Trucker Daddy Gets Himself A New Sissy Part 1 And 2 free porn video

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TRUCKER DADDY GETS HIMSELF A SISSY BY DEEWET It could easily be the lowest point in Denny's life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truck Stop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the window. When the big guy leaned down, he almost panicked and rolled the window back up. He wasn't what you would call a brave person, partly because of his small size, but mostly he felt easily afraid. A hidden secret was his tendency to cry like a girl and wet his pants when frightened. In fact, he felt a bit wet from being startled. "Car trouble?" asked the man, sounding friendly enough. "I think it's dead." The big guy was Kyle, a truck driver who had been watching Denny. He'd been attracted to Denny because of his petite size and had spent the last hour picturing how the little guy would look dressed in pink, for you see, Kyle had a thing for sissies. He didn't know he had this attraction until he stumbled on some web sites for adult babies and sissies. He couldn't get enough of them and had collected a few things for his dream sissy to wear. His heart was beating hard, this close to Denny. "You're going to freeze out here. Besides, they won't let you sleep in your car." "I'll be okay." Kyle knew he needed to be careful or he could lose this little angel. "Come over to my truck and keep warm. Plenty of room. I'm here for the night." One of Denny's other problem was being so submissive. He had trouble saying no to people and despite every nerve in his body telling him to reject the offer, he got of the car. "I don't want to be a bother," he said. "Don't worry. You could never be a bother." Before Denny could change his mind, Kyle led him around the building to the overnight truck lot. He owned his own truck and had a pretty good sized cabin. In fact, he spent more time living in the truck than his small house out on the desert. He had put away a lot of money by keeping his expenses to a min and being on the road earning money. The truck was high and Denny had trouble climbing up into the passenger seat. Curtains had been pulled around the windshield and door windows making the place seem like another world when the doors were closed. The warmth felt wonderful to Denny. He looked back at the sleeping compartment and saw only one bed. Kyle read his mind. "Think of this truck as a safe place. Anything you do does not leave here." Denny felt frightened and a bit of more pee escaped, wetting the front of his pants. Kyle noticed and his mind leapt with happiness. Could this get any better? "Look, I won't force you into anything. We can just lie on the bed and watch movies." "I'm not gay." "Neither am I." In Kyle's mind this was true since he would not be the one giving the blow jobs or being fucked. He wouldn't be the one dressed like a girl. This is all surreal for Denny. He should get out but, although he said he wasn't gay, something in him had always wanted to experiment. He didn't think about men in that way but then he also had no experience with women. Men were always coming on to him, mainly because of his size and fem appearance, the same reason made it hard to be with girls and he was scared to death for them to see his tiny penis. Kyle made a point of looking down at the wet spot on Denny's pants. "I think you had a bit of an accident." "I've got clothes in my bag." This made Kyle smile. "No need. I have something for you to wear to bed in case you have any more accidents. Why don't you go back there and change into the clothes in the top drawer on the right." Always submissive, Denny couldn't disobey. He should run for he knew nothing about this stranger, yet he went back and opened the drawer. First he pulled out a printed baby style looking dress made of thick vinyl. He felt dizzy as he saw the pink plastic with ballerinas, trimmed in pink. It had a zipper running down the back and it had a pink lacy collar. "Remember, no one will ever know and you'll look so cute." Kyle just loved the look on Denny's face. He could tell the little thing loved the dress but was fighting the urge to wear it. No doubt he was weighing what it meant to change into the dress and what Kyle would expect from him. You didn't dress like that for a man and not expect to be treated like a girl. "I'll look so silly," Denny said, looking down at the dress he had laid on the bed. "No," replied Kyle. "I would look silly. You on the other hand, will look cute wearing that dress and plastic pants." He was so excited that he was about to go back there and physically strip the little guy and put him in the dress. Lust was taking over and there was no way now he would let Denny out of the cabin. "Baby, you were made for this, your cute little body and face. I promise I won't make you do anything you aren't comfortable with doing. You must realize you have an effect on men. You must have fantasized about dressing as a girl. Why else would you let your hair grow so long?" Kyle's right, thought Denny. Denny stared down at the dress and finally picked it up. He reached over and pulled a curtain closed that separated the cabin from the truck cab. He wanted some privacy. Slowly he took off his sweatshirts and then his pants, felling so exposed. He picked up the dress, pulled down the zipper and slid it over his head, the plastic not stiff, but soft as butter. At first he struggled to pull up the zipper but then was able to zip it to the top. Next he pulled down his underwear and picked up the thickly padded plastic pants. He never knew they made plastic pants in adult sizes although he was barely an adult size. He bought his clothes in the kids departments. Where the dress was soft, the plastic of the pants was very noisy and would crinkle with every movement. When he pulled them on, the plastic and the thickness triggered something in his mind, a distant memory of being a child. The thickness between his legs is so comforting knowing the lining will suck up any accidents. When he looked in the mirror he saw Kyle was right, he looked very cute. His long black hair looked great against the pink plastic. He looked back in the drawer and saw pink nail polish and a brush. What the hell, he figured, I've gone this far. Kyle couldn't believe it when he smelled the nail polish. A huge boner fought inside his jeans. This was unbelievable. It was like fate that made him go up to Denny's car. He had never done anything like this, content with porn and fantasies to keep him going. Besides keeping his hair long, Denny tended to keep his fingernails longer than most men and like to keep them shaped. The pink nail polish looked wonderful on them and was surprised when his mind wondered to thinking how they would look wrapped around Kyle. While his nails dry, Denny carefully brushed out his long hair, wishing he had some ribbon to tie it into a ponytail. "Are you ready?" asked Kyle, trying to hide the desperation in his voice. When Denny pulled back the curtain, he was speechless. Denny was the perfect sissy and looks fantastic in his little girl dress and plastic pants. Kyle loved the way the terry lined plastic pants billowed out. Denny reached up with a painted finger and pulled down his lip a bit and using a little voice asked, "Do I look silly, daddy?" The effect on Kyle made Denny love the whole situation. He snuck a look at Kyle's crouch and felt lightheaded see the jeans straining, knowing the excitement was caused by him in the dress and plastic pants. Kyle struggled out of the driver's seat and into the cabin. "Why doesn't little Jenny get on the bed while daddy gets a movie ready." Being called Jenny was the topper and Denny was truly gone for the night. Jenny got on the bed and watched Kyle get a movie in the VCR. Before Kyle got into bed, Jenny got to her knees and took off Kyle's belt and undid his jeans. While she, he was no longer considering himself a he, was working on the pants, Kyle pulled of his shirt. Jenny couldn't believe how good a shape he was in, must have lifted weights, and how he didn't have girlfriends. Jenny was sitting on the bed, so his face was right at the level of Kyle's boxer shorts. He could see that Kyle was already very excited and the sight of the huge tent of material was scary and again a little pee escaped into the lined plastic pants. "We'll go really slow," said Kyle, lightly stroking the side of Denny's face. "Let's watch a movie and let things happen." He slipped a CD into the player and got into the bed, helping Jenny to a position next to him. Kyle was on his back, boxer shorts tented straight up. To fit on the bed, Jenny had to snuggle close to Kyle with her right leg and arm draped over Kyle. In this position and wearing the little girl dress and plastic training pants, all in pink, Jenny began to become lost and felt as if he were a girl. While Jenny was naturally almost hairless, Kyle's chest was covered with hair down until it disappeared into his boxer shorts. "This movie should get you in the mood," said Kyle as he pointed the remote at the TV in the corner. It came to life and on the screen was a person who was dress like a girl. "That's a little sissy dressed like a girl. Would you like to be dressed like that? Daddy would love to buy you pretty dresses." Dressed in an expensive looking satin pink dress adorned with ruffles and bows, the sissy knelt before a huge naked man. On the kneeling sissy's legs were white thigh high stockings topped with pink bows and the shoes were black Mary Jane's. The sissy had