Becoming a Sissy Baby Boy – Chapter Nine
Stood there in only my shirt, examining myself. Smooth as could be….but my skin was turning red from all the agravation. I’d let James worry about that, taking one of the large pullups I had from the closest and slipping it on. It slid up so easily! Small hips are a blessing when it comes to these things. And with that, I went back to my game.
About an hour passed before James returned. By now, I had finished my fourth bottle of the day (we switched it to Apple juice when we got home), and had already wet my pullups.
“Ok! I think I might have done something here.” He said. “Ive adjusted some things, made other things more secure, and hopefully….it’ll do the job.”
He felt my wet pullup, and I gasped a little from the attention. “Looks like I came at a good time. Let’s get your security back in place.”
“…fiiiine…..”
I was placed back on the bed and the pullup removed. “No buts. That’s the deal for living here. Hmm….now that’s a problem.”
He was referring to my hardened dick. “I know a sure fire way to get him back in his place….two actually. One you won’t like. The other ILL like a lot more. Pick.”
I was curious….big mistake.
“The first one?”
He gave me a sly smile. “Trying to be a big man huh? Well see.”
He left, and returned shorty with what look like a wet bulgy rag. He then wrapped it around my dick.
A wet rag? What was that going to—OH SHIT…IT WAS FREEZING! I squirmed in place, but his hands held me down.
“This is what you asked for….just give it a minute, it’ll be over soon.”
I whimpered, wanting it off, but he remained firm. It was working though, the blood receeding from my penis and causing it to drop in his hand. Once it was small enough, he quickly went about replacing the cage.
A minute later, I was back in chastity.
“I have to say, you look much more sexy like this! Smooth as a baby, locked up snug, and boy does that boy pussy look clean as a whistle. But just as your not having any playtime, neither am I. I’m saving that for next weekend!” he got my new diaper ready as he talked.
“Whats next weekend? Should I be worried?”
“Oh heavens no! You wanted to train yourself to cum like a sissy boy, or girl, and the best way to do that is to let your prostate become more sensitive over the week. On Saturday, we’re going to see if it’s ready to pop! If it doesn’t, then we try again the next Saturday. Rinse and repeat.”
Oh boy. That meant I could potentially be going without cumming for a long time….very disconcerting. But I’d come to trust James, both from the time we’d spent talking over the phone and our time spent together in person. So I only nodded, doing my best to enjoy the sensation of being diapered by my daddy.
“I’d like to say, your tasks for the day are NEARLY done and over with! I want to go over your finances with you, and after that we’re good to go and you’ll have the rest of the evening to play before bedtime.” He checked his imaginary watch. “Which is in about 3 hours. So let’s get some food and do our business.”
“Yes! Food!” I was a hungry boy.
Ten minutes later we were in the kitchen, making some food. All the while, James was telling me how he was going to take care of my debts and finances. He was going to use his savings to pay off my debts, then use my cars title for a loan. The loan itself would go to supplies for me, diapers, clothes, and other odds and ends. My paycheck would be used to pay off that loan and to pay him back, as well as for groceries. All in all, it didn’t seem like a bad idea. Sure I wouldn’t have any control over my own money, but when everything is being handed to you anyway, who cares? I certainly didn’t
We ate our yummy supper, my bottle filled again, out away iur dishes and then I went back to my game. I had wet my diaper twice again by this time, and I knew with certainty that my pee had to be crystal clear with all this liquid I was drinking. Two hours later, James came in for my bedtime.
“Bedtime sweetheart. Tell your friends it’s time for a change and nite nites!”
I giggled. “Will do.” I sent what he said, my friends all said goodnight, and I put the computer to sleep. Hopped up onto my bed and got myself ready for the change. James got the supplies and changed me, but not before he spent a moment rubbing my tummy and asking.
“Did you have a fun day?”
“Yeah…..I really did!, The morning was fun, the middle bleh, the evening great! Waxing hurt though….”
“I know it did …we won’t have to do that very often though. I’m going to get you one of those hair removal things I’ve seen advertised. See how that works.”
He finished my change and patted my butt.
“But now it’s sleepy time. Work tomorrow!”
