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NOTE: This story is intended for reader's 18 years of age and older whom are interested in age regression, diapers, underwear, spanking, and Incidental situations. It does not depict, nor does the author condone, the abuse of children. This story is loosely based on how I developed my fetish for diapers. I hope this does not offend anyone. This is ADULT Material. If the description of sexual situations offends you. PLEASE READ NO FUTHER………
Timmy Part 1 "Timmy! Timmy, its time for lunch!" Timmy paused by the door, unsure of what to do. All he knew was that he'd wet his pants- again. The last time six-year old Timmy had peed himself, his mother had angrily threatened to put him in diapers.
As he walked into the house his mother frowned at his pants but said nothing. When he finished his lunch he stood up to go change but his mother stopped him.
"I told you the last time you wet yourself that I'd put you in a diaper if you did it again and I was serious!" She proceeded to drag Timmy up the stairs and into the bathroom where she stripped him of his wet and very smelly clothes and spanked him- hard.
"Ow! Stop it, Mommy! I promise I won't do it again! Owwwwwwww!"
"You're dammed right it won't happen again!" his mother snapped. "I'm sick and tired of your wet clothes! I warned you that I would diaper you if this happened again and I intend to! Now, lie down on your back and let me diaper you like a baby."
She proceeded to shove a cloth diaper onto him. The diaper belonged to his three-year-old brother who was not yet toilet trained and would continue to wet at night for another ten years. Then she put a pair of plastic pants on over the diaper, and then a tee shirt and no pants.
"There, now you look just like a baby," she said. "Go outside and play, little baby."
Timmy's chin trembled. "Outside? But everyone will laugh at me."
"Oh, no they won't. How can anybody be mean to a cute little baby?"
Timmy reluctantly went outside. As soon as everyone saw his diaper getup, they began laughing and yelling things like "Aw, look at little Timmy! Doesn't he look sweet in his diapers and plastic panties? Hey, baby, let Mommy check and see if your diaper is wet!" Timmy burst into tears and ran back inside. But the worst was yet to come.
"Oh by the way Baby Timmy, your Uncle Jack is coming for dinner. You'll have to wear your diapers and plastic pants while he's here! Uncle Jack won't play with babies wearing diapers!"
Timmy cried all afternoon and by dinnertime his eyes were red and swollen. "Timmy! Your uncle's here! Get down right now!"
Timmy nervously wiped his tears and headed downstairs. Uncle Jack turned around and smiled at him. "Hey, how's my favorite nephew?" he said. Then his eyes widened. "What's that you're wearing?"
Timmy's face flushed red. His mother answered for him. "Timmy has been wetting his pants like a baby lately and I put him in diapers and plastic pants as a punishment."
"What? How can you do that to the poor kid? That could permanently damage his self-esteem!"
Timmy left the room, smiling to himself. He knew everything was going to be OK. Uncle Jack then came into Timmy's room and held his nephew in his big strong arms. His uncle then read him a story from his favorite storybook all the while rubbing his fingers through Timmy's hair and giving him little hugs to reassure the little boy. After dinner, before he left to go back to the dorm where he stayed he told Timmy that even grown men wet their pants every once in awhile and for him not to worry about being in diapers.
That day left permanent mark on Tim. From then on he was fascinated with diapers. He began to steal his brother's diapers and sneak into the woods, where he would diaper himself and wet the diaper. Tim loved going to department stores that had a baby section, he would always follow a little behind his mother so that he could look at all the different kinds of baby plastic pants and all the baby clothes. Timmy longed to be put in those cute plastic panties; they were so much softer than the ones he stole from his little brothers diaper pail. Timmy wished his mother could read his mind and understand his need to be diapered and to be held like a baby, but of course she couldn't read his mind and who would think that a boy Timmy's age would want to wear diapers anyway.
One night when he was ten, a new babysitter came over. Her name was Katie. She seemed like a fairly normal babysitter at first. She diapered Tim's brother and sent Tim upstairs to shower.
Tim had recently discovered the art of masturbation. He would diaper himself and rub himself in the diaper until he got a very nice hard erection to play with for a while. He decided to sneak in a quick one before his shower.
This one was one of his best ever. He got more and more wrapped up in playing with himself and even had a slight orgasm- his first ever. Suddenly the door swung open, and there stood Katie staring at him in wide-mouthed shock.
She stepped inside and closed the door behind her. "What are you doing?" she demanded.
Timmy burst into tears. "I was just having fun," he sobbed. "Please don't tell my mother."
Katie looked him over, a pleased smile on her face. "I won't," she promised. "But you have to do what I want you to do."
Timmy nodded in obvious relief. "OK."
"Now, go to your room and wait for me while I put your brother to bed. Don't take your diaper off."
Timmy ran to his room and sat on his bed, curious about what his babysitter was going to do. She came in a few minutes later. "Timmy," she said. "If you like diapers that much I will diaper you whenever I baby-sit."
"Really?" Timmy asked eagerly.
"Of course. Now lie down and let me put a fresh diaper on the baby."
