The Bet - Chapter 39 free porn video

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The Bet by Karen Singer Chapter 39 (Tuesday - week 6) It was a familiar dream... or a similar one. He was off somewhere playing poker with his buddies and again he was dressed in his silly sissy baby outfit, complete with pacifier and baby bottle. He was playing cards while seated in his highchair at the same table with everybody else. He felt himself wetting... and the feeling disturbed him, made him sad. It made him sad enough that he started crying. And then Mel was there, talking softly and comfortingly, hugging him, calming him. She pulled his highchair away from the table and removed his tray. She unfastened the safety strap that held him in place. Then she picked him up out of the chair and carried him a short ways off. She handed him a fresh bottle to drink before she lovingly changed his diaper. He felt wonderful, loved, and complete as she did it. It was the best feeling in the world. And then his world suddenly turned upside down by the intense volume of his pink alarm clock playing rock music to wake him up. He was ripped out of his warm wonderful dream into the real world where the loud volume grated on his nerves, forcing him to roll off of his blowup mattress as quickly as possible and turn the darn thing off. Silence! Blessed silence! Except for the sound of his loud breathing as he tried to recover after being pulled out of his nice sound sleep so abruptly. Ugh! It was morning... mostly. Another day. Another work day. Another day he would have to face horrible humiliation after horrible humiliation. Ugh! He noticed the sting of his backside inside his bloated and messy diapers. It hurt! Still! It felt kind of like the diaper rash he had endured a few weeks ago, only located solely on his bottom. He waddled carefully and painfully out to the kitchen to see if she had left a note for him last night. She had said she would... and she did. He read it - same as usual. Nothing new. But he was still glad that she had left it. He pulled one baby bottle full of juice along with two more of her lousy green tea out of the refrigerator and carried them out to his lonely chair... his only chair. He started to sit down gingerly because of his stinging bottom, but stopped himself before he got very far. Maybe it would be better to not sit down today. His bottom already hurt, why make things worse by sitting on it? He set down two of the bottles on the chair and kept one of the bottles of tea to start with. He put it to his mouth and nursed on it, hardly thinking about what he was doing. But then drinking from a baby bottle now was mostly his normal way to drink anything. Drinking from anything else was becoming more and more of a rare opportunity. As he drank, he wandered around the empty expanse of his living room. He actually found that he enjoyed moving around, if only because he wasn't "locked" into staring at the embarrassing pictures on his wall - located directly in front of his only chair. Yes, this was much better than sitting in one place all the time. The only problem was that his bottom still stung with every step that he took as his messy diaper rubbed against his raw bottom. Mel was wide awake. She couldn't sleep. And it was early! Okay, she didn't feel all that great, but that was just her period. She was kind of used to that. The problem was that she couldn't get her mind off of Chad this morning. Chad and her problem with keeping him from using his old male voice. Chad and her problem with making him incontinent so she could win the bet. Chad and her problem with why she wanted him to be at that stupid poker game tonight. Chad and her problem with... the beating she had given him last night... or rather the fact that she had lost control last night. That was the real problem. She had lost it. That was something that only happened rarely in her life. Why did it have to happen last night? Ugh! Realizing that she wasn't going to be able to go back to sleep, she rolled out of bed and put her robe on. A trip to the bathroom to pee and check her pad followed. She decided the pad could wait until she took her shower. It was only her second day after all. The coffee pot was her next stop, and nothing else was going to interfere with that! She scooped out the coffee grounds, added the water to the pot and turned it on to brew. She remembered a few days ago when she had Chad come over early and he had fixed her coffee for her before she got up - again. Maybe she should have him stop in every morning before she got up. No, he was already getting up early enough... and he had more than enough to keep him busy in the morning. Maybe it was time to invest in another one of those pots that she could program to automatically come on before she got up. No, that wouldn't work either. She couldn't ever remember to set it up at night before she went to bed. Besides, in a few weeks she would have won the bet and Chad would be there all the time to fix her morning coffee - and everything else too. Yes, that was going to be soooo nice! Once her coffee was made, she carried her cup back into her bedroom with her. She opened her closet to look through her clothes. The questions was, what was she going to wear to the poker game later. Something very casual for sure... yet sexy. That was a must. She really wished she wasn't on her period. Sexy and period just didn't go together very well. She pawed through the clothes in the closet, moving hanger after hanger aside, until she came to one multi-hanger that held half a dozen of her skirts. She pawed through each one from the top down, not expecting anything to catch her eye. But one did, the very bottom skirt. She hadn't worn it in about ten years. She didn't even know why she still had it. It was too short... decadently short! The grey-black fabric was flecked throughout with shiny silver. It was stretchy and fitted. It was really... very sexy! And... it was perfect! Cassie got to work early every morning because that was the only time that many of the gym's members could take advantage of the programs and facilities. Very often, she was the first one there and opened the doors. But not this time. She found their receptionist, Cindy, already there, and oddly enough, waiting for her. "Good morning, Cassie," Cindy called brightly the moment Cassie got through the door. "Morning, Cindy," Cassie returned as she continued walking past the front counter. "Uh... Cassie?" Cassie turned to look back at Cindy. "Yes?" "Did you happen to ask about... you know? I mean... um... if I can... you know... watch today?" Cassie had completely forgotten about Cindy's request yesterday to watch her changing Sissy's diapers. She was tempted to just tell her no, that she couldn't watch and not to ask again, but then she remembered Sissy's reactions yesterday whenever she mentioned Cindy possibly watching. "Yes I did ask," she replied. "And unfortunately, Mel left it all up to me. She didn't say yes or no." "So?" Cindy asked hopefully. Cassie shook her head. "I'm just not sure." "Please!" Cindy begged. Cassie was getting a bit flustered by the request. She shook her head again. "You don't know what we... I mean, there's things we do there that..." She just didn't know how to properly answer Cindy's request. She wasn't really sure she wanted Cindy to see everything that went on when she changed his diapers. Finally, she decided on an answer. "Tell you what. I'll try to work something out, but don't expect much. Okay?" Cindy was totally elated though. "Yes, yes! Great! Oh, thank you!" Cassie just nodded and walked toward the back. What was she going to do? She really should have just said no to her request. But... Cindy's face beamed brightly as she watched Cassie walking away. Now she couldn't wait until lunchtime when Sissy would arrive! The knock on Mel's door was right on time - as it should be! Mel had just finished