Lost Bet Gay Stories

190,163 results
Orientation
Length
Source
Infinite Scroll

Flashing the Boys Next Door

by Borderman on Apr 3, 2019
Exhibitionist & Voyeur

Let me start by describing my background and myself. I'm Jane, 34 years old and I was brought up in a small village in West Wales and have lived with my parents in their cottage on the hills overlooking Portmadog. We always went to Chapel on Sundays and Holy Days, which gave me a religious and pious view on life. My sexual experience to date is very limited...

Relief Slut

by SlutProblems on Aug 20, 2019
Group Sex

Anonymous said: Could you possibly write a story about a girl getting used at school as the local cumdump hating it at first then loving it and/or at the end she gets tied up on the sports field for players relief?? Sorry if this is too much. * College was supposed to be different than high school and I was excited about it. I was a tomboy and I loved spor...

Montreal's Finest Ch. 01

by SlutAlexR on Sep 24, 2019
Transgender & Crossdressers

I travel quite a bit for work, and I must say that Montreal is one of the best cities I've visited. Over the years, I have been there many times, and I was never disappointed. After long days of boardroom (I call then bored-rooms) meetings, it's always nice to know that you have so much to discover with a vibrant nightlife waiting for you! This upcoming tri...

Shades

by Dar_Jisbo on Mar 17, 2020
Celebrities & Fan Fiction

[10 years prior] Sayori strolled into the club room. She was early because she wanted to talk with Natsuki. "Got your poem ready?" Natsuki asked, seeing her friend approach. "I do. But that's not what I wanted to discuss." "What is it then?" "It's about Monika. Can you pass on a message to her?" "Why can't you just tell her yourself when she gets here...

Created in the Image of a Superior Being Ch. 01

by alyssawinters on Apr 15, 2020
Transgender & Crossdressers

Philip Meyer had always dreamed of owning his own high-end women's shoe store. Having come from a long line of males doing it sales of shoes was in his blood. His father had done it so too his grandfather though neither owned the store they worked in. The grandfather came from a time the area of the city he worked in was known for its street hustling. 'We...

Miss Trish's Breeding Club Pt. 02

by amrplist on Jun 4, 2019
Group Sex

Trisha ~~~~~~~~~~~ As Trisha heard the front door close, Trisha lay in disbelief. She could not believe that this plan was going through. Here she lay with a man's seed inside her that she never believed she would get. Anthony was a stud, she never denied that. However, she didn't even believe he was within limits. He was absolutely her type of guy: hairy,...

Making a Sissy Jock Pt. 02

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

I stared at Robin's card for an hour sitting in my truck completely freaked out and every time I touched my lips I felt that friction of Robin's cock. I tasted him. I got slammed with the realization I drank his cum and it was inside of me. I sucked cock and drank cum and just like the sissy porn stuff said I liked it. I was beyond freaked in going to th...

Have Your Cake, And Eat It Too!

by onwardbob on Aug 31, 2017
Erotic Couplings

OK then, here we go! My heroine, the insatiably erotic Judi, is ready with Part Three from the collection of short stories I call, TASTY BITES OF PINK SUGAR. And the good news is that you don't need to have read the first two parts to enjoy this bawdy tale of a wildly sexual fantasy weekend. But, if you want to backtrack, Part Two was titled, WHO SAYS I DON'...

Office Christmas Party Pt. 01

by Farmers_Son on Dec 23, 2019
Loving Wives

This is a two part story just because of its length. There is little sex so read at your own risk. There is the threat of gay sex because I believe that is the worst thing you can threaten a straight man with. Sorry if it bothers you. Hit the backspace if it turns you off too much to read a story that had good retribution for illicit sex. Thanks for reading....

Incipiunt Vitae Novae Pt. 06: Purgatory

by bondanon on Nov 12, 2019
BDSM

Continued from part five Ow...arugg... Liz? You're not Liz... The door... It's just too far over... I twist harder, willing my eyes rightward, summoning every available ounce of strength - I must find out... It's no use: the gag straps holding my head to my restraining pole simply dig that much more painfully into my cheeks - I haven't a prayer of se...