Crossdressing Stories Stories

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Infinite Scroll

Our Final Time With Jerry

by DMercator on Sep 14, 2017
Loving Wives

Gina and Jerry were growing closer and closer as time progressed. Jerry practically lived at our house. Although we didn't have sex every time, the two of them were always sharing little kisses and touches. He gave her a tremendous amount of attention and she was eating it up. After a while I was feeling more like an equal than the husband and I didn't care...

Happy Trails Ch. 06

by jonnydough on Aug 31, 2020
Erotic Couplings

Happy Trails Chapter Six If you are picking the story up here, I would suggest reading the previous chapters to find out what is going on with Sarah and Dave. How the quarantine has opened Sarah's inhibitions and how she gets Dave onboard. This is another chapter of Dave still following Sarah's instructions while she is gone to get her plenty of cum fille...

Picked Up in a Bar

by joeking1 on Aug 24, 2020
Erotic Couplings

It was a Thursday night and while driving home from work I decided to try to relive my youth and stopped into a bar for a couple drinks. However, the universe works in mysterious ways and as I was walking through the parking lot, the skies opened up with a torrential downpour, leaving me absolutely soaked and panting for breath after sprinting for the door....

Spying on Hubby

by The_Technician on Jul 2, 2019
Fetish

This is another spanking fantasy story. I was requested to post one that is a little more real. OK, it's still a spanking fantasy, but it is a little more real. A newlywed bride doesn't know where her husband works, and wishes that she knew. Perhaps she never heard the phrase, "Be careful what you wish for... you just might get it." And oh, does she get it...

Snugglebunny Ch. 05: The Getaway

by saddletramp1956 on Jun 12, 2019
Erotic Couplings

This is the fifth chapter in the saga of Chris and Chloe Weber. While the story can be read separately, I suggest you read the earlier chapters to understand the full context of what is happening here. For those not familiar with those stories, the two main characters often refer to each other as "brother" and "sister," but there is no incest as the two are...

Fiona - My Friend, My Goddess Ch. 01

by ThorOdinson on Oct 7, 2019
Erotic Couplings

"I'm here. What floor you on again?" I typed, hitting send and waiting for the reply. I stood in the foyer of Fiona's building. She'd only moved into the building a few weeks ago, finally getting into her own place. Fiona had broken up with her ex only a few weeks ago and had been crashing with friends, couch surfing, while she was waiting for approval for...

Cuckold Fantasy

by jchuli on Dec 9, 2019
Group Sex

These are my tell-all stories of my real life as a Sugar Baby. No personal details about my clients will ever be shared through these stories. * I am surprised how many men have the fantasy about being a 'Cuckold'. One of my Sugar Daddies (SD) told me how much he wanted this experience and asked me to help fulfill his fantasy on our next get together. Let...

Further Visits to Heaven

by massageguy64 on May 22, 2019
Erotic Couplings

Writers Note: All of these stories are real, from my experiences. I share them here because I have no other place to share them, it would be considered creepy in polite society. I don't try to describe the details of the girls to the Nth degree. I allow the reader to fill in some details based upon their personal likes and dislikes, that's what I do when I r...

The Intern and the Creator

by Lolita30 on May 4, 2020
Celebrities & Fan Fiction

Summer, 1995. Jessica Colby, a 22-year-old broadcast journalism major, sat among her colleagues at her internship at Kurtis Productions. Today was Friday, a brainstorming day. Each Friday, writers, production directors, editors, researchers, and the man who started it all, Bill Kurtis gathered at the round-table of the glass-enclosed boardroom to discuss st...

50 Ways: Her Parents did it for Me!

by PostScriptor on Jul 6, 2020
Non-Erotic

Copyright 2020, PostScriptor It was a Friday night poker game, held, this time, at Jason Billing's office in the 'Billings Waste & Disposal' building. The Mayor was there, as well as one of the County Commissioners, as well as a few good ol' boys who rotated in and out of the game, drinking coffee and kibitzing. They had all known each other forever. It was...