1 comments/ 61081 views/ 16 favorites Whitney's Way By: frezrevup My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard the garage door starting to open, I felt that familiar pang of panic. I smelled gross. It was better to be scolded for leaving a mess than being caught un-bathed. In seconds, I stripped naked and had my clothes in the washer, my body getting cleaned in the shower. Whitney made it clear at the beginning she wanted a totally submissive pretty boy. Submissive to the point of me taking cock but I was a college wrestler for goodness sake, and a damn good one at that. We met in our freshman year. We kept seeing each other around the gym. She captained the field hockey team and I led the 125 pound weight class. Always having plenty of confidence, I wasted no time making her my girl. Though she was as rough as a linebacker and strong as one too, no girl in school got more stares from the guys. She was statuesque, brawny and beautiful. Her nickname was Xena. The first time we messed around together she kept saying that she bet that I knew my way around a man's body from all my time on the mat. Our sex resembled a fistfight more than a romantic encounter as she used her superior height and weight to try to subdue me but I was much too fast for her. Whitney loved the challenge of trying to outmatch me at everything but she could be as sweet and caring as my mom. That's how we ended up with Cindy on our doorstep and me with a cock in my ass. My wife and Cindy grew up next door to each other and were best friends. At 17, Cindy got knocked up and married to a low life loser that never had a job. By the time we graduated, she had three kids, two jobs and a horrible life. "Shut off the shower and get out here," Whitney said as she walked into the bathroom that Sunday. This was hell week, the seven days before her period, and this was not a good start. "Sorry about the mess," I said glad that there was a towel on the rack next to me. "As soon as I dry off..." "No, Alex, don't worry about it," she said in a friendlier tone after she opened the door. "I'll forget the whole thing if you agree to the Halloween costumes." "I'll head downstairs and start cleaning," I said. "Come on, you big pussy, why not dress up like witches for the Halloween party?" Whitney asked as I stepped out and tried to towel off. "Thousands of guys dress in drag with their wives. It's no big deal." "For the millionth time, I don't like dudes. You've inundated me with cock. You leave pictures of cock all over the place and dog me constantly. I can't open a text from you without fear," I said. "You keep turning all my fucking underwear pink and buy this skimpy stuff. I'm not wearing women's clothes, Whitney. Get over it." Whitney pulled the towel out of my hands and snapped me on back of the leg. "Look at you," she said. "Trying to be all manly, how about I put you in a headlock? I can make you do whatever I want, but it is more fun if you give in." I stood in the corner with my hand covering my sack averting my eyes until she backed away. "Oh, don't get your panties in a wad," she said. "I really came up to talk to you about Cindy." "Can I get dressed?" "Why?" she asked then pulled away my arm. "I love to look at your little cock. Every time I see your cute hairless body I want to kiss your mom for those laser treatments. All that crap about making you a better wrestler." "It's true," I defended. "Once I got sweaty, it made me harder to grab." "Stop it," she said. "All that fag talk is getting me hot. Come spoil me while I explain what's going on. It's serious." I have to admit that I humored Whitney by converting part of the upstairs into a salon with a full blown pedicure spa lounger. We had everything to give her massages, facials, and even style her hair. All it took was for her to strip out of her t-shirt and shorts for me to remember why. My cock immediately stood at attention. "Gee that happens to every boy I get naked in front of," she said then stared until I couldn't hold back looking defeated. "Just joking." She put on her smock and I got to work. "What disaster has befallen Cindy this time?" I asked as I sat massaging lotion into Whitney's feet while waiting for the water to come up to temperature. It was nothing against Cindy, I loved her. She was one of my few tethers to the outside world. Whitney had me so busy around the house I rarely got out to see anyone. But Cindy's life was scraping along bottom going from one disaster to the next. "About a week ago, a regional boss for QuickMart visited during her midnight shift," Whitney said. "They hit it off and he plain asked her to meet him at the hotel." "She cheated on Jeff?" I asked before placing my wife's feet into the water. "Not exactly," Whitney answered. She laid her head back to let me know she wanted me to get the facial mask. "He offered her $200. She kept saying 'no' until he got up to $500." I kept quiet preparing the mask and cutting up a cucumber. "That's mean," Whitney said. "Cindy always had a great body and with your help, she could learn to do make-up and her hair. You could be her trainer." "Why am I involved? So she's a...a call girl now?" The whole thing sounded suspicious. Whitney was being far too casual about her best friend turning into a hooker. Besides, I didn't have time for yet another chore. While I applied the mask Whitney explained that the guy didn't make it out to be something bad. He kept telling Cindy he lived a life on the road and was lonely all the time. He wanted to be with a good person. If he'd been dating her he'd spend money so this was no different. It took Cindy twenty minutes to make the same money as she makes in two weeks risking her life on midnight shift. "...And the guy got her off. She said it was the first time that happened in a long time." "It's still cheating," I said to nix any chance of the idea working its way into our home. Whitney constantly hinted about wanting to have boyfriends. "She told Jeff and he's all for it," Whitney said. "It's not like she's got lots of other ways to make that kind of money. Wouldn't it be great if she could have a little fun a few hours a week and spend the rest of her time raising her kids?" "Jeff is such a turd," I said as I dried off Whitney's feet and got to work on her pedicure. "He's a man," Whitney said. "Not like you." "What?" "Stop it. You know what I mean. Are you telling me you want to be some asshole that lays around on the couch? Are you going to start peeing standing up and not do all the cleaning any more? Should I go out and start sucking cocks because you quit your job?" "No, of course not," I said. "Sweetheart," she said. "Be sure to clean up my bush. Make it a heart shape again like yours." "Mine isn't a heart shape." "Not yet," she said. *** The next morning Whitney went in early to go for a run with her boss, Chad. I was doing my morning chores when the doorbell rang. "Do you hate me?" Cindy asked head down facing away from our front door. She was only twenty three but it was a stretch to say she looked thirty. The curly perm in her strawberry blond hair, her abuse of the tanning bed, the chain smoking between pregnancies didn't help, but the stress of the kids and a useless husband overwhelmed any of that damage. "I love you and the kids, Cindy," I said. That was my problem. I