Becoming a Sissy Baby Boy – Chapter Eight

Becoming a Sissy Baby Boy – Chapter Eight

I did as he asked, wincing a little at seeing the original rules….which I hadn’t handled so well. On the back, a new list….

  • ·         Diapers 24/7. You do not ask to be changed, nor do you change yourself. Period.
  • ·         Bedtime is at 6 pm, no exceptions. This is both because you’re a baby, and because of your job.
  • ·         You have a weekly allowance of 75 dollars. This should be used for gas and possible a few knock knacks you may want. You can save up if need be. All other bills and finances will be handled by me.
  • ·         Your smoking will be monitored and regulated so as to help you quit.
  • ·         No touching yourself or playing with yourself without my supervision and permission.

I sucked on my coffee while I read, the smell of my messy diaper already filling the area around me. I personally was used to the smell…..not my first messy diaper by a long shot. James was finishing breakfast, making both he and I a plate.

“Well?” he asked.

I nodded. “Yeah….I think I can do this…”

“We will see, now won’t we?” he set the plate down for me, getting me some silverware as well. Dippy eggs, bacon and buttered toast. Yum! “We have a list of things to do today, so if you want any playtime when we’re done, you best eat quick. We need to unload the uhaul, take it back, pick up our cars, unpack your stuff…..” he wrinkled his nose at my smell.

“Phew! And DEFINITELY get you changed!” he laughed. I blushed. Nonetheless, I started scarfing down my food, hungry as I was. He watched me as I ate, and it left me feeling like he either didn’t trust my eating methods, or he just couldn’t keep his eyes off my sexy body~ (joking). We finished our food, he out our plates in the dishwasher (yay! Dishwasher! I hate doing them by hand), before he picked me up and carried me to the bathroom. His hands were pressed against my bottom, making the mess spread even more against my body. Setting me down on the bathroom sink, he started warming up the shower.

“Let’s get you cleaned up. Before you know it, this will be a daily thing for you. Messes in the morning.”

“Really?”

“Really really kiddo. All it takes is a change in diet and a little training.” He stood me up, undoing my tabs, and being very careful not to get the mess everywhere he lowered it from my body. Setting it to the side, he had me step into the nice warm water of the shower and began rinsing me off. It felt nice to have the ick washed away from me, not having to do anything but enjoy the experience. And enjoy it I was, that is, until he said….

“Uh oh.”

“What is it?”

He held up the cage around my dick. “Look.”

The cage was failing! My balls had managed to get out….all that was holding it on was the antipullout piece….

“Oh…..I’m sorry….”I said, feeling sad.

“Sorry for what? This is hardly your fault, baby boy. It just means I have to take other options.”

“Like what?”

“Well, I can either modify this one, have a custom one made, get you a Prince Albert, or, well, I guess castration.”

My eyes widened a little. “C-castration?”

He gave me a quizzical look. “I meant it as a joke, but judging by your expression and tone of voice, you don’t seem that much against it……if you like, we could do that, but I war-“

“No no!” I quickly said. “I-I wanna keep them…Annie and I want to have kids.”

“Ahh…that’s your goal, huh? The baby boy wants a baby.” He chuckled to himself. Because I didn’t. Too embarrassed. “Well alright then, I’ll see what I can do. Until I can figure this out, well keep using this one.”

He finished cleaning me up, dried me off, and took me back up to my new room for a change. He didn’t seem to be in much of a hurry, taking his time as he oiled me, powdered me and then securely taped me into my fresh diaper. “There! All clean and ready for a busy day! It’s supposed to be nice out today, so I think a pair of shorts will be good for you, eh?”

I happily nodded, letting him do his thing. Ten minutes later, I was dressed and feeling energetic! And VERY little. I was, however, a little timid when he clipped my paci to my shirt. When I asked why he’d done that, all he said was “It completes the look” with a wink, and then popped it into my mouth.

Unloading the uhaul didn’t take us long. I’m ashamed to say, I don’t own much. I’m a minimalistic kind of guy…..my most expensive things were my tv, my Xbox, and my PC. And I don’t have many clothes to boot….

The drive back to town was short, albeit a little worrisome. I knew better then to hide my paci, and knowing any other passengers in the cars beside us could see me, I found myself shrinking down into my seat. James only laughed whenever he saw me do this, but said nothing in return.

We got our cars and returned the uhaul, and now knowing the way back I easily followed James back to his house. I sipped anxiously from my coffee bottle which he’d refilled before we left, avoiding all contact from any other drivers I may have passed along the way.

Once home, I got to work unpacking my things. Setting up my computer and tv was fun! Everything else….not so much. More often then not I found myself messing with my electronics instead of my other things. And for good reason. PC equals fun. Clothes….not so much.