preparing his breakfast and had already dumped the baby cereal out into a pink plastic kiddies bowl for him. She wiped her hands on a dish towel and went out to open her door. "Good morning, Mistress," Chad greeted her with his usual curtsey. Mel still thrilled every time she saw him do that one tiny little ritual. She really couldn't get enough of it. "Good morning, Sissy," she replied as she stood back and let him in. She waited until he had set his purse down under the table by the door. Then she looked him over carefully. "The blue earrings today, I see," she commented. "I hope they're okay," Chad replied. "I kind of wanted to try something different today." Mel smiled. "They're perfect! They go well with the blue in your skirt." "That's what I was hoping." Mel smiled. "Into the kitchen," she ordered. "I've got your breakfast all ready." Chad walked into the kitchen, but he paused before he sat down in his highchair. Sitting down was going to hurt and he knew it. He hadn't sat down all morning since he got up just because of that. He turned around to put his back to the chair, and very slowly backed up to it. The highchair had been made from an old bar stool, so he had to literally climb up onto it. But once he had started, there was no way to stop or even try to sit down slowly. The process forced him to sit down hard on the seat and slide himself backwards all the way into it. The stinging pain registered immediately. He tried moving around to try to get it to hurt less, but all that did was to aggravate the problem further. He gave up and tried to sit as still as possible while Mel put the tray in place in front of him, locking him into the seat. No way out of the chair and off of his stinging bottom now! Mel had watched him as he climbed up into the chair. Obviously his bottom still hurt. Once again she felt the guilt from what she had done to him last night. Why had she lost control? Okay, she had been very frustrated - with a lot of things... and okay, her period had started, but it had only just started yesterday. There was really no excuse! "It still hurts?" she asked, just for something to say. "Yeah," he replied in his sissy voice. "You could say that." She stopped as she was about to tie his bib around his neck and looked straight at him with a caring look on her face. "Did I say I was sorry?" He nodded. "Yeah. I know." "Good!" She finished tying the bib in place and picked up the bowl of baby cereal she had prepared and set it down in front of him... along with a tiny baby spoon and a full baby bottle of juice. His usual breakfast. She refilled her coffee cup and leaned back against the counter to watch him making a silly mess of things. Chad grabbed the tiny spoon in his left fist like he was supposed to and dipped it into the cereal. Very slowly and very carefully, he brought it to his mouth - which he opened as wide as he could while he leaned further toward the spoon so it wouldn't have as far to travel. Success! He actually managed to get it all into his mouth without spilling any. And then he heard Mel chuckling. "You look more like a toddler than ever!" she laughed outright. It was a moment before she could collect herself to say anything else. "Did you put plenty of baby lotion on your backside today?" Chad nodded seriously. "A bunch. It still feels weird and wet back there." "It better feel wet - but not from the baby lotion!" Chad only nodded as he dipped his spoon back into the cereal. "Don't worry, it is. Several times over." He sighed with a bit of frustration before he again attempted to get the cereal to his mouth without spilling any. This time, he heard Mel laughing before he got it to his mouth - which only caused him to spill it onto his bib - which only made her laugh harder. Ugh! But at least Mel seemed to be in a better mood today. Chad looked at his desk chair the same way he had looked at the driver's seat of his car... the same way he had looked at the highchair he had eaten his breakfast from... the same way he had looked at the one and only chair in his apartment after he got up this morning. That is to say, it didn't exactly look inviting today. But he had endured worse and he knew he couldn't exactly stand up all day. Gingerly, he sat down - and noticed Robin breezing by the entrance to his cubicle an instant before his bottom hit the seat. He paused just before it touched. "Hi Robin," he called. Was that her gym bag that she was carrying? "Hi Chad," Robin returned, mostly from over the wall. Chad sat his bottom all the way down into the chair. Yeouch! But the stinging soon turned to a numb discomfort that he was determined to ignore... hopefully. As usual, Robin was back a moment later, her hands finally empty. "Let me see," she said the moment she got in. There was really no question as to what she was talking about, she wanted him to stand up so she could see his outfit properly. "Uh... do I have to today?" he asked. "Sure. Why not?" "Uh... because I just sat down." Robin laughed. "You're getting lazy in your old age!" She walked over and pulled playfully on his arm to get him to stand up - which he did, but slowly. At least standing up didn't hurt as much as sitting down. "Hey! New earrings!" she exclaimed as he was still getting to his feet. "I like them. Where did you get them?" "The same store I got the ones I wore yesterday." "I liked those too. How many pairs did you buy?" "Three from that store and a nice pair of pink ones from a better jewelry store." "I'm surprised you didn't get your ears pierced in the jewelry store instead. I would have felt safer about it." "I asked, but they didn't do it there." "Oh." She looked him over and smile. "You look pretty good again. That's one of the necklaces you wore yesterday, isn't it?" Chad looked down and pulled the single wooden necklace out from his chest. "Yeah. Mel said that the necklaces could be worn separately or together, so today I wore just this one." She nodded. "Nice. So have you figured out what you'll be wearing to the poker game tonight?" She smirked teasingly, "Derek will be there!" Chad actually blushed. "Mel has that all figured out for me. She just hasn't told me what it will be yet." But in the back of his mind, all he could picture was the silly super short baby dress that she sometimes made him wear. "Hey, was that your gym bag I saw you with earlier?" "Yeah. It's Tuesday. I'll be going right after work." Chad wasn't really happy to hear that. He was still convinced that the only reason she had joined in the first place was to find out what he did at the gym, which he figured couldn't really be very difficult to find out at all. He was only surprised that she didn't know already - but he was still hoping to keep it that way! "Why bother?" he asked, still trying to dissuade her from going. "Chad! We've been through this before. I need it! And besides, you know my husband won't exactly be happy if I quit when I've just gotten started." Chad just nodded. "Yeah. Men!" Robin nodded in agreement. "Men!" It wasn't until Robin had left his cubicle that Chad finally, gingerly, sat down again. Whew! Mel sat back in one of the chairs just outside of the room where she and one of her clients would be meeting with the judge. The meeting had been postponed for a short while until the judge would be ready. Her client had wandered off to use the rest room while he still had the chance. The opposing client and his lawyer were further down the hall talking. Mel had nothing better to do than to sit back for a while and wait. But instead of concentrating on her client's needs, her mind wandered instead to the upcoming poker game that night... and Chad. But this time she wasn't really thinking about why she wanted him to go to the game, or why she should want to go either. She really had no idea as to the answers to those questions. So instead, she tried to concentrate on how she could make Chad's evening more... memorable? Or