Crossdresser Caught Stories Stories

187,637 results
Orientation
Length
Source
Infinite Scroll

Casey's stories

by mattpantyhose on Apr 20, 2019
Erotic Couplings

The characters and the general idea for the story were created by Mave Cosmic, but the entire story itself was written by me at Mave's request and I have published it on Literotica already. You can find Mave's artwork in his gallery at Deviant Art here: https://www.deviantart.com/cosmics-3d-angels/gallery/ You can find my Literotica profile here: https://www...

Open in Reader

Crosswinds Pt. 02 - Dark Currents Ch. 06

by Teagan_Cascade on Jun 8, 2020
Transgender & Crossdressers

*** Author's note: Series contains graphic scenes of incest. *** "Maddi," The soothing voice repeated. "Maddi, dear. Are you with us?" "Ugh." Maddi groaned. Her heavy eyelids took a while to open; Then another minute to sit up and grasp a shred of consciousness. Her classmates surrounded her, each wearing their own look of concern. The four girls parted t...

Wives Club Ch. 02

by satindesires on Aug 24, 2020
Loving Wives

Follow up to Wives Club 1, hopefully a little different from many stories in this category. The three friends arranged to meet at Jane's house following the inaugural night of the wives club. Before exchanging details of the previous night with their new lovers, Susan asked how they each felt and if they wanted to continue. Their views seemed remarkably s...

Watching Jessie at the Glory Hole

by StThomas83 on Feb 26, 2019
Exhibitionist & Voyeur

Jessie was so out of it I had to help her get her pants on. I guided Jessie to her car but it was obvious that I would have to drive us to her house. I suggested that we go to the hospital where Jessie could get the morning after pill. Jessie didn't talk to me on the ride home, other than to say that she didn't want to go to the hospital. My suggestion of th...

Lucky or Smart?

by Skippy47 on Apr 3, 2019
Loving Wives

I, Brad Davis, go to the Dentist office sometimes just to read the current magazines. NOT! Everyone knows that the magazines in dentist offices are not current but there you are with time to kill (maybe kill is not a good word as it rhymes with drill) so you read whatever is available. The most common magazines are the women's genre which always has articles...

The Bull Chronicles Ch. 03

by Pentegenarian on Jun 17, 2019
Erotic Couplings

NOTE: While the stories in this series are not necessarily chronological, it may help the reader to at least look at Chapter 1 and 2 to learn a little more about Thomas Jackson Patrick "Bull". Going to be working on a series of stories based on a character that has formed in my head - call it my alter ego. You see, I am a jack of all trades and fairly gifte...

Whore Stories: Exhibitionism

by WickedWhoreWriter on Jun 4, 2019
Exhibitionist & Voyeur

Exhibitionism and Voyeurism make the world go around. Whether dating sex, forbidden sex, cheating sex, incestuous sex, or sexual seduction sex, exhibitionism and voyeurism are a big part of sex. Exhibitionism is what woman naturally have to attract men. Whether it's their pretty face, long, lush hair, or sexy and shapely body, what they look like is what att...

After the Reunion Ch. 24

by robertl on Dec 2, 2019
Loving Wives

Tuesday, Nov 21, 2028 I was still on a drug-like, sexual high all day Tuesday from watching Addie's 'modeling' Monday. She had told me that after showering, she'd posed in several more positions, naked of course. They'd made love in the shower, then once more right before Nick left at two-thirty, shortly before I got home with the kids. By my count, that wa...

Our Friend Sam

by CurvyGirl73 on Oct 20, 2020
Group Sex

A smile crosses my face as soon as I see the caller ID on my phone. Even after a few years with him, that is still my reaction whenever I get a call or text from Tom. "Hey sexy! What's up?" I greet him. "Hi babes! Sam just called. He's in town for a meeting today and asked if he could stay over. You don't mind, do you?" Tom asks. "Of course not! Why do yo...

Bah Humbug

by nikkiesilk on Sep 19, 2017
Transsexuals & Crossdressers

Ben wasn't sure if he had heard the first knock on the door as he was concentrating so hard on what he was doing. It was probably only the second knock which penetrated his thoughts, making him sit back and sigh in frustration. Shit, he thought, I don't need this interruption. His research paper was due in a few weeks and he needed to focus on it. He pushed...