Trans On Sissy Stories

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Infinite Scroll

Three Nights in London - Night 01

by Nymanirene on Sep 19, 2017
Transsexuals & Crossdressers

I met Gabrielle on a music festival where I played with my band. After our gig she complimented me on our show and we started to chat. She was over from the UK and stayed with friends in Amsterdam. I was impressed by this pretty redhead, dressed in a bit of a Lolita style with ultra black make up, a cute red tartan skirt and huge boots over fishnet boots. We...

Push Me, Pull You!

by marriedpervs on Sep 16, 2017
Loving Wives

Life is pretty good these days. The kids are old enough to virtually look after themselves, and business is booming. I manage my own real estate agency, and Steve works full time as well. We are fortunate enough to be able to holiday together each year, and I have just bought a new, sexy Mercedes convertible. The hard work I have put in over the last ten yea...

I Can't Believe I'm Doing This

by amann52 on Sep 14, 2017
Loving Wives

I can't believe I'm going to doing this. I keep telling myself that Steve and I are just meeting for drinks and nothing else, but my willingness to resist any advances by him . . . well it exist in word only. I tell myself that it is only drinks at his hotel while he in town on business but I know where it will end. Steve is sexy, funny, and smart and I am c...

Fun Foursome in France

by ChasFowler on Sep 14, 2017
Group Sex

Em and I had always had a very active sex life. We fucked a lot, even a dozen years into our marriage, and never shied from exchanging fantasies. We also engaged in a little light BDSM from time to time. One time, well past our 10th anniversary, while she was riding on top of me, I reached up with my left hand and squeezed her throat. Gently at first, but th...

Jessica Andre and Mac

by hotdoll on Sep 1, 2017
Group Sex

It had been a great evening loads of support from the crowd as I performed my act. Once finished I got to my dressing room and was feeling really excited about the rest of the night. I was going to meet up with Holly at her club to meet Andre and Mac. I was bothered about it at first, but I would only go for it if I felt comfortable. I had chosen a black Ba...

A Weekend At Chateau Strafe Ch. 2

by cream pie boy on Sep 13, 2017
Group Sex

(contains group sex, bisexual male activity and some watersports) Part 1 Summation: Susan and her husband are invited to visit Frau Scheide, a woman she met on the internet, at her Chateau in Germany. After dinner, the couple is enslaved and used as objects of pleasure. * * * * * Cellar And Yard After dessert, nipple clamps were tightened on to our breas...

It's the New Neighbors

by The1Paladin on Sep 13, 2017
Group Sex

I wrote this story with a little help back in '06 with the intention of posting it then. It probably could use an editor. Warning: This story does contain some male bi-sexuality. You've been warned. ***** I had been living in this new neighborhood for about six months. I had been getting to know some of the neighbors, actually had made a few new friends, b...

The Interview

by caspankster on Sep 1, 2017
Group Sex

Tim Lewis was standing at the front door nervously awaiting an answer to the doorbell he had just rung. Tim was 35 years old, and had recently come out of a messy divorce after a sudden end to a 10 year marriage. He had moved into a condo complex four months ago, and was forced to live on his own after his wife had run off with a family friend. Luckily, he...

The Instructor

by tinman69s on Sep 13, 2017
Group Sex

It is finally Friday afternoon and I am ready for this week to end. Work has been a little difficult this week, because I had been given an additional class to instruct, due to an illness. So I have been doing about twice as much teaching as I normally do. I had been selected, not only because of my knowledge of the subject, but also because I was pretty p...

Drive

by tk5555 on Sep 14, 2017
BDSM

Fiona smiled as she signed for the box. She wondered if the delivery driver had any idea what he was an accomplice to. As soon as she shut the door, she whipped out her pocket knife and opened the box. It contained only a note and a garage door opener. Had Victor sent her the wrong package? Where was the sexy outfit? She opened the note. I expect you to wea...