his wrist bound behind his back making him helpless to resist the assault being administered to his face. The little sissy's mouth was stretched around the shaft of the standing man, who was pumping slowly. The scene both fascinated and frightened Jenny. She glanced down at Kyle's boxer shorts and almost cried a bit when she saw the head of Kyle's cock peeking out the fly of the shorts. No doubt Kyle was showing this film because he expected Jenny to get excited and do the same as the sissy on the screen. Kyle was beside himself in excitement as he watched the bound sissy please his master. His right hand strayed down Jenny's back, feeling the smooth plastic of the pink dress and touching the top of the plastic pants. He just loved the way the lined plastic pants billowed out. He loved that it said I'm submitting and you're the master. The only sound in the room came from the TV and the crinkle of plastic as Kyle rubbed the back of Jenny's plastic pants. The sissy on the screen was moaning around the cock in his mouth. The man getting the blow job was talking dirty to the sissy. "That's it, daddy's cocksucker. You love it when daddy's cock is filling your mouth." The sissy moaned louder as an answer, any words impossible as the shaft moved in and out his mouth. Jenny began to rub Kyle's chest without even thinking, enthralled with the action. What before seemed impossible, now was becoming acceptable in the safety of the cabin. Her hand became to work its way down toward the tented boxer shorts. Kyle had to work to keep himself from becoming too excited as Jenny's little girl sized hand slid down his stomach. He was afraid he might explode at the first touch. The women in his past were never as pretty as this little sissy, most being very overweight, and he could never get them to blow him. Thus, a secret in his life was he had never felt a mouth around his penis. The man on the screen was obviously getting close to coming. "Suck on daddy's pacifier. Are you hungry? Daddy has some formula for you." The sissy began to work harder on the cock in his mouth. The camera briefly focused on the bound hands. The thin wrists were cuffed in pink leather straps. The cuffs were connected by a padlock between two steel rings on each cuff. The little hands struggled in the bondage, pink coated fingers nails highlighting the little man's submission. The camera then panned down as the man getting the blow job pulled up on the dress, exposing pink plastic pants obviously protecting a large diaper, one so big it seemed the sissy's legs were forced apart. Jenny was memorized by those diapers as her hand hit the top of the boxer shorts. Before this evening she did have the random fantasy about being dressed as a girl, satisfying a man, but she didn't realize that there were men who like to dress small guys like her as a baby girl complete with diapers and plastic pants. The camera went back to the blow job and the man pulled out his cock from the sissy's mouth and became to pump it. The thing was massive and Jenny marveled on how the sissy had been able to swallow it. The sissy kept his mouth open with tongue out, as if wait for his master to fill it with cum. The sissy's face was perfectly made up and the pink lips were full. He looked up expectantly at his master, blue eyes so submissive. Jenny's hand had taken over control and it slid past the waist band and lightly connected with the head of Kyle's waiting cock. Both Kyle and Jenny gasped a little at the contact, and Jenny felt more pee trickle into the waiting terry cloth of the pink training pants. What an uncontrollable little baby I am, thought Jenny, maybe Kyle was right and I do belong in diapers. Things on the screen were reaching a climax. The daddy was telling the sissy not to swallow until daddy said he could. With that he shoved his cock back into the waiting sissy's mouth and grunted loudly. The sissy tensed and the camera zoomed in on her cheeks, which had to be filling with cum. Jenny's little hand circled Kyle's penis. After the man finished, he slid out his cock from the sissy's mouth. The sissy turned to the camera and showed that his mouth was full of white cum. He smiled and waited for the command to swallow. Kyle was no longer paying attention to the TV as Jenny began slowly stroking his cock. Her hands were baby soft. Jenny couldn't believe the heat coming from the cock nor how she didn't feel horrified at the thought of having this cock in her hands. Kyle's moans made Jenny feel something like satisfaction knowing she was bringing this pleasure. The scene on the screen had changed and now a man sat on a couch, his paints undone while a sissy worked on his cock. This time there was no doubt it was a man dressed as a sissy, for he only wore huge pink panties, rows of ruffles on the rear, and a cloth diaper peaking over the waistband as he worked on the huge cock, A pink diaper pin could be seen through the translucent plastic pants. The sissy wore ruffled socks and pink Mary Jane shoes, His chest was thin with girl little shoulders. His hair was long and tied into pig tails. He was on all fours, head bobbing up and down on the shaft. The sissy made loud slurping noises and moans. Jenny stroked harder, working up the nerve to get into that same position over Kyle. "It's time, Jenny," coaxed Kyle, wanting to feel lips around his own cock. "I don't know if I can," said Jenny in a small voice. "You can't get daddy this excited. Women do it all the time to men, look at the sissy on the screen. Do it just like that." Jenny slowly got up and was on all fours looking down at his boxer shorts. Kyle lifted up as he pulled down the boxer shorts. For a minute Jenny stared down at the waiting penis while behind him, the sissy nosily worked on that cock. Finally Jenny lowered his mouth over the cock, feeling the silky head push open her lips, and push through some barrier in her mind. At first she thought she might gag, but she pushed down more until she couldn't take anymore. The cock completely filled her mouth and she moaned around it. It felt so warm and alive. Jenny could feel all the veins and ridges along the surface. Like the sissy on the film, she started working on the penis, bobbing her head so the shaft slid along her lips. Her plastic pants were noisy and Kyle loved the way they made Jenny's butt look. He couldn't hang on much longer, Jenny's blowjob felt so good. Jenny moved faster, working up and down the length of the shaft, her wet mouth making all kinds of sounds and she moaned, becoming completely focused on the cock in her mouth. No doubt she was gay, for she loved doing this to Kyle, but she was still afraid of what was coming. Can she take the load in her mouth without getting sick? Can she swallow it like the sissy did on the screen? She could tell by the sounds from Kyle and the urgency of his thrust, that it won't be long. Kyle felt as if his eyes were going to roll back in his head from the building climax. His back arched and he exploded into Jenny's mouth. A load animal sound escaped as his cock pumped out cum. Jenny wasn't prepared for the force or amount of cum filling her mouth. Right before the explosion, as Kyle rose up to jam the cock deep in her mouth, the thing swelled, cutting off all sounds from Jenny. Tears flowed from her eyes and more pee flowed into the training pants from the surprise when her mouth filled with cum. Then something surprising happened. Jenny had an orgasm in her plastic pants, not an explosive one, just a knee shaking slow drawn out pleasure, making Jenny moan even louder and swallow the cum in her mouth. She pulled off Kyle and fell back on the bed, curling up and facing the wall. She started to cry harder in shame on what had just happened, the taste of cum overwhelming. Kyle was spent. This was more than he ever hoped and inside, he knew he wanted it again. Overwhelming shame came to Jenny. It felt has if she stepped off a ledge and could never get back to the world she knew before these moments. She had just sucked off another man and forever would be a cocksucker. She had let the man fill her with cum and then she swallowed it. Most upsetting was that she liked it so much that she came in her plastic pants. Kyle turned Jenny around and hugged him tightly, feeling the plastic of the dress and training pants. He kept his voice soft as he comforted Jenny, telling the little sissy that everything was okay. How it can't be wrong to give someone else such pleasure. Jenny buries her face in Kyle's chest, needing to hear words of comfort. The whole last few weeks have been such a spiral downward. She had no money and a car that is broken down. All of this had torn away all of her pride and had made her wished she had someone to take care of her. She felt so afraid of being so submissive, of how she had allowed Kyle to get him to dress up as a little girl and yet at the same time, it felt so right to be in a dress. The warmth from Kyle's strong arms made him feel safe and he snuggles close as Kyle turns down the lights. The long days take their toll and Jenny drifts off to sleep. Kyle stayed with Jenny in his arms, his mind going in dangerous directions. Now that he has found this little sissy of his dreams, he doesn't want to let him go. He thinks about his house in the deserts of Utah and how easy it would be to keep Jenny captive. At first it would be kidnapping but after time Jenny would learn to love being cared for as his sissy. He had saved a lot of money and could take off a year with no problem. Sometime later, Jenny partly woke up. She was on her