was too soft hearted. I hated for anyone, especially a woman to be unhappy. It thrilled me more than anything to please someone. After begging off coffee, she headed upstairs to the salon. "This is going to take a ton of work. You're sure you have the time?" "Whatever you need," I said. "I'm almost finished with the renovations and medical transcription can be done at any time day or night right from my computer." "So I can use the computer here?" she asked. "I don't want the kids stumbling on anything or Jeff." "What do you need the computer for?" I asked. "Whitney didn't tell you about the plan? I'm going to sign-up to escort sites and Craigslist. She said you would do all the chatting to figure out if the guy is like Delmar. You know a decent guy that just wants a little comfort." As soon as she felt my continued resistance, Cindy began to tear up. "It's fine. It's really ok," I said. "We'll be a team." "You mean it?" she asked. When I nodded she said, "I need a makeover to put up some pictures." It wasn't like Cindy was horrible looking or that a few weeks without cigarettes, tanning, and eating junk food wouldn't fix things as long as she worked out and did her makeup, but she needed pictures that afternoon. Cindy was smaller like me. I couldn't use Whitney's pictures. For the next two hours I shaved Cindy's armpits and leg hair and needed a chainsaw to clean up her pubes. It took a while to figure out how to cover freckles but Cindy ended up giving me a boner. She had super nice tits with opaque nipples. It was mainly her hips and stomach that needed attention. We were having a great time. Obviously, Cindy was making me do stuff that she could easily have done but she was nice about it. Whitney wanted to hold my nose under water in a dog dish and have me ask for more humiliation. It really hurt me to see Cindy's expression when she saw the pictures showing her butt. "You can't post these," she said looking in the mirror at my backside. I stopped smiling. Her look boiled a suspicion coming up in me all morning. "Did you really sleep with Delmar?" I asked. "Did Whitney put you up to this?" "Alex, the bank's taking my house in twenty days unless I come up with enough money to show them I can pay them off," she said as she stepped out of the pink panties covered in hearts. "I'll paint your toenails red and take the picture. I'll beg you if that's what you want. I'll do anything for my babies." After five years of resisting, those panties might as well have been a rattlesnake. I'd withstood a withering blizzard of berating to the point it seemed like my whole life hinged on not giving in. Then the image of Cindy's three kids going without food put things in perspective. My wrestler's mentality took over. It was so stupid. It was three ounces of cotton. I just needed to suck it up and do it. My heart raced as I put my foot into the leg hole. The material caused tingling up my thighs as I pulled them into place. One glance over my shoulder and it was clear I had an ass guys wanted to fuck. Wrestling kept my waist narrow and the squats gave me a round butt that looked even bigger in the panties and the pose. "This is embarrassing," she said as we stared at her profile. "Your ass looks so good I doubt I can catch up to a butt like that in a few weeks." In less than a minute posted on the site, the messenger windows burst out all over my computer screen, nearly all the comments were about the butt picture. It had been so long since I'd gotten any recognition, I basked in it. Of course every guy out there would deny liking comments from other guys, they all know different. "I've got to go Alex," she said. "Jeff starts playing that warcraft game online in fifteen minutes. He'll leave the kids to starve." We both knew she was sticking me with all the work. The alarms chimed as more guys tried to start a conversation. They had a million questions. "Do you go around the world? Do you do ATM? Do you like golden showers?" "How do I answer these questions?" I asked. "How much do I charge for this stuff? I don't even know what it is." "Just agree to things you'd agree to," she said. "And charge as much as they'll pay. Maybe I'll go a little wild at first to catch up my bills. After that I just want to have a few regulars to make enough that I can quit working and be with the kids." The initial plan was to answer a few questions then head downstairs for lunch. But there were so many guys hitting me up and it was fun interacting with the outside world. The sexual play got me tingling. Hours passed with me sitting in panties with red painted toe nails chatting with guys telling them I wanted to suck their cocks and fuck them. I even agreed to think about being spit roasted. My sexual experience began and ended with Whitney and our fairly normal sex life. By five thirty I knew more than I ever wanted to know about perversion. "Hi, Alex," Whitney said as she entered my office. "Cindy was crying on the phone she was so happy." I kept chatting with Chuck waiting for her to make fun of my panties and toes. When she didn't say anything, I asked, "Does Cindy have anything against fucking a black guy?" "Do you?" my wife asked. "She said she told you to just do what you'd do." "I didn't care what color they were when I was wrestling," I said between messages with Chuck where I let him know I adored big cocks. "Aren't you going to say anything about my picture or the panties? I know Cindy had to tell you." "Yeah," she said. "I'm going to say you've never looked more like a stud to me. You manned up and helped my best friend. I couldn't love you more." I shot a suspicious glance in her direction but her expression was as sincere as her voice. It took all the anger out of me. Why did I have to be so competitive all the time? It made us both more successful in some respects, but what the fuck, panties actually felt better than my damn underwear. Was it so damn important to win that I'd mess things up with Whitney? "You were right about the underwear," I said. "These are pretty comfortable." "Have you booked any clients yet?" Whitney asked. "This is going to be a long process," I said. "Nearly all of these guys are bullshitters trying to scam free pussy. Of course, they claim to have monster cocks and talented tongues." "...Any decent guys?" "Remember English Lit? Professor Goodman?" I asked. "I'm pretty sure he's one of the people responding to the Craigslist add." It was after midnight by the time I turned off the computer and stumbled into the bedroom. Whitney refused to allow me into bed without a shower. While drying off I noticed a pair of her pajama shorts on the counter. "They're bamboo," she whispered as I got under the covers. "Panties are too confining for bed." Whitney scrunched down under the sheets and went straight for my cock. She'd never even hinted that she might blow me. The softness, moistness and warmth of her mouth almost caused me to unload the instant I felt it. She engulfed cock and balls all at once. "Oh god, Whitney, it's going to make me cum," I warned knowing that she'd freak out if I shot off in her mouth. "Hold back for me baby," she said. "I want to taste you. You taste so good to me." My toes were curled, my fingers gripping the sheets as she bathed my cock in her mouth. She sucked me to the edge of cumming then left off