exciting? Or fun? Or perhaps - just plain outrageous. A few thoughts came to mind, but mostly she kept going back over the things he had told her in the restaurant last Friday - things he had been very worried about. As she went over each item from his list in her mind, she had to control herself to keep from laughing out loud as she pictured each thing that he had mentioned. They were all great ideas. But really, should she use them? They certainly were funny. And they would certainly be memorable - for everyone. And they would certainly be exciting. And they were without a doubt - outrageous! She tried to imagine how he would look sitting at the poker table drinking from a baby bottle while everyone else was drinking from beer bottles. Now that really would be hysterical! She already had him using bottles in all the public restaurants. This wouldn't be that much different. And then there was his adorable little pink baby dress. Little was right! There was certainly no way he could hide his diapers with that on! And finally... the word would be out about him and he wouldn't be trying to hide anymore! And after that, he would no longer have any excuse at all for not using his sissy voice all the time - even at work. And she definitely planned to make him use it at the game later. Everyone was going to know! He would have no way of denying his sissy state at all. And presto! No more excuses from him - and consequently, no more trouble! Problem solved! A clerk poked her head out the door and motioned that it was time for them to enter. She glanced up the hall to see her client just coming back - perfect timing. With a broad smile still on her face she went into the meeting. She already knew what the outcome would be. She had warned her client. She knew that the opposing lawyer knew what it would be too, yet both clients wanted to try to get more. Both sides presented their arguments for getting everything... and then the bargaining began. It was a long and tedious dance, but for the client's sake, necessary. Of course, the additional billing time she would charge wasn't all that bad either. One item after another was put on the table, argued over, and then removed. Over and over again she consulted quietly with her client, just as the opposing lawyer did, trying to get the client to accept the solution. Tempers flared between the clients and both lawyers had to calm them down. Near the end, they had agreed on most of it - an agreement built on compromise after compromise. But still the clients wouldn't agree on the final outcome. In the end, the judge finally stepped in and made one final decision and ordered both parties to just live with it - like it or not. Mel did her best to console her client, the opposing lawyer did the same. At one point she privately caught the eye of the opposing lawyer, it was obvious that they both agreed with the judge, but they were representing their clients so the meeting had to go as it did. Compromise after compromise. And in the end, the judge had decreed one more final compromise. But as happened so often in her profession, compromise was the name of the game. She left the meeting feeling tired and wasted. Not at all ready to go back to her office and dig into more. She made a mental note to look for ways to charge her client a bit more for the extra effort. She got back into her car and pulled her cell phone out of her purse. She punched in Andrea's number and was rewarded to hear her assistant answer the phone promptly. "Hi Andrea, it's me. Is there anything pressing going on there that I need to get back before lunch?" "Nothing that I can see," Andrea replied, already knowing exactly what was on Mel's schedule. "Good. I'm going to go shopping for a bit, then have lunch with Gloria. I'll see you after that." "Good enough, Mel. I'll hold the fort here." Mel chuckled. "Like always," she replied before closing her phone. She started her car and headed out towards the mall and parked near one of the nicer major clothing outlets. Once inside, she wandered casually around the various sections of the store, looking at this and that. Finally, she stopped in one aisle and stared at the display for a moment. Perfect! It would be just what she needed - that is, if they had something else to go with it. That something else turned out to be fairly easy to find. "Hey Sissy," one of the women in the break room started, even before he had reached the table with his coffee, "did you ever work out that problem with your friend Mel that you were talking about yesterday?" Chad was surprised that the woman would even remember. He was tempted to tell her that he wasn't the one who had been discussing it, everyone else was - even though it was his problem and he had told them it wasn't a problem. Women! "It really wasn't a problem," he repeated again. "So what was it?" another woman asked as she too sat down. "Nothing," he replied with a small wave of his hand. "Oh come on! It had to be something or we wouldn't have been talking about it yesterday. What was it that you couldn't do?" Chad shook his head. "I'm not going to talk about it!" he repeated. "Even though it's not really a problem?" someone asked. She looked over at the woman next to her. "Sure sounds like a problem to me - he's just being stubborn!" "You got that right, girl!" her friend replied. "Hey," another woman called, "Are you still going out with Derek tonight?" Chad was flabbergasted. "I'm not going out with Derek!" he replied testily. "Where'd you get that idea?" "Well, excuse me," the woman replied. "I thought someone said that you and he were going somewhere tonight." Chad shook his head. "No... well... it's just a poker game - and we're not going together! We're just going to be there at the same time, that's all." "Oh," the woman said as if she really understood. "So are you two going to be getting together?" Chad was more than shocked. "Get together? You mean Derek and I?" "Well, yeah. You do hang with him don't you? And you are going somewhere tonight - even if you're not going together. I mean, you're dressing like a woman, and he's a man and... you know. Get the picture?" Unfortunately, Chad totally got the picture. Women! Where did they come up with these things? "No! Derek and I are not - getting together - as you put it. We're just friends. He's been my friend for a long time. And that's it!" "I was just asking, that's all," the woman replied half heartedly. Chad just couldn't believe it. Women! Where did they come up with these things? Chad rarely approached the door to the gym without feeling at least some measure of trepidation and today was no different. But as he opened the door this time, he couldn't help but notice the overly excited look on the receptionist's face as he walked in. He immediately began to worry, if only because she seemed to enjoy teasing him so much. He immediately became a lot less worried though as he saw Cassie standing nearby. "Hi Sissy," the receptionist said cheerily. Chad wondered if her greeting sounded overly cheerful. He tried to ignore her since Cassie was right there. He dropped his required curtsey to Cassie and said hello to her in his sissy voice. Cassie's face immediately turned from pleasant to annoyed. "That wasn't very nice!" she scolded. "You completely ignored Cindy's very pleasant greeting. Now say hello to her before we go any further - and tell her you're sorry while you're at it!" There was just no use trying to avoid it - he should have realized that from the start. He dropped another curtsey for the receptionist and said hello then apologized for ignoring her. He did it all in his sissy voice because he knew that if he didn't she would only complain and he'd have to do it again. "He really is so sweet," Cindy said excitedly to Cassie. Cassie just sighed. "Sometimes, Cindy. Sometimes." She turned to Chad. "Let's get you going." This time, she let him lead the way towards the