stomach and felt hers plastic training pants being pulled down. The lights were dim and she mumbled some and then cried out when she felt something wet and cold against her hole. "Don't," she cried, squirming from the intruder, realizing she was going to be fucked. "I don't want to do this." "Shh," said Kyle. "I'll be gentle." "Noo...." Jenny protested but knew that in her state of being in a dress, hair brush and nails painted, she was helpless to stop what was going to happen. She could scream but who would help and then what would they think when they saw her. A lubricated finger went into Jenny and she yelped. What was she going to do when Kyle entered her with his cock? Kyle was thinking the same thing. The little sissy might be so loud that others outside could hear. He pulled his finger out and went over to a drawer. He pulled out a clean small rag and bright pink duct tape. "Turn toward me and open your mouth," he said to Jenny, who thought she might be about to have a cock stuck between her lips. Her eyes went wide when Kyle started stuffing the rag in her mouth. "Easy," said Kyle. "I need to gag you in case you scream. "Hmmf," protested Jenny. Trying to resist, but Kyle beefy hands were way too strong. He wrapped the duct tape several times around her head, sealing off almost all sounds except low moans. Kyle knew that this could be considered rape but to him it was playing. And besides, seeing Jenny in her little dress, with her bare hairless ass and gagged was super hot to him. He hadn't fully removed Jenny's plastic pants and the sight of then binding her ankles was awesome. Her moaning made him rock hard. He wasn't really sure of the best position, but he figured he'd kneel behind Jenny. To do this he instructed Jenny onto her knees with her head down on the pillows. Jenny answered with a muffled moan. Kyle slid on a rubber and liberally applied lubricant, knowing that this was the first time for Jenny and he wanted to be gentle. Jenny was terrified as she buried her face in the pillow, feeling so exposed with her ass in the air. When she felt the head of Kyle's cock pressing on her hole, she sucked in a breath and screamed into the gag as Kyle pushed her open. She was begging for Kyle to stop, to take it out of her, but none of this did any good because of the gag. Kyle pushed the shaft completely in Jenny and then did not move, letting Jenny relax. Nothing had prepared Jenny to the immense feeling of fullness or the sensitivity of her anal wall. When Kyle started to gently fuck her, she thought he was going to die from sensory overload. She was thankful for the gag because she would surely be crying like a little girl, still tears ran down her little face. Kyle tried to slowly fuck Jenny, but his cock was taking over and began ramming that pretty ass. Jenny's moaning grew intense as the bed made noises and her head was pushed deeper into the pillow. It felt like the whole truck was rocking. The more the cock pumped Jenny, the more she lost his old male self. She had sucked a cock and now she was willingly being fucked. Kyle was becoming lost in the fucking and was unaware of how hard he was going at Jenny's ass. Jenny lost all track of time and space, having no sense of how long she had been fucked. All her attention had focused on the penetration in her body. What had been painful morphed into indescribable pleasure. Her ass started moving against the thrust, making Kyle to begin grunting. In another moment he rammed his cock fully into Jenny and came. He pushed several times more as he filled the condom. When he pulled out, Jenny felt a weird sensation of emptiness. She also felt as if his asshole had been stretched wide open and couldn't close. Kyle sat on the bed trying to catch his breath while Jenny cried into her gag. Jenny felt totally disgusted and wanted to get back into her clothes and escape from the truck. Her thoughts were she could go back to his life, although it was desperately going nowhere, and forget all about what she had done in the last few hours. No one would ever know she had sucked a cock and been fucked, while dressed as a little girl. These feelings were the same after every time she masturbated but ten times worse. She started at the duct tape holding in the gag. "Wait, let me do it," said Kyle. He pulled on some shorts and went to a drawer for scissors. As soon as the gag was out, Jenny reached for the back zipper to the dress. "No need to take that off yet," said Kyle. "I need to go." Kyle rubbed Jenny's shoulder. "Come on, it's freezing out there. There's no reason to be ashamed. We can get you diapered and all tucked in for the night. " "I have to go." This was something Kyle would not let happen. He was hooked on this sissy and wanted to possess her. He wanted to dress up Jenny and treat her like a baby girl. He wanted to dominate Jenny and make him completely diaper dependent. He pushed Jenny back on the bed. "Lie back and relax." Although Jenny wanted to fight, the firm hand pushing her down on the bed crushed her spirit. She curled up in the fetal position, facing away from Kyle, her cute little ass showing below the hem of the dress, his plastic panties still wrapped around the ankles. This gave Kyle a chance to fix a special bottle for Jenny. He had several baby bottles in the special drawer and opened the mini fridge and filled one with chocolate milk, adding a powder that would put Jenny into a deep sleep. Gently he turned Jenny over. "Take this bottle," he said, pushing it against Jenny's lips. "It will help." "I need to leave," he cried, weakly, but she let Kyle push in the nipple. When she held the bottle and began to suckle, Kyle smiled. He had several disposable diapers ordered as samples from a website, They were adorable with little teddy bears running across the plastic in the front. While Jenny drank from the bottle, he got out a pair and diapered the little sissy. One thing about Jenny, thought Kyle, she wasn't going to satisfy any woman with that little penis. Jenny sucked on the nipple, giving no resistance to Kyle as pushed in a butt plug and then pulled the diaper up between her legs and taped the sides. Her eyes became so heavy and her body grew numb. Kyle smiled as Jenny fell asleep. He put on some clothes and climbed into the front seat. They had a long drive to his place in the desert and he had a stop to make first down the road. Jenny came out slowly from his drugged sleep and it took a moment to realize that the truck was moving. In another moment he came aware of his mouth being filled with something rubber in the shape of a cock, His wrist were secured behind his back and his ankles also bound in cuffs locked together. When he tried to straighten, he found his ankles were bound to his wrist leaving him helplessly hogtied and gagged. Oh god, he realized, I'm being kidnapped by Kyle. He struggled against his cuffs and cried into his gag. He could feel something filling his backend and then recalled Kyle stuffing something in him before taping closed the diaper. Kyle looked in the mirror he had set to watch for Jenny to wake up. He saw Jenny's uselessly struggling against the bonds. No way was he getting lose from those, they were strong leather and closed with little padlocks. He had gotten them and the penis gag from his stop at the adult book store while he slept. There was no turning back now. Jenny was not going to be wearing boy clothes ever again. Kyle had trouble keeping his attention on the road. He had a long haul ahead to Utah and the last thing he wanted was anything to attract the police. Be hard to explain a bound man dressed as a little girl in diapers riding in the back of his cab. Jenny drifted in and out of sleep from the boredom of inactivity in being hogtied. That's another difference with self-bondage. There you pretended to struggle until you came and then you slipped out of the bonds. Real bondage meant hours of forced nothing giving Jenny plenty of time to worry about her predicament. She figured that there was no turning back now, that Kyle had decided to keep Jenny as his sissy. After about two hours Kyle needed to pull over to go to the bathroom, something that made him smile thinking how Jenny would never have to worry about going to the bathroom. He planned to never let his sissy out of diapers and he hoped that those hypnotic CD's he had seen on the internet would really work and Jenny would be un-potty trained. He pulled into the truck stop and parked as far from the other trucks as possible. Before leaving he went back to check on his little sissy. "Are you wet?" he asked. Jenny moaned. "I'm sorry but I need to keep you bound until we get home. That's right, your new home. Daddy will take care of you and you'll never be alone and cold again." He felt the front of Jenny's diaper and it was swelled with pee. "Daddy needs to go use the big boy bathroom, something you will never have to worry about again. Daddy's little sissy can go into her diaper whenever she wants. Maybe someday Jenny will not be able to go without wearing a diaper. Would Jenny like that?" Jenny moaned in her gag. She felt building pressure behind the plug in her ass and was cramping. She was also thirsty and hungry. "Don't try to make any noises while daddy is gone." Despite the hogtie making it almost impossible for Jenny to get off the bed, Kyle took a piece of rope and strung it around the chain running between her wrists and ankles and tied it off on a hook on the ceiling. He pulled it taunt so Jenny couldn't move from her spot, face down on the bed. Kyle left Jenny