and said, "Thirty." It was the beginning of a countdown that continued until my body involuntarily convulsed. She'd suck me to cumming then continue the count. After the last count, Whitney grabbed my ass cheeks and held my cock in her mouth as I unloaded a torrent of cum so hard it made me lose my mind. I screamed out for her to let me go but she held me until I settled. The next thing I remembered was the salty taste of her lips on mine and kissing my beautiful wife and the wetness in her mouth. The briny taste of my cum and the thought of us doing something so nasty got me hard again and Whitney sat down on me and fucked me and kissed me. I sucked the last of the cum out of her mouth as I put a load in her pussy. She'd been begging me for years to eat her to orgasm right after I got off. I scooted down the bed and let her ride my face as I tongued her clean. She pulled my hair throughout the most violent orgasm she ever had then rolled over and cuddled my face between her legs until she fell asleep. She fucked me twice more and had me eat the loads throughout the night. Chapter 2 "I'm the one that worked the midnight shift," Cindy said at five thirty the next morning. "Are you feeling ok?" "Yeah, fine," I said, "ready to start your workout?" She wanted to know all about the responses to the ads but I insisted we start with yoga. Cindy noticed my toes still painted and me wearing the capri yoga pants I'd refused to wear for three years. Though we'd known each other for years, Cindy and I never spent time alone. That morning, we got comfortable together as I helped her into her yoga poses. As the morning progressed, I watched her closely trying to learn her body movements and her expressions. I was trying to get into character for chatting that day. By the end of the fifty minute session, I could mimic the things she did enough to understand her a little better. "Where are my cigarettes?" she asked after wiping the sweat from her face. "This is going to be a lot harder than I thought." "Come on, let's get on the spin bikes and ride. I want to talk to you about the type of guy you want." "You know," she said as she stepped up on the bike. "At first, I just wanted the money, but now I'm going to cheat. I'm going to make money and enjoy myself. If I've got to do all the work, I should get some kind of reward." I handed her a bunch of profile printouts and helped her get her bike properly adjusted. "Wow, Alex, you must have spent the whole day on line. And some of these chat sessions are pretty hot. You're kind of a little slut." As soon as she said slut, my cock poked out the material of my capris. "It got out of hand at first," I said. "There's a certain type of guy..." "...The shit talkers," Cindy interrupted. "You'd have three kids and Jeff sitting on your couch too. I should be with a sweet guy like you but I opened my legs for the shit talkers." It was difficult to ride the bike. The front of my capris were going to soak through with pre-cum. Cindy upset me a little with her comments. She was treating me like girlfriend. I wanted to defend myself. "Go back to the first four or five," I said. "Those are all the stable but lonely guys. They know how to treat a lady. I like those kind of guys the best." Cindy bit down on her lip to keep from smiling after a quick glance in my direction. "You know what I mean," I said. Even my arms were blushing. "Tell me you didn't like being played. That you didn't feel the rush of the chance to ride the wild stallion and see if you could domesticate him," Cindy teased. "Be honest. I'm being honest with you." "You read the chats," I said not able to turn in her direction but still able to see her reaction in the wall of mirrors in front of us. "You read how it got out of hand. I can see how those guys got a lot of pussy in college." "We better stick with the nice guys," Cindy said. "We don't want to end up getting knocked up trying to lasso one in." Between our sprints we talked about her availability and who we planned to target and where they would meet. We agreed to weed out the lurkers and the liars by making them show up at a coffee shop so I could check them out. We wanted papers proving they were STD free. There were so many interested guys that she could afford to be picky. "It should be the other way around. I should be your pimp," Cindy said as she stepped off of the bike at the end of the fifty minute work out. "Eighty percent of the comments are about your tiny waist and sweet little ass." "Cindy, quit playing around." "You soaked the front of your capris," she said. "And that ain't sweat. You've got the tent pole to prove it." "It's all the sex talk. It's not like I like guys or something. Let me get the showers going. Whitney is going to be awake in five minutes." Whitney's Way "Alex," Cindy said to get me to stop. She put her hands on my shoulders. "Whitney's not part of this, I promise. It is just us. I promise not to say anything about the stuff we say to each other." Cindy pulled a pair of tangerine panties out of her bag and handed them to me. "See if my panties will help you get into character today." The naughtiness of wearing another woman's panties got me even harder. My cock had grown to almost four inches. Thanks to all the sexual tension I was no longer a 'two finger' pull. That's how Whitney referred to my cock. Whitney was standing in the bathroom behind me holding the panties as I turned around from warming the water. She took one look at my cock and said, "Get the fuck in there...now!" She picked me off the ground and threw me at the corner of the shower above the seat. By the time I got my balance she grabbed my ass cheeks and pulled my throbbing cock in her mouth. It didn't take more than a few seconds for me to erupt. She pulled her mouth away and used her grip on my ass to point the cum all over her mouth and chin, down her neck and over her upturned nipples all the way down to her belly button. Her body blocked the water spray. She pulled me off of the seat and I knew what she wanted. We were wild kissing. My tongue battled hers to lap up the cum around her mouth. She shoved me away sending me crashing against the wall and got a wicked smile as she lifted her breast and stuck out her tongue to lick her nipple. I dove at her fighting to get the first taste of my cum on her breast. As I bit and sucked she tried to pull my face away by the hair. "Get that cock in my pussy and fuck me you little faggot. Be a man and make that pussy yours." I used an old wrestling move to kick her legs apart. She was taller than me but I'd gotten so wild I'd done it one time before. I literally climbed up on her hooking my leg on her to turn her toward the seat allowing me to push against it with my other leg and force my way inside her. "Suck up that cum and get that pussy you wimpy little bitch," she screamed out. She didn't last long. She clawed my back until it brought tears to my eyes but I kept pumping her shooting my cum into her while she got off. She always told me she loved hot cum sprayed in her pussy while she came. She was wild-eyed. Her push sent me back against the wall again. She was Xena. Whitney was long and lean and powerful able to bench press two hundred fifteen pounds eight times. It was the first time I ever feared her but I held my ground. "Come to me