An hour or two into unpacking (I wasn’t keeping track) James had refilled my bottle twice, and I’d filled my diaper once. Still lots of room for more though! So I kept at it. By noon, my room was nearly done! All my diapers in place, my stuffies lined up on the bed in a neat and (might I say) adorable fashion, PC set entirely up on Jamess WiFi and my tv was perfectly aligned so there would be zero glare from the outside light. I had to say…there was something about seeing my room in such a new light, knowing I would be spending St least the next year in here in diapers and in Jamess care that made me feel….hopeful. Excited even! I happily got onto my computer, fired up Minecraft and joined my favorite abdl server. I was telling everyone about my new place and setup, about an hour later, when James knocked on the door frame, looking in on me.

“Everything in order?”

“Yeah! I was just making sure everything was working. “ I said smiling at him.

“Looks more like you were playing a game.” He replied sarcastically.

“Hey…I did what I was supposed to do…..”

“Yes you did, and a good job at that.” He walked over behind me in my chair, leaning down and feeling my diaper. By now I was near soaked.

“But it’s time for a change. Among other things. You probably wont enjoy this.”

“W-what is it?”

He turned me around, pulling me up to my feet. “Don’t worry, it’s just hair removal. Like you wanted. I’ll make it as painless as I can. Ok?”

I shuffled my feet. “…ok…..”

“Come on. Lay down on the bed for me.”

I did so, and he took off my diaper. After wiping me dry and patting me down, he took off my cage. “Were gonna leave this off for a few hours, but I warn you. If I catch you doing anything naughty, then spankings will be the least if your worries. Understand?”

“Yes sir.” I was being honest. I had no intention of playing with myself, despite my growing horniness at the situation. He left the room, returning shortly with what looked like a box of waxing strips and another bottle of Nair hair removal, as well as other various supplies. I’d tried them both in the past, never really knowing what I was doing. He set them down, opening everything up as he said “Well start with the worst spots first. Get them out if the way. Then we’ll do your legs so you can rest.”

I nodded my affirmation, knowing I was in for some pain. I’d tried one was strip before. One. After that, I couldn’t go through with it. But knowing James…..I knew he would.

He laid a hot wet washcloth across my pubic hairs, let that sit for a few minutes, dried me off and got the first wax strip ready. He gently pressed it against my skin, holding it at the ready as he said “Here we go…brace yourself.”

RRRRIP.

Ow ow ow OW OW OW was all I could think as I gasped in pain, recoiling from his hands as best I could while he held me down.

“FUUUCK” was all I could manage.

“Now now….usually I’d tell you to watch that language, but because of the situation…..I’m allowing it. I’m not going to stop….best to get it over with.”

True to his word, he kept on. Strip after strip, rip after rip, my hair’s were pulled from my groin until barely any we’re left. What WAS left got shaven off with a razor and cream. After that, he moved to my legs, letting my privates alone. Nair cream time. He spread it on as the instructions said to, setting a timer on his phone.

“So….”he asked me. “How did you meet Annie? What draws you two together?”

I felt embarrassed at the moment. Surely this wasn’t the time? “We met on an app…about a game. Like a fan made app. We were roleplaying as the characters.”

“Yes?” he edged me on, now putting some cream on my armpits.

“Well……I liked her attention to detail at first….it made our story more immersive. After our story was done, we just kept talking. I guess I fell in love with her heart. And then her mind. She’s kind, and caring, and tries to help others before herself.” I chuckled “Modt times that means she forgets about herself. So I try to help her too!”

He nodded, checking the patches of cream with a small scrapper to see how well it was working. Satisfied, he continued. “Soundd like mommy material to me.”

I looked at him, all somber. “Yeah….she really could be. But she’s not really into it. She supports me! Big time! And she knows about my fantasies and stuff…but she’s never made an attempt to join, or roleplay with me.”

He shrugged. “She might be scared to. I’ve heard you’ve had some bad times with this side of yourself in the past. Maybe she just doesn’t want to mess it up.”

“Yeah ….I have had some bad times. You could be right.”

 He began wiping off the cream.

“Not that she could mess it up….I’m not hard to deal with. Just…acknowledge me. Call me cute. Pat my butt. Tuck me in…..that’s all I really need. Nothing else.”

“Fate is a mysterious force. Who knows what’s in store?”

He finished wiping away all the cream, and I’m moments I watched my 26 year old body being turned into that of a smooth baby boys…..with a few stretch marks included. Bleh on those.

“There! All done. I’m not going to rediapered you, not yet, but I know you have some pullups you can wear until I do. So put one of those on while I work on this cage of yours.”

“Ok! I’ll just okay some more Minecraft.”

“Good boy. Keep drinking. The more you drink, the more you pee. The more you pee and just go whenever, the weaker and smaller your bladder will get. And that’s the goal!” he took the cage and supplies, walking out if the room.

The End of Becoming a Sissy Baby Boy – Chapter Eight.

The story originally came from: https://www.dailydiapers.com/content/stories.html

If you want to read more stories about ABDL boys you can find a list here: Diaper Boys – Index

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