“I know…….”
He pulled me into his lap, giving me a hug and rubbing my butt and back. “I know, baby boy, I know….but you’ll come home and have a good time again! Just stay strong for your papa.”
“Ok…..I seepy….” And I was too.
He laid me down on the bedtime, making sure Theese was tucked in beside me, and kissing my head again. “Goodnight my boy.”
I hesitated a moment….and said.
“Nighty night Daddy.”
He smiled, a big proud smile, said nothing and turned off the light.
And then there was darkness…..
I wish I could say it was an easy sleep. But sometime in the night, awoke to a rather uncomfortable feeling. My dick was trying to get hard, unable to in it’s cage, but trying nonetheless. I shifted around, trying to think boring thoughts, begging my pain to end…and thankfully it did. It took awhile, but it receded back to it’s sleeping form, giving me the blissful comfort once again. I had to pee anyway, so I let it out, and settled in to go back to sleep…..
“Hey….time to wake up, little one.” I felt Jamess hand gently stirring me awake, and I blinked my tired eyes up at him.
“Don’t wanna…” I said sleepily.
“I know you don’t, but you have to buddy. And I want to go to sleep!” he chuckled. He had stayed up all night just to wake me up? I felt guilty….
“Here. I made you some coffee. You drink that while I get you changed. Do you have to go anymore?”
Anymore? Oh right, I’d already wet myself last night. I gave a push to get any left overs out, and sure enough I filled my diaper again. His hand was laid against the front of it, and he smiled as he felt the warmth spread beneath his hand.
“Good boy. Drink this.” He handed me a sippy cup full of coffee, and I happily began drinking it. He got to work changing me, but I was too sleepy to really enjoy the moment. He took no time getting me clean and rediapered, giving me a happy little padded pat on my bottom.
“Ok. Hop up and get dressed, alright? I’ll get you some food before you leave.”
“Ok…..” I made my way out of bed while he went to (I assume) the kitchen to make food. My sippy cup barely left my mouth as I out my work clothes on, onesie as well, and then my boots. I had no idea what time it was, but I was sure I was up earlier then I usually was so James could feed me. I didn’t mind too much. I needed to eat better anyway. My job was too physical for my regular diet.
I headed downstairs, where I could smell fried eggs and potatoes cooking, and sat on the counter where I could watch. James turned around and saw me, still sipping on my coffee.
“There you are! Was worried for a moment you might have gone back to sleep!”
I shook my head no. “Gotta make dat money somehow.”
“Well said. Let’s get some nummies in your tummies and then I’ll send you off to work. Remember….no changing while your there. Your diaper can hold quite a bit, so just let it do it’s thing. Now, if you have to poo, that is the one and only time I’ll allow you to change. It’s for your health and your workmates noses health.” He chuckled at that. Haha, so funny.
“I don’t think I’ve ever had to poo while I was at work….so I don’t think that’ll be an issue.”
He started scooping the eggs and potatoes into a bowl for me. “That’s good to hear. Here you are. Eat up! Times ticking!”
I did so happily, scarfing into the food as best I could, but making sure I didn’t choke. Long story short, I soon found myself at work, hanging turkeys as I always did. I wanted to tell my friends all about my week and weekend, but…….they were too vanilla. Wouldn’t understand.
By second break I’d already wet myself twice, with several smaller wettings in between. My diaper would have been sagging at my knees if it hadn’t been for my onesie! But I followed the rules, finishing off my day with a third wetting, and headed home. I was leaking by this point, my pants and car seat soaked, when I went inside the house. I felt little, ashamed, yet strangely invigorated from the naughtiness of my situation. Which of course, meant SOMEONE wanted to play. It had been two full days now since I had cum, meaning I was horny as hell.
“James! You home??” I called into the house. A muffle voice from his bedroom replied “In here!”
I walked in there, finding him folding his clothes on the bed. I lifted my shirt to reveal my wet pants. “I leaked….I’m sorry….”
