wittlesissybaby

Slink to Kink (Custom Caption)

Published: March 23rd 2023, 9:59:00 pm

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“Is something wrong?” She asked. She’d been playing with my not-so-fully-erect penis for the last 10 minutes.

“Everything’s great!” I squeaked. We’d only just got back from our third date. I was hoping to seal the deal tonight. Ava looked so stunning I was worried I wasn’t going to last long at all. Instead, I seemed to be taking far too long…

“Do you have any…kinks I should know about?” She asked with a wink, biting her bottom lip in an attempt to remain as seductive as possible.

“Ohh…no…” I lied. There was no way I would divulge my deepest darkest secrets. Not now. Not ever.

“Diapers.” I told her 3 minutes later. “I like…diapers.”

Ava betrayed only the slightest change of face. “I figured as much…”

“You…you did?”

She nodded. “Usually when guys are this…small, there’s some sort of kink involved, and for some reason it often has to do with some form of humiliation. Infantilization is common under that umbrella.”

“Well…” I corrected, “I don’t like to act like a baby, I kind of want to be–”

“‘Forced’ to act like a baby. I know, I know. That’s what they all say.” She picked up her phone and started tapping, the other hand still on my now stiffening penis.

“What are you doing?” I asked, voice a bit shaky. I’m not sure if it was from fear or excitement.

She ignored me. “Have you ever sucked a cock before?”

“I…what? No!”

She still wasn’t even looking at me, just kept tapping and scrolling. “Would you want to?”

“N-no!” I exclaimed, “Absolutely not!”

Her eyes glanced away from her phone to look into mine suspiciously. “Hmm…let me rephrase. Would you want me to ‘make’ you suck a cock? Like…10 cocks?”

My own cock betrayed me.

“Ohhh…I think that’s the hardest you’ve gotten the whole time!” she giggled, taking her hand off of my now throbbing member. “Go get a diaper out of the closet. There should be some in the bin at the bottom right with all the sissy stuff. I can’t tell you how many sissies I meet on Tinder. Oh, and in case you were wondering, yes, you will be wearing the frilly pink dress too.”

******

Apparently she was very prominent in the kink community–which I should have guessed based on the collection in her closet. It didn’t take long for Ava to have a whole party of people over at her house, and I was the main entertainment. There were at least 10 guys and even 6 girls there. Ava was nice enough to cheer me on. Whispering humiliating things in my ear and rubbing my pissy diaper while I made another man cum in my mouth, making me gargle it and tell him ‘thank you for the milkies’ before having me swallow it so she could jerk me by the leash to the next guest.

As much as I was enjoying living out one of my lifelong fantasies, my jaw and cheeks were starting to hurt, and my sissy hole–which several men obliged to pull my diaper down to use–was getting sore as well. So, I figured dropping a deuce would put an end to the festivities.

“Look everyone!” Ava called over the music and chatter. “Baby seems to be making a boom boom!!”

I’d hoped I could sneak it out somehow in the middle of orally servicing one of the ladies, but I guess I was grunting and clenching too much while I tried to push. Everyone gathered around to video the noticeable inflation and sag of me pooping my Pampers.

“Anyone still want to get some...despite the stench?” she asked the crowd, and two men immediately stepped forward with their dicks hard and ready.

******

“You did such a good job, little one!” Ava breathed into my ear. “I’ve never seen a guy cum like that!”

I wasn’t sure which of the two she was referring to. They seemed to both cum the same amount on my face as everyone else.

“That’s quite the sticky wittle woad you made in your diapurr!” she teased, peeking inside.

Oh yea…that. She’d been rubbing the front of my diaper while I had one dick down my throat and the other in my hand. I had to pull it out to keep from biting it while I spasmed on my knees.

“Somewon’s quite the noisy baby when they’re making cummies!!”

As the party started dying down and people began to leave, I asked Ava for a change.

“Bob and Mary need a ride home first,” she said, tossing me her keys. “I’ll clean you up when you get back. But make sure you put gas in the car before coming home. I have quite the list of errands for my new sissy baby slave to complete tomorrow!”

Image Source: Cassidy Banks