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The Challenges by AtomicWriter Everything in this story is fictional, do not read if you are under the legal age for reading adult fiction in your place of residence. "I don't know, that seems kind of unfair," Kyle said skeptically. "You don't think you can win, do you?" his sister, Jessica asked back. She smiled that annoying smug smile, the same one she always had when she teased him. "I didn't say that, it just seems like the bet makes it very easy for you to get what you want, and very hard for me to win," Kyle said. He knew his sister was trying to trick him, she'd always had this weird thing about showing him up. Ever since they were little, even though she was older than him by two years, she always seemed to be trying to assert her superiority. "Well, if you DO win in the end, you get to borrow my car when I'm not using it...if that's not enough, I'll even erase those pictures of you after your housewarming party...you know mom and dad won't be so keen to let you live on your own if they see those," Jessica said with a smile. Kyle had finally managed to persuade his parents to help him pay for his share of the rent on a house just off campus, it had been an uphill struggle, but they were finally convinced when he told them he didn't want to be around all that drinking and noise. The pictures of his housewarming party and the mess they'd made of the house would reveal that as the lie it was. When Dylan and Ron had started talking about renting off campus, Kyle knew he had to join them. Wherever they'd rent, it would almost definitely become the new party central for. The idea of being stuck back at the dorm while they partied it up had been too much for him to bear. Jessica hadn't gone to college, she worked at a company in the city that stress tested online security measures, she didn't have a lot of training, but the job paid pretty well and she could afford a car and a rented apartment with a friend of hers. A part of Kyle worried she was trying to sabotage him, like him graduating when she hadn't would be something she couldn't stand. He didn't want to take part in her crazy bet, but mentioning the photos had clearly indicated that he didn't really have a choice. "So, every week, if I don't win the game with the guys, you get to challenge me to do something, and if I don't, I lose and you send them the pictures?" he asked. "That doesn't sound much like a bet...more like blackmail," he said trying to figure out some way to wiggle out of it. "No, I'll only send the pictures if you quit completely, or if you haven't won at least 4 games over the summer," Jessica said back, trying to sound reasonable. Dylan had started a group in their freshman year that did a monthly competition, each one could be anything really, so long as there was a clearly defined way to win or lose. The point was to be creative and have fun, and at the end of the year, the one with the highest score would get a six pack of beer from everyone else. It had quickly become very popular, and though there were only 12 members in the group, soon there were copycat groups doing the same thing all over campus. In the year that had passed, some rules had changed, like during summer break, they'd do weekly challenges instead, of monthly. So far, there had been all sorts of games, from archery and javelin throw, kite flying and origami to pancake baking and karaoke. Nobody could issue a challenge that had been done before, and it was starting to get harder to think of a good one. Kyle looked at her, considering his options. "If I do win a challenge, I get to cancel one of your challenges, or challenge you to do something...is that fair?" he asked. Jessica's mouth curled into a self satisfied smile, she knew she had him now. "Alright, you can cancel a challenge if you win, but if you come in last, I can issue a double challenge and if you fail to do something I set as a penalty, you still have to keep trying, but I get to issue a new challenge on top of it." Kyle knew he was getting tricked, but he held out his hand. "OK, deal." The next month passed pretty uneventfully, after the finals, a lot of people either went home for the summer or found a summer job in the city. Kyle still had some money from his scholarship, and with his parents paying most of the rent, he wasn't feeling super motivated to find work. He was relaxing in the living room, playing on his X-Box, when Dylan came in, holding a basketball. "Hey man, wanna practice shooting hoops for the challenge?" he asked. Kyle couldn't imagine Dylan needing the practice, he was tall, fit and muscular in an athletic way. He practically lived on the court. When Sandra had decided on a challenge of shooting hoops, Kyle had pretty much given up all hope of winning this one. "You know I can't beat you man," Kyle said, getting up. It wasn't that he was particularly weak, or even all that bad at basketball, he just knew there was no real hope of beating Dylan or if not him, Eric, not at this particular challenge. "Come on, some practice won't hurt, besides, it's just shooting hoops, it's not like you have to beat me at a real game," Dylan said, throwing him the ball. He grabbed it and walked with him outside, then started heading to the basketball court on campus. Two of their group, Amir and Harold, were already there practicing, luckily, it seemed like they weren't very good. After about an hour of practicing with Dylan, Kyle was actually starting to get pretty hopeful about his chances. He wasn't as big and strong as Dylan, but he had good aim and they seemed to be doing about equally well. His good mood was broken when he spotted Jessica and her roommate Amber arriving to watch. In the week since they spoke, he'd pretty much forgotten about her stupid blackmail/bet. As it turned out, her arrival completely messed with his head and he wound up coming in second to last. He looked over to Jessica angrily, but she just smiled and waved to him. "Better luck next week buddy," Dylan said, patting him on the back. Dylan had come in second actually, but seemed pretty OK with it. It scored him a bunch of points towards the grand total. When he was walking back, Jessica came up to him. "Hey, don't hurry off yet bro, did you forget, now I get to challenge you," she said with a grin. Kyle let out a sigh. "I only lost because I couldn't focus with you here," he said angrily. Jessica seemed unperturbed. "I didn't do anything, besides, I should be able to watch so you don't just lie about how you do...but whatever, your challenge is that until the end of the bet, you're a vegetarian," she said with a smile. "What?! You can't do that...I need to keep my strength up to win...besides, I hate vegetables," Kyle said, angrily. "Not my problem...there's tons of nutritious food you can eat as a vegetarian...just put some effort into it, besides, I'm hoping to see you lose some weight," Jessica said, a sly look in her eyes as she looked over his body. Kyle could hardly believe it, he was on the scrawny end of 'healthy' already, standing at 5'6", he weighed 142 pounds, very little of which was fat. He looked at her angrily, he just knew she was trying to sabotage his chances in future challenges. The next week passed pretty quickly, even with the new diet restrictions. He'd eventually had to explain the bet with his sister to his friends, though he left out some of the details. They thought it was pretty funny mostly, but respected the fact that he was changing to vegetarianism for a reason. Kyle stuck with the diet, looking up some vegetarian dishes online. He found that by taking some supplements and having more nuts in his diet, he wasn't very affected by it in his daily life. Still, he could definitely feel a drop in his energy levels and once the week was up, he was pretty sure he'd lost a pound or two. The next challenge was more fun. Amir had picked going to a