“No! Don’t be sorry, sweet cheeks, that means you obeyed the rules! Well get you changed and your clothes washed. And tomorrow we’ll had a stuffer into your diaper. That ought to help with the leaking.” He began undressing me, right then and there. His hands against my skin was making me hotter, and I moaned uncontrollably at his gentle touch. He kept at his work till I was down to my diaper though, either not noticing my lust or ignoring it. Whatever the case, I soon found myself laid on his bed with my legs up and my bottom being cleaned of all urine. My cage was keeping my penis from growing, and boy was it uncomfortable! I knew from my research that this is how it was supposed to work, as a deterrent. James finished his work with a fancy flourished toss of the wipes into my used diaper, rolling it up and tossing it into a nearby trashcan. I was now entirely naked in front of him. And I didn’t care?
“Bath time baby boy! Youz a stinky boy! Those nasty birdies making you smell like their poopoo….but we’ll show them now won’t we?”
“Yeah!” I giggled. He really is a funny guy….I liked it! He pulled me to my feet and lead me to the bathroom, we’re he began running the water for a nice hot bath. He dumped some bubble bath solution into the water, and I watched entranced as it started filling with bubblegum scented bubbles! Yay! Once it was full and read I was plopped into the water, and he added two rubber duckys and a boat into the water for me to play with. I did so happily, while his hands went to work cleaning me up. He washed my hair, my aching shoulders and back, down my tummy and then onto my groin. My dick wanted some attention too, but alas, the cage would have none of that thank you very much. I couldn’t help but squirm and giggle when he got to my feet….I’m still ticklish. And because of that, I think he spent more time then was needed in them.
Once I was all clean, he drained the tub, and I pretended the drain was a giant whirlpool about to suck my duckies and ship away into the depths! James got a kick out of that, so of course I milked it. All the water gone, I was stood up and dried off with a cute foxy towel! Foxes! Perfect! I have to mention, at this point I’m pretty exhausted from work, so my little side was much closer to the surface. I always get little when I’m tired.
I was placed on the bed and rediapered, the powder smelling so good and helped to make me more comfortable in my headspace. I was in bliss, happy and tired from all the attention I was getting.
“There we are….a clean baby, ready for nummies and bed! How you feeling precious?”
I sighed happily. “I feel….good. Really good!”
He rubbed my tummy. “Abd how’s the cage feeling? Any pain or pinching?”
I thought about it. “No…not really. It gets tough when I try to get hard…but I know that’s normal. It IS making me really horny though….”
“How do you think I feel? I have to see your cute little bottom all smooth and clean, and I want to take it for my own every time I change you! But you have a training schedule now, so Im not allowed to. Just like your not allowed to play with yourself!” he blew a raspberry on my stomach, and it took all I had to not kick him in the face as I squirmed and laughed. Huh….I hadn’t thought about that. Daddy or not, he was still a man with a sexual drive….and to have me at his mercy must be driving him crazy! He certainly had better control then I did….
Before long we were in the kitchen, me only wearing a t-shirt and fuzzy socks. He handed me a sippy cup, saying. “This is a protein shake. As well as a long acting laxative. It’ll do it’s job while you sleep, and you should find the need to poo either once you wake up or during sleep. It’ll help get your body on a routine. Your daily enemas won’t be needed now that your in your cage, and the only time you’ll need one is on Saturday. So drink up!”
“Ok!” a protein shake huh? And laxative? Both will be helpful, I was sure of it. So I drank up while he made food. I loved his cooking…so much better then mine!
After food and my shake, we snuggled in to watch an episode of Stranger Things, me snuggled against his chest with his arm around me. After all the liquids I have been drinking, I had wet the new diaper twice before he said “And now it’s time for bed, baby boy. Big day tomorrow!”
I didn’t want to….I was too comfy. So I didn’t move. Not like that stopped him or anything, as his strong arms lifted me up and carried me to my room. I was changed once more, the shirt removed, and then tucked into bed with a kiss on both my head and Theeses. Theese liked that for sure! I did too of course.
“Goodnight sweetheart. And sweet dreams!”
I smiled at him sleepily. “Goo’night daddy~. I see you soon!”
His smile at my words warmed my heart, and it didn’t take long before I was asleep and dreaming of the days to come.
The End of Becoming a Sissy Baby Boy – Chapter Nine.
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