The Bet - Chapter 42 free porn video

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The Bet by Karen Singer Chapter 42 (Friday - week 6) She was home. Her house. Her big wonderful house. She couldn't think of a place where she felt more comfortable and relaxed. Totally safe, totally relaxed. She breathed in and out with contentment. And then Sissy appeared, tray in hand with her coffee on it. He dropped the sweetest little curtsey to her before stooping down to let her take it off the tray. She sipped at it... so good... so nice. Sissy curtseyed yet again before wandering off. She thrilled and almost giggled at the girlish wiggle to his backside as he walked away in his high heels. She sipped at her coffee, totally contented with the world. Not one bit of stress over anything. Life was more than just good, it was wonderful. And then Sissy was back again, this time in his pink and white ballet costume - tutu and all! She giggled at the sight of him. He struck a starting pose, and suddenly music filled the air and he began dancing for her. While his movements lacked feminine grace, she still thrilled over every little part of his performance. There was something almost childlike in the way he went about dancing his little ballet. And while it still lacked femininity, there was certainly nothing masculine about it. As he finished with an awkward spin and struck his final pose, she clapped her hands in delight. He curtseyed again before skipping away like a little girl to change. Yes, life was so good, so perfect. She couldn't imagine anything better than this. And then an odd buzzing interrupted her perfect little world, an annoying buzzing that ruined her perfectly contented place. She climbed awake enough to realize that her alarm had gone off - but she didn't want to lose the dream, she didn't want to wake up yet. But the alarm was relentless and her wonderful little dream faded quickly into nothingness. She felt a twinge of annoyance at her alarm for pulling her so rudely out of sleep, but it didn't last very long. She took a deep breath and opened her eyes. She felt good. Relaxed and refreshed, she reached over and finally turned off the annoying buzzing. She sat up on the edge of her bed and smiled as remembrances of last night with Sissy came to mind. She felt so good today. So rested. So... fulfilled. It was amazing what a little fun with Sissy could do for her. She slipped to her feet and grabbed her robe as she headed toward the kitchen to make her coffee. A quick fantasy of Sissy delivering it to her in bed, freshly made, filled her mind. Soon, very soon... she hoped. Chad turned off the "alarming" rock music blaring out of his pink alarm clock. He was panting slightly from the effort and stress of being dragged out of sleep in such a startling manner. His diapers felt super thick and heavy - as usual. Were they heavier than usual today? He glanced down at his blow-up mattress and noticed that the sheets were wet again. Darn it! Despite all the diapers he was wearing, plus the plastic panties, he had leaked! He briefly wished that it could count towards one of Mel's leaking diaper requirements, but that always involved a time limit. How much had he peed last night to make four diapers leak? It had to be an awful lot! He remembered all that she had made him drink last night - way, way too much. He hoped he'd never have to drink that much again. Remembering how much he drank last night, also reminded him of how much he didn't eat because of it. His stomach growled angrily. He realized he was hungry... very hungry. As he waddled his way out toward his kitchen to see if she had left him another note, he realized that for once he was actually looking forward to one of her baby food breakfasts - which meant that he had to be really hungry indeed! Her note was right where he hoped it would be, but it contained nothing new - good! He grabbed his three baby bottles for the morning out of his refrigerator, noting as he did so that they were among the last bottles he had. He had no doubt that replacements would be refilling his shelves very soon. He carried the bottles out to his one and only chair and almost sat down before he remembered that he was leaking already. No use making the chair worse than it already was, even if it was 'old.' He stood up as he started drinking from his first bottle. He immediately realized he was peeing again. Why was it that he hardly knew when he was going to pee anymore - at least in the mornings anyway? Why did it always take so long now to get back to feeling everything again? The answer to that one was all too obvious - Mel and her stupid diaper wetting games. Ugh! And then the small tickle of pee leaking out from under his plastic panties began running down his leg again. Double ugh! His diapers were so bloated that his plastic panties weren't properly protecting him anymore. The thickness was forcing small gaps around the leg openings. He decided that this time he'd take his shower and change as soon as he finished his first bottle. He only hoped that his decision wouldn't cause him more problems later. Mel stirred the pot of baby cereal one last time after turning off the heat. She grabbed one of his colorful plastic bowls and poured it in. She stuck one of his rubber coated baby spoons in the bowl and grabbed one of his bibs. Everything was all ready for him. Now all she needed... her doorbell rang... was him. She went to the door and opened it. She had no choice but to put a smile on her face at the sight of him curtseying to her and greeting her in his sissy voice. "Good morning, Sissy," she replied as usual. She stepped back to let him in and waited until he had set his purse and diaper bag under the small table by the door. She took the plastic bag full of empty bottles from him as she started to look him over. Not too bad. Not too bad at all. He had chosen another skirt and blouse set... fairly casual again. As she looked him over, she suddenly heard an odd sound emanate from him. It startled her a bit and almost made her laugh, but the sound wasn't quite what she would have expected it to be - if it was what she originally thought it was - gas! She had to wonder, which end of him did it come out of? "What was that?" she asked. She was startled to see the slight look of distress on his face. "I'm sorry, Mistress. I'm just so hungry!" His statement brought back memories of their dinner in the restaurant last night. She had forced him to drink so much tea that he hadn't been able to eat hardly any of his dinner. That, coupled with all the other meals of nothing but baby food she had served him lately made her feel a little upset at herself for being so careless with him. She had planned on him eating a lot more of his dinner last night than he had been able to. "Go get in your highchair, Sissy. Your breakfast is all ready." For once, she wasn't glad at all that he would be eating nothing but baby food. She made a point to try to make it up to him... somehow. She quickly tied the bib around his neck and put the tray into place. The minute she set his bowl of cereal in front of him, he attacked it almost ferociously. Hungry indeed! He wasn't even paying the least bit of care as to how much dropped off the spoon as he tried to shovel it into his mouth as quickly as possible. She watched him for a moment before bringing him one more baby bottle to drink - which he ignored - for now. He didn't slow down until the bowl was halfway finished. His bib, his face, and the tray were a mess. He picked up his baby bottle and took a long drink before he paused long enough to take a large breath of air. He slowed down a bit after that, eating more normally - for him. "Feeling better?" she asked. "A bit," he replied as he attempted, unsuccessfully, to put another spoonful of the cereal into his mouth without spilling any. "It's my fault," she replied. "I expected that you would be able to eat more last night." "Too much to drink," he replied as he again dipped his spoon into the bowl. "I know. Tell you what, if you want, you can just finish that bottle, and I'll get you out of here quickly. You should have time then to stop along the way and get yourself a better breakfast." He had been planning to do just that, but he didn't need to tell her. "Thank you, Mistress," he replied as he dropped his spoon in the bowl and picked up the bottle instead. Mel watched him attack the bottle now. Even as hungry as she knew he was, she absolutely had to keep him drinking! The fate of the bet... her fate... actually both their fates, depended on it. Despite how bad she felt over how hungry he was, she almost giggled watching him. His tray was a mess, his bib was a mess, his hands were a mess, his face was a mess, and that mess quickly transferred itself to the bottle in his hand too. Just like a baby! As he finished the bottle, she grabbed the last of his bottles out of the refrigerator and replaced the empty bottles in his diaper bag. It was way past time to make another batch of tea, but that would have to wait until later. Heaven! Pure Heaven! That's the only way Chad could describe his first bite into the breakfast sandwich he had bought. He was so hungry that he had actually bought an extra sandwich along with the meal deal which included coffee and some potatoes. He finished the first sandwich in the parking lot before continuing on to work. When he got to work, he wasn't exactly late, but he wasn't exactly early either. He grabbed his purse and the rest of the breakfast he hadn't eaten yet and hurried inside. "There you are!" Robin exclaimed as she saw him hurrying down the hallway toward his cubicle. "I thought you were going to be late again." He held up the bag containing the breakfast he had just bought. "I was hungry," he replied in his normal male voice. "It took a while to get this." "Girly voice," Robin reminded him. "We're not going to go through that again, are we?" he asked as he set everything down on his desk. Robin smiled. "Not unless you remember to stop talking like a man." Chad just stopped for a moment and stared at her. She did have a point - especially after what he had gone through with Derek yesterday. He shook his head. "I'll try," he finally replied - in his girly voice. "Good!" He pulled his cell phone out of his purse and set that on the desk next to all the food, then he stowed his purse into his desk drawer and began pulling the food out of the bag. Robin shook her head. "I don't know how you do it. You eat doughnuts, you eat breakfast, and still you're losing weight!" "Yeah, but it's because of all the other times when I don't eat hardly anything - or very little at least. In fact, that's why I'm so hungry this morning. I didn't eat much last night." "Why not?" But Chad couldn't tell her the real answer. Instead, he just shrugged his shoulders. "Dieting," he replied. Robin actually giggled. "Ain't it a bitch?" "You have no idea!" "You forget, I live on a diet! And it's not working. It never works. I live my life - starving!" "Well, lately, so do I." "Like I said, dieting's a bitch!" "Yeah! It is!" Mel sat back in her chair and stared at the back wall of her office without really seeing it. She had some time between clients, but instead of worrying about work issues, she was instead worried about Chad issues. Namely, how little time there was left in the bet and how could she possibly make him totally incontinent with only three weeks to go? It seemed like an impossible task. And yet, she had made a lot of progress on him in the last week. She had shaved ten minutes off of his ability to hold back from the week before, but that still left another eight or nine minutes to go - which was an awful lot! The problem was, he was so stubborn that he just wouldn't give in and let her win. He was going to make her work for every bit of it! Well, if he was going to be that stubborn then so could she. Without a doubt, she was going to have to pull out all the stops - use whatever means she could possibly think of! The only problem was, she couldn't think of anything else she could do. Frustrated, she picked up one of the file folders on her desk and opened it. She started reading through the technical jargon explaining the reasons behind somebody's proposal. Then she stopped reading. The paperwork was all about the reasons. It was a tiny idea, not much at all. And it probably wouldn't help much. But still, it was an idea. She turned to her computer and opened up her email program. Chad was doing a lot