The Beauties of High School Babyhood by Ron564339
Chapter 2: Jimmy is Exposed
The first person to find out about James’ rekindled love for Jimmy was his girlfriend, Mary. Oftentimes Mary and James would go to his room just to talk, cuddle, kiss, or sometimes have sex. Mary always found much comfort and security when she was with James, and James felt good knowing that he would always be there to help her out or protect her when she needed it. However, one night, James asked Mary to get one of his textbooks out from underneath his bed, and he had completely forgotten about Jimmy. Mary then noticed the bear and pulled it out. She found it very interesting that her boyfriend had a teddy bear underneath his bed.
“James, I didn’t know that you still had a teddy bear!” she exclaimed.
James kinda froze and nervousness overcame him. “Uh, um, it’s just an old th-thing from, from a long time ago,” he said as he searched for an explanation. “I must have just left it underneath my bed for the past few years.”
Mary saw right through this story. “Oh come on, James. You can tell me. I bet you still sleep with your teddy to help you fall asleep some nights, don’t you?”
James looked into her eyes, and he saw no point in denying it. “Yeah,” he sighed. “I still like to sleep with Jimmy sometimes.”
“He has a name!” Mary responded. “Awww, that’s so cute! You’re just like an adorable little boy, James! I can just picture you carrying around your teddy bear in your arms like a two-year old!”
James went a little red from these remarks, but for some reason it didn’t really bother him. He couldn’t deny it, he still liked his bear. He didn’t let it affect his mindset, and he still felt exactly as he had before.
It didn’t bother Mary, either. She liked seeing her boyfriend as a little child, since he was normally so laid back and cool at school, or just so rough and tough when he played football.
This didn’t stop her from telling one of her friends, however, and person by person, word got around, and soon all of her friends and most of the people at the school knew about James’ secret. James actually wasn’t surprised that this had happened, because even though he loved Mary, he knew that she couldn’t keep a secret if her life depended on it.
As he walked down the halls over the next few days, many of the girls would just laugh at him and say in babyish voices, “Hey, James, where’s your teddy? Do you need a nap?”
Thankfully for James, they weren’t really serious. All of the girls really liked him, and they always told him later that they were just kidding. Because of this, although James blushed at these remarks, he played it very cool (besides, he kinda liked being baby-talked to, especially by the pretty girls). He just kind of smiled and replied, “Yeah, I’m still really attached to the little guy.”
Just like Mary, the other girls thought it was extremely cute that the captain of the football team still slept with a teddy bear, and you know how girls are when they find something cute. But it wasn’t really that big a deal to either James or them.
James’ guy friends were even worse. They constantly made fun of him and ragged on him for his secret. They even started calling him “Jimmy”, since that was a little kid’s nickname for him as well as the name of his bear. But just like the girls, they weren’t too harsh about it. Most were really close to him, and besides, if they dared to call him a “wuss”, they knew he could pretty much kick any of their asses.
Mostly, the guys were just relieved to find out that he wasn’t perfect. They had been constantly looking to find some flaw with him for years, just to make sure he was human. This was the major reason that they didn’t stop teasing him about it. But James took the joking in stride, and just laughed off each one of the jokes. The other guys couldn’t believe it; he didn’t seem embarrassed at all. Could anything ever get to this guy?
Despite his outer appearance, James still had his baby desires. The close call with his teddy bear made him lay off them for a while, but eventually they resurfaced and he couldn’t stop fantasizing about returning to his infancy.
After a while, James couldn’t resist his longings any more. For the first time, he decided, he would go to the drug store and buy some adult diapers. For some reason, diapers were the most intriguing part about being a baby. He wanted nothing more than a soft, thick, babyish diaper around his waist, and he knew the only ones that would fit his rather large waist would be the adult kinds that he had heard about. So James resolved that this would be the first day since his toddler-hood that he would wear a diaper again.
Chapter 3: The Diaper Purchase and Mary’s Visit
Coming home from school that day, James stopped by the drugstore. As he walked in, he noticed that the cashier was a cute girl that he knew from school named Jenny. As James walked in, Jenny said “Hey” to him, and he responded back the same way.
‘Damn!’ he thought as he walked down the toothpaste aisle. ‘How am I gonna buy diapers with her being up there?’ But his desires were too strong to let this deter him. ‘I just won’t say anything and she probably won’t ask’.
He nervously paced around, looking for the adult diaper section. Eventually he noticed a sign saying “Incontinence” above one of the aisles, so he made his way back there.
He hadn’t realized how many different brands of adult diapers that there were. He didn’t even know where to start. After nervously studying the different types of products, he realized that the “briefs” looked the most like diapers. He couldn’t help but get excited as he looked at diapers that would actually fit him.
But which brand to choose? He generally knew store brands were pretty crappy, so he decided for a bigger name brand. As he continued to look on, someone walked by, and he jumped a little.
‘Let me just get this over with,’ he thought. He just noticed a package of “Attends” that had a size that would fit his waist. As he picked up the package and got his courage up to go to the counter, he turned right around and bumped into Jenny. James locked up, not knowing what to say or do.