alone, hurrying to take care of business. This was so easy for Kyle thought Jenny. She had no friends or family who would even know she had dropped out of sight. The car would probably be towed and junked after a few weeks when no one came to claim it. The chains and locks clanked as she moved to see if there was any chance to get off the bed and cry for help Such a silly notion. She was chained to the ceiling and the penis gag made it impossible to make a noise louder than a moan. Kyle had left the music on loud to drown out any moans. It was exciting to Kyle looking back at his truck, that no one in the truck stop knew that a bound little sissy waiting in his truck. He had to stop thinking about it to stop the hard on growing in his pants. Jenny would have to do something about it when he went back to the truck. The only good thing for Jenny was that she was warm. Although her bound wrists were behind her back, they were not pulled close so it wasn't too uncomfortable. For some strange reason she could not understand, the bondage actually made her feel safe. Kyle picked up some supplies in the store, including baby bottles and a pacifier. At the last minute he picked up some baby disposable diapers to use a doubler for the adult diapers on Jenny. He went back to the truck. Jenny was of course, right where he had left her, bound and chained to the bed. By this time he has so horny to have her sweet lips around his cock. He undid the chain to the ceiling. He then placed her on the floor so she was kneeling before him, right at cock sucking level. Jenny whimpered a bit in her penis gag, knowing she was about to be giving her second blow job. "When I take out your gag you aren't going to scream or anything?" Jenny shook her head and then looked down at the floor in submission. "Daddy needs you to take care of him and then he will give you something to eat and drink. He'll also change your diaper." Kyle's hands shook with excitement as he undid the buckle for the gag. Jenny looked so cute to him, bound and on her knee, helpless and waiting to service him. It felt good to have the gag from her mouth. "Can I have a drink first? My mouth is dry." Kyle went to one of the bags from the store and took out a baby bottle. He filled it and then pushed it into Jenny's mouth. She sucked hard and loud, making Kyle even more excited. He only let her finish about half. Jenny was grateful and looked down at the floor as Kyle pulled down his pants and boxers. When she looked back up, his cock pointed right at her face, waiting to be sucked. She thought back to the video where the sissy sucked the cock with his wrist bound behind his back. Jenny couldn't believe she was now in that same situation, his wrist in leather straps linked together with a pad lock, his ankles in the same condition. With no choice he opened his wet mouth for Kyle. Kyle loved that mouth, open wide for him, her blues eyes looking up at his in expectation. He took the back of Jenny's head and guided her forward, impaling her with his cock. Without hands, Jenny first felt that she was going to choke as Kyle pushed in his huge cock, his beefy hands on the back of her head, making it impossible for her to escape. She breathed through her nose trying to relax as he slowly pulled it back, almost, but not quite out of her mouth. He waited a moment and then plunged it back into Jenny's throat. Kyle couldn't believe how good this felt. He also loved the way Jenny looked in her plastic dress on her knees. Her wrist moved helplessly as he slowly moved her head back and forth. What he really like was the sound of her plastic pants and her wet mouth sounds as she bobbed on his cock. The puffiness of the diaper under those plastic pants was awesome to see and to know they were wet with pee from his helpless little sissy. In the future, Kyle wanted to order stacks of thick cloth diapers, to diaper her so full that there was no way she could fit pants over the diapers, not that pants were in her future. Starting with the cute plastic dress, Jenny would never be in anything but dresses. Kyle thought about all the cute dresses he had seen on Ebay and other sites. As she worked on his cock he had visions of her dressed in pink dresses with lot of lace and petticoats, ruffled socks and black little girl shoes. For Jenny, her world narrowed down to the connection of this hot penis and her mouth. She worked to make sure her teeth were behind her lips as the silky flesh slid into her. She readied herself for the hot semen soon to be filling her. Without trying she started to softly moan with pleasure, learning to like the feeling in her mouth. She glanced up at Kyle, her lips stretched around his cock, and she seductively moaned as she watched his eyes roll back in his head. Jenny felt warm in her diaper and released a stream off pee, knowing she was protected by the diaper. The bonds felt different, protecting not confining. When Kyle stiffened and grunted, Jenny bobbed faster and was soon greeted with gushing cum filling her mouth, so much that some came out the side of her mouth, around Kyle's pumping cock. Finished, his legs trembling, Kyle pulled out of Jenny. He loved it when Jenny's little tongue came out and licked off her cum smeared lips. He pulled up his boxers and lifted Jenny back up onto the bed. She was so light and he strong from years of truck driving and unloading and loading, that he lifted her with ease and knew he could carry her like a toddler in his arms. The ease that she lifted also reminded Jenny of who was the man in the truck cab. It reminded her of all the rejects from women and flirting from gay men, mostly men like Kyle. She knew her small feminine build and big blue eyes drove these men wild, as it did Kyle as he had his cock sucked. "If I release the locks right now, will you be a good girl? I don't need to put your gag back in?" Jenny shook her head. "I will be good." What could she do? Dressed as she was, a butt plug secured in her tender behind. After being bound so long, her arms and legs felt like jelly. ` Kyle unlocked the chains but didn't take off the cuffs. Jenny submissively did nothing, watching Kyle with her big eyes. "Let' get you into a dry diaper but first, here's the rest your bottle." It was almost an out of body experience for Jenny as she sucked on the bottle while Kyle pull off the tabs from her diaper, her very wet diaper. His big hands were deft and kind as he whipped her down with a wet rag and then used powder all over the aria, lifting her tiny penis to get powder everywhere. "I need to leave the plug in for now because I cannot have you pooping your diapers. If you need to go we can pull over along the road and daddy will help you go outside. When we get home, you will never be using the potty again so pooping in your diapers will not be an option. That scared Jenny. Being in diapers all the time, never using the bathroom like anyone over three can do. Would she regress to losing all bladder and bowel control? Kyle pulled up the diapers and tapped it securely. He patted the front of the diaper and loved the sound. "Time to hit the road." He turned Jenny onto her stomach and took her cuffed wrists, pulling them behind her back. Tears welled up and Jenny started crying like a little girl. "Please I'll be good." He pushed the padlock between the steel rings of the cuffs and clicked it closed. "I know, but daddy needs to make sure while he drives." He then did the same for the ankles. "I'll tell you what. Daddy will not gag you this time if you promise to keep this pacifier in your mouth. Jenny opened her mouth and accepted the pacifier, which was much better than the penis gag. In fact, the pacifier did indeed pacify her. She felt strangely comforted by it and stopped crying. As Kyle continued driving to an unknown destination to Jenny, her mind thought about her current situation. She had done things that a few hours ago she wouldn't have seemed remotely possible. She had blown Kyle twice and been fucked by him, all these times she was more an active participant than resistant. No court would ever call it rape and Kyle must know she would never have any of this dragged into the public. He didn't need to keep her wrist bound, for she wasn't going anywhere in a dress and diapers. The music and the movement of the truck rocked Jenny back to sleep. While Jenny slept in the cabin, so cutely bound and sucking on her pacifier, Kyle thought about the future. The first thing he had to do was get on line and go crazy ordering sissy dresses, diapers, plastic pants, big baby furniture and the like. His plan was to completely immerse Jenny into the part of being a diaper wearing sissy to the point she wanted nothing else but to be one and please him. He had seen some hypnosis audios on line that were supposed to hypnotically make the listener become unable to not wet and poop uncontrollably. He had plenty of money and would go on an extended vacation. When Jenny awoke from her slumber, it was morning and getting light outside, and she had cramps. She had to go the bathroom and with the plug and being bound, that was impossible on her own. She let the pacifier slip from her mouth. "I need to go potty," she said. Her plea had started Kyle from his fantasies of Jenny's future life with him. "So go in your diaper." "I can't with this plug." Kyle had forgotten about the butt plug. "Okay, let me find a place to pull over." "Please, hurry, it hurts." Kyle would have loved to pull out the plug and let her poop in the waiting diaper, but that would have to wait for home. He wouldn't be able to