of nothing when he noticed an email coming in for him. He minimized his web browser where he had been looking at skirts today and opened the email - from Mel! Sissy, I don't care how hard you're working on anything else at work today, find the time to do this! Write me a paper - due today before you leave work. Minimum of 500 words. No mistakes of any kind. Email it back to me. With this subject: "Why I Deserve To Be Incontinent." If I don't like anything at all about it, you'll be doing it over and over again until I'm satisfied with the contents. And every rewrite is going to add another hundred words! I look forward to seeing it as soon as possible. Chad read the email several times. Ugh! He didn't have a clue as to what he could possibly put into such a paper. It was just a good thing that he wasn't doing much of anything else. He closed the email and opened another program to begin writing. He stared at the blank page in front of him for a while... and stared, and stared, and stared at it. What could he write? He had no clue at all. "Break time, Sissy," Robin's, voice rescued him from the entrance to his cubicle. He turned around to face her and gladly got up out of his chair. "What'cha doin'?" Robin asked as they left his cubicle together. "A lot of nothing," he replied in his girly voice. "It looked like you were going to write something," she noted. He shrugged. "I was thinking about it, but I didn't know what to write." "About what?" But he couldn't tell her that. "I don't know." "But you were going to write something anyway?" "Like I said, I was thinking about it." "But you don't know what you wanted to write about?" "Something like that." "You're weird! You know that?" Chad laughed. "More than you know!" They were fairly early again for break so they each got a doughnut. "I just don't see how you can eat so much and still stay so thin!" Robin complained as they headed toward the women's table together. "Like I said, it's all the other times when I don't eat." "But I just saw you eat breakfast, and now you're shoving a doughnut into your mouth too. You're going to gain weight again!" Chad shoved the last of his doughnut into his mouth. "I hope so. Besides, you're having one too." Robin finished her doughnut. "Don't tell anyone!" she giggled. "But really, I can't believe you're ruining your diet like this." "I was just too hungry this morning," Chad explained as a few more women sat down with them. "Too hungry?" one of the women chimed in. "That's my problem. That's why every diet I go on never lasts very long." Somehow, the main topic of conversation that morning seemed to revolve around dieting and food. Chad just sat back and drank his coffee and listened till someone asked him, "So what diet have you been on, Sissy? You're the only one here who seems to be really successful at losing weight." Chad shrugged and careful to use his girly voice replied, "Most of the time I don't eat hardly anything at all. It's just sometimes that it gets to me and I have to eat something else - like today." He leaned forward a bit. "I got so hungry today that I had to stop and buy a fast food breakfast for myself." "And then he just ate one of those doughnuts!" Robin added. "I was hungry!" Chad explained. "I know what you mean," one of the women added. "It was all I could do to resist taking one of those things this morning. I wish they wouldn't put them out here. They're too tempting." "That's for sure!" another woman noted. Her reply was a bit muffled though as she stuffed the last of her own doughnut into her mouth. There were some amused chuckles all around the table. "I just wish that when I cheat," another woman brought up, "that what I eat wouldn't destroy all my efforts so much - 'cause when I cheat, I don't exactly go for the diet foods - if you know what I mean." There was some general murmur of agreement all around. "Don't you fix diet dishes at home?" Chad asked. "Honey, I know the exact calorie count of everything out there. Nothing goes into my mouth that I don't know exactly how many calories are in it. The problem is, that there's still so many calories, and so little food! And at home, I have a family to feed. Do you know how hard it is to cook something for a big husband and two growing boys and only have the tiniest portion on your own plate all the time? Every time?" "Yeah, I know," Chad replied, thinking about all the nice meals he had created only to be served nothing but baby food later. "I doubt it Honey! Till you get your own man in the house and have to take care of him, don't come telling me that you know what it's like!" "Maybe he will soon," another woman laughed. "I saw him and Derek being real chummy outside the building yesterday." "Hey, that's right!" another woman added. "I almost forgot about that. What happened between you two?" "Nothing much," Chad replied. "It turns out he's been avoiding me because Ray is riding his case pretty hard over our date together. Kind of like what everybody else is doing to me!" There was a bit of giggling from the women. "Oh come on," one of the women replied. "This is a dream come true for you. Isn't it?" "I would think so!" another woman added. "Derek's a hunk! And as far as I know, you two have been pretty good friends for a long time." Chad could see that things were quickly heading in the wrong direction. "No. We're..." But that's as far as he got before another women spoke up. "Oh! It all makes perfect sense to me now!" she announced. "You two have been good friends for a long time. Derek got divorced. You got divorced. And now you're getting a sex change so you and Derek can be together. What do you think girls, does that sound about right?" Chad tried to protest, but most of the women were suddenly agreeing with her and asking if that was indeed the case. "No!" Chad said, over and over again. "That's not it. We're just friends." But his protests seemed to get nowhere. By the time break was over, Chad figured that every woman there was thoroughly convinced that what they had been insinuating, was in fact totally true. He only hoped that Derek didn't get wind of it. "So is it true?" Robin asked as they walked back to their desks together. "You're really trying to hook up with Derek? And that's why you're doing all of this?" "No!" Chad replied rather vehemently for the umpteenth time. "You know that's not it!" "Well you never did really explain why you're trying to be a woman now - other than I've figured out that you like wearing the clothes. All you ever say is that it's complicated. And you've got to admit, doing it so that you can get together with Derek is fairly complicated. Not to mention that it makes more sense than anything else." "That's not it," Chad protested once again. "So what is it? What's behind it all?" But Chad couldn't tell her anything about what was really going on. "It's complicated," he finally said - once again. "Bullshit!" Robin replied angrily. Mel stared at the computer screen on her desktop. Like she did earlier though, she wasn't seeing anything other than the thoughts and worries running through her head. What was she going to do about Chad? So little time was left and she had so far to go with him. That silly paper she had ordered him to write a little while ago wasn't going to solve her problem at all. The most she could really hope for out of it was for him to question further why he should bother resisting - and maybe, decide to just let her win. But it was too much to hope for. Way too much! So what was she going to do? She heard Andrea's knock at her door. "Come on in!" Andrea pushed Mel's door open and carried in another stack of file folders. "Here's the latest," she said as she set the folders on Mel's desk. "Not as many this time." "Good! There seemed like an awful lot yesterday." "Yeah, but every one of those folders means money coming in!" Mel sighed. "Very true, very true. But that doesn't make it any less annoying." "Hey, I've got to type all this stuff up first. All you have to do is read it and sign it!" Mel smiled. "And I appreciate it every time." "Sure you do!" Andrea replied like she didn't believe it. But she knew that Mel did appreciate her work and she sometimes even bothered to tell her. "Hey, you seem a bit distracted today. Anything wrong?" "Does it show that much?" "Not really... yes, a bit." Mel sighed. "I've got my back up against the wall with Sissy," she complained. "Again? What's wrong now?" "It's just that... I'm running out of time!" "You mean you're losing?" "No! And yes." "And what's that supposed to mean?" "It means that I'm making progress, but I still have too far to go!" "So he's winning?" "No... and yes." She let out another sigh of frustration. "So what are you going to do about it?" "I don't know... yet." "And what's your big problem? How do you know he's winning?" "He's not winning!" Andrea raised her eyebrow questioningly. "He's not losing either." "It's just that... he's got way too much control still! I mean, I've managed to take most of it away from him, but he works on it while he's at work - all day! I did manage to strip about ten minutes off his ability to hold back from what he could do a week ago, but he's still got way too much ability left. And there's only three weeks left in this bet for me to remove all his control! I'm running out of time!" Andrea just looked at her for a moment. "You said he works on it while he's at work every day?" "It's the only time he can. I've pretty much fixed things now so that he can't control himself any other time - as long as I keep after him." "So if he's working on it while he's at work..." Andrea just shook her head. "I guess there are things you're not telling me because the answer to that one is so obvious that I'm not even going to tell you." "It is?" Mel asked as Andrea headed for the door. "It sure seems like it to me," Andrea replied as she stopped momentarily in the doorway. "But then like I said, obviously there are things that I don't know." "Like what?" Mel asked. But Andrea had already left. "Like what?" she asked the walls. Chad was becoming a bit concerned. He had only been able to try holding back a few times so far today. What concerned him the most was that he just realized that he had peed again - without knowing he was going to do it. He was fairly sure that he hadn't peed much at all this time, but still, he had almost totally missed it. And not for the first time today. Too much to drink! He knew without a doubt that that was the problem. He had already had an extra cup of coffee that he didn't usually get in the mornings - and that was on top of the unusual amount he had guzzled all last night. Way, way too much to drink. If he didn't start cutting back on the amount he was drinking now, then Mel was going to win for sure! He promised himself that he wouldn't drink anything at all when he ate lunch. That should help - he hoped - because right now, it almost seemed like Mel was winning this bet, and he couldn't dare let that happen. He had to find a way to fight back harder. But how? He stared reluctantly at the blank page on his computer screen. What was he supposed to write? Why did he "deserve" to be incontinent? He had to come up with something. He "wanted" to be incontinent - just for the humiliation of it. But that didn't mean that he "deserved" to be incontinent. Besides, he "wanted" it - outside of the bet. For the bet, he didn't want it. Or did he? Well, he did, he just couldn't allow himself to be that way - yet. Confused, he opened up his favorite web search program and typed in a query for reasons to be incontinent. He briefly searched through the pages it brought up - and found nothing - nothing that he could use to indicate why he "deserved" to be incontinent. Frustrated, he closed the search program and stared at his screen again. He finally began typing, but it was only the title. He had written it just in the hopes that it might inspire him. But so far... Still having no clue what to write, he again opened up his web browser and typed the word 'fashion' into the search program. Looking at what the fashion models were wearing was a lot more interesting than trying to write an impossible paper. "No! I'm not going to do it!" "Oh come on. Be a good sport," Ray replied as he sat down on the edge of Derek's desk. "Being a good sport has nothing to do with it," Derek replied as he looked up at Ray from his chair. "Especially in this case!" "But it's the proper thing to do." "Bullshit! And you know it!" "Well I think you