water park his father owned, then racing remote controlled boats around a small man made island in the middle of the park. Again, Jessica was there to watch him and again, he found her presence unnerving. This time though, he was determined not to let it affect him. In the end though, he was only able to land second place, Amir, as it turned out, had had a LOT of practice with these boats and won a solid victory. Afterward, he walked over to Jessica, who looked him over apprasingly. "I think the diet is doing you good, your skin looks healthier and I think you've lost a couple of pounds," she said cheerfully, giving him a hug. Kyle gave her a half hearted hug back...it wasn't that he didn't love his sister, it just always seemed like she had an ulterior motive. "So, what's my next challenge?" he asked, thinking it would be better to just get it over with. Jessica's friend Amber was with her again, she was very pretty, with long brunette hair and green eyes. Kyle had had a crush on her after he first met her, but it had faded with time. "We were thinking of a challenge you could do, but Amber suggested that we should really use this game to help you get back in shape a bit," Jessica said, then added, "Until the challenge ends, you have to start every day by going out running for an hour...no cheating and no skipping weekends." Kyle looked at her like she was insane. "You're just trying to make me lose, aren't you? You know there's no way I can keep that up!" Jessica smiled knowingly. "Well, if that's the case, I'll just keep adding challenges for every day you don't do it." Kyle wanted to say something back, but she had him over a barrel and he knew it. He turned and walked back to his house without saying anything more. To his surprise, Ron and Dylan were very supportive when he woke up early the next day to go running, both agreed that he should take up some kind of sport to keep in shape. "You wanna get in the habit while you're young and fit, it's much harder if you're older or working with some fat...I was pretty chubby when I was in high school, made it much harder to get into exercising" Dylan told him as he was leaving for football practice. The next week passed quickly as well, Kyle spent most of his time hanging out and playing video games, but the group threw a pretty rocking party on Friday. Kyle woke up on Saturday feeling like shit, lying on the couch in the living room. He'd had way too much to drink and he was pretty sure he'd thrown up at some point. "Morning, the door's unlocked" he could hear Jessica's cheerful voice saying from the front door. Kyle's blood froze as he realized that he'd been eating a hamburger with Ron last night, Ron often started cooking when he was drunk, which everyone agreed was a bit dangerous, but he never set anything on fire. He even spotted the half eaten burger on the table in front of him. Part of him wanted to swipe it away quickly and try to hide it, but he knew it was too late, and he was too honest to cheat knowingly. "Enjoying the cow carcass?" Jessica said with a smile as she came into the living room. It was slightly hypocritical, Kyle knew. Jessica didn't often eat meat, but by no means was she a vegetarian herself, though she'd mostly indulge in chicken or fish every once in a while. "Come on, I was stupid drunk and I think I even threw up most of it," Kyle said, pleading. Jessica shook her head. "The rules are the rules...I think I'll just upgrade the original challenge, you'll now have to be vegan until the challenge ends in September," she said with a smile, then added. "Also, did you go out running? I know we didn't set a specific limit, but I think if you haven't done your run before 12, it's a bit too late...still, since we didn't say, I'll let it slide if you go out right now." Kyle looked at his watch, it was almost 2 in the afternoon. His head was killing him, the last thing in the universe he wanted to do right then was go out running. "I'm sure I can find something good to add to that challenge if you'd rather sleep in," Jessica said with a smile. At that point, Kyle was almost ready to call the whole thing off. But with him still not having found work, he knew he needed their parents support to keep living in the house. And even if he was incredibly hung over, he knew he'd be kicking himself if he let this kick ass party pad slip between his fingers. With a grunt, he got up and put on his running gear, drinking a large glass of water before heading out. When he got back, admittedly, he felt slightly better, and after he took a shower, he felt much less hung over. Dylan and Jessica were chatting in the living room, but Jessica left soon after he got out of the shower. "Man, your sister's pretty hot...I mean, no offense or anything," Dylan said playfully. "She's a total bitch man, I wouldn't even think about it if I was you," Kyle said, a tone of annoyance in his voice, he didn't want to sound like a bratty kid, but he couldn't help feeling weird that people expected him to get possessive or protective of his sister. "If you want to, don't let me stop you, just don't say I didn't warn you," he added. "Cool, thanks bro...by the way, you're looking fitter from the running and stuff, keep it up," Dylan said as he left. Kyle just shrugged and started playing Grand Theft Auto, he knew on some levels Dylan was right, he felt fitter and more attractive. He even thought some of the girls had been showing a new found interest in him last night, maybe he could capitalize on it in the future. The next challenge was weightlifting, selected by Ron, as he was easily the most muscular of the group. Even adjusted for each persons individual weight, Ron won easily and Kyle wound up in seventh place. At this point, he was starting to despair for his ability to win any challenges at all, and he had to win four to get his sister off his back. She hadn't bothered to learn the point system they were using, all she cared about was wins. Jessica actually hadn't been there when the competition took place, but in the evening she came over to his place, carrying a bag. "OK, today's challenge is going to be a little different," she said, putting the bag down on the kitchen table. "What now? I have to eat through a tube? If so, forget it," Kyle said. Jessica laughed. "No no, nothing like that, I think you're doing really well on the new diet, I think it agrees with you...no more changes there," she said. "This time, I'm challenging you to get rid of all your body hair, anything below your eyebrows must go, and stay gone...I've brought you some clippers and some hair removal cream, and a pack of disposable razors...you can use them if you want, or you can get electrolysis or whatever, so long as you abide by the new rule," she said. Her face stern and uncompromising. Kyle looked at her for a few moments, completely speechless. "What? Why? What the hell are you trying to do to me?" he asked, his voice rising in near panic. In truth, it had just clicked for him, he hadn't caught on to her plan earlier, but a few years ago, Jessica had gone through a period where she pressured him a lot to let her dress him up like a girl. She said that his face was just perfect for it and she really wanted to see what he'd look like. The two had fought about it bitterly and in the end he'd gotten her to drop it...until now, it seemed. He couldn't believe he'd forgotten about it and let himself be pulled along. "I know what you're trying to do...it won't work," he said, before she'd had a chance to respond. "Well, in that case you'd better start winning some challenges, huh? Unless you want mom and dad to see those pictures," Jessica said, the look in her eyes was that of a cat who finally had the prey in her sights and wasn't about let go now. With that she turned around and left. Kyle looked through the bag, there was no way he was doing this. He took the bag into the bathroom and looked at himself