That was the same word his mother had used four years ago but somehow the word had a different effect on Timmy this time. Perhaps it was because instead of his strict, overbearing mother, the woman standing before him was young, only six years older than he, and had long curly blond hair................
After Timmy was diapered, Katie slowly began to rub his penis through his diapers. Timmy tried to hide his delight but it was obvious in the rock-hard erection that poked up through his diaper. Katie smiled down at him-boy did she have a lovely smile, Timmy thought- and she said "Does that feel good?" Timmy was in heaven, Katie knew she could get Timmy to do anything she wanted, but tonight she was going to take it real slow. Katie stood up and pulled off her jeans, Timmy's eyes just about fell out of his head. Katie was wearing yellow panties with little pink roses embroidered on the sides of the panties. Katie sat down on Timmy's bed next to Timmy with her legs open so that Timmy could she her crotch. Timmy could see the outline of her hairy mound pressing out through the panties. Katie took Timmy's hand and pressed it to her mound through her panties and told Timmy to rub here. Timmy's hand started trembling but he did as he was told. Timmy wanted to please Katie, he didn't want her to get mad and leave or worse tell anyone his secret about wearing diapers.
Timmy didn't know how to rub a girl there and wasn't doing it the way Katie wanted him to, so she took his hand in her hand and showed him how to please her. Katie then laid down on the bed besides Timmy and let Timmy rub her, she liked him to rub his fingernails over the top of her mound going up and down the crack, then press harder near her clitoris, then do a circular motion on top of her clitoris. As she came closer to climax she told Timmy to do it harder and harder. Timmy's arm was starting to get tired when Katie finally let out a long low groan and grabbed Timmy's hand so that Timmy couldn't rub her anymore.
Katie then kissed Timmy and told him he was such a good baby, This made Timmy very happy, he liked hearing her call him a baby. Katie then had Timmy lie back in his bed and spread his legs. She started rubbing his penis through Timmy's diapers. Timmy's penis got very hard and Katie then pulled Timmy's diaper down so his penis stuck out. She started rubbing his penis very slowly, gently squeezing it as she did. This was driving Timmy wild, it felt sooooo good! Katie told Timmy he was a good baby and that every time she came over she was going to put him in diapers and let him rub her. The thought of her letting him wear diapers and Katie calling him her baby excited Timmy to the point where he came, it wasn't a lot as it was only his second time to actually come. Katie wiped her hand on Timmy's diaper and told him he was such a good baby boy.
Katie then let Timmy stay up till an hour before his mommy was due home. They layed on the couch together, with Katie holding Timmy in her lap like the little boy he wanted to be. Before Tim's mommy came home Katie un-diapered Timmy and helped him get into his big boy PJs. She then gave him a big kiss on the lips and told him that she wasn't going to tell his mommy and that she couldn't wait to baby-sit him again.
A few weeks later Katie came over to baby-sit again. She told Timmy to go to his room and get undressed. She also told him she had a surprise for him. She put Timmy's younger brother to bed almost immediately and then she came into Tim's room, where he had been waiting naked. Timmy's penis stuck straight out from his trembling body; he was sooo excited yet scared at the same time. He had spent the last few weeks thinking about what had happened the last time Katie was over and masturbating almost 24 hours a day. Katie closed the door, and pulled out a pair of very large yellow plastic pants. Katie said, "These should fit my big baby". Timmy's heart was beating soooo fast he thought he was going to have a heart attack! Katie handed him the plastic pants; they felt soooo good in Timmy's hands. Katie just stood there and smiled at Timmy, "you really like your diapers and plastic pants, don't you Timmy" Katie said with a smile.
Katie then laid out several diapers and had Timmy lay down on top of them, she played with his penis a little bit and then she said "Tonight, Timmy," she said, "I am going to teach you how to do oral sex."
Timmy stared up at her, feeling very awkward. He didn't know what oral sex was and it frightened him. "No. I- I don't want to."
Katie stared right back at him. "All right, Timmy, if that's how you feel. But if you don't let me teach you, then I guess I will have to tell your mother about you wearing diapers. Have I made myself clear?"
Timmy didn't want that to happen and he didn't want to make Katie mad at him so he said that he was sorry and he would do anything she said. He felt nothing for a minute and then suddenly he felt the heat and pressure of her mouth on his short little penis. It grew more and more intense; Katie was slowly pumping his penis while licking the head of his penis and slowly taking his whole penis in her mouth. Wow!! This feels really good, thought Timmy. Timmy then realized he was going to come and tried to warn Katie that he was going to come, but she just kept on rubbing and licking his penis. Then Timmy started arching his back trying to shove his penis deeper into her mouth. He then let out a groan and came like he had never came before. Katie didn't seem to mind and sucked all his come down and kept his penis in her mouth till it got soft. Timmy felt great, Katie moved up beside Timmy in the bed and what happened next seemed to come almost naturally to him. He carefully lifted up her shirt and reached behind her and unhooked her bra. He then took one of her breasts in his hand and began sucking almost hungrily as his desire to have her increased. He no longer felt awkward.
