Gay Prostate Stories

30,137 results
Orientation
Length
Source
Infinite Scroll

New World of Prostate Play

by awired50 on Sep 12, 2017
Toys & Masturbation

I come home from work and see that the package I ordered has arrived. It is in an nice case that could easily be slipped on a bookcase and look normal. I open the box and examine my new prostate device. The Aneros Vice. I put the batteries in the vibe and experiment with the nine different settings. The device itself is made of silicon and feels very nice....

His Problem Solved Ch. 05

by jollyrancher on Sep 15, 2017
Fetish

This story contains explicit descriptions of various sexual acts between a man and wife. If you are underage or if it is illegal for you to read such material, please exit now. ************************************ Is this final chapter the beginning of the end of this story, or only the end of the beginning? Only time will tell. If you are offended by st...

Truth or Dare with Dana Ch. 03

by SEVERUSMAX on Sep 26, 2017
Group Sex

I was very far inside Dana while she fucked Kara with a strap-on ... and once again, Carlos was balls deep within my ass. Yes, we were all doing anal, too. My dick was buried up Dana's nice, tight butt, her dildo inside Kara's thick Lebanese booty, too. Dana's grunts, groans, and moans ... and whimpers were matched by Kara's stream of profanity in Arabic, Ar...

Exploring Sexuality: A Pegging

by silkstockingslover on Sep 25, 2017
Anal

Summary: Husband is pegged by sister-in-law with wife's permission Note 1: Thanks to Robert, goamz86 and Wayne for editing. Exploring Sexuality: A Pegging I was almost in the city when my cell rang. I glanced at it and saw it was my sister-in-law Sabrina. I sighed. I loved Sabrina, but since her divorce she had been as exciting as a Nicholas Sparks mov...

David Finally Get's His Wish

by Mysteria27 on Sep 17, 2017
Group Sex

David Morrison had just graduated from college. His father called in some favors and got him a job at a leading Marketing firm. He was an Account Level Executive. He liked the company, because most of the employees were young like himself. David was learning the job and getting situated comfortably there. David did very well in college and maintained a 4.0...

Wondering.

by london_james2010 on Sep 16, 2017
Anal

This is the fourth story of a short series examining male sexuality; more specifically my sexuality. As I have got older I have found the borders of sexuality becoming blurred. I am no longer as aware of just what I want from sex as I was when younger and less experienced. Now I seem to want new and different sexual kicks. What was taboo once is now becomin...

High and Low Ch. 09

by bisexualsmoker on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 9: Let's all go bi The day was gloriously beautiful. Simon was dressed in faded skintight soft denim jeans. Nice tight lowrise hugging his ass and hips. Scuffed Hippie flares touching the top of his barefeet. He wore a sparkly silver club wear top and of course, always a collection of sluttish bangles on his fem boy wrists. He threw a purple girlie...

All About Me!

by Freakboy80 on Sep 13, 2017
BDSM

Lisa and Jim were smiling uncontrollably as they left the town hall. "I can't believe we are finally married!" expressed Jim as he held the car door open for his new bride. "I know I'm so happy." replied Lisa. Jim and Lisa had been dating for almost two years. Lisa is a nurse and Jim is a cop. They met one night when Jim had to bring a prisoner in for med...

Barbie's BBC Beginning

by jacki697 on Jun 9, 2020
Transgender & Crossdressers

I had always been curious about men. I had always wanted to experiment but alas I was way too scared of being "gay" to ever follow through on any of my urges. Chalk that one up to 18 years of living in a conservative Christian community. Instead I left my sexual urges to the alone time I had to indulge in my other fantasy of crossdressing. I loved the thrill...

The Agreement Ch. 07

by komrad1156 on Sep 18, 2017
Transsexuals & Crossdressers

The Agreement, Part VI—The Final Chapter As a man, I knew exactly what felt good and how to do it. I knew what to cup, what to stroke, and what to suck. I was absolutely enjoying giving my first blow job. It was everything I'd hoped it might be. I kept my eyes on Michael's and smiled each time I let his dick pop out of my mouth. I could tell he was getting...