“Oh, James, I was just checking to see if you were finding everything. You’ve been back here for a while”. She then looked underneath his arm and saw the package of Attends.
“Uh, uh, yeah,” he stammered. “Everything’s fine, I just wanted to get these…these…”
“Diapers? Oh, ok. Just bring your diapers up to the counter and I’ll ring you up.” She turned and walked towards the counter.
‘No way out now,’ he thought. For some reason, he got a little surge when Jenny said “your diapers”. He followed her to the counter, trying to calm down and get his thoughts straight.
As Jenny started to ring up the Attends, she began to speak. “So James, why are you…”
“Buying diapers?” he quickly responded. “Well, uh, it’s my grandma, yeah, she uh, needs them, and, my mom, uh, she asked me to come to the store, and like, buy them, and stuff. Yeah.” He then nervously handed her the money for the Attends.
“Oh,” she replied as she took the money, finding it almost amusing watching the big bad football captain be so nervous. “That’s very nice, but I was just gonna ask why you’re going to the movie tomorrow night with Katie instead of Mary, that’s all.”
“Oh, right,” he said, feeling extremely stupid. “I just, uh, didn’t feel like going with her this time. Yeah, well, I gotta run, see ya!” he said as he grabbed the Attends and left the store quickly.
As he made his way to his car, Jenny thought 'Wow, James sure was acting funny today. Maybe he was a little embarrassed to be buying diapers or something. He didn’t even stay to get his change back! Come to think of it, those diapers were pretty large. His grandma must nearly have the same size waist as…James. Hey wait a sec. You don’t suppose…nah, couldn’t be…"
James was extremely relieved to get to his car, and especially relieved when no one was home when he got there. He was so happy that the endeavor was over, and more importantly, now he had diapers! He just couldn’t resist, he raced up to his room, eager to try one on.
Once inside, he locked the door, opened up the package, and pulled out one of the Attends. The smell immediately struck him as interesting, and he studied it as he unfolded it. The soft plastic cover and warm inside seemed to be very inviting.
He quickly stripped his clothes off and placed the Attend on the floor. He didn’t know exactly how to put it on, but he just laid on top of it with the tapes in the back.
Very excitedly, he pulled up the bottom part between him legs. He undid the tapes, and then completely pulled the left side around his waist, as tight as it would go. He was literally shaking with excitement, and he started to get an erection as well. The whole process must have triggered some memories he had of having his diaper changed or watching other babies being changed, because suddenly it became so real to him. He started to feel like a little baby again.
He next taped the left side, and then did the same with the right. As he sat up, he was filled with the most amazing feeling. His hips, butt, and genitals were completely covered in the soft, babyish material. He felt the front of the diaper and pressed it up against his body even more, exciting him emotionally and sexually.
He admired his diaper in the mirror. He loved the way it looked, and he felt more babyish than he ever had before. He put his thumb in his mouth and tried to look as babyish as possible. He could so easily imagine being a cute little baby boy again…
He went to go lay on his bed in his diaper. He wrapped himself in the covers and pretended that he was in a crib with a baby blanket over himself. He closed his eyes and completely engulfed himself in his fantasy. He couldn’t prevent himself from falling asleep.
A little later, a knock on James’ door woke him up. He expected his parents, but to James’ surprise, Mary’s voice called out to him:
“James, I know you’re in there. Come on baby, why do you have the door locked?”
Nervousness shot through James’ body. “Uh, I was just asleep. I’ll open it in a minute,” he yelled back. ‘Damn’ he thought. ‘What are the odds that she would show up on the day I bought diapers?’ He didn’t have time to think more, and he quickly packed up all of the Attends that were on the floor and threw them underneath his bed.
He then remembered that he had told Mary about a key to his room one time. He had mentioned where he kept it, and unfortunately, she must have already gotten it (he had probably slept through her first few knocks on the door, making her decide to go get the key).
This was verified because she then said, “Well, I have the key, so I’m coming in!”
Not knowing what to say, James quickly put his shirt and pants back on over his diaper. Just as he finished, Mary finished unlocking the door and opened it.
“Wow, you must have been pretty paranoid to lock your door while you slept, James,” she said.
“Uh, well, I didn’t really think about it, I just locked it. So, uh, why are you here?”
“To see you, silly. Come on, I missed you,” she said as she walked toward him. She put her arms around his neck and kissed him lightly on his lips.
James tried to act natural, but he was extremely afraid that she would notice his diaper. He didn’t even really kiss her back since he was trying to figure out a way to get her to leave.
“I’m sorry, baby, but since I accidentally feel asleep, I just remembered that I need to get started on my homework. I hate to tell you that I want you to leave, but I should really get started on this stuff.”
“Well, if you must,” she said. Then, to James’ complete horror, she reached down and squeezed his butt. He just froze, knowing that she would realize that he was wearing a little extra something.
To his complete surprise, Mary didn’t mention anything at all about his diaper. She acted just completely normal and then said:
“But, you MUST come over to my house tomorrow after school to make up for it, ok? I have a little surprise for you.”
