Lost Bet Anal Stories

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The Craziest Weekend Ch. 01

by straightnlongfellow on Sep 1, 2017
Group Sex

"Uggghh!!! Traffic sucks!!" I thought to myself as I sat through rush hour desperately trying to make it on time to my appointment. Somehow I had been talked into driving my girlfriend and her teammates to their volleyball tournament three hours away from campus. Probably because I have car and only two of the girls on the team did and they needed three to g...

Mickie Gets What’s Hers: Remake

by MTL17 on Sep 14, 2020
Celebrities & Fan Fiction

Disclaimer: This is a work of fiction. I do not know or own Mickie James, Trish Stratus or any WWE stars for that matter. I do not make any money from the writing of this story. ****** Trish Stratus had been riding high into Wrestlemania 22. She was a six time WWE women's champion, and had held the title for over a year now, solidifying herself as one of t...

Those Shoes Threeway

by cd_donna on Sep 16, 2017
Transsexuals & Crossdressers

Ladies in the Ladies Room I was wearing the shiny black Merumote high platform shoes my man Rex had bought me. We went to the club hoping to find another man for a three-way since our usual buddy Mike was out of town. I stopped into the ladies room where I saw a fellow girlfriend, and we chatted, as ladies will do. "Honey, I thought your feet were too wide...

Bet Your Ass

by Krazy35 on Sep 19, 2017
Anal

Hanna placed her cards on the table. "Full House. Nines over Threes" She declared with confidence. Samantha looked disappointed for a moment then a wide grin crossed her lips. Slowly she laid her cards on the table saying "four little tiny deuces" With that she reached out with both hands and dragged the large stack of chips toward her. Hanna said "You ch...

Black Men are Gods Ch. 04

by Samuelx on Sep 12, 2017
Fetish

Theresa Feuillet is the name and strap-on dildo sex is the nature of my game. I'm a big and tall Black woman of Haitian-American and Tunisian descent living in the city of Brockton, Massachusetts. I live in a duplex in the West Side, not far from the plaza. By day, I am a corrections officer. By night, I am a swinger. Yes, Haitians can be swingers too. And I...

Mira Ch. 03

by tentaichi on Sep 12, 2017
Anal

Waking up the morning after was slow. I was still glowing from my experiences the day before and so came to luxuriously, my head filled with softness and warmth. What made me get up was a feeling I was getting more and more often: an emptiness in my butt. Reminiscing on the times I had spent in-game with my little hole stuffed was enough to make me squirm un...

Hospitalized

by PurpleGoat on Sep 13, 2017
Erotic Couplings

"I can't believe that you sprained your damn ankle, Trina," said Beth. Yeah, it all happened pretty fast. I traveled all the way to friend's small town to visit her, and then I trip over a cord at her house, and now I'm in a hospital bed. "Well, I can't believe it got so bad that I had to the hospital," I responded, staring at my left foot. Beth was kind...

An Ordinary Man's Life Ch. 21

by FrankjrBauer on Sep 15, 2017
Romance

Edited by tangentjoker. Great job. Thank you. ***** An interlude between Jennifer and Tom after dinner the same day. When Todd got out of sight with his lovelies, Tom took his wonderfully sexy and beautiful wife in his arms and kissed her lovingly and passionately. When he kissed the sensitive spots below and behind her ears, he whispered, "Honey I love y...

Clothing Bank: Relationship Evolves

by kimberau on Apr 24, 2018
Exhibitionist & Voyeur

As I read each vote out loud, my voice rose in pitch - "4-3-4-5" "Oh my fucking god!" Sarah shrieked when I finished. "You guys all voted... oh my god!" Her face was red, but she was clearly excited at the realization that her vote for nudity was the lowest one. I took pleasure in the idea that my husband would get to see her naked, well - it was quite lik...

Losing The Bet

by Storm62 on Sep 14, 2017
Transsexuals & Crossdressers

I had lost the bet and now Jenny was going to collect. She had a really naughty smirk on her face as she let me in. "I was beginning to wonder if you were coming over." "I don't welch on a bet, even though I don't know what you're up to." "Just a bit of revenge, you might get to like it too." "So, what do you want me to do?" "Strip, then I can prepare y...