back. But before she turned the corner out of sight, she paused and looked back toward Cindy. She held up her hand with all five fingers extended. Cindy nodded, knowing exactly what Cassie was telling her - five minutes. Back in the room, Chad got undressed while Cassie dug into his diaper bag. She pulled out one of his baby bottles, two fresh diapers, his jar of suppositories, some wipes and a plastic bag to put his used diapers into. She quickly slit the outer lining of one of the new diapers she pulled out so it could let the overflow pass into the other diaper that would be put over it. By that time, Chad was finally down to just his bra covering his glued on breast forms, his waist cincher, and the plastic panties covering his diapers. She waited until he laid down on the floor, then she handed him his baby bottle to start nursing on. As soon as she saw him contentedly drinking from his bottle, she got to her feet instead of pulling down his plastic panties. She saw him look up questioningly. "Just keep drinking that thing," she told him. "I'm not going anywhere." Chad went back to nursing happily on the bottle, but that didn't last long as he realized that Cassie had just opened the door. He looked up and saw her moving back away from the door and just as quickly, someone else was coming in - the receptionist! Cindy! "Cassie, what are you doing?" "Hush!" Cassie replied quickly as the door was closed again. "Mel left this totally up to me, and as far as I can see, you don't really have any say in the matter." "But..." "I said hush! Now go back to drinking your bottle." Cindy was trying, unsuccessfully, to stifle her laughter. He was laying there drinking a baby bottle - like a baby, with his diapers fully on display. Never mind the totally incongruous bra and waist cincher. They could easily be overlooked. "A bottle?" she exclaimed the moment she could get past her surprise. "He's drinking from a baby bottle?" "What did you expect?" Cassie asked as she again knelt down next to Chad to begin working on him. She noticed that Chad was still so shocked he hadn't put the bottle back into his mouth. She reached up and guided it back towards his head. "You better keep drinking that or we'll never get out of here," she told him. Chad barely realized that he sucking from his bottle again. He just couldn't believe it! Cindy! The receptionist! Here! Where he was getting changed! Why had Cassie agreed to this? It wasn't right! His attention was suddenly torn partially from the fact that Cindy was watching as he felt Cassie pulling his plastic panties down his legs. And now Cindy was going to see him getting changed too! Was Cassie going to let her see everything? He was suddenly very worried about that! Cassie pulled the plastic panties off of him, then reached up and grabbed one of the tapes holding his outer diaper closed. With more flair than usual, she pulled the tape up. The rest of the tapes on that diaper went exactly the same way. Cindy actually held her breath as she watched Cassie pulling up the tapes from his diaper. She watched even more raptly as Cassie casually pulled the diaper back between his legs. And then she was hugely shocked to see a second diaper underneath! "Another one?" she asked. "Sure! He can't go all morning with just one diaper. Even with two diapers I'm surprised he doesn't start leaking before he gets here." Cassie reached for one of the tapes, then stopped. "Why don't you remove this one," she said to Cindy with a wicked grin on her face. Chad didn't even think before he began complaining again. "But Cassie..." "Hush!" Cassie ordered once again. "Which one of us is laying here drinking from a bottle like a baby? Which one of us is here to have their very wet diapers changed - like a baby? And which one of us is actually the real adult here? Do you think a baby should have any say in the matter?" Without waiting for an answer, she reached up and once again guided his bottle back to his mouth. Then she turned back to Cindy. "Okay, go ahead." Cindy was actually giggling - even more so after Cassie had finished telling him off. Excitedly, she reached out to grab one of the tapes, but she stopped her hand short. "Eww! He looks awfully wet! I'm not going to get any of that on my hand am I?" Cassie just shrugged. "Probably not - but maybe. The tapes should be dry, well mostly dry. No matter what, you're going to need to wash your hands after this anyway." Cindy plucked up her courage and grabbed one of the tapes. With a fairly hard tug, she ripped it open. She looked up at Cassie. "Not so bad." One by one, she pulled the remaining tapes. "Now what?" she asked. "Now you pull the front of his diaper down like I did the first one." Chad, baby bottle in mouth, was doing his very best to lay still and ignore what they were doing down there - which was proving to be impossible. He still couldn't believe that Cassie had allowed this girl to be back here with them - let alone help. But here she was! Cindy reached out with two fingers and almost gingerly grabbed the very edge of the top of his diaper. Carefully and slowly she pulled it up and then down toward his legs. Then she dropped it with another huge shock. She stared and stared, but she couldn't believe what she was seeing. "Is that... I mean, isn't that a... God! And it's got a lock on it too!" Cassie just smiled. "That's to keep him from playing with himself." "Does it work?" "What do you think?" Cindy was still too shocked to answer. Finally she asked, "Can I touch it?" "Go ahead." Cindy reached out her finger carefully and just barely touched the plastic casing around his penis with the very tip of her fingernail. She quickly pulled it away again. Then, hesitantly, she reached out with the same fingernail and tapped on it a few times. "Huh!" she grunted. As she was doing that, Cassie noticed something that Cindy wouldn't have. His trapped penis inside the device was definitely a bit bigger than usual. Not a lot, but it was definitely bigger. She looked up toward Chad's face. His eyes were open wide as if from fright, he appeared to be drinking from his bottle mindlessly but furiously, and... was that a look of pain registering on his face? She remembered the tiny teeth inside the device, designed to give him pain any time he got hard. Yes, he was probably in pain. How much, she didn't know. She reached out and grabbed his chastity device with her fingers and shook it back and forth a bit. No further reaction from him. "Here," she said to Cindy, "grab it like this and shake it a bit." "Uh... are you sure?" Cindy asked tentatively. "Yeah. Don't worry, it's not going to bite you!" Cassie didn't add that if Chad got any harder, then the device would definitely be 'biting' him. She watched as Cindy lightly grabbed the device and moved it from side to side a little bit. "Harder!" she coaxed. "Pull on it if you want." Cindy wasn't at all sure about what she was doing, but she grabbed the device more firmly and started moving it all around. Then she began pulling lightly on it as if she was going to pull it off of him. When the device refused to come off, she began pulling harder - and harder! Cassie saw the pain registering in Chad's face. He had stopped nursing on his bottle even though it was still in his mouth. Suddenly the pain must have increased because he gulped in a quick breath and his body seemed to jerk a bit. "That's enough!" Cassie said quickly to Cindy. She looked down at what Cindy was doing and just caught a glimpse of how hard she must have been pulling on his device. Cindy shook her head. "I didn't come off! I pulled pretty hard, but it really didn't budge at all!" "That's the whole point," Cassie replied. "What would be the use of locking it on him if he can get it off?" Cindy said nothing. She just continued to stare at his chastity covered penis. She had seen very few naked men in her life and never once imagined anything like this. "I