baby," she said through heaving breaths. "That's my cum in my pussy. You can't have any. Wash me down now, baby. You can't have that cum. Do you want it?" "Yes, Whitney." "You can't have it, baby. Wash me down but don't touch it. I'm going to have you inside me all day." In five years, I'd never fucked Whitney without a condom. My cum went one place...in the garbage. Now for the second time it was flooding her pussy. Whitney didn't take birth control pills. My cock was so hard it was like I hadn't beaten off in a month. I put the panties on as natural as if they were mine. "They don't look good with the red toe nails," I said as she stood at the mirror. "I'll change to a matching color." "What the hell was going on in there?" Cindy asked. She had her cell phone in her hand. "I hope I didn't cause you all to get in a fight." "That's how we fuck," I said. She showed me her screen. It had 9-1-1 and her thumb was on the button to call. "I almost dialed it twenty times." "Let's do your make-up and another laser treatment. Jeff's going to have to suck it up tomorrow and watch the kids for a while so we can go shopping." "Are you going to tell him?" "Damn right I will," I said. Cindy looked at me standing in nothing but a pair of panties then shrugged. "Ok." The spa session got me calmed down and back to thinking about helping Cindy. I couldn't figure out what was going on with Whitney. Maybe she was ready to try getting pregnant since I gave in and decided to wear panties. Maybe she wanted me to go all the way and dress up like a girl for her. I made an after work-out snack while Cindy played around on the computer. It was so easy to be around her compared to Whitney. I felt free to talk about anything. Mostly I felt free. All the hot chatting with guys and opening up about how I liked to be submissive and how it got me so excited to know guys wanted me. It was all a fantasy really. We just got carried away. "I want to see how pretty, you'd be," Cindy blurted out in the middle of our conversation. "I'll paint your toes and you do your make-up." I made one minor effort to resist but she pointed toward the make-up station and I went. She painted my nails black while I did my face. I admit I'd done it before but never really put my whole heart into it kind of afraid I'd look too much like a woman. "I fucking hate you," Cindy said once I backed away from the mirror. "You have the face to get the quarterback. I get the wizard of warcraft or whatever." It was embarrassing but standing next to Cindy, except for the boobs, I was prettier. Then she pulled my hair back and held it in a pony tail and it wasn't even close. Jeff called whining about wanting to get online so Cindy took off and I sat down to get to work. I concentrated on catching up my assignments for my job but quickly got distracted by the tons of IMs and emails. No one can withstand all that kind of attention. I got into character by sitting up at the edge of the seat and arching my back then looking into the mirror across the room at my profile. I adjusted around until looking my sexiest then started typing. The guy I thought was Professor Goodman got the first response. He gave enough answers to prove in my mind that it was him. Everyone around school thought he was an ok guy. When I imagined him naked and whether I, as Cindy, would want to get fucked by him, it seemed a little exciting. That was the first time I got hard and there was no denying why. The fantasy started getting to the point he was a little rough with me and I had to cut it off. He liked that I wanted to get a look at him first. He liked the thought of getting tested before agreeing to a date. I'd locked in my...I mean, Cindy's first john. Chuck was respectfully insistent with his IMs the whole time I chatted with Bruce. He was way more aggressive once we started chatting but didn't go over the line. Yes, I stayed hard the entire conversation. It was all of his compliments and sexy talk. It was titillating...my skin was tingling to my toes. "Let me see you in some lingerie. You wear it and post the picture. I'll send you a hundred bucks." "I'll think about it," I typed back. I might have squealed a little. My chest was on fire. Again, I was carried away with excitement. "No, now. The offer expires in one minute." "Five hundred bucks," I typed. It was fun to tease him, to make him work for it. "Two fifty if you say yes in the next ten seconds." The teasing was over. Time to turn a corner or not. I was holding my breath. At eight seconds I typed, "Yes." "Email your address. My courier will run them over. I already bought them last night. The cash will be in the envelop...I trust you." My fingers were shaking so bad I couldn't type. I was hyperventilating. "You'll know my address," I typed but had already thought of the P.O. Box where I picked up things for my job. "Can't blame a guy for trying...LOL...Pick up the package at the front desk of my hotel...I left it there before heading off to my meeting." "I'm sending my husband," I wrote. "I'll have the pictures up by 10 am tomorrow." "Nope...It's cold...take a cab...coat, glasses and scarf...show your pretty legs in some high heels...I want proof you're not some fat hairy guy whacking off and making me look like a fool." Before I could type an answer he sent, "Need it by 5 pm. Want to post on my Facebook and brag to all the guys that I'll be banging you in my hotel tonight. Need an excuse to get out of a client dinner. You're nothing more than an alibi for me. It's worth the $250." "Liar!" I typed. "Oh, somebody knows she's a little hottie." Chapter 3 I jumped up from the desk and paced around. Whitney's clothes were useless. I wasn't big enough to wear her panties much less fit in her shoes. Cindy was at work. If I went to a store...well...I'd also end up spending more money than I'd get from the damn pictures. Fifteen minutes later I knocked on the door at Cindy's house. "Come in," Jeff yelled. He didn't look up from his computer. He was wearing stained boxers, a ratty robe and a headset barking out commands and casting wizard spells. "Where are the kids?" "Mom took them to buy snow boots," he said between lightning bolts. "Do you have any weed?" My heart was pounding out of my chest. It was almost two. There was no time to fuck around with Jeff. I called the cab and had it meet me at their house in fifteen minutes then raced off to the bedroom. Cindy was a typical mom. Her closet wasn't full of sexy clothes. I texted her a couple of times and she pointed me to a black skirt she wore to church and to funerals and the black heels that went with it. She had a long black dress coat and a scarf. All that shit was so ugly I doubted anyone would look in my direction as I strolled into the hotel. By the time I practiced walking in the heels long enough to be able to go across the bedroom without falling, the cab blew its horn. I stumbled into the skirt and threw on the coat not bothering with a blouse. I grabbed the sunglasses but forgot the scarf so I pulled up the collar as I sat in the car. "It's a pisser out there today, ain't it ma'am," the cabbie said, "I love trying to guess the reason for cab calls. You're meeting relatives at the hotel that are in town for a funeral, right?" Tucking down into my jacket, I pretended to be crying. I wiped across my nose without