in the mirror. Why did she keep pushing this? He was a guy, he was happy to be a guy, it was hard enough to look slightly androgynous like he did. Actually, looking in the mirror, he took a closer look at himself than he had in a while. The running and diet really had melted some of the pounds away and while he would have expected to look slightly more angular with the lost weight, it somehow made his face look more feminine instead. Deciding to forget the whole thing, Kyle went to bed without completing the challenge and the morning after, he didn't go out running. When his mom called him in the afternoon, he was still in his underwear, playing a game on his PC in his room. "Kyle, your sister tells me you guys have been having some parties, I can understand you wanting to let off steam after your exams, but you know how we feel about not taking your studies seriously...have you found a summer job yet, we're well into May now, all the positions are probably long filled...are you sure you can handle living off campus like this?" she asked without giving him any room to interject. Clearly, Jessica was playing hardball. It took a while, but he managed to convince his mom that he was actively looking for work and that there had been one party to celebrate the end of their exams, but nothing more. She had sounded skeptical, but agreed to leave it at that. About thirty minutes later, Jessica knocked on his door. "So, I see you haven't done away with the hair yet...and you didn't go out running this morning...did you perhaps also break your diet?" she asked pointedly. Kyle looked to the bowl of raisin bran he'd been eating earlier, with soy milk. It hadn't been a conscious effort on his part to stick with the rule, he'd just eaten what he had after shopping yesterday. He told her that much. "It looks like you're not taking our arrangement seriously, so I thought I'd show you the email I'll be sending later," she said, pulling out her Iphone. She had written a lengthy email to their parents, detailing the parties they'd been having, the drinking and his laziness in general. There were pictures of them drinking beer, doing shots, a very damaging photo of him lying on his side with vomit coming out of his mouth, another where they were all running around in their underwear with beer cans. "So, unless you want this to go out, get back on the program," she said, her smile was friendly but her eyes radiated determination. "I'm adding to your lapsed challenges...you're coming with me and Amber to yoga now, three times a week...and you have to use moisturizer on your face and body every day after running," she said, putting a can of body lotion on his table, then another of facial moisturizer. Kyle was desperately trying to figure a way out of his conundrum...he could just move back to campus, he supposed, but by now he'd probably have lost his spot and would have to go back to the freshman dorms again, besides, he couldn't let her beat him. "Fine...but don't expect me to be losing any more," he told her with a note of resignation. Getting rid of his body hair took longer than he'd been expecting, he'd had to start by removing the longer hairs with some clippers, and then he'd used the razors on his genitals, as the hair remover instructions had said not to use it there. The hair removal cream had done most of the heavy lifting on his body, but he'd gone over it afterward with a razor, just to be sure. Standing in front of the mirror, he was struck by how removing the hairs made him look younger and softer somehow. Surely, it was part of her plan. He shook his head, she was insane, clearly. He had to admit he kind of liked how the lack of hair made his penis stand out more and made it seem more substantial, he'd never had cause to feel bad about his size, a solid average, but now it looked positively big, at least on his slender body. He took a shower, then moisturized. He was stunned to realize that the moisturizer had a pretty solid strawberry scent, which now stuck to him, but he realized he didn't feel bad about the actual sensations. That night, he wound up watching an old favorite porn video he'd downloaded and jerking off at a scene where the girl blew some faceless guy off. It felt different, stroking his hairless cock, but not worse, the smell of his skin even made it easier to imagine that there was a girl in the room with him. He found it odd to sleep hairless, the covers felt rough on his skin, but in the end, he managed to put it out of his mind, maybe he could get some softer covers or something. The next few days passed relatively uneventfully. The vegan diet was the hardest part, and he'd had to explain about the bet to a number of his friends as he had to stick to salads or bean dishes when they ordered out, luckily such dishes were more easy to get than they had been a few years ago. Ron and Dylan each had their own stuff to think about, Ron had gotten a job at a local bowling alley for the summer and was spending most of his spare time weightlifting, and Dylan seemed to be away most of the time when he wasn't playing basketball or looking for a job. Going to yoga with Jessica and Amber had been a new experience. There were both guys and girls there and he didn't feel like he stood out, except in so far as he was a beginner and couldn't really do many of the moves, but the girls assured him he'd get better. Eventually, he'd had to accept that his bed covers were just too rough if he was going to continue keeping his skin hairless and moisturized, so he bought some softer ones. The problem with those was that they felt TOO good on his skin and he found it hard to get to sleep without jerking off 1-2 times an evening. The next challenge was Tom's, one of the guys who regularly partied with them, but who Kyle didn't really know very well. He'd picked skeet shooting and on Sunday, the group went out to a farm that offered skeet shooting practice for a fee. Jessica came along this time, hanging around Dylan much of the time. Kyle was a pretty decent shot, but still only came in second. It put him back in the running point-wise, but unfortunately, it didn't help with Jessica's bet. She seemed to be more interested in chatting with Dylan while they were still at the range, but when they returned to the house, she dragged him off to his room. "Wow, this is such a pig-sty...maybe I should use a challenge to make you keep it neat...I'm not going to, but you should think about it, y'know, for your own sake," she said condescendingly, taking a wide step around an old pizza box on the floor. Kyle actually felt a bit bad about that since he realized the box was old enough to be from before the diet challenge. "OK, I'm reaching the part where what I challenge you with is going to be harder to hide from people...but I'm not made of stone, so I'll give you a choice," she said, taking two boxes out of a shopping bag. One was a nail set, the other a three pack of plain cotton panties. "This time, you can either start taking care of your nails, using the booklet that comes with the set...or you can start wearing panties...no more boxers or briefs at all," she said. Kyle looked at her disbelievingly, that didn't seem like a very fair choice...still, nails would be more noticeable and harder to hide than panties, even if they were more embarrassing for him personally. "I'll take the panties..." he said reluctantly. Jessica just smiled and handed him the pack, then went right for his drawer to gather his underwear, before leaving with them. "You should thank me for making sure you don't cheat...who knows what I'd add on to this one," she said with a laugh. The panties felt strangely smooth and soft as he pulled them on, he had to maneuver his penis and balls a little bit to get things to fit, but they felt pretty good against his soft skin. The next week, Ron told him that one of his friend's dad's needed an attendant at their gas