clean her up. He got off the expressway and found a place to pull off the road. "You'll have to go outside," he told Jenny. Jenny didn't care, all she wanted was to go to the bathroom and get rid of the cramps. Soon, she felt the truck pulling over and the sound of gravel under the big wheels. Kyle then came back to her and undid her disposable diaper, which was very wet. He then picked her up and opened the door. She was expecting to be cold but the night air was now warm, meaning they must be far south of where Jenny lived. She looked around frantically for she was being carried outside with only her plastic dress on and nothing else. They were off the highway and what seemed to be a gravel lot. Kyle let her down on the gravel and told her to turn around and bend over. Jenny felt so exposed and worried she'd be seen, but she had no choice and bent over. Kyle was also a little worried about being seen with this little bound sissy, but he figured they were out in the middle of nowhere. He grabbed the exposed base of the butt plug, thinking how hot it was to think of the bulk being up his little sissy's hole. Jenny grunted when he pulled it out of her. She could barely hold in the poop. He turned her around and helped her squat, holding her under the arm pits and she dropped several long loads. The butt plug had stretched her so much the poop slid out easily, this scaring her. What if the plug had already made it impossible for her to hold anything back? If she was not in diapers, would she soil her pants? "You done?" asked Kyle. Jenny nodded, not trusting her voice. She really felt like crying from the humiliation of being held while she pooped. Kyle easily lifted her from under the arm pits, keeping her at arms-length until he got her back in truck and cleaned. Inside, he put a plastic sheet on the bed before lying Jenny down. He then cleaned her with baby wiped and decided before putting on another diaper, he'd shave her. She didn't have a lot of pubic hair and her butt was baby clear and smooth, but he wanted nothing to be down there. Jenny jumped a bit when she heard the electric razor. "This will make clean-ups easier," said Kyle. Jenny just stared at the ceiling, trying to be comfortable with her arms under her back, while she was shaved and then, sealed in a clean diaper. There didn't seem to be any option but to be submissive to Kyle and hope he wouldn't hurt her. It was obvious Kyle was really into the sissy thing and keeping Jenny in diapers. "Please don't hurt me," she cried, her voice sounding so small and helpless. "I am not going to hurt you, sweetheart." The tricky part of today was going to be delivering his load to the warehouse and keeping Jenny hidden. He can't believe he's getting hard again just thinking about how helpless this little man looks and sounds. Jenny was also thinking about being so helpless and scared, how quickly this had all happened. She tried to think about where this was all leading to and saw no way out except becoming Kyle's play toy, which might not be so bad when compared to be homeless and broke. She had sucked and been fucked so that threshold had been crossed and wasn't so bad. Kyle needed to get moving so got Jenny situated in the cabin and got back in the driver's seat, a term befitting in more ways than one seeing he was in the drivers seat of the truck and Jenny's new life. As he drove he got an idea on what to do with Jenny during the uploading. He loved bondage videos and recalled a few where the girl was mummified in Saran wrap and duct tape. Bound that way the helpless girl could not move from the bed. He could make a quick stop and pick up the wrap. In fact, he knew a cheap hotel that was right by a grocery store. Jenny could be stored in the hotel room while he unloaded his truck. Jenny wasn't sleepy after her long nap in the truck, but still drifted off to a place between awake and sleeping. She had weird dreams of being left in a shopping mall, dressed completely as a little girl, but obviously not a little girl. Her diaper was full and smelly, she was crying but no one would look her way to help. The truck stopped and Kyle came back into the cab. He pulled out the pacifier and brought out the penis gag. "Please," Jenny whimpered. Ignoring her pleas, Kyle pushed the rubber penis in between her soft lips. "Just for a few minutes while daddy takes care of something." Muffled pleas continued as he buckled the strap holding the rubber penis firmly in her mouth. Jenny hated the gag, but could do nothing but accept it. She wanted to explain to Kyle that she wasn't going to call out for help. She didn't want anyone to see her this way. Kyle started the slumbering lady behind the counter at the motel. He wanted a room to get a shower and some sleep, he told her. She laughed and asked if he needed any company to help him fall asleep, it was that kind of place in that part of town. Next he walked over to the store and bought his mummy supplies, happy that they carried pink duct tape, he didn't have enough in his truck for the job. Now a tricky part would be to get Jenny from the truck to the room without being seen. The rooms open to the outside, but he had to park his rig a far walk away from the building. The door opening startled Jenny, her nerves so hyped. "Look, I need to drop off my load before we can head home," said Kyle. "I don't think either of us wants anyone seeing you so I'm going to leave you at this hotel. Now, it is a bit of a walk to the room so I'm going to let you put on some pants under you dress. I have a trench coat so no one will see the dress." He undoes the penis gag and pulls it out of her mouth. "You could start yelling and trying to escape, but I'm a lot bigger than you and you would have a hard time explaining how I forced you to do the stuff with me last night. Plus, I'm going to treat you better than anyone ever has treated you. No are you going to be a good little girl." Jenny nodded. Kyle carefully unlocked the padlocks between the wrist and ankle restraints, on the ready if Jenny made any moves to escape, but she passively sat up and waited for instructions. She was so cute, in her diapers and plastic dress, he couldn't wait to duck tape her in the hotel room. Jenny was free but not free. Something kept her rooted on the bed as Kyle pulled on her jeans and slid on the gym shoes. Jenny stood and put on the oversize trench coat. Kyle was right. You could not tell her was wearing diapers and a plastic dress. It felt so strange stepping out of the truck and walking across the almost vacant lot. He looked at the cars driving on the street and people filling up at the gas station, all doing normal things, not knowing nothing normal was going on in Denny's life. Outside in his jeans he didn't feel like Jenny. Instead, humiliation burned his cheeks, making him want to run to the room to hide from the world. Kyle tried to look normal, that he wasn't leading a little sissy to a room where soon she would be cocooned in plastic and duct tape. He also found it hard to walk with his raging hard-on. At the door, he slid in the key card, hoping it worked. It did on the first try. The inside was cheap hotel motif. Kyle made sure the door was locked and pulled the curtains. After everything done in the truck, Denny surprisingly felt more fear in this hotel room. Like Kyle had told him, the truck was a safe world, now he was outside that safety. Kyle didn't have much time to spare so he got right to business. "Take off the coat, pants and dress, then lay face down on the bed," he said in a very commanding voice, a voice that turned Denny back into Jenny, a voice that told her who was in charge. Submissively, Jenny took off the coat and her jeans, wondering if that would be the last time she wore pants. The back zipper was hard to reach so Kyle has to pull it down. Jenny scrambled onto the bed and went face down, putting her wrist behind her back without being told. This made Kyle very happy to see. In no time he had the restraints back on his little sissy and the penis gag firmly filling her mouth. He then pulled Jenny to her feet. "Stay perfectly still as Daddy wraps you safety so you do not get away while Daddy takes care of business." Jenny's eyes went wide and she moaned around the penis in her mouth, not knowing what he was going to do to her. Transfixed and frozen in fear, she stood perfectly still as he moved around her, wrapping plastic wrap tightly around her smooth body until she was completely sealed in plastic, her lag tight together and her arms unmovable. Then he brought out the duct tape and went to work. In the end, Jenny was tightly cocooned in shinny pink tape. He even unnecessarily wrapped tape around her gagged mouth. Kyle was so excited by this that he was ready to explode. He put Jenny back on the bed and she looked so helpless, her blue eyes wide with fear. With only a few minutes to spare, he knew he had to do something about his hard-on or he wouldn't be able to get this wonderful pink sissy from his mind when he had to work at the warehouse. He had already taped her mouth closed or he would stick it between those sweet lips. Jenny couldn't believe the feeling of being cocooned. She was totally immobile, but still she could not help herself from moaning and trying to move. The tape crinkled as she moved. Kyle unzipped his pants and Jenny saw that massive penis again, excited because of her. He started masturbating and in only about a minute, shot ropes of his load onto her face and taped mouth. The sent was strong as much of it landed on the tape under her nose.