messing up my make-up. The driver sped off. No man wanted to be in a car with a blubbering broad. It was the standard two story business hotel where no one ever went in wearing a skirt to pick up a package. The girl behind the desk set it on the counter and went back to a walkie talkie to order the maids to hurry up and get Room 125 cleaned. My body tingled every step of the way. I was soaking the front of the skirt with my pre-cum. My heart pounded once I had the package in my hand. I was about to take pictures in lingerie that a man bought for me. I was about to post them for the world to see. I was taking money for it. I could barely hear over the thumping. Back in the cab I pretended to cry but it turned into a real outburst. It must have been a release of all the nervousness. The driver ran red lights to get me out of his car as quick as possible. He took the money and sped off before I closed the door. I wasn't about to go back into Cindy's house and face Jeff. He'd texted me a couple of times asking where I'd gone. He wanted me to bring back a twelve pack and some Cheetos. As I pulled into the garage at our house, he called for the tenth time. "What the fuck, Alex?" he asked. "You left your clothes in my bedroom. Are you wearing my green sweat pants? Hey, can you buy me a dime bag on your way back? I'll text the address." "Tell Cindy to call me when she gets home," I said. "So you're not coming back...what about my Cheetos? The kids want some with supper." I turned off the phone. One look in the mirror in my office and I spontaneously started screaming, "Fuck, fuck, fuck, fuck, fuck." My make-up was destroyed. I'd have to get a shower and redo it. I'd have to paint my fingers and toes to match the lingerie. It was already after three. "Holy shit," I said. "Did I just think what I thought I thought?" Then in addition to feeling like a sissy it hit me that I wasn't going to take pictures of my face. Somehow that overrode the fact that I had a girl thought like a total faggot. Well, gay people didn't think like girls all they wanted was to think like a guy thinking about another guy. "What the fuck is the matter with me?" I screamed. I paced around the package a couple of times. Chuck was pounding me with IMs asking if I liked my new bra and panties. He said he left the receipts so I could take them back if they didn't fit or I didn't like them. He was so anxious to please me his veneer of a player fell away. He thought I was blowing him off. "Sorry, babe, I just got back to the house with your envelop," I typed. "Even before I open it I want to let you know you are a super sweet guy." He sent me a smiling emoticon with a huge boner and mine returned. Inside was a receipt showing he'd been to the clinic to get his test the day before, his resume including a picture that matched his profile, a recent W-2 to back up the resume, and a box of Magnums. He'd already sent a picture to prove he could fill one. He sent the money. He sent a room key. I opened a box with the name La Perla on the outside. I gasped at the pastel blue hand stitched lace thong and matching push-up bra. The fucking panties alone were $180. Fuck Cindy, she could have the money. I was keeping the lingerie. I earned it. "My pussy already got them wet," I typed. "I'd fuck your brains out if you were here right now." "Glad you liked them...do they fit?" "Yes, you guessed right. I'm small up top," I wrote back. "I have to go clean up and paint my fingers and toes...naughty boy." "No...naughty girl...I like prim and proper during the day wearing naughty underneath." I had to redo my make-up to stay in character and it took no time to get my toes and fingernails painted naughty black. Cindy did an ok job but I wanted them perfect. I borrowed a pearl necklace and thumb ring from Whitney but my attempts to take a picture were a disaster. Our camera was a piece of shit and I was nervous and trying not to fall apart every time they came out wrong. "Whitney," I said to her on the phone. "I know you're busy. I'm sorry for calling you and bothering you..." "Tell me what you need, sweetheart," Whitney said in her steady voice that always settled me down. "I need pictures. You've got to come quick. I need pictures by five, and..." "Alex," she snapped. "Go sit and do your meditation. I'll be home in fifteen minutes." I turned down the lights and put on the soothing sounds and released the chi scents before taking up my pose. My head swirled with the fact I was wearing homo clothes and taking pictures for a man and that Whitney was seeing me that way. It lasted for a few minutes until my mind took control to center me. Sometime later Whitney brushed across the top of my head and said, "I saw the messages and the package, Alex. I've got the camera set-up." She took me by the hand with me still in a trance-like state and led me into the bedroom. I'd never considered taking the photos on the bed. She had the comforter off and our white top sheet pulled back diagonally. With a little help she positioned me with one knee over the sheet with my butt stuck out and my hand pushed up between my chest making it look like I had breasts and showing off my pretty fingernails. I was wearing my heels. Whitney didn't care, she let me put my foot down on her clean sheets. She was being so nice it kept me dreamy and feeling soft. "That's it," she said, "Just like you're sleeping." She kept moving me around on the bed and in my ethereal state I let go and did as she asked. She started taking pictures that would show my face and I didn't care. "Ok, Alex," she said. "It's five till five. Pick your favorites and send them to Chuck." "Lexi," I said. "When I'm like this I want to be Lexi." "Ok, Lexi. Go send the pictures to your man. Don't disappoint him." The pictures were gorgeous. My olive skin and the black nails and blue against the white sheets. There wasn't a bad picture. I did notice that at some point Whitney stuffed my bra with wadded up nude pantyhose to give me more boobs, but that was the only enhancement. "I just blew my wad in my pants," Chuck wrote. Before I could respond, he sent, "Sorry, that was over the line...forgive me." "LMAO," I typed. "MEET ME FOR DINNER!!!....PLEASE, PLEASE, PLEASE." "What should I do?" I asked Whitney. "Tell him the truth, right now," she said. "He's too nice of a guy. Let's just have him over to the house and explain everything. Let him decide if he wants to be with Cindy." "...To our house?" "Lexi," she said. "This guy is a high-paid executive with a lot to lose. He's not going to do anything stupid." "Will you talk to him?" I asked. "My voice..." I emailed and he sent his phone number. "Hi, Chuck, this is Whitney," she said into the speaker phone. "You sent a beautiful lingerie set here today." "What's her name?" Chuck asked not sounding surprised at all. He had the same friendly demeanor as in his messages. "Lexi," Whitney said. "You're a virgin, aren't you Lexi," Chuck said. "I knew all along, babe. I've been a road warrior for ten years. You are by far the prettiest I've ever seen. The pictures had me believing I guessed wrong until the phone rang." I couldn't breathe. I couldn't speak. My cock was leaking. "Just let me see you in person, Lexi," he said. "Come to my room or I'll come to your house. Bring Whitney. I'm a decent guy with a tiny