Caught Sissy Stories

167,051 results
Orientation
Length
Source
Infinite Scroll

Some Like It Hot Ch. 01

by shambala1989 on Sep 14, 2017
Celebrities & Fan Fiction

Chapter One – Meet Cute Elle and I sat below the Santa Monica pier as Pacific Park goers walked above us. The air around us carried sounds of the arcade games, laughter and screams, the roar of the rollercoaster some distance away. The waves steadily rolled in and covered our bare legs, rinsing off dried sand back into the ocean. The water glistened on the...

The Big Favor

by bigcarl796 on Sep 17, 2017
Loving Wives

It was around 10:30 in the morning. I had to do a couple of extra pick-ups, so I was running a little late. When I walked into the driver's room, I saw the dispatcher, waving at me and motioning for me to come into her office. As I walked into the dispatch office, I saw Carmen sitting in an old swivel chair, she had her feet up, on the ends of the chair le...

High School Revisited

by marxamod on Sep 2, 2017
Erotic Couplings

She stood looking into the eyes she'd dreamed about for the last seven years. She thought back to the first time she'd seen those sparkling blue eyes smiling at her. Her fourteenth birthday, registering for her first year of high school those eyes had belonged to her new homeroom teacher. And now, on her twenty-first she'd caught herself in those eyes again....

All I See Are Dark Eyes

by TheOceanWantsMe on Sep 12, 2017
Erotic Couplings

All I really wanted to do was to take Donna back to my hotel, kiss every square inch of her skin and then fuck her senseless, and instead we were on our way to the most inane sounding art event in world history. "It's a double bill of 300 and 500 Days of Summer." I said, dumbfounded, repeating back to her what she'd just told me. "Yeah, my friend Evan has...

Flash of Sunlight

by Vanadorn on Sep 16, 2017
Loving Wives

A flash story as promised, something in direct opposition of the longer tales I had been posting to date. More flash stories will follow in the days to come. Take what you will from them and leave your votes and comments behind. -V ***** Ken tapped the free end of his pen lightly against the dwindling stack of papers before him; the worn cuff of his spo...

Selfish Mom Ch. 01

by SEVERUSMAX on Sep 12, 2017
Sci-Fi & Fantasy

This story was written by myself on another site under the pen name of "Col. Jack Harrison". Despite her beliefs, Debbie Kendall silently cussed to herself as she saw the roadblock. There were about 6 soldiers in dark green uniforms at the checkpoint, inspecting everyone's documents. Anyone suspecting of bringing an adolescent of any age to the border for...

Caught in Darkness Ch. 07

by Belderiever on Sep 15, 2017
Sci-Fi & Fantasy

"My sister is a fool." She growled. "But the Charmer is a flower with no thorns. This cannot be so." She scowled at The Unkillable. "We are agreed. Had I not seen it myself." The Unkillable sat lounging in a stuffed chair with his booted feet propped up on the back of one of the Twins. "What will we do with this one?" he looked down to the once noble lady k...

Caught in Darkness Ch. 02

by Belderiever on Sep 15, 2017
Sci-Fi & Fantasy

Author's note: Explicit violence and gore, reader discretion is advised. There are no sexual situations in this chapter, but it sets the stage for the next ones. (for those that like plot) In darkness, time passes unseen. By the meals the servants brought he could it had been about a week since he was captured. To a human, a week alone was being forgotte...

Montana Camping Ch. 02

by Dr. Bull on Sep 13, 2017
Loving Wives

I woke up feeling Karen's nude body lying next to mine, the night before was wild and erotic watching my bride of twenty seven years fuck two of my oldest friends. It had fulfilled her fantasy of having multiple partners and answered the question we both had, would I be jealous watching. Like many late boomers, we had caught the end of the sexual revolutio...

Dinner with Tess

by aussie_101 on Sep 19, 2017
Exhibitionist & Voyeur

The night was going really well. It was a formal dinner, that my very dear friend had invited me to; a bunch of her workmates had invited us to a black-tie dinner at a very fancy restaurant, for the benefit of some-charity-or-other. Forgive me if I can't remember all the details, for I had spent too long memorising only the particulars that mattered to me....