Crossdressing Stories Stories

59,087 results
Orientation
Length
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Infinite Scroll

Jack Plus Two...

by JoanieG on Sep 17, 2017
Loving Wives

One day I was lying in bed reading one of Jack's erotic stories. He was gone for a business trip and I was missing him. His stories always make me wet. This one was no different. I got to thinking that Jack always takes care of my pleasures, no matter how erotic, sometimes sharing me with a stranger when I go with him on business, like the time I flew to Ta...

My Divorced Neighbor

by bronston22 on Sep 12, 2017
Mature

I told this to a friend of mine and he suggested I write it down and submit it to Literotica. This story and all my stories are true with names changed to protect those involved. I have been fortunate to have accumulated a few worthwhile experiences over the years and hope the readers have nearly as much fun reading them as I had participating. Comments are...

It's Just a Job Ch. 01

by Orgin Grinder on Sep 17, 2017
Loving Wives

My name is Jack. I'm a gigolo. Chase away everything that crossed your mind the moment you read that. Forget Richard Gere in American Gigolo. Nice clothes and car, and who wouldn't have wanted to bang Lauren Hutton in her prime, but that's not me. I also don't look like Fabio, the chiseled stallion on the cover of romance novels. In fact, I probably don'...

Love's Harmony Ch. 02

by simply_cyn on Sep 17, 2017
Celebrities & Fan Fiction

The first week, Jennifer worked her tail off running here and there, making coffee, making phone calls, working on external and internal mail for the company, and greeting visitors and clients that came into the office. At the beginning of her second week on the job, she inadvertently impressed the Marketing Director for the company. As she was bringing him...

Aversion Therapy

by Gaius8666 on Sep 14, 2017
BDSM

"Babe, do you look at other women?" Jim's gorgeous girlfriend asked from the kitchen. Now, as every man in the world knows, there is no way to win in this scenario. Men are men and cannot help but look at other women, and all women truly do know this despite their continual shock at discovering this fact of nature. However, women also need, and deserve, to...

Glorious Glory Hole

by Boxlicker101 on Sep 16, 2017
Interracial Love

Tory was about the horniest she could remember ever being when she pulled up to the service station. For one reason or another, she hadn't done any fucking in almost two weeks, and the situation was exacerbated when she sat on the lumpy car seat and drove on the old, pot-holed road. Every bump or hole she hit drove something against her needy pussy and, by t...

Ch. 08 Among Friends

by Bushman on Sep 14, 2017
Loving Wives

Call me Reggie. Reginald reeks of formality, if not of lordliness. I've been kind of jittery lately. It could be the weight of great expectations. To explain, my wife Becky and I have been attending her college reunions beginning with her tenth and have maintained Christmas card relations with two couples from her class. The attraction for us has been one g...

Ladies of the Club Ch. 02

by LynnGKS on Sep 13, 2017
Loving Wives

By the time John got back from Miami, his wife and I had developed an excellent relationship in bed. She was looking forward to sneaking into my place in the afternoons for something extra. John and Diane had dinner at the club a few days after he returned. I walked over to their table as they were having an after dinner drink. "Did you have success defendi...

Farmer's Daughter Ch. 1

by AhMyGoddess on Sep 13, 2017
Group Sex

I've heard a lot of stories about farmers' daughters and from my own experience I suppose that most of them are true. I started foolin' around with boys early, but I was always worried about protectin' my reputation. We'd kiss and grope and I got really good at giving blow jobs, but I was never tempted into givin' one of the local farmboys my cherry. They mo...

Jen Fulfills Scott's Fantasy

by bradtina on Sep 13, 2017
Group Sex

Author's note: This is part two of the story of Jen and Scott. Part 1 is called "The Love of my Life." You don't have to read it first, but it would help with understanding some of the text of this story. As always, comments are welcome. My husband, Scott, wrote and told you of our first encounter with bringing other people into our bed in the story "The Lo...