Sissy Prostate Stories

15,115 results
Orientation
Length
Source
Infinite Scroll

Meeting Katya

by durritticolumn on Dec 31, 2019
Erotic Couplings

Paris had been great, seeing old friends, hanging out on the rive gauche, re-visiting favourite restaurants and delights of delights going to English language movies. But I was glad to be leaving, the meeting that was the excuse for the trip had gone well, I’d won the contract I was after and had six months work to tide me over the summer, but I missed the S...

Finding Their Kinks Ch. 01

by SexyAdventures on Mar 2, 2020
Fetish

Subtlety wasn't Jack's specialty. As hard as he tried, Stacy either had no clue what he was talking about or he was so coarse that it almost ruined the moments. Luckily, she loved him and enjoyed most of what he asked for. And when she didn't particularly enjoy what he liked, she didn't hate it. She was open to almost anything and at least enjoyed watching h...

A Place to Call Home Pt. 02

by JackandJilldo on Mar 2, 2020
Erotic Couplings

I was a little taken aback by Jill's sudden change in demeanor, to say the least, and stared at her for a few seconds in shock and disbelief. "Oh my god!" she exclaimed. "Where did that come from?" She looked really confused, as she dismounted me and sat on the edge of the bed. "I have no idea why I started acting like that." she said quietly, as I sat up...

Candy Land Ch. 02

by gamerxbox41 on Mar 2, 2020
Fetish

Emil's eyes blinked open and he slowly sat up. He felt so tired and dizzy. He looked around and saw that he was laying down in a field. Was he in the fields near his home? Did he just dream everything? Emil rubbed his eyes and his vision focused. He then realized that he did not dream his encounter with Herta. Everything he saw was made from candy. From the...

Demon Spawn Ch. 02

by PastMaster on Aug 21, 2019
NonHuman

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Ryan Meadows turned up his collar as he stepped off the bus and headed uptown to his studio apartment. A 3rd year medical student he had spent the day dissecting cadavers at the medical School and wanted nothing more than to shower and get the stink of dead bodies, and the...

The Goo in the Basement

by Myrph on Jan 16, 2019
NonHuman

Author's Note: Sorry about the wait between stories. This one involves a guy getting used by slime. (including his ass) If that's not your thing, here's your warning. ***** Jake practically inhaled his early morning coffee as he rushed to work. It was a cold January as was to be expected up north. His old Toyota Carola had kindly informed him of how low th...

Bonnie goes to a Male Strip Club

by Alluring_Crimson_Shifter on Oct 21, 2019
Exhibitionist & Voyeur

Ranger noticed the pretty young office lady. She had a nice white blouse that showed through to her bra. She was wearing a short skirt and he could see the glowing patch of her white panties up-skirt. The black lights in the club brightly showed her panties and her bra. He could see the brown spots of her nipples through the material. "Hi gorgeous," he said...

Bill Meets Jessica Ch. 01

by lateknew on Oct 22, 2019
Fetish

Making my way to my car, my eyes caught sight of her, the car's bonnet open looking into the engine, I wondered if she had any clue regarding mechanics. Checked her out she had a leather dress, boots up to her knee, a slim body, and too good looking to know about engines, so I thought. Out of curiosity and more I went over and offered her my assistance. Her...

The Fifty-Cal Gal Ch. 02

by Zorknarian on May 7, 2019
Transgender & Crossdressers

The morning after, I awoke to the sight of Lashona's beautiful slumbering face. The sun's rays shine gently upon her gorgeous visage. It was like God himself pointed a spot-light upon her. I wouldn't blame the guy. She's just as, if not more, divine. At first, I didn't recognize the room our lazing bodies tossed and turned within during the night. I relucta...

Cheating

by ofloveandlust on May 7, 2019
Erotic Couplings

Elizabeth wanted to be married. She just didn't want to be married to HIM. Ben loved her. He loved her with his whole being, just as he had pledged to 18 years ago at their wedding. He was just tired. They had gone shopping. They wandered the aisles of Target looking at all the same shit they looked at every four days or so. They bought dog food. He showed...