; and a black stretch body briefer, also with garter straps and hook & eye crotch. Penney's yielded stockings on sale, and a front-tied sheer see-through black negligee. Also a black panty with pads in the hips and buttocks, which gave me nicely rounded hips, and pushed out my skinny ass. Dina said that should do it, I already owned most of what she thought my daily uniform should be, plus a few 'party outfits'. Our last stop was for another wig. I already had a curly blonde one, and my long wavy auburn, but Dina said. "You'll need a black one, too. Maybe shoulder length, a simple straight housewife style. That will be your maid look. And besides, it will show gobs of cum in your hair much better." The wig saleslady arrived just in time to hear that last comment, and looked slightly horrified, but politely asked if she could help us. She's probably thinking I'm some sort of porn slut, I thought, and then remembered that I am. Sort of, anyway. At least I hope to be. They had just the wig Dina was looking for, and we put it on me, boxing up mine for the ride home. I was a new woman. Dina decided to skip lunch at the mall. I could cook lunch at home, and get started on my chores and duties this afternoon, while she planned our evening. She added up our purchases, and informed me that I owed her $926.33! "Oh, I forgot about Target this morning...just call it an even thousand. I'll think of some way for you to earn it. I can't just have you being my slave, technically, anyway." We got home, and I toted my new life up to the spare room. Dina told me to change out of the jersey dress, and into the Sears briefer, stockings, my 'little black dress', and the new black wig. She was on the phone, laughing hard, while I carried junk from the spare (my) room to the garage. Dina was on the phone or the computer most of the afternoon. About 3:00, she told me to get her a glass of wine and to take a break. She didn't tell me I could have one, so I brought it to her desk, and sat down. "I've been watching you work all day with that hard-on in your panties. This is really turning you on, isn't it?" She asked, sipping her wine. "Yes, Miss, it is. I really like my new breasts, but they are heavy. The stockings feel so great on my smooth legs, too." "Ok, you've been a good girl all day. I'm going to let you have some relief. Go ahead and jack off." I'd thought at first that I was going to get a blowjob, or at least fuck her. Of course, I'd jerked off thousands of times, but never in front of anyone else before. I asked, dumbly, "Here? Now?" "Yes. I want to watch you cum. You got your new body, just the way you want it. I want to see what you look like when you shoot it all over yourself. C'mon, Trixie, cum for me." So I went to get the lube, stripped off my dress, pulled my panty girdle down to my ankles, took my clit in hand, and went to work. I was so horny already, from my big bouncy tits, it didn't take long. I probably came in less than 2 minutes, shooting cum all over myself. Spent, I groaned and lay back in the chair. "I have to admit," she said, still watching me intently. "That was pretty cool. Do you feel better now?" I nodded. "Good. Now eat all of it you can scrape up. I saw you beg for cum last night. You may eat your own." I stared at her, and then I brought my hand to my mouth, licking and sucking it clean. Then I got several gobs from my stomach and thighs, and ate that, too. "Good girl. Now go start dinner. I want you to have dinner ready by 5, kitchen done by 6, and you showered and dressed in what I lay out for you by 6:30. You've got a big night ahead of you, Trixie. I'm going to take a nap. Wake me 20 minutes before dinner. I don't want to miss anything tonight." Dina patted my shriveling cock and pinched a big tit before she took her wine up to her room for a nap. Continued...