Jailbait Stories

288 results
Orientation
Length
Source
Infinite Scroll

The Prize

by MarzyDotes on Sep 12, 2017
First Time

Melissa passed the group of ranch hands playing cards outside by the corral, an ice chest of cold beers alongside them but curiously enough, no piles of money in the ante pot this time. Oh well, maybe they'd just gotten started, she thought as she passed them with just a glance and headed inside to tend to her mare. If she had really known what they were w...

Keeping Mum

by SEVERUSMAX on Oct 10, 2017
Group Sex

"Mum wants to fuck you," Brenda informed me over our lunch date, making me nearly spill my soup. "Say that again? I want to make sure that I didn't hear you wrong," I coughed and sputtered a bit, my face a bit red as I reacted to her surprise announcement. "My mother wants to do the nasty, the horizontal mambo, the beast with two backs ... she wants to sha...

Letter to a Former Child Actress

by Brendan24601 on Sep 13, 2017
Celebrities & Fan Fiction

It was a good movie: funny, thoughtful, well-acted, well-lit, alternative, and times even a little lurid. But she was unbelievable. Not in her acting, which was impressive since the last thing he'd seen her in, What was it? The Patriot Game? No, must have been Clear and Present Danger. He was aware that she had acted in other movies since then, but he never...

Letter from Teehan Creek

by justincbenedict on Aug 18, 2017
Fetish

Dear Shoeblossom: It is so weird writing to you! I'm almost twenty-one, and don't know a whole lot about dominance and submission, except that my stepbrother Ludovic is into it, and I've gotten involved in it with him. Kinda. Ludovic is just the sweetest guy, and he raised me after my stepdad left and my mom was committed to the nuthouse for schizophrenia....

Jeff's Business Trip

by seasparks on Sep 13, 2017
Erotic Couplings

It started out just like all the other days in the office. Nothing exciting. Same old same old. Then the boss called me into his office. "Listen up Smith, I need someone to go to Arizona and check out some property that the firm is interested in buying. I picked you. Pick up your company credit card and tickets from Candy down in Accounting. I want you bac...

Teach Me

by themermaiden on Sep 12, 2017
First Time

Author's note: This is my FIRST ever. So feedback is welcomed and appreciated. Should I continue? Not my best work, but my roommate came in when I was trying to finish it up and startled the crap out of me. * The way she always stuck the tip of her pen in her mouth drove him nuts. It wasn't that she was doing it on purpose—no, he could tell. Some of his s...

Ashley's Revenge

by TallMarriedMan on Sep 25, 2017
Mature

It started out as a pretty ordinary Friday night. My wife was off visiting her sister so I was getting ready to enjoy a nice quiet evening at home. I popped open an ice cold Miller Draft and turned on the big screen television to Comcast SportsNet to watch the game. I was debating whether to order some pizza or Chinese when the doorbell rang. I figured I was...

At The Movies

by PassionForAll on Sep 12, 2017
Fetish

Men will never know how lucky they are to be able to pee standing up—seriously. There're not many instances in which I would gladly change genders, but the after-movie rush for the bathrooms is one of them. While men seem to constantly be able to file in and out of the bathroom with ease (and there are never lines that spill out and around the corner), we wo...

The Marine's Wife Ch. 06

by Sean Renaud on Sep 14, 2017
Novels and Novellas

Dear Trina I wouldn't even mention this if I didn't think that you would hear it from somebody else soon enough because I don't want you to panic. We were attacked yesterday and it was one of the most frightening things that I've ever had happen. We heard the alarm going off but we've been drilling for so long that we pretty much ignored it. Then we could h...

Summer Loving

by BlushingSecrets on Sep 13, 2017
Erotic Couplings

Note: This story is not a quick fuck. It is more of a romance than a few sentences that you can masturbate to. If you are looking for one long sex scene try another story (I will be putting one up shortly that is entirely sex) or just skip to the sex. Catherine "School's over. Now the real work can began." I lamented to my best friend, Ashley at the first...