Gay Turned Sissy Stories

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House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

Cocklust

by TerriC on Oct 6, 2020
Gay Male

I was horny the moment I woke up. My cock was hard as I showered and got ready for work. I slipped into a pair of blue nylon panties, something I usually only did on the weekend, and finished dressing for work. The drive in was crappy, traffic sucked, but it wasn't so bad while in my panties. Wearing them may have been a mistake though, I was semi hard when...

My New Daddy Ch. 03

by sissytoy20 on Mar 6, 2018
Gay Male

The buttplug that Sam had unceremoniously forced inside my tight asscunt had hurt like hell, but I'd enjoyed the feeling of being forced open with no warning. The little, pink butt plug wasn't very large, but it had felt like a giant donkey dick in my ass. It had flashed by in Sam's hand so quickly, maybe it was larger than I thought. It felt huge in my butt...

Afternoon Fun Pt. 02

by Hawkeye1981 on Mar 6, 2018
Gay Male

Tim and his mom ate dinner. She was a typical working mom. Tim's dad had left years before. Tim listened but didn't really pay attention. His mind was completely on Bill's hard cock. How it felt in his mouth. Tasting the rich cum flooding in. Tim felt his erection throbbing in his pants. His balls ached needing a release. "Tim are you listening to me?" His...

Andre Finds Love Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

In chapter 1 I told how I first became aware of the power and allure of black cock and how I met my wife Lee. My new bride Lee, and her lover, Leshaun were still on our honeymoon and were due back in 2 days. I'd been invited to my in-laws while Lee was off on her jaunt. Dad, my father-in-law, and I just watched his wife get blacked fucked. Dutifully, we...

First Time Fucked

by tinywhiteboi on Aug 18, 2017
Gay Male

It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends. Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serv...

The Birth of a Sissy Pt. 02

by sissymedic1426 on Sep 14, 2017
Gay Male

Upon my return from Orlando I was tasked with making a decision of where I would go to school in the fall. At first I was intrigued by the possibility that I could go the University of Central Florida, but quickly remembered that I had never stepped foot on the campus while in Florida. So it was a decision between the schools in little old North Carolina, at...

Little Sex Toy Ch. 02

by keptsissy on Sep 26, 2017
Gay Male

The only sounds in the room are his loud grunts and heavy breathing. That, and the springs of my bed, my bed board hitting the wall. My soft whimpers, soft crying and moaning are drown out by all of this. My eyes closed, I keep my face buried in the pillow in front of me. "Uhg, Uhg...fuck, ooooh, Uhg...", he slaps against me from behind forcefully and very...

Discovering My Slut-Side Pt. 02

by i_like_it_like_that on Dec 10, 2018
Gay Male

With Danielle's fingers and mouth off my ass, I knew what was coming. Not being able to cum made me incredibly horny. I was ready for release and wanted Andrew's cock inside of my warm hole. I stared at his dick with a look of lust and got lost of the moment. I was brought back to reality by Andrew slapping my face with his veiny shaft. "You ready for this...

I Turned Myself Out Ch. 02

by drmweaver705 on Jun 9, 2020
Gay Male

"You worship cock," the sultry woman's voice on the video said. "You desire them in your mouth." I caressed my dick as I watched the latest CEI videos online With the kids away at college and my wife on a girl's long weekend away in distant New York City, it was time to lock the doors, turn off the lights, put the cell on silent mode, grab the lube and get...