should," Ray urged. "Well I think I won't! And that's final. It's bad enough I have to go out with him!" "Her." "Him!" Ray smiled. "Don't be a bad loser." "Well stop being such a gloating son-of-a-bitch winner! I'm not going to do it. So get that stupid thought out of your head!" Ray got back to his feet. "Okay. Have it your way. I'll pick you up on Sunday." "Unfortunately!" As Ray headed back toward his own office, he mused, "Well, if Derek didn't want to do it - willingly, then he'd just have to find a way to make it look like he did!" He smiled as several possibilities came to mind. Poor Derek. Riding his case and spreading gossip about him and Sissy was so much fun. Chad pulled into the parking lot of the gym and parked his car, but he hesitated before getting out. If he didn't need changing so badly he would have been tempted to skip coming here today. He wasn't at all sure how Mel would feel about that, but somehow, he figured that she wouldn't like it. Having little real choice, he got out of the car and grabbed his purse and diaper bag. Cindy watched through the glass door as Chad walked across the parking lot toward the door. As a receptionist, she got to know more of the customers that came in than most of the other employees. But by far, the one that interested her the most was Sissy. According to Cassie, he secretly loved all the humiliation that got heaped on him. She couldn't really understand why, but she had to admit, she enjoyed seeing the silly things he went through. And knowing that she too could tease him and humiliate him only added to her interest. Her only problem was that Cassie had just told her that she couldn't "help" with him again today - not even watch. But Cassie had left her a possible opening. "Not today," Cassie had said. "Not unless he specifically asks you to." So now Cindy had just one thing on her mind, getting Sissy to ask her to "help" once again. "Hi Sissy," she called brightly the moment he walked through the door. Chad mentally groaned. Why did she have to be so cheerful? It had to be a very bad sign. What had she and Cassie cooked up to do to him today? Knowing that he wouldn't get away with not greeting her properly, he dropped his usual curtsey and said hello. Cindy giggled. There was just something about seeing him curtsey like that, that thrilled her all the way down her spine - right down to her toes. She leaned excitedly across the counter. "Can I change you again today?" Chad was caught off guard by her question. She had asked that yesterday, and when he told her no, she had somehow turned things around so that the decision was taken away from him. "I don't seem to have any say in the matter," he replied somewhat flatly. "So that means I can be there?" she asked excitedly. "Wait a minute! Is Cassie really giving me the choice this time?" Cindy backed off, no longer so excited. "Maybe," she replied noncommittally. But Chad was grasping at his own straws. "If that's the case, then definitely - no!" "But I did a good job yesterday," she argued. "I didn't even hurt you when I put that silly little pill up inside of you." Chad shook his head. "I'm sorry, but if I have any say at all in this matter, then I'd rather it be just Cassie. Will you find her for me please?" But Cindy wasn't about to give up yet. "Well then can I just come in and watch? Please?" Chad shook his head again. "I'd rather you didn't," he replied politely but firmly. "Oh pooh!" Cindy pouted. "I've been looking forward to it all day." Chad was suddenly wondering if he had just won this battle. Unfortunately, he couldn't take anything for granted. "I'm sorry," he replied. "But like I said, I'd rather it be just Cassie. I'm more comfortable with just her." "But if I'm there, then you'll get more comfortable with me too!" "I'd rather not!" Chad replied. "Now will you please find Cassie before I start leaking all over everything here?" "Darn it!" she said as she sullenly left her post to go in search of Cassie. Chad watched her leave, split between celebrating his victory over her and worrying about what Cassie might say when she came back. Fortunately, he didn't have long to wait. He dropped another curtsey and said another sissy hello as Cassie entered the gym foyer. "Are you ready?" Cassie asked. Chad noticed that she didn't ask anything about Cindy. "Yes," he replied as he shifted the weight of his diaper bag slung over his shoulder. "Then let's get busy." Surprised that there was no mention at all of Cindy, he followed Cassie back through the gym, noticing as he went that Cindy just went back to her post behind the front desk - rather sullenly, but she went. But the question now was, would she stay there? Back in the little office, Chad started to undress while Cassie laid his things out. By the time he was down to just his diapers, plastic panties and waist cincher, she had everything laid out and ready. She handed him his bottle as he laid down on the floor. As he put the bottle to his mouth and started drinking - and Cassie began removing his plastic panties to change him, he was struck by one thought - just like old times! This was the way it was supposed to be - private! Just Cassie and himself. Thankfully. And somewhere in the back of his mind he prayed it would stay like that, because it was always possible that Cindy could come in at any time. Cassie unfastened his overly saturated diapers and pulled them down. "Somebody's been wetting an awful lot this morning," she declared as she did so. "I noticed that the inside of your plastic panties are a bit wet too. It's a good thing you had them on." Chad didn't doubt it for a moment that he had leaked a bit this morning. It was only just a little while ago that he had begun getting back into the swing of things with really being able to hold back. Granted, he hadn't been able to hold back very long... yet. But hopefully, that would change this afternoon. He had no intention of getting anything at all to drink with his lunch today. Hopefully, that should help a lot! Cassie glanced at his tiny plastic encased organ as she wiped his front side and applied a bit of baby lotion to his skin. His trapped penis was just as tiny as it always was. She had to wonder if the thing ever grew anymore. But a quick glance at the wicked looking spikes just touching his skin on the inside of the device made her remember that he needed to stay as small as possible. It was the only thing that prevented those spikes from causing him major pain. She had seen him writhing on the floor more than once because of those spikes. She quickly slipped his soaked diapers out from under him and inserted two fresh ones in their place. "Okay," she said. "Time to roll over." Chad set his bottle down and rolled over so she could do his backside. Would Cassie "play" with him today like she used to? He was really hoping she would. It seemed like an awfully long time since she had last done it, and he missed it - the only little bit of fun he seemed to get anymore. The feeling of her hands as she massaged the baby lotion into his backside was pure heaven. He shut his eyes and concentrated on it. And when he heard her telling him to "skooch his knees up," the feeling of anticipation he felt was almost painful. He couldn't wait. It had been so long now since he had been able to get any sexual relief. Never had he been allowed to orgasm since this whole bet started. He was kept painfully chaste with no chance of ever getting hard. And then stimulating thing after stimulating thing had been thrown at him - for so long now that his body seemed to react to the stimulation on the inside, but his under exercised organ no longer seemed to respond at all. And if by some chance it did, then he was very sorry for it almost immediately. So much so that he instantly wished he would never try to get hard again. But if feeling the excitement on the inside was all he had left, then it was far better than nothing, and now he couldn't wait to feel Cassie's usual toy up inside of him again... at least he hoped she would use it on him again. The feeling of her finger starting to play with his asshole sent shudders of pleasure and anticipation all through him. He couldn't wait to feel her pushing it in. But she was still holding back, teasing him, building his anticipation. He briefly wondered what Cassie did when she and Sandy were together. And for that matter, what did Sandy do to her? But those thoughts were instantly banished the moment her finger actually slipped inside of him. He held his breath for a moment as she pushed it in, then pulled it back out. In... then out. Deeper, then shallower, then deeper still, then shallow. Over and over. He never knew how far in she was going to push it in. And then her finger was gone completely and he heard her opening the desk drawer to get her toy. And that was the moment he realized that he had to pee again. He had to practice holding back! That was very important. He clamped down hard on his muscles, trying to do whatever he could to build up his strength there. And then he felt Cassie's hands again... and the tip of her toy playing with his anal hole. He felt her trying to push it in, pushing harder and harder. But with all his muscles locked the way they were, she couldn't do it, she couldn't push it inside of him! But he wanted it in! But he had to hold back! "What's wrong?" Cassie asked. "You don't want it today?" "Yes I do. Badly!" Chad replied. "So what's wrong?" "I have to pee! Badly!" he replied. "Oh." Cassie wasn't sure what to do. She pulled her dildo away. "We'll just try another time," she told him. "No!" He wanted it too badly. He needed it too badly. The question was, could he possibly relax his anal muscles enough to let her get it inside of him - while at the same time manage to hold back from peeing? "Try it again," he told her. "But go slowly." Cassie was a bit surprised, but she was willing. She put her toy back up against the little hole in his backside. "Ready?" she asked. It was a moment before Chad felt he had enough control over things to nod that he was ready. Relaxing the muscles of his backside ever so slightly, he prayed that he would be able to hold off on peeing. He felt her pushing harder, then harder. He relaxed more and more. The rounded tip penetrated him further and further, but not fully. And then, almost suddenly, it went in, right past the first few ribs on her toy. He felt totally jubilant as he felt her slowly pushing it further and further up into him. And then she was pulling back on it again. And he was still holding back on his pee. Slowly in, then slowly out. Over and over, faster and faster, harder and harder. His attention now was completely on the wonderful feeling of her toy going in and out of his backside. He closed his eyes again in pure bliss! Cassie watched him closely. Things were now almost back to normal again. He was slowly working himself into a little frenzy over the feelings he was experiencing. And then out of the corner of her eye, she noticed something odd. Then it happened again. She had to bend over to watch more closely to see if she was right. And she almost laughed. Every time she pushed in on her toy, he squirted a little bit of pee out of his chastity device. Almost like a little squirt gun. And it didn't look like he even knew it! Over and over again, just a tiny bit each time. And it kept happening and happening. It was causing quite a little puddle on the diaper that was just below it. Fortunately, the diaper soaked everything up fairly quickly. Chad was in heaven. But eventually, he reached the point where there was just no use continuing anymore. It was that total frustration point where he knew that the release he wanted so badly just couldn't be obtained. Frustrated and disappointed, he stopped, but not before he pushed back and forth just a few more times for just a last little bit of enjoyment. "All finished?" Cassie asked before she withdrew the toy. Chad tried to look back at her and nod, which was difficult. "Yeah," he replied. "How about peeing? Are you done with that too?" Peeing? Had he leaked? He was still trying to hold back! He was still working hard at it! "What do you mean, am I done? Did I leak a little?" "You've been peeing since we started!" Chad was shocked. "I have?" He did his best to look down under him and he was able to see how wet part of the diaper on the floor was. Ugh! He had leaked. "Well, are you done yet?" Cassie asked again as she pulled the toy fully out of him. "No, I'm still holding