“Sure, that sounds great,” he said, eager for her to leave.
“All right, good. See ya,” she responded as she kissed him again. She then turned around and walked out of the room as he said “Bye”.
“Whew, that was close!” he said after she had gone. “I can’t believe the odds. But how in the hell did she not notice my diaper? Oh well, I’m just glad she didn’t, and as long as I show up tomorrow, I’m off the hook.”
He then proceeded to take off the diaper and he decided to steer clear of the Attends for the rest of the night. Hoping the next day would be a much better one, James began to wonder what Mary was thinking.
Chapter 4: The Ambush
The next day, after school, James drove over to Mary’s house for some quality time. James went up to Mary’s room (there was no one else home) and the two embraced each other and gave each other a quick kiss. James then sat down on her bed, thinking that she probably just wanted to talk about something on her mind.
Mary, however, had more in mind. As soon as James sat down, she playfully jumped on top of him and started kissing him. She ran her hands through his short, brown hair and up and down his somewhat burly chest. Although he was a little shocked, James definitely enjoyed it and went along with her, thinking that there was more to come.
While Mary caressed James, she began to talk to him. “James, you’re so hot! I love being with you and touching your body!”
“I love you too, Mary. You’re the best girl in the world!”
“You know what, James? Not only are you really hot, but you’re really cute too!” Mary said while she started to unbutton James’ shirt.
“I think you’re really cute too, Mary!”
“Thank you, James, but I don’t think you understand. I really think that you’re CUTE!” as she took off of his shirt
James wasn’t quite following her, but he tried to play along. “Uh, well, thanks, I guess, you’re really a cutie too, honey.”
“Let me put it this way, James,” she said in her sexiest voice as she started to unbutton his pants. “Don’t you want to be my baby? Don’t you want to be my little baby?”
Thinking that she was just getting into a little foreplay before they had sex (since James only heard her use that voice when she wanted to get it on), he responded “Oh yeah, sweetie, I want to be your baby.”
Suddenly, to James’ surprise, Mary jumped back away from him and yelled “Good! Come on, girls, you know the plan!”
Out of nowhere, Mary’s closet door slammed open and out popped Jenny (the girl from the drugstore) and three other girls: Katie, Kim, and Tasha.
While he was still lying on the bed, each one of them grabbed one of his arms or legs and held him down. James was in such shock that the thought of resisting didn’t even cross his mind yet.
“You know, James,” Mary said. “I thought that that was the case. After all, aren’t babies the only ones who wear diapers?”
James felt his face flush and his body go numb. ‘How does she know?’ he thought. As the other girls looked down at him with wide grins, he began to piece it together, thinking about how he had bought the diapers from Jenny and how Mary had felt his diapered butt the day before.
Seeing the look of surprise on James’ face, Mary began to explain. “Before I went to your house yesterday, I had a talk with Jenny. She told me you were acting funny yesterday, James. When I asked her why, she mentioned that fact that you were buying some diapers for your grandma, but I told her that your grandma lives far away from here. Jenny then mentioned how the diapers were pretty big anyway, so she guessed that the diapers must have been for you! I then decided to see for myself, and I know you would never think to lock your door before going to sleep. And you know, James, I’ve baby-sat before, and I can easily recognize a diapered bottom when I feel one, like I did yesterday. Since I know that you don’t wet the bed or have any urinary problems, I wondered why you would be buying diapers for yourself. Then it hit me: My boyfriend has been sleeping with his teddy bear, and now he’s wearing diapers. I realized that I’m not going out with a seventeen year old football player; I’m going out with a cute, little, diaper wearing baby boy!”
James was almost in a trance while he listened to her words. Once she finished, he began to speak:
“That…that’s not true!” he tried to convince her, feeling tears begin to well up in his eyes. “I…I just…”
“I don’t think so,” Mary said. “Face it, James, you may be a big, tough guy on the outside, but inside you’re just a little baby who wants to be diapered.”
As she said this, he became extremely embarrassed and began to cry, not only because of what she said, but because it was true. He couldn’t convince himself that what she said was not exactly what he wanted.
“There, there, James,” Mary said as she walked over and ran her fingers through his hair. “Don’t cry. It’s nothing to be ashamed of. And after all, you have five professional baby-sitters here to take care of you. We all know exactly what to do with little babies like you!”
Somehow this didn’t exactly comfort him any. “But, but…”
“Shhh, just be quiet little one. Don’t worry, it’s ok, we don’t think it’s a bad thing. We like babies, we think they’re very cute, and I think you’ll make the cutest baby yet! Oh, and by the way, I wouldn’t suggest you trying to resist what we have in mind for this afternoon. I’m aware of the fact you could probably overpower the five of us, but if you do, you can be rest assured that you’re little ‘secret’ will be quite known throughout the school. And you know how I am with secrets, James. After all, everyone already knows about your little teddy bear, so I don’t think your football buddies would doubt that the football captain wears diapers, too!”
James suddenly realized that he she was right, and that he was helpless to the girls’ whims.