Suddenly they both heard the door opening downstairs. His Mommy! Quickly he stripped off his diaper and hid it under the bed and put his pajamas back on while she scrambled to get her shirt back on. When his mom opened the door it appeared that she was just tucking him into bed and that they'd had a normal night. She had forgotten something and had just stopped by for a moment. She checked on Timmy's brother then left.
After she had left, Katie came back into Timmy's room and put his diapers and new plastic pants on him. Katie then said to Timmy "if you are going to wear diapers like a baby I want you to pee in your diapers, can you do that for me baby"? Timmy tried to wet his diapers, he wanted to so bad but couldn't. Katie grabbed Timmy's arm and walked him to the bathroom. She turned on the water in the sink and let it run. Timmy started to get the urge to pee and spread his legs a little to give his pee pee more room. Slowly starting with just a trickle the pee started, then it came pouring out soaking into his diapers, Timmy could feel the warm pee collecting in his crotch area and slowly rise up into his butt crack in the back and up to his balls in the front. Katie saw Timmy's smile of contentment and reached down and rubbed the front of his plastic pants, she could feel the warm wet heaviness of his wet diapers, and she slowly ran her hand down the plastic pants to the bottom of his crotch.
Katie said "Timmy! You really soaked your diapers! Now you really are a big baby in diapers. Timmy just smiled up at her. He really liked the way Katie was treating him and he had developed a serious crush for her. Timmy would do anything she wanted, especially if she kept him in diapers and plastic panties.
Katie then led Timmy around the house by his hand; she wanted him to enjoy the feeling of his wet diapers and plastic pants rubbing against his body. Katie led Timmy back to his bedroom and laid him down in his bed. She then pulled off her pants and shirt and climbed on the bed with Timmy. She asked him if he liked oral sex now? Timmy's head nodded up and down, vigorously, "oh yes" Timmy said. Katie then pulled Timmy close to her and started kissing him, OK, now its Timmy's turn to suck on Katie. Timmy's heart started beating real fast. The thought of doing to her what she had done to him made him very excited and he felt his penis getting hard inside his wet diapers and plastic pants.
Katie guided Timmy down between her spread legs; she had him kiss her swollen mound through her white panties at first. Timmy enjoyed pleasing her and he really enjoyed lying there licking her through her panties while diapered. Katie reached down and slowly pulled her panties off letting Timmy see her girl pee pee up close. Timmy loved the musty smell that filled his nostrils and was fascinated at the way the skin folded in to make the slit in her pee pee. Timmy reached up and slowly opened the slit wider; Katie slowly eased Timmy's head down closer to her warm wet slit, telling him to kiss her there. Timmy didn't need much encouragement and kissed on her slit like she told him too. Katie told Timmy to start licking her slit so Timmy did. Katie told him to go higher and higher till Timmy reached Katie's Clit. When Timmy reached the clit area he felt Katie arch and knew this was the right area to lick. Katie then told Timmy to suck and lick right there. Timmy happily obliged the one person in the world who understood his desire to wear diapers and be treated like a little baby. He liked pleasing her; this made him feel very good inside. Katie started arching her back, shoving her pee pee into Timmy's mouth, Timmy understood and started sucking harder, Katie liked that and started a low moan, almost like a growl. Katie started humping Timmy's face, arching her back trying to get as much contact with his lips and tongue as she could. Katie then did something that kinda scared Timmy; she wrapped her legs around his head like she was trying to smother him. Timmy didn't realize Katie was coming like he had. Katie's legs were trembling and she was gasping for breath, she finally let go of Timmy's head and looked down at him and saw that she had frightened him. Katie held out her arms and pulled Timmy up beside her and gave him a soft kiss on the cheek and said "what a good baby boy you are, you made me feel very good, I am so glad you are my baby". Katie started stroking Timmy's hair and nuzzling with him. Every so often she would pat his wet diapers and plastic pants. Timmy was happy that he had pleased her, he liked Katie a bunch!
This experience gave Timmy wet dreams for many months but it was nothing compared to what happened the next time Katie came over.
The evening started off fairly normal for the two of them. Timmy was diapered and proceeded to lick and suck on Katie's pee pee. Katie gently pulled Timmy's body up on top of hers. She spread her legs around Timmy's body and reached in and pulled his pee pee out of his diapers, she took his pee pee and guided it to her open slit. Timmy was of course rock hard and when his pee pee slipped inside Katie's pee pee it felt so hot and moist and slippery. Timmy started pumping his pee pee in and out of Katie's slit. Katie kept telling Timmy he was such a good baby, and that he could wear his diapers anytime she was babysitting him. Timmy proceeded to have an orgasm like he'd never had before! Timmy couldn't stop if he had wanted too. He was ramming his pee pee into Katie's pee pee as hard as he could, he didn't want to hurt her, but she didn't seem to mind. When it was all over they lay next to each other for a little while longer, exhausted.
The next three years were the happiest of Tim's life. He and his babysitter continued to have sex every time she came over. Then Timmy's mom got a better job in another state and they moved away, Timmy was heartbroken without her.
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