back." "Then why don't you just let it go and finish what you started so we can get out of here." Still in the same position, Chad relaxed his muscles to let the rest of his pee out, but what came out amounted to only a tiny bit of dribble before it finished. So frustrating! He had failed totally. "Are you done now?" Cassie asked again. "Yeah, I guess so," Chad replied rather sullenly. "Then roll back over so I can get you diapered up again." "Aren't you going to replace the one I just wet all over?" "Why? You wet them a lot more than that every time you come in. I'm sure you're used to it. Besides, that's the inner diaper that I went to all the trouble to cut slits in. I don't want to do that again to another diaper." Reluctantly, Chad rolled over and set his backside down on the already wet diaper. He could feel the wet spot high up near the back of the diaper as he set his backside down on it. So much for starting the afternoon of in dry diapers. It was just a good thing he enjoyed them being wet! Cassie grabbed the jar of suppositories and made a show out of opening it and pulling one out. She showed it to Sissy. "I know you just love these things, don't you?" she teased. Chad mentally groaned. "Just for once, can't you please leave it out? Please?" Cassie shook her head. "Sorry. These little beauties are one of the main reasons Mel wants me to change you every day. Lift your knees up for me." Once Chad was in position, she pushed his legs up further, once again exposing his backside that she had just finished playing with a minute ago. Palming the suppository in her hand, she stuck only her finger way up inside of him. Once again, he would never know what he didn't get... and hopefully, he would never see any difference. Gloria took a sip of her iced tea and set her glass down. So far, the lunchtime conversation with Mel had been fairly nice - nothing at all about Chad or any of the usual things Mel had been consumed with for the last two months. But this time, Gloria herself was wondering about things. Things like... did Mel remember anything at all about last night during the time that she had been in a trance? Gloria was more than a bit worried about that, only because Mel was her friend and trusted her. But how could she bring it up without telling Mel what really happened? Her mind was so preoccupied with this question that she didn't seem to realize for a while that Mel was talking more than usual, much more. And the things Mel was talking about were so disjointed that they almost made no sense. "Mel! Wait a minute!" "What?" "You're carrying on about nonsense." Mel slumped back in her seat. "Sorry," she replied. "I'm just trying to keep things... light." Gloria was suddenly more worried than ever. Did she know she had been hypnotized? "I appreciate that you want to keep it light, but... jeez... you don't have to work so hard at it. What's bugging you so bad?" As usual, Mel realized that her friend knew her all too well. "Sissy... and time!" "I should have known." Actually, Gloria was relieved. It meant that Mel still had no idea. Well, hopefully, she would never know. "It's just that, there's so little time left in this bet, and I have way too far to go with him. You heard him last night, he still has so much darn control! I have to take it all away from him - in just three more weeks!" "Sounds like a lot of time to me." "No it's not! He should be totally there by now! He's just... fighting me too hard!" "And winning?" "No! Never! At least... I hope not." "But he could win." "Not if I can help it!" "Of course not." Gloria was getting sick of Mel's over obsession with Chad and their stupid bet. And Mel didn't like to lose! "So what are you going to do about it?" Mel shook her head. "I just don't know. The problem is that he works on it constantly while he's at work. I don't let him work on it any other time." "So? You've still got three weeks." "Yeah, but... well, things may come up where I can't control him as well." "Like what?" "Ugh! Like this stupid date we've got this weekend. I wish I'd never done that!" "Why? Just because of Chad?" Mel just looked at her for a moment. "Partially." "So there's more?" Mel nodded her head a bit. "Kind of." "Okay out with it girl!" "It's just that... well... I think I'd rather be going with his date instead of the guy I'm stuck with." "Hey! I saw those pictures. The guy's a hunk!" "Yeah, but he's a woman chasing, conniving, bastard who only wants to get it on with as many women as he can." "So? As far as I know, you're not looking to get married anytime soon. Let him jump your bones and enjoy it." "Ugh! I'd rather it was Sissy's date!" "So you've got the hots for Sissy's guy instead?" "No! Not at... well, maybe. Just a little." "So let him jump your bones instead." Mel just rolled her eyes. "Not right now. Maybe when this bet is over with. But not right now." Gloria just shook her head. "Well, if you're going to toss any of them away, send them in my direction. I'd give my right arm to go out with either of them." Chad stared at his blank computer screen, and stared, and stared. He still didn't know what to write for Mel's stupid paper. He had to write something though. He didn't want to think about what kind of punishment she would dish out if he didn't at least make a good effort. But there just wasn't any good reasons he could put down. None! Feeling defeated once again, he opened instead the spreadsheet where he kept his progress for the bet. Twenty-one days to go... still! Three weeks! Just one week less than a month! An eternity! He was more worried than ever about all the progress Mel had made in him. He had been having more and more trouble holding back every day. Every day he managed to hold back less and less. How could he hold out for another three weeks? It was way too much time. What was he going to do? He moved to the space next to yesterday's date and filled in the exact time he remembered - eight and a half minutes. Another minute lost over the day before. Another full minute! Mel was making more and more progress. Twenty-one days and yesterday he had only made eight and a half minutes. And so far, today was looking even worse. Twenty- one days. The way things were going, if he lost a full minute every day, then Mel could win this thing by next week! He had to find a way to fight back! But how? He quickly glanced over at his column of reasons to win the bet. Respect, friends, and a life! The rest of it barely mattered right now. But even his three main reasons meant little to him today. All he knew was that he still wanted to win this thing... and so far, he was losing. Not wanting to think about it anymore, he closed the spreadsheet and went back to fretting about what to write in the paper Mel wanted. Mel was looking at her calendar and her plan for Sissy. According to the schedule, this was one of the days when Sissy wouldn't get one of the suppositories at lunchtime. He didn't get one last night either. She briefly wondered if he would realize it, and more importantly, would he be able to control that part of him now? Her thoughts were interrupted by the ringing of her cell phone. "Hello?" "Hey Mel. It's Cassie." "Hi Cassie. What's up?" "Hey, I just wanted to tell you about Sissy today. You would have loved it." "What happened?" "I got a chance to play with him again today like I usually do - when we're alone." "Yeah?" "But this time, just before I started using my little dildo on him, he claimed he had to pee. I had a bit more trouble getting the thing into him because his muscles were all tightened up to hold back, but eventually it went in and he got into it." "So what happened?" "Oh Mel, you should have seen it," Cassie laughed. "Every time I pushed the thing in, he squirted out a little pee from the other side. It was hilarious! And the poor guy didn't even know he was doing it. By the time I finished, he thought he still had to pee, but when he went to let it out, almost nothing was left. I tell you, it was so funny!" Mel chuckled a bit herself. "I can imagine," she replied. "Say Cassie, did you put one of those suppositories inside of him today?" "I thought he wasn't supposed to get one today, so I just faked it." "Good. He's not supposed to get one. I'm just wondering how they're working, that's all." "Last I heard he couldn't tell the difference. But I don't know about now. I guess you'll have to ask him." "Yeah. I guess I should. Say! While I've got you on the phone, I need your help with something I'm lining up for tomorrow. I'll be talking to Sandy in a little while about it too." "Okay. What do you need?" Mel smiled before she continued. Operation Robin was getting closer and closer! Ray entered the little alcove where the copy machine was located and opened the publication of new industry regulations to the first page he wanted to copy. As he lined up the book properly on the copier he heard someone coming into the office behind him. Before he could hit the copy button, he heard a nearby woman's voice talking to another woman. "What do you think about Sissy and Derek?" the woman asked. Ray stopped his hand from touching the copy button. The words Sissy and Derek completely caught his attention and he wasn't about to do anything to prevent him from hearing what was being said. "Oh God," the woman at the desk replied. "I guess it makes more sense than anything else." "But he keeps claiming it's not true!" "Yeah, and they used to claim the earth was flat! I still think it makes the most sense." There was a slight pause before the other woman answered. "Yeah, I guess it does. Still... You'd think we would have caught wind of it before this." "I don't know. You know how men can be. And something like that I guess I would want to keep a secret too." "Yeah, I suppose. Is this all the stuff for marketing?" "That's it. Thanks for picking it up this time." "No problem." Ray peeked his head out of the alcove and watched the woman walking away. What the heck were they talking about? Whatever it was, it sure sounded... interesting! He finally hit the button on the copier, then lined up five more pages and copied each of them. On his way back to his office, he stopped at the woman's desk. "Hey," he said, "I couldn't help overhearing you talking a minute ago. Something about Sissy and Derek? What's going on?" "Oh," the woman said. "It's nothing. Just something we were considering at break earlier this morning." "And what's that?" "Well, it's probably not true anyway but... we got to wondering if maybe... since Sissy just got divorced and Derek is also divorced that... well... maybe Sissy is getting a sex change so that he can be with Derek." Ray's eyes went as wide as saucers. "You have to admit," the woman continued, "it kind of makes more sense than anything else. Sissy totally denies it of course, but then, I guess I would too if I were him." She watched the startled look on Rays face for a moment before she asked. "You know Derek pretty well, what do you think?" Ray was still groping with all the possibilities, but finally he replied, "I wouldn't be the least bit surprised." Chad was grasping at straws. He had to write something, so he went for the thing that hurt the most - the truth. It might not exactly be why he "deserved" to be incontinent, but it was the best he could come up with. And the painful truth was that he wanted to be incontinent just for the humiliation of it. Something inside of him seemed to know that fact so that's what he put down. Now the trick was to fluff it out with enough trash to make it sound good. Having something he could finally start writing, he went to work. A little while later, the humiliation factor led him to another thought. One that had been mentioned a few times when this bet first started. If he was incontinent and in diapers all the time, then he wouldn't have to take bathroom breaks while he was performing his duties as a sissy "servant." Having two subjects to write about now made his task that much easier. He only hoped that Mel would buy it when he sent it to her. As he worked, he kept glancing more and more at the clock on his computer. Was it break time yet? The only reason he was wondering was because he was a bit thirsty. Since he purposely didn't get anything to drink with his lunch, now he wanted something. Besides, Mel had him so used to drinking something almost constantly that now his body seemed to miss it. He was starting to do better at holding back though - finally! That much alone made being a little thirsty