Caption Stories

1,342 results
Orientation
Length
Source
Infinite Scroll

Kat has a Dog Ch. 04

by loveto69u on Nov 19, 2018
Transgender & Crossdressers

I awoke again at 5AM but this time to the smell of coffee. Opening my eyes I saw Kat sitting there, sipping her coffee and staring at me with a smile. "You looked so peaceful just sleeping there," she said. I threw off the sheet exposing my morning wood. Kat giggled. "Someone must have been dreaming of something." "Or someone," I said as I rose and kissed h...

Stephanie's Toy

by cuckoldwishes on Sep 19, 2017
Transsexuals & Crossdressers

I think it's something every man thinks about at least once in his life. What would it be like to wear panties? They are soft, silky... sexy. When I first started wearing panties, was just a couple minutes at a time. I would wear them around, check out how they made my ass look and then I would masturbate and fall asleep. Over time I became accustomed to wea...

Strip Poker with Friends

by HonestMan on Sep 13, 2017
Exhibitionist & Voyeur

Our house was clean. Lindsey and I had had some older family members over for dinner the previous evening, so we had spent some time getting everything in order. Lindsey said, "Since our house looks so good, why don't we invite somebody over for drinks and hors d'oeuvres. I don't want to make another dinner, but I don't mind making chips and dips." Her invi...

An Office Affair Ch. 01

by wolzard1 on Sep 19, 2017
Erotic Couplings

It was a regular Tuesday for Dale Jackson as he sat in his small but private corner office at his job. It was around noon time and most of the other workers and staff members had left to go to lunch at one of the various establishments in and around the building. This meant the floor that his office was on, was pretty much empty. He wasn't feeling particula...

Calendar Art Ch. 6

by irishlass101 on Sep 13, 2017
Celebrities & Fan Fiction

Chris sat up on the side of the bed and slowly ran her fingers through her curls. Colin rolled closer and began to kiss at her lower back. Chills ran through her as his tongue traced slowly over the tattoo there. “Are you going to tell me the story about this?” Chris’ eyes were closed as Colin’s hot breath sent even more chills over her. “You mean the t...

Exposing Elysa Ch. 07

by AcidFlashback on Oct 12, 2020
Exhibitionist & Voyeur

I pulled into a rest stop just before the state line. The gas tank was almost empty and my bladder was almost full. I parked at the pump and held out my credit card toward Elysa. "I gotta pee. Want to fill up the tank?" She glanced down, "Like this?" She asked. Somehow it had slipped my mind that she wasn't wearing anything but a sweater. But the thought...

My Wife is a Party Girl

by happytreefriend on Sep 19, 2017
Loving Wives

"Have a safe flight, and have a great time sweetheart," I said to my wife as we broke our embrace by the security line at the airport. Stephanie smiled and said, "I'm sure I will baby. I love you." She gave me one last quick kiss and I watched her walk through security and out of sight. I caught myself admiring her beauty as she walked away, her perfect as...

Stereotype gun tales

by Spindizzy on Mar 5, 2018
Science Fiction

The stereotype gun created by http://shadow211e.tumblr.com/ why not go say hi to them and for more information on the gun and its origins check out the original story here; http://shadow211e.tumblr.com/post/169847043695/caption-176-stereotype-gun-asian-schoolgirl Stereotypes, who needs them right? The bimbo cheerleader, the meathead jock, the submissive Asia...

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The Chronicles of Miss-chief

by vanillathunder on Feb 21, 2020
Transsexual

These are just some prompts to get started, feel free to add threads for new ones! Salon-the-Job Training: When a young man gets a job sweeping up at a salon, his co-workers decide to teach him about the various treatments they do there. Spell-ing Error: Two friends get more than they bargained for when they try to conjure up a woman with a stolen spell book...

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My Daughter's Feet Ch. 04

by bardsy on Sep 12, 2017
Novels and Novellas

Over the next couple months, Kayla and I met for coffee almost every off day I had except for weekends. My wife Corinne dubbed this time 'the dad/daughter coffee hour.' During our talks together we talked more openly about sex, teasing each other. Kayla and I never repeated our one-time deal we made, but some days she made it blatantly clear she wanted to do...