think it's time for you to get back out front now," Cassie reminded her. "I've got to finish up with him." Cindy rose to her feet, still staring at his plastic enclosed penis. "Thanks Cassie. That was... incredible!" "Did you have to do that?" Chad asked, as soon as Cindy was gone. "Do what?" Cassie asked as she began wiping the front of him off. "Let her in here." "I told you before, I don't see where you have any say in the matter!" She paused before she asked. "Did she hurt you?" "Yes! When she pulled so hard on that thing it hurt a lot!" "I think you were hurting a bit even before she started pulling." When Chad made no reply, she leaned a bit closer to his head. "So it turns you on to have strangers see you like this?" "It's embarrassing!" Chad replied with a hint of anger. Cassie just smiled. "Which means it turns you on." A moment later, she asked him to roll over so she could work on his backside. The minute she could see his backside though, she got quite a surprise. "Somebody's been naughty!" she exclaimed. "That's not diaper rash - for sure!" When Chad still remained silent, she reached out and touched the red area of his bottom - no real reaction. She grabbed a wipe and wiped him clean, noting as she did so that he defiantly registered pain from the cloth scrubbing his skin. She poured a healthy amount of baby lotion into her hands and began rubbing it very cautiously onto his bottom. Chad jumped at the cold lotion touching him at first, but otherwise, he endured it fairly well. "Would you rather skip the other play?" she asked him. That was usually the part of this that Chad liked the best. But somehow, he really wasn't in the mood for it at all today - probably because of Cindy. "Can we skip it?" Chad asked. "We can if you like," Cassie replied and reached for the jar of suppositories. It was Tuesday, one of the new days he was supposed to actually get one. She saw Chad starting to roll back over. "Uh, uh!" she grunted, stopping him where he was. "We've got one other little matter to take care of first. Don't forget these things," she said as she held the jar up near his head. With more show than usual, she opened the jar and pulled one out, making sure that he knew she actually had one. She saw him look away, not wanting to see it at all - which was really just fine with her. Since she hadn't played with his backside before hand, pushing the little thing up inside of him was a bit more difficult than usual, but really not all that hard. "There! All done," she said, sounding very satisfied. Chad rolled back over onto his back and picked up his baby bottle again to finish it. Would the humiliations ever stop? No, he was sure of that answer. They wouldn't stop till he could win the bet. And if he didn't win? He didn't even want to think about that! The waitress delivered two cups of coffee, checked to see if they needed anything else until their lunch arrived, then left. "So how are things going today with Chad?" Gloria asked. "Any better than yesterday?" Mel nodded as she took a sip of her coffee. "Yeah. Today, so far, it's been a lot better. But mostly because I don't seem to be in such a bad mood as I was yesterday." "Is your... period over?" Mel shook her head and held up two fingers. "Only day two." "But you're controlling your moods better today?" "Yeah - so far, anyway. But last night..." She shook her head and set her coffee cup carefully back down on the table. "I'm afraid I lost it last night... and I mean... I really lost it." Gloria said nothing. She just sat back to listen. So often, listening was the best thing she could do. "You know... I punish him once in a while. Okay, sometimes I punish him a lot... sometimes, not so much. Well, yesterday, like I said before, I had been in a bad mood all day, and I guess I kind of went out of my way to find things to punish him for. But then, last night, when I actually got down to it, it was like... like... I don't know! Suddenly all the frustrations and everything else just kind of got to me. And I'm afraid I really laid into him like I've never done before. And I mean, I really went at it! He was still having trouble sitting down when I saw him this morning." "So you punished him a bit." "More than a bit!" "Did you hurt him? I mean, did you really hurt him - beyond the fact that he's having a bit of trouble sitting down today?" Mel had to think about that. "I guess... probably no." "So what's the problem?" "I lost it. I totally lost control!" "Married people often argue. Sometimes it can get pretty violent." "Uh... we're not married! Remember?" "But the point is the same. You're together all the time. You both have kind of a... vested interest in each other." "But we're not married!" "No, I didn't say you were. But the principle still applies." Mel wasn't at all sure what she was talking about. "What principle?" "That you're eventually going to start expressing your frustrations at each other." "I did more than 'express my frustrations' last night!" "Maybe, or maybe it was just your 'method' of expressing them." Mel shook her head. "I still don't think that's it." "So what's really your problem? I mean - what's really it?" Mel sighed. "I guess... I don't know." She shook her head, then she looked up at Gloria. "You want to know what it is? And I'm not sure this is really it mind you, but... I think I'm afraid of losing him. I'm afraid I may chase him away if I ever do that again - even though when I win this thing he's... sort of... going to be bound to me by the terms of the bet. And I know it's silly, but that's just what I feel. I guess I'm a bit worried about it. I don't know how to handle situations like this. I'm not really a violent person, I don't go around hitting people all the time - in fact never... till this bet started anyway. And... and... well... sometimes, I almost think I enjoy punishing him... hitting him - when I do it right that is. I mean, I'm not one of those professional... dominatrix women. I have no real clue as to what I'm doing. I'm just making everything up as I go. I don't know how I'm supposed to feel or what's supposed to happen next!" "You said you're afraid of losing him. But does he seem satisfied with the way things have been going between you?" Mel just stared at her for a moment. "I don't know. He never says anything." "Have you asked him lately?" "Why should I? As far as he's concerned, it doesn't really matter." "It probably matters to him." "But the terms of the bet..." "Forget the bet! Look... underneath all his makeup, and underneath the dresses you've got him in, and underneath... everything else, he's still a person. And people have thoughts and feelings. And like it or not, those feeling are important. If you really are afraid of losing him like you said, then wouldn't it make sense to find out what he's thinking? If you'll remember, we went through this a while back. You said he seemed to be satisfied then. But does he still feel that way now? It doesn't matter if you're a professional at that stuff or not. What matters is what each of you think about it! Is it meeting the needs that each of you have? You can't just assume you know how he feels and you can't pretend that it doesn't matter - just because of the silly terms of your bet. You have to talk to him!" Mel wasn't sure what to think. "Why can't you just find out for me when we meet on Thursday night?" Gloria shook her head. "You've got to find out for yourself - personally. And he's got to know you're asking about it. He's got to see that you care!" "Of course I care! He knows that!" "Does he?" "He should!" "But does he?" Mel had no true answer. Chad sat down heavily in his chair the moment he got back from lunch. He ignored the slight stinging pain that erupted in his backside and just let the tingling subside on its own. At least it was feeling a bit better now. He had wolfed down only half of an extra large burger and a few fries during lunch. He only