totally worth it. As break time drew near, he closed the paper he was writing before Robin could get a chance to see it. He opened his web browser again and went back to looking at the fashion web sites. If only he looked like those models. Any of them! Mel walked her client to the door and shook hands with him as she did with many of her clients. Once he was gone, she turned back toward her office. The waiting room was empty except for Andrea who was typing something at her desk. She stopped in front of Andrea's desk and waited until she had finished typing and could look up. "Okay, I give up. What's so obvious? How can I keep Sissy from holding back at work?" "You're kidding, right?" Andrea asked. "You mean you really don't know?" "No! That's why I'm asking." Andrea just shook her head. "Well, like I said, I'm sure there are things I don't know about so you can't do it." "Like what?" "I don't know! That's the point." "Okay, well, there's nothing I can think of. So what are you talking about?" "I don't believe you don't see this already." "What is it?" Mel asked, her voice full of frustration. "Well, you said that the only time he can work on holding back is when he's at work, right?" "Yeah. So?" "So... don't send him." "Huh?" "Don't send him to work. I mean, the guy's probably got some vacation time, doesn't he?" Mel's jaw dropped wide open as she stood there in shock. It was so obvious! Why hadn't she seen it? "Thanks, Andrea! I owe you!" she said quickly before she hurried back to her office. Don't send him to work! It was so obvious. This time, instead of emailing him, she picked up her cell phone instead. "Break time Sissy," Robin's voice called from the entrance to his cubical. "Hey, what 'cha looking at?" She walked in closer so she could see his computer screen. There were several pictures of models on it. "Hey, I've seen those. They're beautiful, aren't they? Have you seen the one in the teal print dress yet? It's a couple of pages in." "Not yet," Chad replied. "I haven't gotten that far." "So go to the next page and see if it's there. I want to show you the shoes she's wearing." Chad started to click toward the next page in the website, but he was suddenly interrupted when his cell phone started ringing. He quickly picked it up and noticed that the call was from Mel. "Hello?" he said, carefully using his 'girly' voice. "Sissy," Mel's voice replied. "What are you doing?" "Um... Robin and I were just about to go to break." The stupid Robin woman again! Mel was so glad that she would be getting what was coming to her very, very soon. She could just picture the two of them walking hand in hand to break together. The very thought of it made her sick. "Sissy, I need to know if you have any vacation days available." Chad was a bit surprised by the question. "Vacation days? I guess so. I'm sure I have at least a week left." "Good! I want you to put in immediately to take off the entire last week of our bet together." "The whole last week?" "You heard me. Now arrange it, or I'll do it for you. Of course, you may not have a job left if I have to do it. Let me know as soon as you can get it arranged. Got it?" "Yeah. The whole last week. I'll let you know." "Good. How are you coming with the little paper I assigned you? I'm still waiting to read it." "I'm working on it," Chad replied. "Well get it done! No excuses!" "I will." "Good. Don't forget, nail salon tonight. Are you going to keep your current nail length or get them cut shorter?" "I hadn't thought about it," Chad confessed. "Well, if you do decide to get them cut, don't get them too short." Chad was only surprised that the choice was going to be totally up to him. "Like I said, I hadn't thought about it yet." He glanced down at his long purple fingernails. Even in the lavender color, they looked so much more feminine with the longer nails. "I do kind of like the way they look when they're this long." "Good," Mel replied. "Oh, and you should consider a different color. Maybe something in the red to pink range. Maybe more towards the red end." Chad had to wonder why she was being so specific. What did she have planned for him now? "I'll think about it," he replied. "Good. Let me know the minute you know about your vacation!" "I will," Chad replied. "I will." "What was that all about?" Robin asked. "Mel wants me to take some vacation time from work." "When? The last week of the month?" Chad did some mental calculating and realized that the last week of the month was also the last week of the bet. "Yeah," he replied. "So what's going on? Where are you going?" "I have no idea. She just wants me to take off." "So are you?" Chad couldn't tell her at all that he really had no choice in the matter. "Probably. I could use a few days off anyway." "Well, you just better not come back with a complete sex change without telling me first. I'll kill you!" Chad laughed. "No chance of that!" - he hoped. He had no idea why Mel really wanted him to take off or what she had planned for him. He wasn't even sure he wanted to know. Knowing Mel, she might have the most outrageous plans for him. He just hoped it wasn't really a trip anywhere. That would be very embarrassing! "So are you going to cut your nails shorter?" Robin asked as they headed out into the hallway together. "I hadn't thought about it," Chad replied as he again glanced quickly at his long lavender nails. "I don't know how you manage to do anything with them that long." Chad just shrugged. "You get used to it." As they walked, he was a bit amazed. Wasn't that the very thing he often wondered when he saw women with long nails? Now a woman was asking him! Mel hung up her phone and stared at her back wall for a minute. It was so obvious! Why hadn't she thought about it before? And now that she had ordered him to do it, she immediately felt better about things. With an entire week to work on him, she was sure she could win this bet! And speaking of taking off! She punched in Andrea's number on her office phone. "Yes?" Andrea's voice came back. "Andrea. Check my schedule for the last week of the month. Clear as much of it as possible. Everything if you can." "So you're trying to take off too?" "As much as possible." "Hang on a minute," Andrea replied while she was still on the phone. She quickly glanced through Mel's calendar. "I only see a couple of appointments that will be almost impossible to get out of. But other than that, I can probably move things around so you have most of the time available." "Good. Do what you can Andrea. Thanks." Mel suddenly felt better than she had all day. Things would be even better now that she was going to take some time off too. Well, most of the time anyway. There were still a few pesky things that evidently she would have to attend to, but compared with being able to spend time constantly working on Sissy, she considered whatever would still be on her schedule to be minor little nuisances that couldn't be helped. With that problem finally ironed out, she was able to turn her thinking instead to much happier thoughts - like teaching Sissy ballet. She needed to come up with a routine for him now. Something he could perform in public. And she couldn't wait! Derek didn't dare go down to the break room, even though he would have enjoyed a cup of coffee. Maybe he could just go out somewhere and get one, or maybe he could send one of his co-workers after a cup. But there was no way he was going anywhere near that break room while Chad... Sissy might be there! Ray was on his way to confer with one of the other managers about the new government regulations on their industry when he had to pass by Derek's office. He was a bit surprised to see Derek at his desk. The temptation to rub something in and get Derek's goat a bit was just too much. He delayed his meeting for a moment and went in to see Derek instead. "You sly dog!" he announced as he entered Derek's office. "What?" Derek wasn't at all happy to see Ray again, especially not with a grin that big on his face. "You sly old dog!" Ray repeated excitedly once again. "Now what?" Derek asked with more than a hint of annoyance in his voice. He just knew that Derek was up to something that he probably wouldn't like. "You should have told me!" "Told you what?" "You lost that bet on purpose!" "I what? What are you talking about?" "The bet. The poker bet. You lost it on purpose... you sly old dog you!" "Ray, how could I lose that bet on purpose? Why would I ever want to do such a stupid thing? Especially with the consequences I'm facing now because I did lose!" But Ray was still grinning from ear to ear. "I'm afraid the word is out now boy. You should have just told me. I would have understood perfectly." Derek was getting more and more frustrated with Ray, not to mention downright angry. "Told you what? What word is out?" "Why, about you and Sissy of course. You should have told me." "Told you what?" Derek yelled back. "What about... me and... Sissy?" he spat the last word. "Why, you and Sissy have this... 'thing' for each other. And he's getting a sex change just so that you two can be together. You sly old dog you!" Derek's face was going purple. He was on the verge of exploding. "That's not true and you know it! Stop this bullshit!" "But I didn't start it," Ray replied happily. "It's all over the company now." Ray was shocked. "All over..." "You sly old dog you..." Ray said one last time as he walked out. Derek was fuming. All over the company? Ray had to be kidding! It was the craziest thing he had ever heard. Common sense would show everybody that! He did his best to try to ignore what Ray had just said and chalk it up to more of Ray's teasing. Man did he ever need some coffee now. No, not coffee, a good beer instead! No, not beer, something much, much stronger! The woman who Ray had originally gotten the rumor from was just getting up from her desk to go to the break room when Ray "just happened" to be walking by. He stopped just long enough to speak a few words with her about company business. But before he left, he managed to "slip in" just a tiny bit more. "Oh, by the way!" he added, "remember what you were asking me about earlier... about Derek and Sissy?" "Yeah?" the woman asked, suddenly very interested. "Well, it looks like you were exactly right. Oh, he didn't want to come out and just admit it, but I got enough out of Derek so that I know it for sure!" "You're kidding!" the woman replied, totally shocked and amazed. Now she couldn't wait to get to the break room. Wait till the girls heard this! The huge grin was back on Ray's face as he watched her hurrying for the door. Chad would have skipped getting a cup of coffee, but he simply wanted something to drink too badly. Besides, it might look odd if he suddenly didn't take one like he usually did. But he was finally doing better at holding back now, so he allowed himself the small - luxury? He hated to think of it like that, as a luxury, because every bit of liquid he put into his system still had to come out the other end. He was sitting at the table sipping at his coffee, listening with one ear as the women talked about problems with their kids, when another woman came hurrying into the room and right up to the table. "Girls, girls!" she called excitedly as she approached the table. "I just got the news!" "What news?" several of them asked. "Remember what we were discussing about Sissy and Derek earlier?" she asked as she looked straight at Sissy. "Well, it turns out that we were right! Derek admitted it to Ray just a little while ago and I heard it straight from him!" The level of excitement at the table tripled at least. Chad just felt stunned and sick! "No! It's not true!" he yelled. But nobody was listening to him. Every one of them totally ignored his pleas of denial. "Sissy!" Robin yelled excitedly over the din of everybody else's excitement. "You should have just told me! Derek confirmed it, so you can stop denying it now." Then she thought of something else. "Girls! Girls!" she yelled excitedly to get everybody's attention. "Sissy is taking some time off later this month. I'll bet he's going to get his sex change operation then!" Chad was even more shocked. "I'm not getting a sex change!" he yelled over the incredible excitement all around him. But nobody was listening again. None of them would believe him. "I'm not getting a sex change!" he yelled once again in frustration. "And Derek and I aren't getting together. There's nothing between us!" But nobody would believe him. They were all too excite