Same as Trucker Daddy gets himself a New Sissy part 1 and 2 Videos

3 years ago
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A Sissy Fantasy A Day And Night With Daddy

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A Sissy Fantasy Night With Daddy

A Sissy's Fantasy Night with Daddy My heart is racing as I attach my pink stockings to my garter belt. My head is swimming from the thought of all the pretty frillies I am going to be wearing, hoping that they Daddy will be pleased with his sissy girl. I take out a pink ribbon and tie a little bow around my clitty. I lube up my butt-plug and put it in place. I take a pair of pink and frilly panties out and slide them on over my decorated clitty. I hope Daddy likes his "present"...

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Sissy Daddy

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3 years ago
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A Sissyrsquos New Daddy Search

I couldn't sleep last night so I figured I'd fire up the laptop. Lately I have fantasized about being totally dominated and used by a real top daddy since my old one moved away. When I’m in this type of mood I usually will do a quick hookup, but I was in such a sassy state, I really missed having a man taking charge of me, to humiliate me. It was a good night, I was getting a lot of messages from guys interested in teaching a little sissy how to keep her daddy happy, and how my fat brown ass...

4 years ago
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Sissy gurl meets Daddy

The doorbell rang, and Samantha's heart fluttered. She raced down the stairs and opened the door. She answered the door and managed to open her lipstick lips and say "hello sir". She stood in front of him with her Plaid skirt and white blouse, thigh highs with red bows, red mary janes and otherwise dolled up. Her hair in pigtails, he enters and follows Samantha up the stairs.he sat right down in the leather chair, asking for Sissy to pose. Samantha did exactly that, prancing around in front of...

3 years ago
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Daddys Sissy Bitch

Hiya!! Here are the conversations with a guy I met online. I responded to an ad where a Daddy wanted a sissy slut to dominate and order around. This was the first time I ever did anything like this. This was the first time I dressed up as a sissy and took pictures and sent to another person to look at. All of the pictures he ordered me to take I posted in my gallery for you all to see. Enjoy!_ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _...

2 years ago
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True Life Sissy Daddys Mad and Im in troub

Hello. I'm Tiffany. That's me in the picture, hiding in a bathroom stall, heart pounding, after being abandoned in a porn theater parking lot in just those crotchless panties. I an evolved Sissy. It was younger days I had forced feminization fantasies or got arousal telling others to call me a sissy. Now there is no forcing and I proudly call myself a a pink panty wearing sissy, because it is exactly who I am. My entire life had always been devoted to femininity to the excess. I have learned to...

3 years ago
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sissy Meets her New Daddy Ch 1

So I took the plunge and put out an ad on Craig’s List. I was travelling in a city about 120 miles from home and figured this was far enough to not be found and close enough to go back if I had success meeting a fuck buddy that could be longer term. I got myself all primped and wore a tight print dress, matching bra panty set subtle yet slutty makeup and my fave long blonde wig. The ad attracted immediate attention and I was sure to mention I was a sissy who wanted to be treated like a girl. I...

3 years ago
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Sissy Princess Daddy

Sissy Princess Daddy By cutepatti My name is Pat and I'm a middle-aged man living with my two daughters... Allura who just turned 18, and Brittany who just turned 13. My wife, their mother, and I had divorced a few years earlier and I had custody of the girls. All was well... at least I thought it was, until one day I was confronted by the girls... who had decided they weren't going to take my teasing and taunting any longer. I had always done it just for fun, but the girls...

2 years ago
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Sissy Lucy meets her daddy

I’m in my late 20’s and manage a local restaurant/bar. I am 5ft 8 and slim with quite feminine features. To most people I’m just Tom, a regular guy who has occasional girlfriends, likes a beer and watching the football. To my closest friends I’m Lucy, a sissy slut who loves cock. Recently I’d found a ‘daddy’ online. He was an older more experienced man. We started off chatting and I sent him some naughty photos and video clips of Lucy playing. As we talked I revealed that I like to be...