ate half because that's all he could manage to eat before he got completely full. But at least it wasn't baby food and at least it was something solid that he could chew and at least it actually tasted pretty good! He was still fuming over the fact that Cassie had let the receptionist in to see her changing his diapers. In fact, he was fuming over the fact that she had let her help! How could she? But she had... and that was all there was to it he supposed. He dreaded more than ever going back to the gym tomorrow. Even if Cindy didn't come in to see him get changed tomorrow, she would probably make his life even more unendurable! Speaking of unendurable... He looked around towards the wall between his cubicle and Robin's. He could just hear her talking on her phone, probably to her husband. He felt safe enough. He opened up the spreadsheet where he kept his progress for the bet. He found the row for today's date and saw that there was still another twenty-four days to go. Today it didn't feel like that number was dropping very fast at all. He went up to yesterday's date to fill in how long he had managed to hold back. He paused to think. What should he put there? He wanted to be honest - if only to track his progress seriously - or lack thereof as now seemed to be happening. Yesterday he had put down 18 and a half minutes under last Friday's date. But yesterday... With a small sigh, he filled in eleven minutes. Eleven minutes and that was all! Horrible! But that was the best he had managed to do yesterday. The weekend had taken way too much of a toll on his system. In fact, yesterday it had taken him quite a while just to even realize when he had to go - before it was coming out of him. Yes, last weekend was not so good. But today... today was defiantly looking better! He was already up to ten minutes and it was always in the afternoons when he made his most progress. Yes, tomorrow he was sure he would finally be able to post some progress in the right direction again! The hallway seemed a bit more crowded than usual as Chad and Robin headed toward the break room. Sometimes it got that way. But the extra people didn't seem to be bothering Chad as much as they used to. He guessed it was because he was getting more and more used to being dressed like he was around everybody... and in truth, mostly, everybody had been fairly accepting. The line for coffee was moderately long. As he waited behind Robin, he glanced around the room, looking for Derek. He didn't see his friend anywhere - which wasn't unusual. Derek's job kept him away from the company often. Once he got his coffee, he followed Robin back over to the table full of women. For once, as he sat down, he wasn't the center of attention - or their teasing. In fact, he was mostly ignored as they discussed kids and family problems. Chad really wasn't all that interested, but he was enjoying the nice quiet break away from stress. That is... until he suddenly felt a hand land on his shoulder and everyone was suddenly silent as they looked up behind him. He turned quickly and saw George standing there. "Hey Cha... I mean, Sissy. I just wanted to check to see if you and your lady friend are still coming tonight." Chad nodded. "As far as I know. I mean... definitely. We'll be there." "And you're still bringing some beer?" "Yes, we're planning on it. Is anybody new going to be there?" George shook his head, "No, just me, you and your friend, Derek, Ray, and Steve." Chad nodded, the same list of people. "Okay. No problem. We'll see you later." George just nodded. Then he nodded goodbye to all the women who were watching them. "See you." "I'll bet you're excited about seeing Derek again later!" Robin teased. "I noticed you looking for him earlier when we came in." Things had been going so smoothly before George had walked up. Chad had no doubts that they were about to take a turn for the worse. "Hey Sissy... Have you thought anymore about what you're going to wear? Something sexy for Derek?" Chad just shook his head. And so it begins... again! Robin ducked her head into Chad's cubicle as she was leaving for the day. Chad was just shutting down his computer. "Bye Sissy. Have fun tonight." Then she put a teasing smile on her face. "And I expect to hear all the lurid details tomorrow!" Chad actually blushed. "Lurid? It's just a poker game!" But in the back of his mind, he was thinking about all the things that he was sure Mel had planned for him - lurid might be right! "Sure!" Robin teased. But before she could say anything else, they were interrupted by the sound of Sissy's cell phone ringing. She watched as he dug it quickly out of his purse. She wasn't sure, but she thought she saw a slight look of alarm on his face as he looked to see who was calling. Chad looked up at Robin before he spoke. "Hello?" he said, already knowing full well that it was Mel who was calling. He just couldn't use his sissy voice with Robin standing there. "Sissy!" Mel's voice returned angrily after a slight pause. "Didn't I beat you bad enough last night for not speaking right?" Robin was in a hurry - she couldn't stay to hear more. "I've got to go," she whispered while Sissy was still talking. "See you tomorrow!" And then she hurried away. Chad returned his attention back to Mel on the phone. As he searched for an appropriate answer, Mel began speaking again. "Who was that?" she asked. "Robin was just leaving," he replied softly, this time in his sissy voice since he was now alone. He was tempted to add that she was leaving to go to the gym, but it was only he who really cared about that problem. "Robin again?" Mel had been feeling fairly good all day until now. But she wasn't about to let Robin spoil things for her now - Chad talking in the wrong voice either. "Listen," she said to him. "When you get home, get cleaned up. Make sure there's no nasty hair sticking out anywhere - shave again if you have to - all over! Call me the minute you get ready to put your diaper on. I should be home by then." "Yes, Mistress," Chad replied, suppressing a sigh. "Plan to fix something quick and easy for dinner tonight since we're going out and we've got to get you ready." "That should be no problem," Sissy replied. Get him ready? He noticed that she didn't include herself in that. Things definitely didn't sound good for him. "And Sissy," Mel continued, "we'll have to deal with you not speaking correctly once again tonight! Like it or not!" "Yes, Mistress," Chad replied again, this time unable to repress his sigh. Robin hurried into the locker room to change into her workout outfit. The locker room was fairly crowded - and it stunk a bit. But that was so often the case with locker rooms - unfortunately. It wasn't really her purpose in being at the gym, but she figured that a few questions about something couldn't hurt. She turned towards several of the women who were dressing nearby. "Have any of you heard anything about the guy who comes here to use the gym at lunchtime every day?" Most of the women shook their heads. One woman asked if she was serious since this was a women's only gym. But another one said, "I think I heard something about it, or at least that there was a guy here once. But since I don't come that early, I really can't say. You should ask Darla. She might know.? ?Darla?? Robin asked. ?Is she here?? The woman looked around. ?I don?t see her yet. But that?s not unusual, she often gets here late.? Robin didn?t know who Darla was, but she figured it shouldn?t be all that difficult to find out. Once they were in the aerobics room, she positioned herself near the woman who had mentioned her name. She asked the woman if she saw Darla yet. The woman looked around then just shook her head. If anything, the aerobic workout was even harder on Robin than it had been the week before ? even though she was fairly sure that it was mostly the same routines. She was just feeling it more. During the class, she noticed