Same as The Bet - Chapter 42 Videos

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The Bet of Bets

The Bet of Bets I. "So whatdoyouwannabet that the CEO is going to hire John as his VP of Finance?" A casual question, but it was rooted in a long-term back-and-forth argument I had with my wife, Joanne, about women in business. You see, she owned a business-a bridal shop to be exact-and we were always going back and forth about who had a better head for business. The question revolved around John Markham, a member of the "good old boys club" at the company I work for as an...

4 years ago
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Witch Chronicles 002 Elizabeths Story Elizabeth

Witch Chronicles 002: Elizabeth's story: Elizabeth by JRD Author's Note: Here's the second part of the Witch Chronicles. The installments of this story line are republished under the heading "Witch Chronicles". Here are their original titles: WITCH CHRONICLES 001 - A TG Witch's Tale WITCH CHRONICLES 002 - Elizabeth's Story-Elizabeth WITCH CHRONICLES 003 - Elizabeth's Story-Lynn WITCH CHRONICLES 004 - I Was a Teenage Sorceress Pt 1 WITCH CHRONICLES 005 - I Was a Teenage...

2 years ago
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Mathew and Beth part 3 Trip down southquot

It was a warm night in Georgia when I arrived for a very special meeting, This was not about business but it was very important to him as he was coming to meet for the first time his internet “friend”. Shannon his friend was a very subservient women who was proud to be just who she was and although for this first meeting they had something a little different in mind to give her master a new experience. What she didn't know was that I had a surprise for her as well, he was a bit of a romantic...

4 years ago
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Daughters Beth Bethany and Daddy

Daughters Beth, Bethany and Daddy My first sexual experience was when I lost my virginity when I was sixteen. I became involved in incest with my oldest sister Anna. She had broken up with the latest boy friend. She was furious that he had never satisfied her sexually when they fucked. Even though she would suck and fuck him, he would not reciprocate by having oral sex with her. He did not like the idea of putting his mouth on a pussy.Since I was available at home, my sister trained me to give...

Incest
2 years ago
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Brothers Incestous Bet Chapter 4 Little Sisters Dripping Passion

(An Incestuous Harem Story) Chapter Four: Little Sister's Dripping Passion By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Maria Reenburg “Now come with me and we'll get started on what you can do for me,” Vanessa purred. The African American woman had a naughty grin on her face. Her wavy, black hair spilled about her hungry features. She was my father's secretary at his office in the state capitol. Her fake boobs stretched her blouse, her short skirt...

3 years ago
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Kathy und Betti Watson German

Kathy und Betti WatsonKapitel 1Betti Watson f?hlte ein hei?es Kribbeln in ihrer jungfr?ulichen Muschi, als sie ihre schmalen H?ften auf dem Sofa hin und her bewegte. Ihr blaues Bikini-H?schen schmiegte sich eng an ihre hei?en, geschwollenen Schamlippen. Das seidene Material rieb angenehm an ihrer M?se. Das Gef?hl war schockierend gut, sogar besser als das in ihren Brustwarzen, die bereits steif waren. Es war schrecklich f?r das M?dchen, so zu f?hlen, besonders, weil es in der Wohnung ihrer besten Freu...

4 years ago
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Theater bet

This is not by me but I like it For those of you who have read some of my other stories, you'll know that I am not one to back down from a wager. Hubby and I had scheduled a seven-day Mexican Riviera cruise for the Fall, and I wanted to bring my sister along too. Unfortunately my sis was still suffering the economic woes of a recent divorce, and could not afford to buy her own ticket. That's when I approached hubby and suggested we gift her the tickets. He was not at all receptive, given the...

1 year ago
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Babette Johnny And Me

The other day when I was flicking through one of my many scrapbooks, I came across a photograph of a young naked blonde girl on a beach. Underneath it I’d written, ‘Babette, Argeles summer two thousand and four,’ and the vivid memory of my first wonderful threesome came flooding back. Ever since I can remember, we enjoyed annual summer holidays in Southern Europe within easy walking distance of a nudist beach, but now that my brother, sister and I were in our late teens or early twenties, this...

Group Sex
2 years ago
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Brothers Incestous Bet Chapter 1 Brother and Sisters Incestuous Desires

(An Incestuous Harem Story) Chapter One: Brother and Sister's Incestuous Desires By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Sean Reenburg I stepped out into my backyard, strings of lights running from the various sculpted plants and statues to illuminate everything. Knots of people were gathered throughout while servers in crisp, white shirts (whether they were men or women) and black slacks moved through the crowd holding trays with various horderves...

4 years ago
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Brothers Incestous Bet Chapter 7 Sister Helps Breed Mom

(An Incestuous Harem Story) Chapter Seven: Sister Helps Breed Mom By mypenname3000 Copyright 2018 Sean Reenburg Anger was rising in me despite the bliss that billowed through me from cumming in my sister's pussy. She was trembling against me, sandwiched between Dad and me, his cock buried in her asshole. He had a pale look on his face. He wasn't thrilled having to deal with his secretary, Vanessa, who he, apparently, was fucking. A woman who'd abused my little sister today. When I...

