Crossdressing Stories Stories

59,087 results
Orientation
Length
Source
Infinite Scroll

Sharon Gets A Rubdown

by magichandslee on Sep 14, 2017
Exhibitionist & Voyeur

{This story was actually written by my late husband, Ted. I did make a few changes and corrections. Some of you may have seen Ted's stories here under the nickname, "magichands". I found this and a pile of other writings, mixed in with articles and stories from over many years. To give you an idea of the volume of his writings, they fill 4 very large cardboa...

Fucking My Neighbor

by cindy_4u on Sep 13, 2017
Erotic Couplings

These are my real life stories. Short, too the point and meant to get guys across the world jacking to these stories. I am small petite girl, 23, 5'3", 110, blonde, 32a. I have never let my slutty side be seen to my neighbors as a rule simply because I did that once and that guy went nuts on me, to the point I ended up moving out of my apartment just to avo...

Michele's Business Trip Ch. 05

by luv2eat on Sep 15, 2017
Loving Wives

I have gotten some requests to finish Michele's Business Trip.....will try and finish with this chapter as the start. ------------------------------------ As I slowly started to awake from my cat nap I found myself still cuddled up next to Steve who was still asleep. I smiled as I felt his cum still leaking out of my pussy and then reached down to feel his...

She Rules Wife and Husband Ch. 01

by Quietoldie on Sep 14, 2017
Fetish

I was a bit naive when I met Peter. In those days he was full of confidence, almost arrogant in his behaviour towards me. I had no experience of sexual behaviour but was curious about it, eager to learn. I must have been about nineteen then and still a virgin. Never having had sex was becoming embarrassing for me so I suppose he met me at the right time. Whe...

How I Met My Wife #01

by alan556 on Sep 12, 2017
Exhibitionist & Voyeur

#1: Eric If you are part of my generation, you'll remember the despicable newspaper advice columnist Ann Landers. Occasionally, she would publish a letter from a reader, relating an interesting story of how he met his wife. Over the years, I've been collecting stories of how men met their wives, or how wives met their husbands. These are stories that Ann...

Negotiation

by ktox on Sep 12, 2017
Erotic Couplings

This story is intending as the concluding part to the stories "Spanish Contract: Jeff" and "Christmas Function". It would be beneficial to read the other stories prior to reading this one. Thanks. * As far as he was concerned, Jeff's resignation was inevitable. He really had not been very productive after the trip to Spain. Before that he had often spent a...

Wife at Strip Joint Ch. 02

by Mrs. Canyon on Sep 15, 2017
Group Sex

Strip Club 2: Tracy Turns Pro Let me describe my wife to you before we get started. Tracy is about 5 foot seven, or is it six inches tall. She weighs about 145 to 150 pounds. She’s not fat or chunky but just enough fat on her that lets you know that you can load up and ride her hard. Some women are so thin that you are afraid to fuck properly. Not my Tracy....

The Genie Is Out Of The Bottle Ch. 06

by ballpark68 on Sep 15, 2017
Loving Wives

In this installment of the continuing experiences of my hot-wife and myself, I intend to tie up the loose ends concerning Bill and Joe. I had been trying to put the stories in a rough chronological order but have decided to just write about whatever is on my mind at a particular moment. I have been reading various comments that fall into two camps. The first...

Life with Torrie Ch. 02

by Theeeeee1 on Sep 19, 2017
Loving Wives

Married ‘Life with Torrie’ didn’t start off exactly as I had envisioned. Since we had decided only a week before to go ahead and get married, we didn’t have the money to go on a honeymoon. Instead, after the ceremony and a great steak dinner, we went to ‘our new home.’ Actually, it was a small mobile home we had just purchased the morning of the wedding. Not...

The Sweetest Revenge

by Bigpuss on Sep 13, 2017
Erotic Couplings

Thank you to everyone who's sent me feedback on my stories so far. As I've said, I really appreciate it as I've never been brave enough to let anyone read my writing until now. I very much enjoy creating these stories but they are just fantasies and not to be taken too seriously! * * * * * Joanna stumbled up to the front door, barely able to see through a...