kink. No expectations. I just really like you and want to keep up with the chat. Maybe we can meet up when I'm in town." "Lexi," Whitney said after a few minutes of silence. "Chuck is really putting himself out there. Give him an answer." "At the hotel," I whispered. It was so fucking naughty. Whitney bundled me up in Cindy's coat. I wore the heels and lingerie and nothing else. We were going back to the hotel where I'd gotten the package earlier in the day. There was no denying that Lexi was a whore. I couldn't snap out of the trance on the drive over. It was like all outside sounds were shut off. When Whitney dropped me at the door and told me to go to the room, I complied without complaint. She told me she was going to park the car and come in the back so it looked like exactly what it was. She told me she'd use the key to check on me. I waited in the hallway. A few businessmen walked passed looking me up and down as they went off to their dinner meetings. They were probably friends of Chuck. Finally, Whitney handed me the key and I knocked once then let myself into the room before handing the key back to my wife. She left me in a bra and panties with no ID, no money, and no phone. Chuck was the pictures, a burly guy with a dark complexion and dark hair. He'd been a football player at a small college but gained a little around his waist. He was ten years older than me. He had thick wrists. "It's best if you just hang up the coat right now and get it over with, Lexi," he said. He wore a pressed white shirt and olive colored pants. I could see he had what needed a Magnum to cover. I was a size queen. "I'm not tucked in," I said whispering to hide my voice. "It's ok, Lexi," he said. "I saw the pictures. You have a cock, so fucking what? Take off the coat." The way he said it, I just did. He pointed toward the hangers and I hung the coat up knowing he was watching my ass in heels and a thong. "That's it," he said. "Look at yourself in that mirror and make it look sexy. It's no big deal. Just play the part. I'm here to play along with you." "Thank you for the lingerie," I said a little louder than a whisper. "No," he said. "Thank you. You are smoking fucking hot. I had to take care of myself looking at those pictures. Of course, I want to bury my cock in the back of your throat and face fuck you silly, but that's not what this is about. Do you get off doing what I'm telling you to do?" Whitney's Way "Yes," I said. "I appreciate the hell out of what you're doing. It takes a lot of courage to do this, doesn't it?" "Yes." "Walk back over here, Lexi. Pull out that chair and sit down." There was a desk along the wall with a chair between the two double beds. I did my best to walk sexy back to him and do as he asked. He swept up behind me as I scooted out the chair. He shoved five dollars into my thong. "You're making your money," he said then walked back over to the bed and sat. I spun the chair around and positioned at the edge with my legs crossed at the ankles and my back arched. I stared straight at him for the first time. He pointed at the night stand between the beds. "See that stack of money?" he asked. There were some fives then a few hundreds. "Yes," I said. "Would you suck cock for money?" he asked. "You said online that you'd suck cock. Were you lying to me?" "Yes," I said. "Which one...are you lying or are you a cocksucker?" "I'm a cocksucker," I said. He stood and walked towards me holding a five dollar bill. "This is just a fantasy," he said. "I want your lipstick right here." Chuck pointed at the middle of his zipper. He stopped with his crotch and inch from my face. I felt the heat of my breath splashing against my skin. Every part of my body was burning so hot I couldn't figure out why I didn't spontaneously combust. I pressed hard enough to leave the stain of my lips. Chuck slipped five dollars inside one of my bra straps. "Get my cock out," he said. My hands were working before I could think. His fly unzipped. I reached into his boxers and touched another man's cock for the first time. His cock was warm and soft to the touch. He felt as thick as my wrist. The head seemed wider than my mouth. Chuck put five dollars into the other bra strap. I kissed the head as soon as his fingers lightly touched the back of my hair. It started growing in my tiny hand. "What do you charge for a hand job, Lexi?" he asked as he put another five between my breasts. "We never discussed a hand job." "You decide," I said and started to pull him. "I don't want a pull," he said. "I'll give fifty for a ring. Where's your lipstick? You're going to need more lipstick. Do you think you can give me a ring?" Chuck put his finger and thumb at the base of his cock. I sat back a second to explain that I hadn't brought my lipstick when I heard Whitney say, "Make your money, Lexi" as she pushed the tube of lipstick in my hand. After coloring my lips I opened as wide as possible but the head still caught the edges of my mouth. His cock stuck at the back of my dry throat only halfway down his shaft. "Go on and close," he said. "It's a great first try." I crammed my head forward swallowing that bastard's cockhead until my face met his pubes. Years of sticking fingers down my throat trying to puke to make weight conditioned me to hold off from gagging without having three or four fingers down there. My lips clamped around his shaft to leave an indelible impression. "Where's my fifty?" I asked. "On your knees, Lexi," he said. "Don't worry about fifty dollars. Get that fucking stack. Show me your little money maker and make that money." Chuck smelled good. Chuck looked good. Chuck's cock tasted good. I was a damn good cocksucker. I was shameless to get his nut. This wasn't difficult at all. I enjoyed the sensation of his hand urging me down on his cock. I liked it when he choked me to get more spit up from my throat. Whitney was getting her fantasy. I could see her in the reflection of the picture over the bed. She had her leg up on the suitcase stand while she fingered her pussy. She moaned making pretty little sounds as she came over and over again watching me submit to a man like a little bitch. I was hot for Chuck. My little pussy was itching for cock. It was hard to keep from wiggling. I wetted my panties with pre-cum. "Get your fingers wet and touch your little button," Chuck ordered me because I could not stop squirming. "That's a good girl, Lexi. Suck that cock. Get off like that. Enjoy earning that money." I missed his cock the few seconds it was out of my mouth to lube up my fingers. He slapped my cheeks with it and poked it around my face as I struggled to touch myself and get back into rhythm with him again. Whitney called out louder this time as she started another orgasm. "Who owns that mouth right now, Lexi?" Whitney asked. "Chuck owns my mouth," I said. Lexi cried out even louder. "Suck that cock off right now or I'll come over there and beat you stupid you fag little cunt." It wasn't because of what Lexi said or what she wanted. I was enjoying being the little mouth Chuck wanted to fuck. He wanted my body. I was his little bitch. His cock was smeared with lipstick and dripped of my spit from a sloppy blowjob as he pistoned in and out of my mouth, a little popping sound happened every time his head came out. He grabbed my hair and shot the