4 years ago
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Brothers Incestous Bet Chapter 2 Sisters Teasing Delight

(An Incestuous Harem Story) Chapter Two: Sister's Teasing Delight By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Maria Reenburg I woke up with energy the next day, eager for the bet with my brother before I realized I had to wait a week. A week before I could start seducing dad. I just had to give my brother a head start. I was being charitable. After all, I was a cute, sexy nineteen-year-old temptress. When I went to work for my daddy's political office...

4 years ago
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Babette

Babette By Margaret Jeanette Holly Hunter sat in her dad's office She had stopped in to visit with him as she seldom saw him. Their conversation turned to an area Holly dreaded. Her dad was a successful contractor who had built his business up being fair and honest with his customers. Jim Hunter was a workaholic who wasn't happy until a job was done. He said, "Holly, I love you but you are twenty-five years old. When I was twenty-five I was already married three years. You...

3 years ago
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Brothers Incestous Bet Chapter 8 Little Sisters Horny Passion

(An Incestuous Harem Story) Chapter Eight: Little Sister's Horny Passion By mypenname3000 Copyright 2018 Maria Reenburg I was trembling in delight as Mom sat down at the conference table in my father's office at the State Capitol building. His secretary, that whore-bitch Vanessa, was sitting across from Mom, the cunt looking arrogant like she had nothing to fear. She had her arms crossed beneath her boobs, lifting those fake tits and thrusting them out before her, her stretchy top...

3 years ago
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Beths Erotic AdventuresChapter 10 Beth meets Maries parents

They were feeling recovered when they arrived at Beth's house, although their cunts still felt stretched and sore. "I guess I should go home," said Marie "Don't, please stay." "If your sure?" "I am, I don't want to ever loose you." "What about your husband and kids?" "They will all love you." "I need to go home and get some clothes and stuff, will you come with me." "I think we'd better take a shower first, in fact looking at the state of us I suggest we leave it...

2 years ago
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Antheas baby 1

“What’s wrong? What’s wrong?”Anthea looked up at her mum as she sat down at the dining table. “Nothing is wrong,” Anthea responded watching as her mum hurriedly dried her hands with a tea towel.“Is the baby okay? Are you okay? Is Jack okay?” she asked as her husband came into the room and pulled up a seat at the table.“We’re all fine Mum,” she responded exasperated with her mum’s anxiety. “I have something to tell you.”“Sit down Helen,” her dad snapped. “Give the lass a chance to speak.”Anthea...

3 years ago
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My Sister in law Lizbeth

So my wife is excited. Her brother who lives in California and she hasn't seen in a few years decided to take a family vacation. They are coming to visit us in San Antonio. It's himself, wife and their two boys. The boys and him are cool to hang out with. We always have a good time when we spend time with them.Now his wife, Lizbeth is a different story. She's very pretty, nice tits and ass. She is a solid MILF The only downside is that she is batshit crazy. Also is clinically bipolar, takes...

4 years ago
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Elizabeth To Beth

By Beagle 9690 October 2006 I am a Correction Officer assigned to a maximum-security prison of some notoriety in Western New York. I have lived alone since my wife passed away five years ago. The term insurance that I carried on my wife paid off all debt, and added to my net worth. It did nothing to console my loneliness. My house is a large three-story brick farmhouse. Stately and mature black walnut trees surround it. I also had a large stands of oak and hard maple trees 400 yards...

3 years ago
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A present from MaryBeth

True story? You decide A couple of years ago, I decided to lose weight and bought a bike for exercise. A few years later, I got a gym membership. Last Christmas, because I got tired of riding the bike in rush hour I got an elliptical machine. Between the workouts at home and at the gym and the long bike rides, I was, if I do say so myself, turning into middle-aged stud muffin. As I was trimming up, my wife of fifteen years was making no headway. She was always on the heavy side. With the...

Toys
4 years ago
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Elizabeth To Beth

Authors Note: I quote in part from a review on one of my stories Painting The Rose. The review Stupid is as stupid does 01/20/09 By Anonymous in USA: ‘The sex was minimal, and for the most part, not there. Hence, some might not have liked it for its lack of vicarious luridness. This Story does not contain vicarious luridness. To Anonymous in USA: Thank You! I am a Correction Officer assigned to a maximum-security prison of some notoriety in Western New York. I have lived alone since my wife...

4 years ago
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How I Became Mistress Mischelles sissy maid babette

How I became Mistress Mischelle's maid babette sissy babs This is the beginning of a multi-part story that I am working on with my wife. She wrote the part "Mischelle's maid babette's training" and submitted it to Fictionmania. It was added on 7/24/2007. I suggest that you open up another Internet window and have that story ready but don't read it until the character in this story is reading it. After reading my wife's story then return to this one but...

4 years ago
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Uther

Uther By Ellie Dauber (c) 2006 Introduction According to the legends of King Arthur, Merlin changed Uther Pendragon into a double for Duke Gorlois, so he could spend the night with Ygraine, the Duke's wife. Ygraine and Gorlois had three daughters: Elaine, Morgause, and Morgan le Faye. During their time together, Ygraine became pregnant with the child who was to become King Arthur. Uther's men killed Gorlois that same night. This is my TG (of course) version of what...

2 years ago
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Carruthers Bride

The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...

3 years ago
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Bettes Bar Bet

First off I live way out in the country. The closest neighbor is almost a half mile away across a creek and behind a hill. I walk around the house and yard naked whenever possible. It make going out and doing things like feeding the horse and dogs or doing something that required me to bend over or be on my hands and knees interesting sometimes. We have six outside dogs, all male, and there were times that one or more of them tried to mount me. My friend Bette kept telling me I should let them....

2 years ago
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Brothers Incestous Bet Chapter 5 Mom and Dads Incestuous Surprise

(An Incestuous Harem Story) Chapter Five: Mom and Dad's Incestuous Surprise By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Maria Reenburg My brother's words, claiming that Daddy was an idiot for not wanting to fuck me, gave me the sexy confidence to do this. There was no dumb Vanessa to cock-block me. That bitch wouldn't swoop in and steal Daddy's erection this time. I would get his dick in me. I would finally fuck my sexy father. I marched back to...

1 year ago
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Motherless Vintage

Do you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...

Vintage Porn Sites
3 years ago
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Althea

I should have known better. I should have remembered that old saying, "If it looks too good to be true, it is." I was in love. She was damned near all I thought about with the exception of my studies and it didn't make sense to me. I prided myself on my intellect and my ability to think logically, but there wasn't anything logical about the way I felt about Althea. She was beautiful, smart and very popular and I was not. I wasn't a bed looking guy, but I was nothing exceptional. I was...

1 year ago
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Motherless Images

Motherless. A one-word website title that says everything it needs to say. This is a site where the rules are, more or less, completely thrown out the window, morality means absolutely nothing, and there is nobody to save you from it. Hedonism is God here.The site likely is also called this due to the fact that the girls who end up on motherless.com likely have no positive female influence in their lives to keep them from it. Motherless is the place parents spend their whole lives fearing that...

Porn Pictures Sites
1 year ago
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Motherless Amateur

I always considered Motherless the “4chan” of porn. Not only because Motherless was somewhat popularized there, but because Motherless also encourages users to share their own content in a very open way. This means minimal bullshit like moderation and censorship, and a strong “anything goes” attitude that leads to free and extreme content. It encourages people to create and upload their own homegrown content, like videos of their girlfriend pissing or spycam videos of their cousin....

Amateur Porn Sites
1 year ago
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Motherless BBW

What is it about Motherless that makes me fucking cum every time? Maybe it is how raw and amateur the porn on the site comes across as, or the content is just that fucking hot. Perhaps it is the fact that there is an astronomical amount of pornography just waiting for a dumb fuck like you to beat off to! I really don’t know, and frankly, I’m not going to pretend that I do.But what I do know is that if you love BBWs, the Motherless.com homepage will not be of much use! Preferably, head on over...

BBW Porn Sites
1 year ago
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Motherless Voyeur

Have you ever heard about a website called Motherless? Home to all kinds of kinky porn niches, with a side of the mainstream crap? If you are into some questionable fap content, you might want to check this website out. Plus, Motherless is a free porn website, so you can browse as much as you fucking want. Now, I am not really here to talk about the website in general… I am here to tell you about their amazing category, called voyeur porn.The world of voyeur fucking is a rather interesting one....

Voyeur Porn Sites
3 years ago
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Elizabeth To BethChapter 2

"How peaceful he looks when he is sleeping, my big stubborn sweetheart...my love, with not a care in the world. I'm so happy, I won't get a wink of sleep at all tonight.... my mind is just racing...isn't it wonderful. Poor Stanley, how did Margaret put it, hmm... yes that's it, she said, "hum dinger" and "smitten, Richard is smitten with you." Stanley is going to have one hum dinger of a shiner, a black eye when he say's the early Mass tomorrow morning. Dear Margaret, you...

2 years ago
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Aether Guardians

The Five Kingdoms of Arstoria had been embroiled in the Great Ancient War for centuries. The war came to an end when Kalace, the Wizard King conquered the five lands and brought them under his rule. Kalace, the Wizard King of Arstoria, conquered all of his opponents who were unable to deal with his overpowering magic. When Kalace had united the five kingdoms, he brought peace to the warring kingdoms and was revered and celebrated by his later generation. Kalace, however, had a dark weakness in...

