Lost Bet Gay Stories

190,163 results
Orientation
Length
Source
Infinite Scroll

Little Black Dress

by Bakeboss on Sep 13, 2017
Transsexuals & Crossdressers

It all started with a good-natured argument between my wife and her sister. Emily bought a little black dress on sale and she had put it on to show her sister. Her sister, Rose was a 'name label' person and to her by just being on sale, if for no other reason made the dress not worth wearing. "Emily I'm telling you it hangs on you all wrong, it's not cut ri...

Tell Me

by vqfarrold on Sep 11, 2017
Exhibitionist & Voyeur

This is a sequel to 'Marion'. The reader will need to have read that story in order to make sense of the opening paragraphs of this one. ***** "You knew, didn't you." Paul had driven off ahead of us and we were alone now, jolting slowly along the ruts of the bush track, the sun creeping low behind the trees. "Knew what?" She ignored my disingenuous repl...

Bend Over Boyfriend

by JBSDownUnder on Sep 14, 2017
Fetish

Alice couldn't contain her excitement. She was half an hour away from seeing her boyfriend Bob and her head was filled with memories of last night and intense anticipation of the near future. She pretended to be working on her assignment, tapping the key in a regular rhythm as she actually recalled the previous night on webcam. It had started innocently en...

R: The First Installment

by writer895 on Sep 13, 2017
BDSM

I looked out of my window over the low-slung buildings, broken by the black canals that paved the city and melted into the grey sky. My hair, straight ironed out of its kinky spirals into soft, sleek brown sheets, blew backwards into the narrow room, floating on the gusts of wind that threw themselves forcefully in and then dissipated to a gentle rustle that...

The Mile Ch. 01

by Beaverhausen on Sep 15, 2017
Group Sex

I was sitting alone on the bench watching the colors of the fireworks fill the dark sky. It was a great 4th of July party, but I had the feeling of being empty. I tried to ignore it and smile for the moment. I love to just let go a feel free and simply enjoy life. I had everything going for myself. I was a curvy brunette and my biggest assets were held up in...

Quickie

by nat_rose on Sep 13, 2017
Transsexuals & Crossdressers

"That was so fun tonight you guys," Kristen said. That's my girlfriend. "SO fun," said Abby. That was her best friend. They were both hammered after a night out, and now back at the apartment they shared together, I cleaned up beer bottles and put away the liquor as the girls drunkenly hugged each other, snacking on pretzels, and hummed a tune from some po...

Contestants

by Krystal0690 on Sep 19, 2017
Loving Wives

As we headed downtown, I commented, "I checked around. I couldn't find anything out on this Consenting place. Are you sure you have the name right?" Brian grinned and said, "It's a very private place. I got the name from someone who knows someone. I can get us into the back room. It's supposed to be completely debauched." My husband had managed to talk me...

Games & Friends

by MEBD on Sep 17, 2017
Loving Wives

We had been married about three years. Although the sex between us was still really great, we were both starting to miss the adventure of new lovers. Both Sheila and I had been married before, and divorced. Her ex had was an alcoholic and sometimes abusive. My ex had married me for my money, but her permanently hot pants had been her downfall. While I was be...

Hoodwinked

by Elizabeth Pride on Sep 17, 2017
BDSM

I am naked. My wrists and my ankles are bound. And I am spread eagle on an old-fashioned four-poster bed with a canopy. I don't know where or who I am. I just know that I am here. There must be a bathroom just off the bedroom I am in. I can hear the shower running someplace above my head. Either I am on the bed upside-down or it is pulled out into the middle...

End of the Beginning

by Celticfae on Sep 16, 2017
Transsexuals & Crossdressers

Note-Ian was kind enough to let me use a character he created for a story of my own. Read "Retrained in Basic" first; this will make more sense. Jamie stood there with her mouth hung open for a moment. She was utterly shocked. How could it be true? Chloe and Josh met at basic, how could they be engaged? It had only been a month since Jamie left. Tears stoo...