two women who came in late. She hoped one of them was Darla. At the end of class, Robin was not only sweating and panting hard, she felt positively faint. But she still had the determination to ask the woman which of the newcomers was Darla. The woman looked around but shook her head. ?She didn?t show tonight, which is rare for her.? Robin was too tired to care that much. She was getting nowhere! Well, almost nowhere. At least now she had the name of someone who would know something. Mel?s phone rang before she got all the way home. She had been delayed slightly, but not too long. As she suspected, it was Sissy calling. ?Hello, Sissy.? ?Hewwo Mistwess,? he replied in his sissy voice. ?I?m just putting my diaper on now.? Mel checked the clock in her car to note the time. ?Good. Remember, an hour and forty-five! And if you?re late, then you?ll make us both late for your poker game ? and you know I won?t be happy about that!? Chad understood all too well. ?Yes, Mistress,? he replied once again. ?Put your uniform on for now. We?ll find you something more appropriate to wear later. Oh, and Sissy, make sure you bring your pink patent heels with you.? The pink patent heels! The ones she had made him buy just to go with the sissy baby dress! Chad could almost feel the silly pink dress on him already ? especially now that he was once again taped into only one diaper. ?Yes, Mistress,? he replied again, this time with more than a bit of fear in his voice. It sounded like all of his worst nightmares were about to come true! Mel ended the call and glanced at the passenger seat of her car. There were several bags there from her shopping trip this afternoon. She was going out tonight! Actually she and Sissy were going out tonight. Despite the fact that they were going to a poker game with Sissy?s friends, she found that she was looking forward to it ? it would be someplace different to go with different people to talk to. She was determined that she was going to have fun tonight ? despite her damn period! The only worry in her mind was Sissy ? and making him use only his sissy voice in front of his friends. Since she had called him earlier, she knew for a fact that the beating she had given him still wasn?t acting as a deterrent ? or an incentive. She?d just have to talk to him again ? and probably punish him again. She just wasn?t sure she wanted to start hitting him again ? even though she was sure she wouldn?t get? carried away like she did last night. The question was? how should she punish him? A few minutes later, she opened the door to her apartment, her hands and arms completely laden with the shopping bags. No smell of anything exotic cooking reached her nose. In a way she was disappointed. But the moment Sissy came out of the kitchen and greeted her with his usual curtsey, she no longer even thought about being disappointed. She just loved seeing him doing it that much ? especially in his maid?s dress. ?What?s for dinner?? she asked. ?I don?t smell anything.? Chad shook his head. ?You said something quick and easy, so I just fixed a big salad. Will that be okay? If not, I can fix anything for you that you like.? Mel smiled. ?I know you can? and would. But a salad is probably a good idea tonight.? She didn?t add that with the way her stomach felt, the light salad would probably be the best thing anyway. ?I have the table all set if you want to eat now. I just have to dish it out.? ?Go ahead and fix my plate. I?ll be there in a minute.? She carried all her bags into the bedroom where she dropped them all on her bed. She?d open them and go through everything after dinner. She made a quick trip to the bathroom, then headed straight for her kitchen table. Sissy had everything set perfectly ? one very nicely set place for her with her dinner and coffee already waiting. She glanced at the kitchen counter before she sat down. There was a large bowl full of salad still there where obviously he had dished her salad out of. She figured immediately that he was hoping to eat some himself for dinner. She said nothing though and sat down. ?I think I can manage to eat by myself. I don?t need your help for this part. Go to your corner.? Chad turned away from her where she couldn?t see him rolling his eyes in frustration. He grabbed his baby bottle to take one last swig before being banished to his stupid corner. ?Are you wet yet?? she asked as she saw him drinking. ?Yes, Mistress,? he replied. ?How wet?? He shrugged. ?Moderately, I guess.? ?Show me your diaper!? The command came quickly, but it took him a moment to process it. He reached down to grab the bottom of his skirt to pull it up, but suddenly she was coming out of her seat with a very determined look on her face. ?You?re not fast enough with that!? she said angrily as she hurried past him ? straight for her yardstick that she kept in one of the corners of the living room. She was back a moment later. Chad was so surprised at her reaction that he paused right where he was, still bent over and holding the hem of his skirt without pulling it up. And then she was back and swinging her stick sharply at his backside? just once ? fortunately. ?Whenever you hear anyone give that command to you, you had better react fast! Really fast! Now let?s try it again. Let go of that skirt and stand up straight.? Chad, still bent over and holding the hem of his skirt, had never even had a chance to pull it up, but he dropped it again and stood up. ?Now curtsey for me.? Chad did and Mel inwardly smiled. She stood there staring at him, waiting, purposely, not wanting him to know when the command was going to come. ?Show me your diaper!? she said suddenly. Chad moved as fast as he could to grab his skirt and pull it up as high as he could, totally exposing his wet diaper underneath. Mel looked at his diaper carefully. It was wet, enough that she would normally call it a lot more than moderately wet. But in terms of leaking anytime soon, she was fairly certain that it wasn?t nearly wet enough. ?Drop your skirt and grab your bottle,? she said as she set her yardstick down and headed back to her seat. By the time Chad had his bottle in his hand again, she was sitting down in front of her dinner. ?Just stand there and finish that thing as fast as you can. I don?t want to see you stop drinking it for even a second.? She saw him pause as he processed the information. ?What are you waiting for? Drink!? Her order was like turning on an electric switch. His bottle flew to his mouth where he started nursing ? furiously. She couldn?t help but smiling to herself as she picked up her fork and took a bite of the fresh salad. She hadn?t planned on hitting him with her yardstick at all tonight, but the one little swat she had given him on his diapered covered bottom was only to get the point across so he would learn to move faster next time. And after hitting him just the once, she knew that she was totally in control of herself. If she decided to use it on him later, then she wouldn?t go overboard like she did last night. His bottle had been about three quarters full when he started drinking in front of her. She let him drink for a few minutes while she ate. ?I guess it?s appropriate,? she said as she chewed some of her food, ?that I?m sitting here, like an adult, eating like an adult? and you?re... drinking from a baby bottle like a silly baby.? She nearly laughed. ?It suits you so well!? She watched him closely. He never stopped nursing on his bottle, but did she see a bit of a blush come to his face? She was sure of it. She knew that he loved it when she made little teasing comments like that. It was all part of his warped fantasies. And the funny part was that she enjoyed making them just as much. ?Show me your diaper!? she suddenly commanded as he was still drinking. She watched how shocked he was to hear the command come then, but she did notice how he hurried to grab his skirt ? awkwardly with the one hand still