station, and with a minimal effort, he was able to land that job, it wasn't that he wanted it, not really, but he figured that getting a job would be the first step to getting some money and maybe being less dependent on his parents and therefore on Jessica not sending the pictures. The job itself kind of sucked though, and he found a number of customers seemed to think he was a girl. That was a blow to his ego and he made a mental note to get a haircut when he had some cash, his blond hair was getting to be a bit of a mop and with the rest of his androgynous features, he could almost forgive people for getting confused, and since Jessica hadn't made any challenges concerning his hair, he figured it would be a good way to set her plans back. The panties were less of a burden than he'd originally figured them to be, it made it so he couldn't walk around in his underwear at home...the guys were understanding about the bet, but he didn't want to push them too far, but all in all he felt like he'd gotten off easy. The week passed quickly, even with the new work schedule. He was even starting to enjoy his morning run a bit more, now that his stamina was up, and the yoga, while still difficult, was starting to feel like maybe he could eventually get the hang of it. Friday and Saturday were both party days at the house, and Kyle managed to score a number from a cute girl on Saturday, her name was Dinah and she was a friend of Sandra's, one of the girls from their challenge game. On Sunday, the challenge was to make a pizza and bring it to be judged by one of the member's moms, who ran a pizzeria downtown. Kyle figured he'd have to stick with his vegan-ism, but after some looking around online he found a decent vegan pizza recipe, which he made and brought to be judged. He was disappointed to learn he'd been ranked ninth this time...apparently, Dean's mom was a fan of deep dish pizza. Jessica arrived at his house that night, that same smug smile. "I thought I'd give you a choice again, it seems more sporting to give you a say in how things go," she said pleasantly. "By the way, you're looking very fit, have you weighed yourself recently?" she asked. Kyle shook his head no, he had, but there was no way he was telling her he was down to 126 pounds, he knew he must have been mostly losing muscle, he hadn't had that much fat on him in the first place. "OK...the choice this time is nails again, or start wearing bra's," she said, taking out the nail set again, as well as a set of bra's that matched the panty sets he'd gotten last week. "Oh, and you should probably start buying your own, there's no way three pairs will last forever," she said with a small laugh. Kyle was conflicted, there was no way he was going to be wearing bra's, but he was equally torn about doing his nails. He didn't bite his nails or anything, and to be fair, he should probably have cut them a few days ago. "I...I'll pick nails...no way am I wearing bra's," he said. "Alright, but you should probably start winning some challenges, or you'll get there eventually," Jessica said teasingly. Kyle knew she was right, why hadn't he thought about this more, he knew that with his weight loss, and the energy that went into running and yoga, he was doing worse than he should be in the challenges. He took the nail kit and the little booklet Jessica had brought with it. "Remember, you can use a clear polish, but there has to be polish...and do your toes too..." she said as she left. Kyle looked at the door for a few moments after she left, he pushed the nail kit away and spent the next couple of hours playing video games. Before he went to bed, he took a look at the kit again, he couldn't really put it off any longer. Locking his door, he went to look through the booklet. It didn't seem very complicated really. Deciding to start with his toes, he sat down on the floor and for a second, was slightly grateful for the yoga lessons, they certainly made it easier to stretch around and get at his feet properly. They didn't require quite the same amount of work as his hands did, and after he finished applying the clear polish to them, he felt strangely proud, he had hardly spiltany polish, hadn't broken anything. When it came time to work on his fingers, he moved to his desk and started working, it was slightly difficult having only one hand, and he had to do more work, filing and processing each nail before putting the polish on. The instructions said to leave a bit of a tip, extending beyond his finger so he did, though only around a millimeter on each finger. He watched some old TV shows on his computer while he waited for it to dry, then went to bed. Nobody seemed to notice or comment on his nails, as the week wore on, at least not at the house, though a couple of customers at the gas station probably saw. On Tuesday he called Dinah and they went out for a movie. She was pretty cool, but he found himself distractedly trying to make sure she didn't spot his nails or heaven forbid, his panties. Still, the date was fun and they made out at the theater, then again when he walked her to her dorm. He felt like it had been a pretty great night, but when he called her again on Thursday, she didn't want to schedule another date, though she was elusive as to why. Still, he was feeling pretty good about himself, it was experience he could apply later, he felt. The week passed and Kyle was feeling pretty good about himself by the time next Sunday arrived. He was even starting to feel confident about his chances. The game this time around was a poetry contest, suggested by Eve, another of the girls in the game. It had never been a strong subject for Kyle, but he was feeling good. Unfortunately, the judges didn't think so, Dylan's brother, Sandra's sister and some guy whose name Kyle didn't catch ranked him only fourth. That evening, when Jessica came to his room, she had the pack of bra's again. "I see you really don't want these bra's, so I'm just going to see where you really draw the line..." she said playfully, then pulled out another package. It had three tiny thong-like panties in it. "Those called gaffes...they are to hold your...equipment out of the way...it's not super noticeable from the outside, but you'll be aware of them," she said. "So, which will it be?" she asked. Kyle looked at both, given the choice, he couldn't let himself start wearing bra's, they seemed like such a surrender...that other thing, at least he could keep them hidden. "I'll go with the gaffes...you're not getting me into a bra, just so you know," he said defiantly, taking the package. "Alright, but you have to wear them all the time, even when you're in bed...I'll email you a website where you can buy more if you need them," Jessica said, then left. The instructions for the gaffe were pretty detailed, but Kyle still found himself having trouble following them...they called for him to push his testicles into his body cavity, which was not easy, then put the sleeve around his penis and use the gaffe to pull it between his legs. It was all made of a very elastic material that still seemed to pull everything very tightly when it was in place. It was really rather painful. Pulling his panties on over the gaffe, he realized that he'd probably made a mistake. All through this, looking at his cock and feeling it had been reassuring him that despite it all, he was still male, still a guy. He could still feel it, but it felt weird...and now he couldn't see it at all. Over the next week, he found himself withdrawing a bit, he just didn't 'feel' like himself, even though on the surface, nothing had changed. He still hung out with his friends and joked around with them, still went out to eat with them, even if he was forced to go for salads and stuff like that. But the gaffe was always there, and what scared him the most, was that after a couple of days, he kinda stopped noticing. He started getting used to not having a