first load across my tongue and down my throat then all over my pearls and bra. He picked me up and kept spraying me until he covered the panties and my cock with cum. "Take the money and get out," he said not giving me the chance to clean him up. My lingerie was ruined I had cum running off of me everywhere. He shoved the bills into the front of my thong. "Get the fuck out." I ran at the opened door. Whitney swept me into the coat as I tried to turn toward the back exit. "No, I'll meet you at the front," she said. "Finish it." She took the room key and threw it on the floor inside Chuck's room before closing the door. A glob of cum dripped off my chin onto the front of the black coat. It could be spotted from a mile away. My face had to be a mess. Cum was running down the insides of my thighs. Two men exited their rooms up the hall then out toward the lobby. I followed up behind them my legs getting steadier the more I walked. My feet hurt from being in the heels. I had to take minced steps to balance. Cum dripped from my forehead into my left eye as I crossed the lobby through the doors. It was bitterly cold. The guys that were ahead of me started their car and backed out. They saw me and yelled out their window. "Do you need a ride?" "No, thanks," I said as I waved. Whitney pulled up after they were gone. I knew she didn't want me to say anything. I knew my wife so well we didn't need to talk at all most of the time. She reached over and held my hand during the drive. In the garage, Whitney forced me to strip. She threw away the coat and heels and lingerie and walked the garbage cans out to the curb with me standing naked inside the garage covered in dried cum for the world to see. She walked me upstairs and put me into the shower and we showered together. She gave me a toothbrush and mouthwash. She held me in bed. Normally, she kept a pillow between us to keep me on my side. Chapter 4 The next morning I opened the door to Jeff. It shocked me to see him awake at five thirty. "What the hell is going on, Alex?" Jeff asked standing holding a clear garbage bag containing my clothes. Cindy stood next to him. Three faces were pressed to the windows of the minivan. I was shirtless in my black yoga capris. "Put the kids in their car seats, Jeff. Cindy and I have work to do," I said. "Take a shower and shave. You smell like ass." I reached out my hand to Cindy and brought her inside before shutting the door. I put all of Chuck's money in her hand. Before she closed on it, I took five dollars and opened the door. Jeff was still on the porch. "Get the kids some fucking Cheetos on the way home." "What in the world is going on Alex?" she asked. "Where did this money come from? I haven't turned any tricks yet." "I have," I said then walked upstairs. In the exercise room, Cindy grabbed my arm. "Alex, tell me what is going on or I'm waking up Whitney." I made her wait until we started running on the treadmills but told her the whole story. "So you gave Chuck a blowjob?" she asked. "You heard right the first time." "How do you feel about it?" "That's why Chuck was so mean to me and ruined the underwear and Whitney threw everything away. I can forget what happened. No harm done." My answer came out more forceful than I meant it to. Cindy took that as a queue to change subjects. "You are so good with the make-up, guys were hitting on me all day at the office," she said. "I've never felt so pretty." "I'll do even better today," I promised to let her know my confusion over Chuck wasn't going to encroach upon helping her. I showered with Whitney and did Cindy's make-up and took the polish off of my nails. We spent a few minutes talking about Professor Goodman and she was excited to have a potential client. "I need that money," she said. "More than that, I want to have a conversation with someone smarter than a five year old. Being around you everyday is spoiling me." "The money I gave you this morning will shut the bank up for another week." "Alex, I can't take that money." "Take it," I said. "Go home and get the kids ready for the day. I'll pick you up for shopping in a couple of hours." "Here's a deal," she said. "We spend it on shopping...the kids too." With Cindy off to her house I confirmed a time for coffee with Professor Goodman and checked emails. I booked Roger, a trainer at a local gym, and Marv, the part owner of a pest control company. They had clean medical records and seemed normal enough to invite to the coffee shop. Both wanted a regular thing. Ethan asked about stripping and a few blowjobs at a reunion party with his Army buddies on Friday. He also wanted to be a regular. He was a recruiter with an office around the corner from the mall so I could check him out without him knowing. Chuck was flying back to Tampa. There was an email from him that I skipped fifty times until I opened it. All it said was that he was interested in dating Cindy if she was ok with it. As I waited at a traffic light, I got a text from Whitney saying that she loved me. It was the first text message she ever sent to me. It was probably my imagination but, suddenly, it was almost like she was pursuing me. At Cindy's house, Jeff sat at the kitchen table wearing a t-shirt and jeans surrounded by three rug rats. The bag of Cheetos was in the middle of the table among the kids. Cindy kissed the tops of their heads and hurried out the door. "Seems everyone is set on jeans and a t-shirt," she said poking her chest out of her jacket then pointing at me. "I lost my job at the title company this morning. They're going out of business. Of course, since they did a ton of work for the bank, the loan manager called." "How much money do you owe?" I asked. "Maybe we can loan you some." "Thirty eight hundred by next week...that's just interest," Cindy said. "You guys are a hundred grand in debt from school loans." I handed her the calendar and the profiles on her johns. "It's a pretty steady fifteen hundred a week on about ten hours of work including drive times. Obviously, I know Chuck checks out. We'll see the rest in the next thirty minutes." As we pulled into the parking lot, I saw Professor Goodman walking inside wearing the bomber's jacket he wrote that he'd be wearing. "Please tell me that's one of them," she said. "He's pretty nice looking for thirty five." "Want to email him from my phone?" I asked. "No, you have to do it Alex. I'm no good at it." I was stuck. The emails earlier were all strictly business talk. The cursor blinked waiting for me to start thumbing out a response. It was a struggle to get myself back into the Lexi character again. I wasn't so sure about what I was doing any more. But when I typed, "OMG, YES!!" a little thrill went through me. Bruce Goodman looked down at his phone while standing in line for coffee. He smiled big and checked around. Cindy slunk down in the seat. "Can't wait until tonight," he said. "Will make you dinner...8:30 ok? You said the kids are in bed at 8." Goodman pumped his fist and tipped the barista. "Answer quick," she said. "This is so much fun. It's a little kinky too." "Perfect," I typed. "A chubby trainer?" she asked pointing out the window. We shared a snicker then I said, "He's just big boned." "Who am I to talk?" she said grabbing her flab. "He's going to be disappointed once he sees my wrecked ass. Yours is