Lesbian Sissy Stories

25,865 results
Orientation
Length
Source
Infinite Scroll

Panty Fantasy-Hurricane Kate Ch. 01

by eliasrotica3 on Sep 14, 2017
Fetish

'A day like any other,' thought Kyle to himself. The view outside his Research Triangle Park office was a little boring with the leaves all fallen and the snow not yet come. It felt good anyway to see the world and the weather. Kept him from getting office fatigue. He liked his job as a senior accountant but he did get a little bored by the routine at times...

A Harmless Favor

by SissyJon on Oct 3, 2017
Transsexuals & Crossdressers

It began as a harmless favor; I had no idea that it would change all of our lives. My wife's college roommate and her husband had moved into our community and were soon dominating our social life. We were just three years out of college, but both couples had done quite well - so well that we had bought a nice suburban home in the southwestern city last yea...

Afro Stress Relief Ch. 05

by llts1970 on Aug 1, 2018
Transsexuals & Crossdressers

My alarm went off the next day, my mouth and asshole ached, it was going to be a long day I thought. I had put plenty of grease up my asshole just to ease the soreness but it still felt pretty stretched. I started to remember last night, I couldn't believe I'd taken Baba G's fat black penis in my mouth, or that I'd spoken to the police officer like that! I w...

You Show Me How It's Done

by InYo on Sep 13, 2017
Fetish

I remember when it started, but not how I got here. I lost my job at the plant, and was unable to find work. Cindy, my wife, got an excellent job in the city so we moved there. While I tried to find work I couldn't, so I spent a lot of time at home. Cindy was working 50+ hours a week at her high-powered executive job, so I became a "house husband", trying to...

Moving to the Sexworld

by Shendude on Dec 19, 2010
Science Fiction

Imagine an alternate universe where casual & free sex, sexuality, & nudity are everywhere, where all people are at least bi, where there are almost no sexual taboos, where everyone's a nympho or satyriac, and where almost all interpersonal interactions have some form of sexual content, and it has ALWAYS been this way. Now, imagine that this world com...

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Cuckold's Descent

by syncbush on Mar 27, 2020
Cheating Spouses

Thank you to those of you who have liked or taken the time to comment/message me. I really appreciate the feedback. Feel free to add additional chapters, suggest ideas or leave comments. It is great to get ffedback and encourages writers to continue developing the stories. And special thanks to the Admins for making this story of the week! Really appreciated...

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Blackbone Crossing

by DonSwami on Dec 4, 2020
Fantasy

AUTHORS NOTE: This story is still a work in progress, I’ve got a lot of idea’s on where I want to take it and what different chapters are going to be. I decided to publish Blackbone Crossing because I really wanted some feedback/ideas. The story is open to other writers, so feel free to submit your addition! Some chapters I’m still working on and I haven’t p...

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The Appraiser

by ctlthrmn on Sep 13, 2017
Transsexuals & Crossdressers

The seminar started at the local Marriot today. I, as the lead appraiser for my office was the main organizer for it. We had brought in one of the best appraisers in the East to share his expertise in appraising and developing a larger client base. The real estate market on Eastern Long Island was hot and I wanted to capture more of the $$$ it was spreading...

Halloween Crossing

by DrLuverotica on Sep 18, 2017
Transsexuals & Crossdressers

It all started off so innocently... My wife Jo, tall, slim, blonde, aged 40 with 34DD tits and the sexiest big ass imaginable, works as a doctor. Her hours are long and arduous. She often comes home completely worn out. Only during the holidays does she tend to recover her sparkle. She is gorgeous, but recently our sex life has become a bit humdrum and mund...

Eve Quest Pt. 04

by JJ Neal on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 16 Monday morning I was told to wear my red panties, bra and ribbon; my white collar, bracelets and heels and a red sleeveless dress. Sheila and Jenny ate breakfast, got dressed and loaded me in the car. They dropped me off in front of the beauty parlor and Jenny said. "If Hilda finishes today. You should give her a tip." I went inside with that d...