Becoming a Sissy Baby Boy – Chapter Three
Even if I couldn’t get pleasure from the experience myself, I wanted this man to fill me with his cock, to enjoy my body, as a thankyou for taking care of me since the night before. My legs rubbed together in anticipation, my dick hard as could be, watching him intently has he applied a generous amount of lube to his manhood and then to my bottom. He lined himself up, taking hold of my waist in his hand and said.
“Are you ready baby boy?” I nodded….and he pushed. The head went in like butter, the rest taking a moment or too. I felt every inch as it pushed into my body, the heat of it…and then he was all the way in. I gasped and moaned, my instincts telling me to push this alien intruder from my hole, yet feeling so hot and submissive! Taken like a girl, soon to be fucked like one, and hopefully…bred like one.
Daddy slowly sank down onto me, his breathing heavy in my ear as he said “God DAMN little one, I knew you were gonna feel nice, but not THIS nice….your training is paying off~” his hands began trailing along my body’s curves, along my waist and hips, my legs and inner thighs, while his lips kissed along my neckline. I couldn’t speak, not really, my mind was on all the little sensations of the moment. His hot breath against my skin, the heat of his body, the scratching of his pubic and leg hair against my lower half….but I was thankful for this moment. It meant my body had time to adjust to his cock inside of me. But it didn’t last long, as his hips began to move back and forth, driving his cock in and out slowly. He never went all the way out, stopping at the head before pushing back in. He went slow….at first. And then he got into it, moving faster and faster, his breathing heavier and heavier. Before long, he was thrusting his entire length into me at full speed, his heavy balls smacking into my little ones. This is when things get less fun for me. Sure I was use to having big toys inside of myself….but not moving. My dick grew soft, my body screaming St me to stop….but I didn’t. I wanted this man inside of me. NEEDED his cum. So I steeled myself, held my fox, and let him have his way.
He lasted five minutes before his thrusting slowed, and with a final push to the limit, I could tell by his face he was cumming. Sure enough, I could feel the ropes of cum shooting into me, coating my innards. He lay there a moment, his breathing subsiding, and said “im going to pullout now……close your hold, princess when I do, ok? Don’t wanna stain your bedding…”
“Oh…ok…..”was about all I could manage. He gently slide out, and I squeezed myself shut, uncomfortable as it was, because I wanted to be a good boy. He nodded his approval, noticing my discomfort, and quickly grabbed a fresh diaper and the pink jeweled plug before making his way back over. He gently pushed the plug into me, sliding easily in due to the lubrication, and clearly enjoying the noises I was making as he did. “There we go…..daddy’s cummies get to stay inside of you now. Do you like that?”
“Yes….oh god yes…”
“Ah ah….watch your language….” He began the process of rediapering me smearing the powder all around my privates before deftling taping the diaper in place and rubbing my front. The attention was waking my dick back up…..
“All done. Did you enjoy that?”
“Y-yes sir…” I got a light smack on my thigh.
“Are you lying?”
I looked away. “…yes…it was a bit uncomfortable….”
He nodded and lifted me up into his arms like a child. “I know it was. You just need practice. Now let’s go get some nummies into that tum tum!”
I was living being carried, I felt light as can be though I was sure it was a strain for James. He carried me out and sat me on the barstool, made me a yummy bottle of chocolate milk and said “ok, you drink that up while I make us some tacos. I made you a rule list this morning to help get you in a better place of living, but don’t turn it over yet. You just read through this and see if that’s something you can handle.”
He slid the list over to me, and without one hand holding my bottle to my mouth and sucking, I read it over.
- 1. Diapers are your underwear, not exceptions. If you need help getting more, just ask.
- 2. Dishes are to be done as you go. If you dirty a plate, you wash that plate before bedtime.
- 3. Showers/baths every day.
- 4. Enemas daily during shower time.
- 5. 20 minute anal training after enema. No cumming unless your bottom has a toy inside it.
- 6. Three changes per day, unless more are needed. Morning, after work, before bed. Whether the diaper is used or not.
- 7. Drink a lot of fluids to keep your bladder full and constantly running. The enemas will help keep your diapers wet, not soiled.
- 8. Start a small savings, 25 to 50 out of each paycheck (I’m paid weekly). This is for emergencies only.
I was nodding along. Most of this was my daily routine anyway, give or take a few enemas or changes. By now my bottle was half empty, and the smell of cooking beef had filled the apartment.
“Well? Do you find the rules acceptable?” James asked.
“Yeah! I think I can do this. Been meaning to step up my game anyhow.”
“Good….then starting tomorrow, the rules take effect. And remember…..no breaking them, understood?” he drained the beef, reapplying it to the skillet and setting it on a lower heat. “Im going to be heading home tonight after I tuck you in. But I think we should schedule another time next weekend. Is that alright?”
“Oh hell yeah! I’d love that!” I replied, taking another sip of my bottle. He gave me a disapproving look.
“Yiur enthusiasm is appreciated, but watch your language please. You’re a baby, and babies don’t swear.” He began making me a soft taco with OUT the works. Veggies suck. Bleh. “Ive also noticed you have yet to call me Daddy….that’s ok, I understand. It’s an earned title, not a given one. And I honestly…”he set my plate down in front of me. “…intend to earn it. I’ve spoken with Annie a great deal (my girlfriend) and she agrees with my plans. She knows how much you want this kind of lifestyle, and while she’s not super into it, she wants to support you. So keep that in mind through the week, ok baby boy?” he tossled my hair, taking my now empty bottle and refilling it.
“Yeah….I know she does. I love that girl so much….d-daddy…” he shook his head, handing me back my bottle.
“You should only call me that when you feel comfortable doing so. Go ahead and eat up.” He took the list back from me, and as he did I noticed what looked like another list on the back. He winked as he folded it up and put it in his pocket. “That’s for a later date.”
The End of Becoming a Sissy Baby Boy – Chapter Three.
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