package hanging between his legs, and from time to time, he felt his gait and stance shift a bit. By the end of the week, it didn't hurt or tingle anymore, unless he really focused on it or if a really pretty girl caught his eye. Customers at the gas station were now routinely assuming he was a girl, until he spoke to them. He even found himself not speaking unless he had to, or trying to make himself sound softer, just to avoid that unavoidable awkward moment when they realized he was a guy. Dylan and Jessica were dating now, and though Dylan didn't bother Kyle about the changes, it seemed obvious that he knew more than he let on. Ron on the other hand seemed completely oblivious, as did most of their other friends. Kyle made it a point to not stay around the house when Jessica was there with Dylan, instead opting to go out to cafe's or to see a movie or something. He did go get his hair cut when he got paid towards the end of the week, and that helped a lot, even if the hairdresser hadn't cut it as short as he'd have liked, but at least people were now assuming he was a boy more often again. He was actually starting to enjoy the yoga too, by now he was able to do most of the exercises and he realized he hadn't been this limber since he was a little kid. The weight he'd been losing probably helped too, he was down to 118 pounds. But what really put a smile on his face was that he knew he was going to win next Sunday's challenge, since he'd be the one to pick it. He'd picked a video game, Urban Brawl, that he knew only a handful of people had played, but he and Jessica had played it a lot as kids, so he was pretty sure he could beat any of them. When Sunday came around, Dylan was unable to play because of a bad fever, but he pointed out a fairly recent rule that allowed him to call on a substitute to play for him. Even before she was named, Kyle's heart sank, he knew Jessica would be his choice and he knew she was the only one who might beat him. He tried to argue, but the rest of the group didn't see what the big deal was and in the end, he was forced to go along with it or seem like a whiner. The final battle came down to him and Jessica. Kyle knew they were about equally matched, but he had a lot more to lose than she did. When Jessica beat him, he almost lost it right there in front of everyone. How was he going to win at all if he couldn't even beat his own game? He stormed off to his room and sat there sulking until Jessica came to knock on his door. "Go away...why are you doing this to me?" he said. When Jessica entered, she smiled. "Well, two reasons...firstly, because you were mean to me when I wanted to try dressing you up when we were kids...it's just clothes, you didn't have to be such a jerk about it...and secondly, because I think it'll be good to you to look a little bit beyond your own little box, see how other people live...you always seem so pissed and set in your ways, I figured I'd rattle you a bit," she said "Well, there's also a third one...because I can and you don't seem to be able to stop me," she said with a wicked smile. "OK, now you get to choose again...bra's, or you start wearing makeup...it doesn't have to be a lot, or heavy, but a least some foundation, eyeliner and gloss," she said, putting a small makeup kit on the table. Kyle could feel his heart racing with panic...no way could he choose makeup...fucking no way... "I'll...I'll take the bra's..." he said finally, picking up the package. "Aw, I was hoping you'd pick the makeup...I got you a big vanity mirror for your desk and a very good instructional DVD....I'll just leave them here anyway. That way, you can try them out if you want," Jessica said. He could tell she was teasing him, by the way she said it, but she still put up the makeup mirror and put the makeup kit there in front of it, and he didn't stop her. The next morning, he reluctantly put on one of the bra's before going running. It fit him kinda snugly, except for the empty cups of course, and for a split second he looked at the girl in the mirror and wondered what she'd look like with some breasts. Shaking his head of the thought, he went outside for his run. He was aware of the bra all day, it was so weird to wear something like that, even the gaffe didn't feel weird in the same way. The week passed slowly and Kyle could feel that he was more agitated than normally. It wasn't until Thursday that he realized he hadn't really been masturbating since he started wearing the gaffe, he was starting to feel really pent up, but even at night, when he wanted to, it felt a bit weird to have the gaffe off...his penis was bent in a weird way and he felt a bit unnatural stroking it, like it was someone else's...which was a weird thought. He wound up losing Sundays challenge again, this time a rowing competition. He just didn't have the upper-body strength anymore. Jessica gave him a choice again. "You don't want to wear the makeup, because you don't like to be seen as a girl...and I can respect that...with your new haircut, you still sort of pass as a guy...that's OK, for now," she said ominously. "I offer you a chance to pick the makeup, or you have to start speaking in a more feminine voice...all the time...I know it's hard, and I'll cut you some slack for a day or two, but if you haven't done it by then, I'll impose a new challenge...the makeup would be easier you know...there's no magic pill for a girlier voice, you just have to practice, I'm sure there are like, tutorials or something online," she said. Kyle nodded slowly, he knew he wasn't going to pick the makeup...he still looked pretty much like a guy, and there were guys with feminine voices out there...besides, he would only be able to change it by so and so much, she'd have to understand that, wouldn't she? "I'll pick voice," he said softly. He hadn't meant to, but it just sort of came out that way. Jessica nodded. "Alright, I'll still leave the makeup here, if you want to try it." After she left, he looked around online and there were some voice tutorials out there for guys who wanted to sound like girls. He practiced that night, but found it really hard going. The next day, with his run, the yoga and work, he had very little time to practice, and on the third day, he was almost desperate. When Jessica came over to evaluate his progress, she shook her head. "Not good enough...are you even trying?" she asked. He didn't have an answer for her, he'd been trying, but found it hard to follow the instructions. "Alright, since you failed, I'm adding a stipulation...you have to get your ears pierced, and I'm not gonna hold you hand for it, go out and get it done," she said. "And if you don't have a passable voice by Sunday, I'm adding another penalty" After she left, Kyle tried to practice some more, but it didn't work. The next day, he tried another technique he found after searching the web some more. It involved a weird way of shifting your throat, which some of the other sites had talked about, but he hadn't been able to do it. This one explained it differently though, and after a couple of tries, he found that he could talk in a female register...what really unnerved him was that he had trouble shifting his voice back, and only after trying for another hour was he able to sound like his male self again. It had been rather panic inducing, and he realized that unless he wanted another penalty, he would have to shift it a third time. Again he had trouble, and it didn't shift for almost another hour, when it did, he let out a sigh of relief. He looked at himself in the mirror. "Hi, I'm Kyle" he said, though it sounded so wrong in his new voice. "Hi, I'm Kylie" he tried, it sounded a bit more plausible, but he was immediately ashamed at having even played at that. Hurrying out to get his ears pierced, he realized the shops would be closing soon. He found a shop that did piercings, and even managed to get in before it closed. "Good