Fantasy
1 year ago
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Motherless Creampie

Woah, did Motherless.com get a facelift? I know I suggested it in my review, so I guess they listened to me! Well, I’m not going to brag too much about it, and instead, I’m going to focus on what I’ve set out to bring you today. We’re looking at an amateur website, and I just know that many of you are begging for amateur creampie content, so that’s what we’re looking at. I know how much you think Motherless can look sickening and pretty gruesome at times, but the creampie content can be quite...

Creampie Porn Sites
1 year ago
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Motherless Cuckold

No matter what type of porn you may be in the market for, Motherless has an ample supply of it, and cucking is no different. Actually, this might help to explain how you ended up being such a pussy little cuck.The journey that brought you to my website reading cuck porn reviews started in your childhood. A fair portion of my readership is actually motherless. Why, you ask? Your guys' moms chose a life of cucking and riding cock instead of raising you fucks properly.Don't worry, gents. I'm in...

Cuckold Porn Sites
1 year ago
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Motherless Horror

I browsed the horror stash at Motherless all morning, and now I don’t know if I should jack off or go hide in the closet until the danger has passed. Then again, hiding out might give me the perfect opportunity to rub one out in the peace and safety of the dark. Who knows who—or what—might be peeping in the windows with nefarious intent if I sit at my desk and shake my dick at the screen. Just like when I masturbate at the local Starbucks, I’ve got to be sure to balance the potential pleasure...

Extreme Porn Websites
1 year ago
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Motherless Incest

Incest porn has been a staple of pornography since the very first incel caveman realized that he couldn’t find fresh pussy out and about. He resorted to sniffing a whiff of his mother’s loincloth when she wasn’t looking, and beating his old cave meat into a leather sock.Now personally I’m not into the whole mommy-son dynamic – I’m a classy guy. But it’s no secret people like to get freaky when the lights go out, and if you’ve got a stiffy in your hand and you’re on Motherless, you gotta go...

Incest Porn Sites
2 years ago
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Bets a Bet

I take my daughter to a dance class each week. Her teacher is Nicky and I have to admit I have always had a thing for her although as a married man I never intended on acting on my desires. What is more I always thought the fit and bubbly dance instructor was way out of my league. Standing about 5 foot 6 inches tall and weighing around 110 pounds, Nicky is 30-years-old. She has long, brown hair that is rarely not tied back in a ponytail while one of her most outstanding features is her...

4 years ago
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Betsys JourneyChapter 8

Betsy felt good about letting Jim down easy and she was glad he took the breakup without any hard feelings. The fact he got a great job offer in the Midwest, skillfully arranged by his father, was probably the biggest reason Jim didn't get hurt badly by the breakup. There was no doubt in Betsy's mind that Bernie would, and could, do almost anything to achieve a goal. Whether it was a business or a personal goal didn't matter to a man with power and influence. Her life story continued with...

2 years ago
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Absinthe Makes the Heart Grow Fonder

Thanks to my usual cast and crew of Editors and Advance Readers, most of whom prefer to pretend that they don’t know me and wisely wish to take no responsibility for any part of my addled writings... Il n’est rien de réel que le rêve et l’amour - Nothing is real but dreams and love (from Le Coeur innombrable, IV, Chanson du temps opportun by Anna de Noailles) She was my one true mistress and ever faithful lover, my Green Lady and guardian of my dreams and now that I was back home...

2 years ago
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Thea Chapter Four

When the car with Jake in it became a dot on the horizon, Thea turned to go back in the house. Suddenly Floyd appeared. “Mrs. Thea, how you be?” Smiling, she knew immediately what he wanted. He had that look and a glance at his crotch confirmed it. The imprint of his cock was prominent as it pushed against the material. “Looks like everyone is gone.” Floyd said. His eyes looking out over the farm. “Yes, I am by myself for at least the next few days.” She replied in an...

3 years ago
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Betsys JourneyChapter 4 A Love Affair With Thomas

Betsy readied herself for the next chapter of her life story. She was lying comfortably on the bed in her spare bedroom and quickly fell into a dreamlike state. Her relationship with Phil was over and now she dearly wanted to reminisce about Thomas. Betsy had met Thomas, even had a torrid affair with him, during her relationship with Phil. Now her mind drifted back almost twenty years. With the official end of summer, she got home Monday evening feeling sad. Betsy was sad remembering the...

1 year ago
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Betsys JourneyChapter 9

Betsy returned to her life story refreshed and ready to reveal another chapter. She lay on her bed, realizing that she was getting older, but wondered if she was getting any wiser? Betsy was living with Doris and Bingo and her entire focus was on her career, which was growing more successful with each passing semester. After a disastrous one-night stand with John, Betsy was only too glad she wasn't dating any man on a steady basis. Doris also engrossed herself into her modeling and it took...

2 years ago
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Thea and Sam

“Well, hell,” Thea said as she wiped the beads of perspiration from her face. “I guess ‘spring’ is here, huh?” “Yeah. It’s supposed to be cooler at higher elevation,” I replied. We took a few minutes in the shade by the rocks before rejoining our boyfriends. The four of us had driven up into the pass to hike. According to the weather report, the last coolness of a fading winter was supposed to continue through mid-week, but they were wrong. Actually, from our view from Eagle Point, where we’d...

1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

Free Porn Tube Sites
1 year ago
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Motherless Interracial

Ah, motherless, here we are again. A site known for offering such a variety, that no matter how fucked up your needs are, there is a high chance that you will fulfill them here. However, I am not here to blab about the site in general; I am here to talk about one particular category, interracial. As for those who want to know more about the site, there is a whole different review on my website instead.As for those who came here to learn more about that interracial lovemaking, I got your back....

Interracial Porn Sites
3 years ago
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Betsys JourneyChapter 10

The summer rolled along with Betsy fixing her new house. There wasn't too much wrong, but she meticulously remodeled and redecorated things until all the rooms were the way she wanted them. The house had a nice backyard, which gave her the chance to plant beautiful flowers, and she felt like a real homebody for once in her life. It was a wonderful feeling and soon she developed a longing for deeper roots. Nothing out of the ordinary happened until winter was almost over. That was when GE's...

3 years ago
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Betsys JourneyChapter 5 A Love Affair With Thomas Continues with Susan

With many tears, Debbie moved. Betsy stayed in contact with her for several years, but by and by, the letters and phone calls stopped. She still thought of her dear friend every once in awhile and felt immense regret for not keeping in closer contract with Debbie. Then Betsy realized their friendship was just like any other. They would always care immensely for each other even if their heartfelt emotions faded with time. The winter came and went. Thomas met her family and Betsy even...

4 years ago
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Bettina und ihr Lover 1 Teil

Ich bin der Phillip, bin 18 Jahre und gehe noch zur Schule. Wohne also noch bei meinen Eltern. Bislang hatte ich mit dem anderen Geschlecht noch keine Erfahrungen gemacht gehabt, bis sich folgendes letzten Herbst ereignete:Wie so oft war ich bei meinem Besten Kumpel bis spät abends um an der PS4 zu zocken. Irgendwann drückte aber doch die Blase und ging auf's Klo. Mein Kumpel war noch mitten drin am Zocken, während mein Char im Kugelhagel abgeknallt worden war. Während ich mich erleichterte...

1 year ago
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Becoming A Slut Wife Bettina

Did you ever do something on the spur of the moment and have it change your whole life? I did. I have no idea why I did it or what even put the thought into my head. Just one or two seconds is all it took to change my life forever. My wife is what some might call pleasingly plump. At five feet, one hundred and twenty-five pounds (a good bit of it stuffed into her 34C bra) she is a voluptuous bombshell. Add long black hair that hangs down to her ass and legs that just cry out "fuck me" when...

1 year ago
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Theos LIfe as a Weresquirrel

Theo had been changing into the squirrel too much, he knew that now... as a pulse of heat raced through his body from his groin. He realized that he shouldn't have come to the office.He had been spending most of his days at the squirrel in his home deep in the countryside. Teleworking most of the time, as the squirrel he felt no need for clothes, his heavy furred balls resting between his thighs as his paws raced over the keyboard. The sharp claws on his paws clattering loudly as he typed,...

Fantasy & Sci-Fi
1 year ago
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Motherless Scat

It’s time to go to the land of chocolate fountains and golden showers. That’s right. Scat, piss, shit, and every fluid in between. Ever fuck a chick in her ass and freak out when you see that little bit of shit on your dick? Then I’m sorry to say that scat isn’t for you buddy. Were you the only one of your friends that saw two girls one cup and didn’t get grossed out? If so, it’s time to celebrate it! Don’t get pissed off, get pissed on! Scat porn has the craziest, kinkiest chicks and dudes...

Scat Porn Sites
1 year ago
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Motherless Fappening

I’m not saying anything controversial when I say men love seeing women naked. It’s a fact of life as fundamental as gravity. It’s a force of nature that cannot be stopped by beast, man, or God. It’s an eternal truth and a divine mandate. As sure as the sun will rise, men will attempt to view as many women naked as they possibly can. Any man not doing so is either a sad or a gay one.This means that any woman a man sees regularly is mentally stripped down during every interaction. If any women...

The Fappening

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