Pregnancy Roulette Stories

12,155 results
Orientation
Length
Source
Infinite Scroll

Not Quite Vanna White

by justincbenedict on Nov 18, 2019
BDSM

Darci lazily got up from where she was texting her boyfriend and stretched. She had 80's big hair, and the intense leather pants and skimpy tee over mammoth tits. Had she had any musical talent at all, she'd be great on a stage. But Darci had talent of a different kind! Darci had her own three-bedroom suite at the Paincafe, the peculiar hotel for kinky fol...

My Black Angel

by Tshay123 on Sep 12, 2017
Interracial Love

I couldn't believe my eyes. There was Carolin sitting in a booth drinking coffee. She was still the most beautiful woman I had ever seen, white or black, and Carolin was black. Or African-American, as she referred to herself. "Hello, remember me?" I asked. "Tommy, my God, how are you?" "Ah, all right. A couple of turns of bad luck, but other than that..."...

The Houseguest Ch. 03

by CCMAguy on Sep 14, 2017
Group Sex

Hope you like the continuing story..... Please see the first 2 chapters if you haven't read them yet. Let me know what you think! Enjoy. ***** After yet another extremely intense session of sexual roulette, we showered and got dressed, the plan was to finish off some errands and get something to eat at one of the local restaurants that we frequent, then re...

Sexual Roulette Ch. 10

by Azuldrgon on Sep 17, 2017
Group Sex

Missy was driving home from the adult novelty store when her cell phone rang. She hit the button on the hands free device and answered. "Missy, it's Frank. Are you all right? I was concerned when Antonio and I woke up and you weren't here," Frank said. Missy felt bad about not checking in with Antonio and him after the way they comforted her the previous n...

Finding the Perfect Fit Pt. 13

by Joshana on Feb 3, 2020
Transgender & Crossdressers

Later Still I slowly drifted out of the lake of sleep before floating on its surface, able to go back under or climb out and wake up fully. A sound peaked my curiosity and my eyes opened, the eternal shitty ceiling there above me. Rolling over, I blinked until the light from the closet was more bearable and saw Jamie's silhouette, having ditched the baggy s...

Soames's Submissives: The Game

by justincbenedict on Sep 17, 2017
BDSM

Calvin knelt, naked on the Consequences square of the game... Looking at the sexy girl in the cheerleader outfit, and her muscular companion, both of them in their early twenties, but otherwise looking very much like the kids who awed Cal in high school. Cal had told Soames (in confidence) that once, a girl had asked him to the movies, one he'd had in his...

Sexual Roulette Ch. 09

by Azuldrgon on Sep 14, 2017
Erotic Couplings

Missy awoke to the sound of her cell phone as she struggled to free herself from the press of the hulking Latino and chocolate gods surrounding her. As she freed herself and reached her purse, she saw the number on the display and debated for a moment whether she should answer it. After all, it was her personal policy to never talk to snakes due to what the...

Boston Guys for Ottawa Girls

by Samuelx on Sep 16, 2017
Interracial Love

Katharine Tremblay winced as Stephen Rothschild eased his cock out of her asshole. Never let it be said that anal sex is an easy thing to do. The tall young woman took a deep breath before rolling over on her side. Glancing at her boyfriend, she breathed a sigh of relief. The big and tall, dark-skinned young man she loved pulled her into his arms, and plante...

Torrie & I Meet!

by 1Browneyedguy on Sep 13, 2017
Erotic Couplings

Well well. I didn't believe it! One of my first stories here was an encounter I had with a woman while I was staying at a Casino, a few hours from here. I never did get her complete name or cell number or email but I did say at the end that if she by some chance read this, she should contact me. I DID get an email from Torrie! She told me that she regrets t...

Cruise Capers Ch. 03

by CalWriter on Sep 14, 2017
Group Sex

Ch. 3 – Second Fun Day At Sea My second day started out with coffee in the main bar, followed by hustling some pensioner who thought he was a hotshot at gin. After lunch, I played some bridge in the card room. Before dinner, I went to the onboard casino and dropped $200 at roulette, but made it up in a pick-up game of Texas Hold 'Em. For dinner I went to t...