afternoon, how can I help you?" The girl at the register said. "Um...I need to get my ears pierced...it's for a bet" Kyle said, momentarily shocked at the voice coming out of his mouth, it wasn't cartoonish or anything, but it sounded so genuinely female that it caught him off guard. "Oh wow, you still don't have your ears pierced? don't worry, we get lots of first timers..." she said. "I'm Anne, what's your name?" she asked. Without thinking he said, "Um..Kylie, thanks." "So, how many? Two?" Anne asked as she got the equipment out. "Yeah, sounds right," Kyle said, he needed one in each ear to satisfy the terms, he supposed. Anne pierced his left ear, then pierced it again up near the top. "Wait, what are you doing?" he asked suddenly. "Didn't you say you wanted two?" she asked, concerned. "Yeah, one in each ear..." Kyle said, realizing that he definitely didn't like the sound of his new voice complaining. "Well, it's an honest mistake, tell you what, I won't charge for the extras and if you decide you don't want them you just take out the pins and they'll heal up," Anne offered. Kyle didn't have a good response to that, so he just nodded, letting her pierce his right ear to match. As he was paying, Anne said, "So, I was wondering if you'd like to maybe hang out sometime?" Kyle wasn't sure he'd heard her correctly. "Err..you wanna hang out? Sure, I guess..." Anne smiled and wrote her number on a piece of paper. "Call me sometime," she said. Kyle was feeling pretty elated when he left, until he realized that she definitely thought he was a girl...so did he have a lesbian date, or a new friend who thought he was a woman? This was very confusing. A couple of days passed and he found himself really bored. He also found himself restless and to be honest, horny. He'd been avoiding talking to his friends, since he was embarrassed with his new voice, but didn't want to go through the hour of switching all the time. So, on a whim, he decided to call Anne. "Um, hey, it's Kylie, from the other day...you wanna hang out or something," he asked her when she picked up. "Oh yeah, absolutely...wanna check out a movie or something?" Anne asked. "Yeah, sounds good, wanna meet up at the theater, we can pick something there," Kyle said enthusiastically. "OK, sounds good...I haven't gotten dressed up in a while, see you in an hour?" Anne said "OK, great," Kyle agreed. The moment he put the phone down, he realized what she'd said. 'Dressed up'? Was he going to have to get dressed up for this? For someone who thought he was a girl? He didn't really have anything really feminine to wear, aside from his bra's and panties. But he did eventually find a pair of jeans that were a rather snug fit and looked stylish enough, a white top that looked androgynous enough enough and a denim jacked Jessica had left. He was sitting in front of the mirror when an impossible thought struck him. Should he wear makeup? It seemed ridiculous, but maybe just a little bit...he didn't want to scare off his new friend by letting on that he was a cross dresser this early. After a lot of soul searching, he opted for some light eyeliner and clear gloss. It wasn't a lot, but it made a lot of difference in the overall look of his face. He also tried brushing out his hair differently, it was starting to grow back fairly rapidly, so he felt like the end result was at least something that a tomboy might wear. When he arrived at the movie theater, he saw that Anne was dressed up a little more than he was. "Hey, nice to see you again," he said with a smile...his voice still unnerved him. Anne smiled and gave him a little hug. "Hi," she said cheerfully. They wound up watching a romantic comedy together. Anne seemed really into it and though Kyle had been hoping for something to happen, it didn't seem like it was going to, had he completely misread her? After the movie, Anne dispelled all doubt. "It's so nice to just hang out, my boyfriend would never see that sort of movie with me and I've been having a hard time making girlfriends since we moved here...thanks for hanging out" she said as they exited the cineplex. "No problem, you're cool," Kyle said, though internally he was beating himself up for having misread it like that...still, who says 'wanna hang out sometime' when they're looking for a friend? He asked himself, no wonder she'd had trouble. When he got home, he cleaned off the makeup and got into bed, still upset at how much effort he'd gone to for nothing...still, she did seem like a good person, and a part of him had felt guilty pretending to be a girl to date her when he'd thought she was a lesbian. The next weekend, Kyle hit the jackpot. Not only did Jessica agree that his voice was outstanding, and his piercings were acceptable, the event they competed in was running, which Harold had picked. He knew that he'd gotten a lot better in the past few months, and though lots of his friends were in good shape, none of them had been practicing running specifically. As it turned out, Harold was very good, but in the end, Kyle managed to beat him, earning his first victory. He was so happy he felt like he could cry. Which in fact, he did, when he got back to his room. Jessica did finally get to his room, she seemed pissed off. "Alright, I suppose congratulations are in order...you won. So what'll it be?" she asked him. Kyle thought about it for a while, he could pick any of the challenges and undo them...the most pressing one was the bra's...or maybe the gaffe's...he knew he'd start feeling like himself again if his penis wasn't always tucked away like that. He forced himself to calm down and think about it logically. What he needed was something that would help him win future events, he was perilously close to losing entirely. He immediately knew which one would help him out the most. For the past couple of months he'd felt hungry all the time, and not just immediate hunger, where your stomach is empty, but a longer term, deeper kind of hungry, like he was malnourished...which, even though he tried to keep up, he probably was...he just didn't have the knowledge, the skill or the resources to eat a healthy vegan diet, far too often he'd just settled for a salad or some fruit. "I'll pick the vegan-ism," he said with a smirk. The look on Jessica's face immediately told him that she'd been following a similar train of thought. "Alright...fair is fair, it reverts to regular vegetarianism then...remember, the vegan-ism was an extra penalty," she said smiling, though it didn't seem as genuine this time. Kyle had actually forgotten that, but still, it was a lot easier to be healthy on a vegetarian diet than a vegan one. The next day, he treated himself to an excellent nut-steak, which had a bonding agent that wasn't strictly vegan so he hadn't been able to eat it. The next week, he really started feeling better about himself and felt more energetic. He was pretty sure he'd stopped losing weight, but he didn't seem to be gaining any either, which was frustrating, he was at a low 109 pounds now, in the mirror, he felt like he could be a runway model, though he supposed they were even thinner, he didn't look anorexic, but he was definitely glad he'd been able to stop the downwards slide all the same. His legs and thighs looked pretty good, with all the running he'd been doing, they were the only muscles on his body that had retained any real definition. As it turned out though, Sunday's challenge was an Iron man type series of lifts and climbs, and though he put in a good effort, he had strong legs and good stamina, he did about the same as the other girls, winding up in 8th place. He felt a cold shiver run down his spine as he realized he'd just reasoned away his performance as normal for a girl, this game was really messing with him, he decided. Jessica was looking very happy when she came to his room afterward. "I've got a choice for you again...makeup, or you start wearing