Wife Strapon Gay Stories

134,100 results
Orientation
Length
Source
Infinite Scroll

Man Is Humiliated By Escort

by fun4all6969 on Sep 12, 2017
Transsexuals & Crossdressers

I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot to do with my wife's lack of a sex drive. I recently replied to an o...

She Got a Shave and I Got Fucked!

by balded on Sep 19, 2017
Group Sex

I cannot complain about my life with Linda: it is always fun and full of surprises ... Linda is very creative and imaginative. Our sex life is rich and Linda always comes with new ideas about how to make it even richer. You all remember her idea to have strapon sex in return for a short buzzcut. Since then, Linda is carrying with proud a number 2 buzzcut wi...

Jenna & Stephen Ch. 01

by Naf_Noparts on Sep 12, 2017
Fetish

(Author's Note: This is a true story, one that tells of my hot experience with a friend who fucked me with a strapon. If you are bothered by the idea of women ass-fucking men with toys, then this story will not be to your liking. Thanks in advance for all constructive feedback!) * Jenna and I have been friends for nearly 15 years. We dated ever so briefly...

Becoming Her Whore

by HerLittlePiggy on Sep 12, 2017
BDSM

"I know," my wife Casey said softly as her hands caressed my naked body beneath the covers of our king sized bed. "You know what?" I asked. I didn't know what game we were playing but I was ready to fuck. "I know what you look at on the computer and what you fantasize about," she answered softly. Her hand had found my hard cock and she squeezed it tight...

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...

Crossing Lines

by overthebow on Sep 12, 2017
Group Sex

When we were first dating, my wife and I experimented with sex somewhat. We ran through some positions and then she straddled me once, facing away and had me spread my legs. She slipped a finger into my anus and found my prostate. I knew exactly where my prostate was because I used to soap up a finger and finger fuck myself in the shower. I didn't say anyth...

Lucy 01

by Gullos on Sep 12, 2017
Fetish

I – Forcing Dan into my cumslut It is incredible. Unbelievable what just happened on the last weekend. A big milestone turning hubby into my private little cumslut. And the best thing: He hates cum, what makes me even hornier every time I think about it. The more persisting he is in not being gay, the more fun I have thinking about the plans I have for the...

Gigi Breaks in the Bellboy

by Newnubianqueen on Oct 3, 2018
Interracial Love

Matt the bellboy stepped into the room. His boss Susan was naked, while the guest was laying on the bed wearing lingerie and a strapon. He thought that this might be night that he gets to fulfill his fantasy of his first threesome. Gigi saw the excitement in his eyes and thought boy did he have another thing coming. "Thank you so much for bringing my lugga...

Variation

by Genas on Sep 1, 2017
Group Sex

(Note to readers - This is a true story and is co-authored by me and Linda1234, another Literotica author. I am posting it here with Linda's full knowledge and consent. Only the names have been changed to protect the privacy of the subjects.) * My name is Katie. I'm in my 40's, a Sara Evans lookalike, 5'6" 115 lbs, C cup, and very Bi. In fact, I'd be a le...

Sex Adventures with Alisha Ch. 01

by GeorgiaSexAdventurer on Mar 16, 2020
Erotic Couplings

WARNING: This story features a woman pegging a guy's ass with a strapon and the man eating his own cum. If neither of those two scenarios appeal to you, then you should consider reading another story. *** When I moved to my current town about six months ago, I knew no one. I moved here because I was recently divorced and desperate for a job. After almost a...