holding the bottle ? and struggle to pull it up high. She was fairly certain that his diaper looked a bit wetter than he had just a few minutes ago. Good! ?Finish your bottle now.? Chad pulled his skirt back down into place and resumed drinking. There wasn?t a lot left in his bottle ? fortunately. He had been shocked by her sudden command to show his diaper but at the same time, the brief respite from having to keep sucking so furiously was welcome. Drinking from a bottle, especially trying to do it quickly, was more work than most people realized. He felt himself suddenly peeing again just before he finished the bottle. There was only a tiny bit of notice before hand that he was going to pee - not enough notice for him to have stopped it if he tried. He realized that his body had already gone back to the pattern it had been in all weekend. He was going to be peeing all night again with no warning and no control. He only hoped that all the progress he had made in holding back while he was at work today wouldn?t get undone. He drained his bottle and finally pulled it out of his mouth. He noticed that Mel wasn?t quite finished eating yet. He fervently hoped that she would allow him to eat some salad too instead of baby food tonight. He really wanted something to chew. ?Show me your diaper!? The command came fast and nearly caught him off guard again. He grabbed his skirt as fast as he could and pulled it high. Mel looked at his diaper. Yes, she was sure it was wetter than before. ?Okay. Get yourself another bottle and start working on it.? Chad?s mouth was tired from drinking. Usually, he didn?t suck as hard on his bottles as he had been. He could keep up his normal way of doing it for hours ? probably. It wasn?t really tiring at all. In fact it was usually relaxing. But having to drink as fast as he could? that was a different ball game. He pulled another bottle out of her refrigerator and put it to his mouth. As he drank, he was suddenly more worried than ever about the poker game later. One diaper! An hour and forty-five minutes to make it leak! And she was already loading him up with fluids at a frantic pace! How many hours would they be there? Certainly more than an hour and a half. Was she planning on changing him right in front of his friends? He shuddered at the thought. He shuddered as he remembered the fact that all his friends ? his male friends at that ? were about to see him as a complete and total sissy baby. How was he going to handle that? How could he do it? He couldn?t! He just couldn?t! But? how was he going to get out of it? Mel got up from the table as soon as her dinner was finished. Before she had taken two steps, she once again commanded him to show his diaper. She thrilled to watch him rush to do it quickly. And yes, he was looking wetter. ?You can pull your skirt down again,? she told him. ?Then get in your highchair. I guess we better feed you before we go out later.? Chad climbed up into his highchair, and was happy to notice that his bottom didn?t really hurt at all this time - not like earlier this morning, the last time he had sat there. He waited patiently as Mel put his tray in place, locking him into the chair. Then she tied his bib around his neck. Now the big question was, what was he going to get for dinner? He was very disappointed to see her pulling one of the pink plastic baby dishes out ? along with two jars of baby food. The baby food got dumped out into two colorful blobs on the plate. But instead of carrying the plate over to him, she set it on the counter next to his bowl of salad. Chad was elated to see her pull some of the salad out and put it on the plate for him. She grabbed one of his tiny baby spoons and brought it all over to him. ?Enjoy,? she said simply as she set it down in front of him. Chad immediately reached out and grabbed a piece of lettuce and stuck it in his mouth. Something to chew! Heaven! Mel stuck his bottle down on the tray for him so he could finish it. ?I?ll be in the bedroom,? she said. ?Make sure you finish everything. I?ll be back to check on you in a little while.? Chad didn?t care. He happily plucked a small piece of tomato out of the salad on his plate and stuck it into his mouth ? totally ignoring the piles of baby food that he would still have to eat too. In her bedroom, Mel dumped the contents of each of the bags out on the bed and smiled. Yes, tonight was going to be an interesting night for sure! She went through all the clothes she had bought, removing all the stickers and cutting off price tags. Most of the items she stuck in her drawers. Some of them went into the closet. The bed was clear now. Out of the closet she pulled his pink sissy baby dress. She held it up and looked at it carefully. So adorable ? especially on him! She laid it out flat on the bed. She found the pair of frilly socks she had bought to go with it and laid them out on the bed too. The added socks made her feel like the dress was even more adorable. She found his pink patent leather shoes ? with the very high heels ? in the living room next to his purse. She grabbed them and put them with his outfit as well. Perfect! As an added touch, she searched around till she found one of his pacifiers and put that with the outfit too. Accessories were so important! She smiled as she looked at the entire ensemble she had laid out on her bed. She hoped he was going to enjoy what she had planned for him! Now the question was? was he ready? She walked out to the kitchen to check on him. He was just spooning the last of the baby food into his mouth. His latest bottle wasn?t finished yet, but that would have to wait. She took his plate away from him and wiped his face and hands. She removed his bib and tray, releasing him from his highchair. The moment he was standing, she again gave the command for him to show his diaper. She thrilled to see him reacting like he did. And now there was no doubt about how wet his diaper was. It was looking soaked! Good! She smiled at him. ?Before you clean up the kitchen, I?d like you to help me pick out an outfit for tonight. I need to know what would be more appropriate for your friends.? She led the way back towards her bedroom. The minute Chad entered her room and saw his baby dress all laid out for him, along with the socks and shoes? and even his pacifier? he stopped short. He had been trying to prepare himself all day for just this. But now, actually seeing them laid out for him, a wave of total fear ran though him. But he was surprised to note that a wave of excitement ran though him as well. How was he going to manage this tonight? He couldn?t! He just couldn?t! Mel noticed him stopping and staring at the dress she had laid out for him. Good! She continued on straight to her closet where she opened the door. ?What do you think, Sissy,? she said as she reached in and pulled out a couple of items on the hangers. ?I was thinking of wearing this skirt,? she held out the very short stretchy mini skirt she had found earlier this morning, ?along with this top I bought today.? She held up a pink clingy top, just over top of the skirt. Chad could hardly tear his eyes away from the horror of his sissy baby dress laid out on the bed, but he forced himself to look at what Mel was holding up. The moment he saw what she wanted to wear, he gulped. ?Um? wow!? he said before he could find anything bett

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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...

3 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
1 year 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...

3 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...

2 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
2 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...

3 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
2 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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