4 years ago
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Daddy cute secret sissy

After 20 yers of boring years with is wife, Jame wasnt sad a bit to see her goLooking foward to have his own place finaly free of her bullshitWalking from work thinking of tonight and the hockey game hes suppose to watch with his work buddyFrank was knocking at the door around 8, the game already ongoing , montreal loosing to the bruins by onethe 1st period ended and frank ask James about finally being without his bitch of a wifedrinking beer chilling in the living room''wanna know something...

4 years ago
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Many people ask me, Why are you a sissy? What do you get out of it?Well I will explain. I'm male and when I'm in normal clothes and at work, I look like a normal guy. I like girls and am straight. BUTI have another side! Becky my sissy side! Such a lovely little girl, cute, loving and submissive. Becky loves her Daddy or Mummy. She likes kisses and cuddles and loves being hugged. Becky loves pink satin panties with white lace frill. Ivory sheer tights and stockings, pretty knee socks or frilly...

3 years ago
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sissy and her Daddy Chapter 2

jamie and Rich meet againHuh? Don’t recognize that number – fuckit… let it go to voicemail. Probably someone begging for money. Monday mornings suck enough already, I sure as hell don’t want to be putting up with beggars. I gotta get to work on this proposal or my ass is grass!Some time passes and the number rings again so I decide to answer it. “yeah? who’s this?’“Now jamie, is that anyway to greet your owner? I’m surprised you don’t have better manners. Nobody likes a girl with an attitude”Oh...

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2 years ago
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1 year ago
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MY SECRET CD SISSY DADDY YEARS DISCLOSED

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2 years ago
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Sissy meets her Daddy this is exacly how i would

Imagine....You enter my hotel room dressed in your new white dress with the Humming Birds on, black stockings and high heels and a handbag over your shoulder – “What do you think Daddy, do you like it?” you ask as you walk up and down – I say “Oh yes, very girly – but what slutty underwear do you have on underneath? – you turn your back on me, spread your legs a little and lift up the dress to your waist – before me is a beautiful sight – your legs encased in the black stockings – the white...

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4 years ago
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Trucker 3

I have decided to visit my friend in Canada. As I cross the border into Canada I give a holler to my trucker friend letting him know Iam a four hour drive from him . As I am nearing his home town my phone buzzes I have a message markedurgent ,I pull off the road to read my message it seems my trucker isin a bit of trouble and needs my help this time . I call asking what I can do he preceded to tell me he is stuck out at duck pond ,giggling I remember this is where we first met he tells me to...

2 years ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

4 years ago
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Daddys Little Sissy Cock Sleeve

I stirred as I felt my bed suddenly shift with the weight of someone crawling up from the end and between my legs. I’d slept so peacefully, as I do every night when my Daddy Dom locks my wrists and ankles to the corners of my bed in leather lined steel resrraints, face down, with my little sissy pussy filled with his cock. He fucks me to sleep, and keeps me covered like a security blanket till I’m soundly dozing, then he slides out of me and fastens the translucent pink plastic panties around...

2 years ago
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Trucker Tails Ch2 Suzys Lot Lizard Fantasy

Suzy and I kept in touch by email for the next month or so and finally I got another delivery to Albuquerque. I let Suzy know when I was going to be there and we made a date to meet at the same bar across from the truck stop. I violated several speed limits for a couple of days so I could get to Albuquerque ahead of schedule to have time enough for a nice evening with Suzy. I offered to get a motel room for us so we could be more comfortable but she said, “No, I really like your truck. And, I...

Straight Sex
2 years ago
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Trucker Fucker Chapter 1

We've all heard of those ladies of the night that have been rumored to roam truck stops seeking out lonely drivers. Affectionately known as "Lot Lizards", "Pavement Princesses", "Sleeper Leapers", they tend to move from truck to truck soliciting drivers seeking money for sexual acts, drugs, or even a ride down the road.Just like regular street hookers, each of these ladies has her own reason for doing what she does. Some suffer from drug addictions, some are homeless seeking a warm place...

Money
3 years ago
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Trucker Peter and Emma

It was another typical day at the Happyville high school. After a long day of classes, Emma and Emily had the cheerleading practice, and now they were heading home. They hit the highway, and just before the exit to the rural roads to their farms, they heard a clunking noise from Emily's hand-me-down old Volvo sedan she got from her mom, and they pulled over. With their nice cheerleader uniforms still on, they get out of the car. There was some smoke coming out of the trunk. Emily opened it...

2 years ago
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daddy training his sissy

"I was thinking Daddy, why don't you give me a nice smack on my cute little ass. And then bury that nice big cock in my tight little boipussy." I reached around my back and with two fingers grabbed the waistband of my panties. I pulled them up gently and felt my little penis stiffen as the satin bunched and sipped between my cheeks.Daddy walked up behind me and placed his free hand gently on my back. He pushed me forward slowly until I was on my hands and knees. He slid a finger down the crack...

3 years ago
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The White Sissy Slave Society A Walk into Sissyhood

The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...

4 years ago
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Trucker Service

For some reason, I've always found it really hot getting fucked early in the morning, first thing even. So when a Trucker that looked me up wanted to meet, I jumped at the chance!I hadn't met him before, but he said that he's seen my pictures and videos, and kept talking dirty to me in message. He kept saying how he wanted to eat my ass, and fuck it until he fills me up, and it doesn't take much more to get me really worked up and horny, so I asked if he wanted to take me, which he said 'yes'...

1 year ago
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My life as Daddys sissy

Hello Daddy,I would so love this life…I wake up thinking of you, dreaming of kissing you, of sucking your cock, of feeling it fill my boicunt.I spend all day preparing for you, so impatient to be with you. You are at work and I’m home, enjoying my role as your slut and maid.I clean the house wearing pink sissy sweat shorts and a tank top, pink sneakers and pink socks. I want our home to be perfect for you, and I take pride in taking care of the house you work so hard to provide.I then go to the...

3 years ago
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Trucker Fucker

I had been driving for 11 hours. Up ahead I saw a truck parking area with restrooms. I was needing to rest. It was about 7 pm and it was winter. I pulled over and parked near the restroom. In my warm car, I reclined the seat just enough to provide comfort. I could still see the restrooms. I had discreetly stopped at a rest area or two through the years coming home from college. I was a down-low cocksucker. I found out you could find cock easily in places like this. Tonight I was tired. I...

2 years ago
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Black Master gets a white sissy Part one

Black Master gets a white sissyPart Onebysissy4blackmasterEvery one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit. I went to an up market health club to keep my body in peak condition. I'd even dated a nice girl from time to time. So you'd be right in...

4 years ago
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How I turned office newbie into sissy Part 2 Tru

As soon as I got home after dropping T off I got set to work, booked a semi-local hotel, set my alarm and got an early night. Woke up at 7am with the hardest morning glory I've had in a long time. Was tempted to have a wank but thought I'd save my cum for my sissy. Sent T a picture of my cock and he replied "Can't wait Sir, I'm so excited but nervous". I didn't reply. So I went out early to buy some supplies, went to the local adultstore to buy an enema kit, lube, lace thong and small butt...

