Sissy Get Cum And Piss In His Boi Pussy Storie Stories

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A First Time at the OBGYN

by sissypt on Oct 19, 2020
Transgender & Crossdressers

I had been feeling under the weather but since everything had started getting into the doctors office was not an easy task. I had been staying at a friends house since i got kicked out of my mom and step dads for not "following the rules" there was more to it but that's for another time... Having had a sore throat sucked and with all the covid scare my fri...

Another Submissive Slut Ch. 09

by Stillherer on Sep 19, 2017
Transsexuals & Crossdressers

As I watched Teddy perform I absent mindedly sucked gently on the stiffing cock in my mouth. My head rested on the fat owners hairy gut as I nestled between his thighs. His hands stroked my hair and body leaving me tingling with arousal. My drug addled body quivered with anticipation as I hummed my building passion over the rigid man cock. Teddy was eying...

Internet Meeting Ch. 04

by Stillherer on Sep 16, 2017
Fetish

I tried to appear casual as I wandered about the busy mall wishing to remain anonymous, discrete. Beneath my attempt at normalcy my body seethed with frazzled nerves as I checked out Charles' appointed meeting place. Charles had selected a toilet in a quiet secluded corner of one of the upper floors. I hesitated at the door, casting a nervous glance over my...

Sissy Gets Used

by Laila2605 on Oct 19, 2020
Transgender & Crossdressers

It was about 2 in the morning when I pulled into his apartment complex. As I drove to the back I could see the spot he was talking about, a big dumpster in an almost completely unlit part of the parking lot, so I did as he said and pulled into one of the parking spots right beside it. As soon as I parked I got a text from him: "Now do what I said." I resp...

Shango's Hot Time in Philly

by dsoul on Sep 16, 2017
Interracial Love

The taxi deposited me in front of this quaint and simple suburban home. It was a hot Saturday, the sun was out in the sky with no prediction of rain for the next three days. I haven't been in Philadelphia before, but I was there on an assignment. Some bitch-ass white hubby whom I'd been communicating with online finally caught my attention and begged me to c...

Unexpected Encounter Pt. 01

by cddream on Mar 6, 2018
Fetish

It was a week night and I received a text from an ex girlfriend I haven't talked to in 2 years. I stared at my phone in surprise when I see her name pop up. My heart kinda skipped a beat and I opened the text anxiously. It was from Molly, she was the first girl I exposed myself to. She knew all my secrets and kinks from our past together. The text simply re...

The Prostate Exam Pt. 03

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing back against her finger, his female doctor had decided to test just how submissive he was. She gave him the option to back out if he didn't want to go any further, but she told him that if he did want to go furth...

A Freshman's Summer Class Ch. 07

by CapnSteelBoy on Jun 1, 2020
Transgender & Crossdressers

A Freshman's Summer Class **All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventure continues during his summer of higher education learning! This is a continuing series I'll be releasing as my busy editor(s) help me clean up my keystrokes of mess.. Much thanks goes out to them, as th...

A Freshman's Summer Class Ch. 09

by CapnSteelBoy on Jul 6, 2020
Transgender & Crossdressers

**All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventures at home draw to a summer conclusion! Sorry this may be it for a bit, its very difficult to decide which direction to take this story at now. I mean, can't keep calling it a "Freshman's" anything now that he is a sophomore...I may...

Daddy's Little Sissy Diaper Slut

by Satanicsissybitch on Jul 14, 2020
Transgender & Crossdressers

I absolutely love wearing my adorable pink pull-ups for Daddy and I really love being his cute little sissy diaper slut! Daddy had always loved playing the dominant role with women but it was me who has him addicted to sissies and I've always been a little diaper slut. Well, a pull-up slut anyway. I always felt the adult diapers were not only boring and blan...