padding for you bra and bottom," she said smugly. She had a rather large bag with her, which she didn't open just yet. "I've already told you, I'm not wearing makeup...so padding it is," he said smugly. "I may have lost today, but I'll keep winning, I'll win this thing yet," he added. Jessica nodded. "If you say so...but you'll probably need some help with the padding, it's expensive stuff, I put out the money for it, because I think you shouldn't go halfway, but I expect you to pay me back if you lose...if you win, however unlikely, it's on me." In the bag, she had a pair of breast forms that matched his skin color precisely. They even had rather realistic pink nipples. "Take off your shirt" Jessica said, and he did as she ordered. It took a while, they had to position them precisely, then apply a glue to them and hold them in place for a while. Kyle honestly couldn't believe this was happening. It wasn't as bad as makeup, but how was he going to hide this? "They're not too big, a small c-up...I don't want to turn you into a bimbo or anything," Jessica said with a smile. "...although..." she added jokingly. Kyle just shrugged it off, he'd show her in the end. She then prompted him to take off his underwear and even the gaffe, so she could put similar padding on his butt. That unnerved him, he still had to go to the bathroom and stuff, but according to the manual, the forms wouldn't interfere with that. They wound up going through a similar process to that of his breasts, gluing a pair of pads onto the sides of his hips, which also covered the top of his buttocks. They matched his skin tone pretty well, but he found it hard to get his pants back on afterward. "Looks like you'll have to go shopping," Jessica said with a laugh. "See you later sis" she added before leaving. Kyle definitely didn't want to go shopping for his new curves. He read online about strapping down breasts, but he presumed that would be against the spirit of the challenge to wear bra's. He looked through his closet and eventually was able to find some baggy clothes that, as long as he stood kind of stooped over, wouldn't make his new 'assets' too visible. At work, he was very glad he worked alone and only met other attendants at the shift change. Everyone who came in now treated him as a woman, he wasn't able to wear the baggy clothing at work and his new breasts were quite obvious through the tight top the station made him wear. He was even turning down invites to dates every day at least, sometimes more than once a day. His boyish hairstyle didn't even seem to matter, and he couldn't blame them really. With his face, breasts and voice, he couldn't very well deny that he looked like a girl by now. His friends eventually noticed and he was forced to admit that he was doing it as a bet with Jessica. To his surprise, most of them found it pretty funny and didn't give him any trouble. Sandra and Megan even offered to take him on a girl's night out sometime, if he wanted to see what it was like. After that, he stopped wearing the baggy outfit and tried to accept that he looked like a girl until the challenges were over. It was time for him to refresh the hair removal, he'd been shaving his crotch regularly, but now the hair removal cream needed another round, he found that he didn't find it all that annoying, and in fact, preferred the soft, smooth sensation to the itchiness he'd felt as the hair started growing back. He also had to keep his nails in shape, which was pretty easy. They'd grown out a bit, but only a half centimeter beyond the tip. He did run into trouble in that his clear polish ran out...probably because he'd used to much when he was getting used to it in the beginning, but unless he wanted to default on the nails condition, he had to use the other polish he had, which was pink. He found himself strangely unconflicted about using it, he had on breasts anyway, who cared about pink nail polish. He resolved to get some more clear polish anyway, but wound up forgetting it for a few days. On Sunday, the challenge was one of Carl's. This time, the challenge was climbing a rope. Another difficult one, that Kyle had a lot of trouble with. The other girls did pretty well, but he'd lost too much upper body strength, it was only by using mostly his legs that he was able to make fifth place. This time, Jessica offered him the choice of wearing women's clothes, or wearing makeup full time. She'd bought a bunch of her old clothes to help him get started, but said she expected him to shop for his own as well. Kyle figured he was surprising her when he opted for makeup instead. Dressing all out as a girl was the last thing he wanted, he was already wearing pink polish and earrings, he already had faux-breasts, so what if he wore makeup? That evening, he used the DVD to practice putting on makeup, he resented doing it, but he'd also sort of given up holding onto those parts of his masculinity, he'd accepted that people were seeing him as a woman, and so he just held on to being a boy in his head, where it mattered. From a purely abstract point of view, putting on makeup was kind of fun. He found it pretty easy, with the instructional DVD and some videos he'd found online. He didn't wear much, of course, but some foundation, eyeliner and lip gloss were pretty easy. He did follow the instructions to the end though, practicing several more involved looks. At one point he was genuinely stunned to see the beautiful girl in the mirror, with dark eyes and full lips. He could see kissing her...or even more. The next morning, on his run, he ran into Jessica. "So, already breaking the rule huh?" she asked. "What do you mean? I'm running..." he said, sounding surprised. He'd long since gotten used to his feminine voice. "That doesn't mean the rules don't apply...I always wear a bit of makeup, even when I'm working out...I'm afraid that calls for a penalty," she said. "Come on...what are you going to do to me now?" he asked, almost in a whine. "Nothing horrible, I just need you to take better care of your hair...go see Helen at Shapes and Curls, I'll call her and tell her what to do," Jessica said. Kyle was pretty much resigned now, so after he finished his run, he got dressed and headed out to the salon. "Hey, you must be Kyle, I'm Helen," the pretty redhead that greeted him said, she seemed to be the only one working there at the moment. "Don't worry, your sister told me about the bet, I think it's really cool of you to stick by your word like that," she said with a sympathetic smile. The first thing she did was put some highlights in his hair, while they were setting, she started working his eyebrows. Kyle started to protest, but in the end just sighed, he knew Jessica would send him another penalty if he started making a fuss now. After the highlights were ready and his brows had been cleaned, she straightened his slightly wavy hair...it still wasn't very long, only barely long for a short girls cut. That's why it surprised him a lot when Helen started shaving one side of his head, then she started cutting some of the rest. He didn't comment, but Helen seemed very focused. When she was done, he didn't know what to say at all. The hairstyle was short, punky and spiky, something that someone like Miley Cyrus might wear, the worst thing was that even short like that, it was definitely 100% female. He looked in the mirror. "Thanks I guess..." he said unenthusiastically. Helen seemed to understand, though she seemed slightly disappointed at his lackluster response. It seemed clear to him that he looked nothing like a boy at all, he didn't sound like one or smell like one either. With those thoughts rumbling in his head, he went home to gather his stuff for yoga. The week passed, like the others had, though he felt that as he stopped thinking about it so much, life was just life...so he came off as a girl, so what? He still had friends and a job, he still had fun. He