so much better." "In?" "Of course," she said. "He's not wearing green sweatpants. That's pretty much the bar." I tried typing a couple of bullshit responses. It took so long Roger the trainer headed back to his car looking deflated. I finally let my feelings come through and sent, "Sensitive and rock solid...exactly my type..." "Tomorrow for lunch?" he responded. "I can't wait until night." "No, no," Cindy said looking over my shoulder. "See if he'll go for breakfast. I'll be skinny and pretty after leaving your house. Jeff will never feed them twice in a row." "What if I crawl under the covers before 9?" I wrote back. My boner returned but it didn't bother me. Cindy noticed but didn't say anything. She squealed when he sent back, "I'll leave the door unlocked." "Who knew the pest control guy was going to be the best looking?" Cindy asked. "Damn, Alex, you are the man!" Marv had a square jaw, a tight ass and a blonde flat top. His short sleeve shirt strained to hold in his biceps and he had the world's prettiest blue eyes. "This is clearly going to be cheating on Jeff," Cindy said. "Marv's making my panties wet." "Of fucking course!" I typed and it made both of us laugh ourselves silly. I loved spending time with Cindy. "Friday at 8:30," Marv wrote. "My kids will be in bed by 8. He gave the instructions for the motel." "Marv's wife ran off with Marv's dad," I said. Next we parked to the right of the entrance to the recruiting office. "He's really black," Cindy said. "He's pudgy too but really cute. That's the one with the party?" "Yeah, but it's on Friday night, too." "What time?" she asked. "Ten." "Fuck it, I need the money," Cindy said. "Once you're wet, you might as well swim. Ten cocks in one night it is." We bummed around the mall not really getting serious about shopping. Cindy could tell I was trying to decide whether I wanted to try on women's clothes again. We were getting to know each other better but this subject was too intimate to broach. While walking back from the food court Cindy shouted, "Look, it's a Halloween shop." We put on monster masks and afro wigs and acted like a couple of teenagers until Cindy stopped at the witch costumes. "What the fuck," I said. "Let's do it." We wore chunky high heels boots, fishnet tights that hurt like hell to walk in, a low cut black mini-dress, black wigs and pointed hats. We sent a picture of us to Whitney. She didn't text back so I guessed she was in a meeting. I hoped she wasn't disappointed that I'd done something else with Cindy that I'd threw a fit about having to do with her. But this was different, Cindy just wanted a buddy. The kids got their favorite costumes and we took off for the department stores. On a Wednesday before mid-month paychecks, it was dead at the mall. I plopped down in a chair next to Cindy for a free make-up session. "Do it," Cindy insisted pointing to the girl in front of me. "That little fuck is going to look prettier than me." While getting our faces done, they found a personal shopper to get us a private dressing room. We tried on tons of dresses and blew all the money plus eight hundred dollars on my credit card for clothes, underwear and high heels after agreeing to share everything except the intimates. "Keep it all at your house," Cindy said sitting in the car in her driveway. "I'll be there by seven forty five and we can drive over to Bruce's house together." "We..?" I asked. "You have to go...we're partners...like Thelma and Louise or something." The moment we stopped in front of the house after the drive back, Jeff came storming out the front door wrapping the belt of his robe around his waist. "Alex," he yelled. "Are you messing around with..?" His voice trailed off as he noticed my make-up. He started to open his mouth, then took another look, then ran back inside. When I got home, Whitney was sitting at our kitchen table listening to a conference call on her phone. On my third pass hauling packages upstairs, Whitney put her phone on mute and said, "Did you buy the whole fucking store?" "Cindy and I are sharing," I said on the way out for the final load. "This explains why Jeff accused you of being a lesbian in text message," she said then went back to her call. That night, Cindy was as pretty as I ever saw her when she got back in the car. "Who are these idiots that say prostitution is degrading? It was the best night ever with a man. I came three times. He opened an eighty dollar bottle of wine and fed me stuff I can't pronounce. He ate my pussy!" "Do you want me to drive you to the Quickmart?" I asked. "Fuck that place," she said. "I'm a hoe. Mind if I sleep over then you can run me to Roger's place in the morning?" Not wanting to ruin Cindy's night, I didn't tell her I slept in the guestroom when Whitney had PMS. I let her have the bed and stayed up all night trying to catch up on my transcription job. After Cindy spent two hours with Roger, we stopped off at the bank. They refused to take the seven hundred fifty dollars she made in exchange for an extension on paying the rest but we didn't let it ruin the day. I slept some, worked some and played Lexi impersonating Cindy for a while. It was impossible not to get hard and feel pretty with guys shit talking me. I got myself so high, I sent an IM to Chuck. "We cool?" he sent. "Yeah, sorry I flaked on you...trying to figure it out." "It got out of control...hope I didn't push you farther than you wanted to go." I thanked him then went downstairs to work on the renovation. It was really weird to put on jeans and boots and get nasty smelling. I finished mudding and taping the room then cleaned up and made dinner for Whitney shirtless, wearing a sarong with a beaded hemp ankle bracelet, clear painted toes and fingers. She'd been on me for years to do it. I even used the eyeliner like she wanted. "Where did you sleep last night?" she asked as she came in from the garage. I pointed to the living room couch. "I asked you a fucking question, Alex," she said. "The couch," I said. "Would you like some red wine with dinner? It might make you feel a little better." "You're a fag now?" she asked then pulled off my sarong. I stood there not trying to hide. She whacked the top of my cock but I didn't move. "You're not sleeping with your wife any more." She stomped to the dining room and sat at the head of the table. "It smells like shit in here from that drywall. This food looks like shit. I should smash this plate over your faggot head." I stood naked while she ate then cleaned up the kitchen. While she caught up on her emails, I prepared the spa heating the basalt stones for her massage. Though nearly delirious from the lack of sleep, I walked into the office and took Whitney's hand. To the soothing sounds and smells, my hands worked through an abdominal massage then I placed her on her stomach and moved the stones onto her back. Once she relaxed, my finger slipped between her legs. I pushed it inside her and held it there. Slowly I worked my fingers over her touching her just how she wanted to be touched until I felt her ready to orgasm. Three fingers opened her at the moment she went over. "If your faggot cum had worked, I wouldn't be going through this," she screamed out. "I hate you Alex. You worthless little wimp. All I'd have to do is sit where Chad had been sitting and I'd be knocked up."