4 years ago
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trucker 2

Had to take a business trip across the Canadian border.The drive started out great when all of the sudden the weather took a turn for the worse we had a white out going on .I have been following a truck so my driving was ok but it turned my two hour drive time I to four or more ,all of the sudden the truck in front of slammed on his breaks I hit my breaks turned the wheel and ended up in the ditch as I regain my composer I look up cars are sprawled all over the highway .Putting my truck in...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

3 years ago
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A sissy whos ready to be taken by her Daddy

The proceeding story is a result of me asking my sissy girl to write something in anticipation of upcoming meet, greet and breed session and this is what the horny bitch wrote her Daddy. I hope to have future instalments from our hot encounters. Enjoy!I arrive at the hotel room and quickly apply my makeup, making sure to have lots of lipstick to leave on your cock. A touch of scent and I slip into my stockings , collar and lingerie. I turn on some soft music and sit on the bed hugging my teddy...

4 years ago
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My Girlfriend madd Me a Sissy Part3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

2 years ago
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Sissy Sister Husbands

SISSY SISTER HUSBANDS by Throne Tessa had been gradually cutting her husband Max off from sex and, at the same time, feminizing him. Now, after three months, he was desperate for relief and accustomed to wearing panties and other female items all the time. His wife decided it was time to take him to the next level. She knew the perfect person to help her do that. It was her friend Marie. Who could be more perfect? After all, it was Marie who had given Tessa the idea to change...

4 years ago
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My girlfriend made a sissypart1

Hey guys this is my first story ....hope you all like it ...When I was 18, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this girl. She wascalled Jess, a beautiful redhead with a body to die for and an appetite forsex...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

2 years ago
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Trucker sucker

21 years old living in an apartment by myself working alot and dating a girl that was really just convenient. She lived in a town about 30 miles away and sometimes I would get horny and she wouldn't be around or didnt have what I was looking for. It seemed like every weekend I would smoke a little or get a buzz and she would have to work or be somewhere else. One weekend I remember she was working all weekend and I had smoked some and gotten horny so I decided to go to the porn shop to get a...

4 years ago
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Trucker Fun

kittenI have always luved sex in cars and me driving is no exception. One of my favorite things is to put on a button up the front blouse, a very short skirt hopefully a buttoned one as well, a pair of high heels and nothing else. I never wear undies…they interfere with me playing with myself. After dressing as above, I get in my car and start down the interstate. I luv to masturbate and especially so when I am driving. I drive with my left foot on the gas, my right leg swung over on the...

2 years ago
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Birth of a New Sissy Part III Completion

Birth of a New Sissy Part III: Completion By DarkPrince67 [email protected] I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon as I walked into the house the phone rang. I grabbed it, not really thinking much about...

1 year ago
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Daddy Turns his Girl into a Sex Education Doll Part 2 Of The Sharing of Daddys Schoolgirl

 Chloe lay nervously excited on her bed. Her Daddy was leading a group of strangers into her room, and she could hear them getting closer. Her Daddy had ordered her not to move and to stare at the ceiling. She did as ordered, focusing fiercely on a small mark next to the ceiling fan. Not having permission to move meant she couldn’t pull her slutty red dress down and she knew her panties were clearly visible, as was her bra. Lying on her back had opened up the plunging V of the dress so that her...

Incest
2 years ago
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Trucker Sucker

"GET READY, KID ... HERE IT COMES!" the big trucker said just as his huge cock started to go off inside my mouth. The first thick rope of cum shot forth powerfully, the sperm-laden wad of cock-juice shooting deep into my sucking mouth. His monstrous cock twitched and I felt a second creamy strand of his milky semen splash over my tonsils. His hips flexed back and forth as he continued to unload inside my vacuuming mouth, my head banging rhythmically against the headboard as he fucked my face...

1 year ago
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Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

2 years ago
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Trucker Daddy Jim Part One On The Back of His

Part 1By this time in my life my job involved a lot of driving and I steadily got to know all the cruising areas. I particularly liked the laybys, the type that are not actually on the road but the ones that are shaded from the road by a small wooded area. I often use to pull in and have a quick break and stretch my legs.I met Jim on one of these cruising stops as I was driving passed on the opposite side of the road I slowed down to see if anyone was around, Jims rig was parked at the front,...

2 years ago
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Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

4 years ago
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DaddyDorsquos Sissy Slave

Arrived at Master’s house , as instructed at 10.30am wearing black lacy lingerie under my normal clothes and waited nervously and excited for him to answer the door. Master soon appeared and showed me into a darkened room. Sitting, he watched as I stripped down to my undies and paraded before him like the Sissy I am, desperately seeking his approval. Knowing he would not be pleased if he saw my small girly clit getting hard inside my panties. Standing up, Master told me to pull my panties...

4 years ago
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Useless Sissy Husbands

USELESS SISSY HUSBANDS by Throne John squatted in the corner of the kitchen, wearing only a plaid miniskirt and a sleeveless blouse, along with knee socks and saddle shoes. The hair of his brunette wig fell to his bare shoulders and was cut in bangs across his forehead. He cowered there, biting his lips, while his gorgeous wife Lana sat at the breakfast table with her lover Darren. The latter had on only boxer shorts, his fit body well displayed. Her sole attire was a short robe,...

3 years ago
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SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

3 years ago
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Trucker Daddy Jim Part Two

I got a call from Jim the day after our liaison at the layby, it quiet surprised me as I thought it would be a one off due to him being married. I've had multiples of married men in the past that say they'll phone you and never do, doesn't really bother me I quiet understand that their horny and looking for a quick release and when that's over they've got wives to return home to, occasionally one will contact me, it's fine by me I get as much out of it as they do, so everyone's happy.Anyway...

2 years ago
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Trucker Fucker Chapter 2

Julia was enjoying Tommy's pussy eating technique so much that she wasn't aware of what it was actually doing to her. As she ground and humped against his face, her head was too clouded to realize she was rapidly approaching her crest.Suddenly she was there, staring into the abyss and there was nothing she could do but plunge headlong over it!"OH FUCK TOMMY, I'M CUMMING! I'M CUMMING, BABY! OHHH, FUCK MEEEE!"Tommy reacted instantly. He wanted to make sure she came hard so he shoved two...

Money
4 years ago
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Sissy and Her Daddy

My name is Jane. I’m 24, and I live with Richard, a 45 year old man I call ‘Daddy.’ We’ve been together almost two years now, and we are deeply in love. Although Daddy is willing and able to support me financially, I enjoy my job waiting tables, so I put in about thirty hours a week a local café. We take this money and put it in our ‘get away from it all’ account, and Daddy looks after paying the monthly bills. I don’t know if we can get married, legally, since I indeed have a penis (as does...

2 years ago
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Sissy and Her Daddy

My name is Jane. I'm 24, and I live with Richard, a 45 year old man I call "Daddy." We've been together almost two years now, and we are deeply in love.Although Daddy is willing and able to support me financially, I enjoy my job waiting tables, so I put in about thirty hours a week a local café. We take this money and put it in our "get away from it all" account, and Daddy looks after paying the monthly bills.I don't know if we can get married, legally, since I indeed have a penis (as does...

4 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

4 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

2 years ago
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Americas Next top Sissy part 5

Part 5 So Part 5 of my homage to 'America's Next Top Model' forced fem style lol ... hope you enjoy it and please comment. After a humiliating photo shoot the sissies wake up to another elimination. Jim felt better after a night's sleep, only to face wearing the overly feminine pink sissy dress he and the other sissies are forced to wear for the elimination. 'Getting eliminated, maybe that's the way out? At the very least I would get the satisfaction of denying these sick...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

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