even found himself sort of rotating some of the girls clothes Jessica had brought into his outfits, they fit him pretty well and he didn't care that much anymore...what's the difference between looking like a girl in boys clothing and a girl in girl's clothing? he reasoned. The next Sunday, it was time for Dave's challenge. It was a beer chugging challenge, which was something Kyle had always been good at. He managed to come in third, which he blamed on the fact that he was unaccustomed to drinking in makeup, though in reality, Dylan had deserved the win. Jessica smiled as she entered his room later that night. "The challenges are almost over, what, four more before the game goes back to a monthly basis...and school will be starting up soon," she said with a smile. "Come on Jess, don't be a bitch, just give me the choices," he said. The smile on her face faded, but she nodded. "Alright, you have two choices. Either you start wearing girls clothing full time, or you start using a girls name...your choice," she said. Kyle had thought she'd run out of ways to mess with him, but that one definitely shook him to his core...he couldn't give up his name, that was like, another level...how would that work anyway? He was already finding himself identifying with the girls in the group more, the last thing he wanted was to push that any further. "Alright, I'll take the clothes...." he said slowly, just barely keeping the anger out of his voice. "OK, and remember, that's all clothes, if you go swimming, you wear a girls swimsuit, if you go running or to yoga, you wear a girls exercise outfit," she stressed. The clothes she'd brought over last week covered most of his bases, but Kyle still found he had to get some clothes for yoga and exercising, he also restocked his bra's and panties, he'd been using the original three pairs a lot, and though he took care to wash them, they were starting to get a bit ratty. Buying his own bra and panty sets felt a bit surreal, especially since the cashier didn't even give him a second glance, simply offered him a 'good day miss' He was getting sick of fending off amorous guys at work, and since it wasn't long till school would start up again, he figured he'd give his two weeks notice. He still had to work those two weeks though. On Thursday, he ran into Jessica while he was at the mall, just hanging out and shopping with Anne, he'd taken to hanging out with her from time to time, she was pretty cool he thought. Jessica pulled him off to the side. "Aha, I've got you again...these are your old sneakers, aren't they?" she said triumphantly. "What do you mean, I can't wear sneakers? They're pretty unisex..." he tried, but she shook her head. "No can do...no cheating...as compensation, I'm adding the challenge that all your shoes must have at least a 2' heel, and you have to start wearing some sexier underwear...go shopping for some lingerie with your friend, it'll be fun." "Hey, that's two penalties," he said, indignant. "You're wearing two shoes, aren't you?" Jessica said, then walked off. Kyle knew she still had him over a barrel...and besides, he had seen a couple of items at Victoria's secret he wouldn't mind trying on. By the time he got home that evening, he'd spent way more than he'd intended on shoes, clothes and underwear. Suddenly he started regretting quitting his job. He shook his head, it wasn't as if he intended to keep buying women's clothes. They held a pretty huge party that weekend, it wasn't the last weekend before school started back up, but by now most of their friends were back in town and the guys had decided it was time to start the party season back up. Kyle was conflicted in that he really wanted to party, but the game was still on and he wasn't sure what sort of party he'd have if he came as Kylie. In the end, he decided to come, if anyone who didn't know asked, Kyle was back home with his parents, and this new girl Marie was here with some friends of hers. He decided that Kylie sounded too much like Kyle and he didn't want people to get suspicious, and if it got back to Anne or someone, he could always say his full name was Kylie Marie. It was the first time he'd gotten dressed up, really dressed up, as a girl, ready to party. He double checked that he was shaved everywhere and that his padding was firmly glued on, before taking a bubble bath and cleaning himself extra well. He got dressed most of the way, wearing the sexy black lingerie he'd bought that week as well as a stylish blue dress he'd inherited from Jessica that covered the fake nature of his chest adequately, while exposing his back almost all the way. His shapely legs were put into nylons for the first time and he took extra care with the makeup...the last thing he wanted was to get found out by anyone outside his core group. He looked into the mirror for a long time, trying to reconcile the vision in front of him with what he knew to be the truth. "Hello...I'm Marie," he said softly, he'd gotten accustomed to the new voice, but now he was trying even harder, before he'd sounded like a girl trying to sound rough, now he sounded like one who looked and felt pretty. He was forced to admit that even though he wanted to be a boy again, there was a certain amount of fun in this too...seeing a sexy look come together, knowing that the shapely legs and flat stomach were the result of his hard work, the beautiful face a combination of natural luck, skill and practice. He didn't want to be this girl, but for tonight, he was content with pretending to be her. The party started slowly, people came in from all over, there were shots and kegs all over the house. He hung out with Sandra and Megan mostly, who seemed to have completely forgotten that he'd ever been anything but a girl. They were even suggesting cute boys to him. He tried to humor them while he still thought they were kidding, but he suddenly realized that either the girls really HAD forgotten he wasn't one of them, or they had assumed he was into guys. He found himself drinking with Dylan and Ron for a bit after he'd made his escape from another of the girls attempts to set him to to dance with a guy, and for a while that was pretty comfortable. The beer flowed quickly though, and he found that as he got drunker, he was slower to react when someone grabbed his butt or felt him up. He shifted a bit in his seat, sliding onto Ron's lap without realizing at first. When he realized, both Ron and him laughed, but Ron insisted it was no trouble and so they shared a few more beers like that, then Dylan came out with shots. For a while, the room seemed to be spinning. One of the girls came over, he forgot which, on a dare she'd made out with him for a while as he sat in Ron's lap, then the kiss had changed, while his eyes were closed. The room kept spinning, he wasn't quite sure where he was, but he liked the kissing. "You wanna get out of here?" Ron asked. "Wha?" Kyle asked, he was so horny...he just wanted...he just wanted release...why had he stopped jerking off? "I said, Marie, you want to get out of here? My room is right upstairs," Ron repeated, then kissed her again. "I know where your room is, silly," Kyle said, breaking the kiss, then suddenly he realized what was happening and pushed away. "I'm sorry...I need to like...go to the bathroom," he said and hurried off. In the bathroom, he looked at his image, his lipstick was smudged and he looked drunk, but other than that, he still looked pretty hot. He could understand why Ron might have gotten confused with all that alcohol and with him looking so different. He did know he had no desire to kiss Ron, even if it had felt good to be desired, even if he was desperate for release. Locking the door, he pulled down his nylons, then his panties and finally the gaffe, letting his cock free for the first time in a while, except for showers. (though in truth, he'd sometimes neglected to let it out for that even).