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Hey guys, I’m working on role reversal stories. I have created a Patreon where this story is updated weekly, but I will be posting more chapters in here as time goes on. What other scenarios you’d like to see? Let me know so that I can add them to my list. At the moment I’m working on other stories about role reversals and more! My Patreon is https://www.patreon.com/LittlerWriter?fan_landing=true If you join, I will be adding new stories weekly and you can even tell me if you want me to continue with Evelyn’s regression, From Fatherhood to Babyhood or, if you prefer, something new! Babying James James had always been insecure about his height. It didn't help that at nineteen, he was still in the last year of high school or looked more like a middle school boy than a man. Being held back one year didn't really help, and even if he was the oldest in his classroom, he was the one everyone bullied. His only consolation in life was his best friend Kyle, who was a year younger than him but in the same classroom. Kyle was everything James wasn't. He was tall and handsome, with dark hair and dark eyes. Captain of the Football team, the swimming team, and basically just better at everything. His grades were also perfect. It just seemed to James that Kyle had everything figured out. Chapter One James' mother, Emma, was a good-looking woman, especially for someone in her forties. She worked for a pharmaceutical company, which meant she had to travel a lot when releasing a new drug on the market. She had two kids, James and Charles. Although James was the oldest, he tended to be a sort of momma's boy, which meant that Charles, at only fourteen, would boss him around when they were alone. To the point where Emma would find James crying after spending an entire day by themselves. Now, she needed to travel for over two months, and there was no way she could leave James in charge of the house. She went to the living room, where she found James and Charles playing video games while Kyle, James' best friend, read a book. He seemed so much more mature than both her kids, even if he was younger than James. "Hello, Miss Clement," said Kyle, his voice manlier than James and most men her age, "You look great." "Thanks, Kyle," she said, blushing; that's when it hit her. Why not leave Kyle in charge? He already spent most of his time in their home, and he was responsible enough to keep everyone safe, "Could I talk to you for a minute? In private?" Kyle nodded and stood up, a towering man. She couldn't believe he was only eighteen. "Is there any problem?" Asked Kyle as they reached the kitchen. "No, nothing. I mean, it is not really a serious problem". "It's okay, you can tell me," he said reassuringly. She didn't know why, but his words did make her feel more at peace with her decision. So, she explained what she wanted and offered Kyle money to take care of her kids while she went out to work. "Babysit?" Asked Kyle. "I know James is already a man, I mean…." "He is special," said Kyle, "But I meant more about Charles. He can take care of himself." "I know, but James, on the other hand." "So, I'm taking care of James to prevent Charles from walking all over him." "That's it," said Emma, "I know it is a big imposition, and you already have your plate full. I mean school, and all your sports, and homework..." "I'll do it." "Really? I'm so glad you said yes." "As I said, James is special. And, I think he does need someone to look after him if you are gone for too long." "If you are going to do this, there are a couple of things you need to know," she said, "Now, it only happens once a week or not even, but Jamie will sometimes wet the bed. He has these nightmares, and I think he just cannot tell that it's happening until he wakes up. I know it's a lot, but just reminding him to pee before going to sleep would be helpful." Kyle nodded. "And, he can come from school crying sometimes. It means someone has been mean to him, and I usually hug him until he feels better." There was a short pause. "It's okay. I'll deal with it," said Kyle. "So you'll do it?" Asked Emma. "I will" The two of them went to the living room, where they found James and Charles fighting over the controllers. Though it wasn't much of a fight and more James begging Charles to let him go or he'll tell his mother; and Charles. Well, he was laughing as he pushed his older brother to the ground. Emma knew that she couldn't take James with her, but she wanted to. Her son needed her protection, though Kyle would do a good job. He always did a good job in everything. Chapter Two "I'm in charge of the house?" Asked James, smiling and excited at the prospect of his mother going away for so long. "Yeah," said Emma, lying to her son wasn't something she enjoyed, but she couldn't tell him that his best friend was in charge of babysitting him, "I also talked to Kyle. He will be staying here to keep you guys company." "Sick," said James, his heart beating faster than usual. He would spend more time with Kyle than ever, which made him smile, though he wasn't sure why. "I just want you to be nice to Charles, okay?" "Okay, mom," said Jame. "Now, give me a kiss and go do your homework. I don't want any surprises like last year." James blushed. He was ashamed of failing his last year of school, but because of it, he met Kyle, who was the silver lining of his life. Though, everyone else beside him would tease James because of his size, lack of masculine features, and the fact that he tended to cry when bullied. A nineteen-year-old baby, that's what they called him, and part of him felt like it was true. He left his mother's room and went to do his homework, though he soon grew frustrated at it. It was his second time going through the same homework and exams, and he was still not good at it. He began tearing, which was a mistake 'cause that's when his brother came into his room. "Are you crying?" "No," said James, though it was more than evident that he was. "What is wrong with you? You are supposed to be my big brother, not the baby of the house." Charles left the room, disgusted at his older brother. James knew he was right. An older brother wouldn't be pissing the bed every other night, nor would he cry when things got hard. So, why was he still crying? Was he not the older brother? Yes, he was. Decided to change the way people treated him, James stood up and washed his face. He was an older brother, and he was going to start acting like one. The only problem was he didn't know how to. Maybe now that his mom was going away, he could try and be more responsible, and he should start by not wetting the bed anymore. Their mother left the following day, and luckily for James, he woke up dry. He was so excited and proud of himself, and his mother made him a special breakfast just before leaving. Yes, things were going to change. He was going to change, and nothing would stop him. But, as soon as his mother closed the door, things didn't change. "Okay, loser, I'll be in my room. Let Kyle in when he gets here," said Charles, as if he was talking with someone below him, and, even if James wanted to impose himself as the older bother, he didn't know how. He was alone in the living room until a knock on the door broke the silence. Jame opened the door to find Kyle, tall and handsome, holding a big suitcase and his school backpack. He was wearing a classy shirt, some pants that really let people see he was a full man, and his cologne was almost as strong as his body odor. "Hello, little one," said Kyle, "Ready to have fun?" Little one was the nickname Kyle had given him. He had protested at first but to no success. Now, that and baby were his name whenever Kyle was around. Though, he would avoid calling him that way at school. "I'm ready," said James, allowing Kyle in and feeling better knowing that while Kyle was around, Charles wouldn't make fun of him too much.

So me and my best friend are over in Boston for the summer on a work/travel visa. I thought, 'hey this is a great chance to get some good diapers only available in the states' ok here's the rub, he doesn't know I'm a DL, we're sharing a room so privacy is kinda in short supply. I figured its only a couple of months without diapers i'll be fine. But the stress of job hunting has made me long for a night in my diaper relaxing not worrying. So i'm turning to you guys for advice. Should i tell him? Should i let hime stumble over my diapers(if i order them) ?or should i suck it up and bury the feelings (i'm irish, supression is second nature to us)