Caught Crossdressing Stories

164,111 results
Orientation
Length
Source
Infinite Scroll

One Hot Summer

by BeverlyLove on Sep 17, 2017
Mature

Hello my name is Charlize Waters. Everyone calls me Charlie. I'm quickly approaching 30 years of age and dreading it. The big 3 0. I've been pulling gray hairs out of my hair brush for the last year. I'm also noticing lines on my forehead whenever I look in the mirror. Some might say that 30 isn't old at all, but you have a tendency to feel old when the majo...

Friends: Shower Surprise

by Dudeman85 on Sep 19, 2017
Celebrities & Fan Fiction

Friends: Deleted Scenes - Shower Surprise Monica and Rachel were lying together, naked in Rachel's bed after a morning of lovemaking. Monica rested her head on Rachel's shoulder. Her fingertips brushed her roommate's breast, as Rachel stroked her hair. Monica broke the silence. "You know, we have to find some way to tell Ross about us," she said softly. R...

Inside the Garden Shed Ch. 05

by Drmaxc on Sep 14, 2017
Exhibitionist & Voyeur

Inside the Garden Shed Maximilian Cummings Chapter 5 - Vegetarian sex Another day; another exciting call about coffee and cream from over the fence; another slightly nervous walk into the loke without clothes and another gentle push on Zoe's garden gate. Gary ambled up Zoe's garden half expecting to see both she and Zara sitting there, preferably both na...

Metamorphosis Ch. 04

by Xayna on Sep 14, 2017
Sci-Fi & Fantasy

Welcome back! Unfortunately, we're still sex-less, but I promise it'll be good when it gets here. I'm working on the story, I promise, and I'll upload more when I get it written. I had a bit of trouble writing this chapter, but I'm getting back in the groove of writing, so the next chapter shouldn't take so long to get out. Any comments you have are welcome....

Cynthia's Submission Ch. 17

by GettingItDone on Sep 14, 2017
Exhibitionist & Voyeur

Thanks for reading my stories; I am sorry for the long delays between the chapters. All I can hope is that you continue to keep reading them and don't mind if they take a bit to come out. I do wish you enjoy this next installment, even if it is a bit shorter. Comments and Ratings as always are appreciated, as too are any possible suggestions you might wish t...

The Adventures of Roxy Rocket! Ch. 03

by Lithium_hobo on Sep 14, 2017
Celebrities & Fan Fiction

Characters appear in this story that are property of DC comics. I have used them in honor of the comic series and admiration for the characters. All other characters are original creations of the author. This story is original, though makes mention of events that happened in the DC Universe. This story contains adult material of a sexual nature. If it is ill...

Unexpected Guest Ch. 02

by Ada Stuart on Sep 26, 2017
Romance

"What do you think?" Ann suddenly heard Jared's voice ask from right above her where she was spread out on her stomach on the sun lounger. A couple of dead birds were hanging right in front of her nose as she tore herself away from her reverie and the spellbinding book she was reading. She screamed in surprise -- she hadn't even heard him approach. "Get tho...

Switching Slut

by P_E_C on Sep 25, 2017
BDSM

Lynn wasn't a fitness freak, but did like to stay trim. There were fancier gyms around, but the Y offered a good value, and with kids at home, and no husband, she had to watch what she spent. Besides, the expensive gyms didn't have a pool, and if you went there, you had to dress the part. Here, old sweats and a t shirt were fine. The Y had undergone some rem...

Superman Fucks Gotham Ch. 03

by SierraLeeAuthor on Sep 18, 2017
Celebrities & Fan Fiction

And we're back! Just remember that both comic book logic and crazy sex fantasy rules are in effect. If you already knew that and you're back for more, thanks! FYI, I think this is the best way to set up the rest of the series, but this one has a bit less sex than the previous chapters. There shouldn't need to be too many like this. ***** Somehow, Superman...

Quid Pro Quo Ch. 03

by mohawk08 on Sep 14, 2017
Loving Wives

Erika Sawyer spent nearly a week in a daze. She had done something wrong to get what she wanted and now had to live with the circumstances. That she understood. What she didn't know was how the circumstances would change her life. During the weekend after her night with Howard Fenster, Erika tried to put the whole mess out of her mind. She initiated sex wit...