Crossdresser Caught Stories

163,967 results
Orientation
Length
Source
Infinite Scroll

Trapping Samantha Ch. 02

by wifetrapper on Jul 14, 2020
Loving Wives

I'd been out of the game for a while. Almost four years with Samantha, this last one. After trapping my own wife and wives of friends I straightened myself out and promised myself to behave. I liked Samantha this last trapped wife. We decided to be together. I thought we had both learned our lesson and found the right person. Going out for a beer with the...

Theatre de Amore Ch. 03: The Muse

by M8dOvGlaz on Jul 13, 2020
Group Sex

Theatre de Amore resides solely in the realm of fantasy. Everyone in this series is a consenting adult (18+ years of age). (Elements contained in this story include: voyeurism/exhibitionism, group sex - MFF, MF, MMF, fellatio/cunnilingus, MF sex). This chapter is the direct follow up of Chapter 2, and is unlikely to make much sense if you haven't read that s...

Impulse - Results Pt. 08

by TooTallToFall on May 12, 2020
Exhibitionist & Voyeur

*** Authors Note: Part 8 obviously picks up where Part 7 left off. While I make the suggestion to read from the beginning, a couple of refresher notes: Characters previously introduced: Phil - Main protagonist. Wealthy 40-something white male who reshaped his entire life following a workplace accident. Has had a lifelong tendency to act rather impulsively,...

She Fucked Him under the Oak Tree

by Ephesus14 on Jul 6, 2020
Loving Wives

There is not much sex in the story, and once again Blackrandl1958 has made lemonade out of lemons. She fucked him under the live oak tree... And he caught his dick in his zipper *** "It isn't how big or small his dick is. What's important it is what he does with it, and he gets off of me with a harder dick than you get on me with, and he uses it better th...

Cherry Blossom Girl Ch. 04

by August_Bouvier on Jul 14, 2020
Interracial Love

"Who hurt you?" Noah repeated as he handed her his shirt. He sat at the foot of the bed, his eyes fixed on her. His body had taken on an eerie calm, as if he were bracing to absorb a blow or poised to unleash one. "It wasn't like that," Sascha rushed to explain, fumbling with buttons. "It's not what you're thinking." He relaxed but his expression remaine...

Dana's Story Ch. 08-10

by mraardvark on Sep 21, 2020
Erotic Couplings

CHAPTER EIGHT "I said, 'You planning to sleep all day?'" Dana lifted her head to squint at Zoe. She was no more than a silhouette against the blinding light from the window behind her. Dana drew a noisy breath and sighed, exhausted. She wanted nothing more than to go back to sleep. She was lying sprawled on her belly, her pillow clutched in her arms. "Wh...

Wild Oats: The Canoe Trip

by twistedgraygoat on Sep 16, 2017
Group Sex

"Jason, next week we have two days off together. What do you think about an overnight canoe trip on the Peace River?" "That would be cool." "We could rent a canoe in Arcadia and just have some fun. During the week we should have the river to ourselves." Departure day dawned. It had been raining cats and dogs all night, but was supposed to be clear by noon...

Innocence Unveiled

by cnp_dudley on Sep 12, 2017
Exhibitionist & Voyeur

There is a certain type of girl out there. One who is pure, innocent and utterly sincere. While she appears deliciously sultry, she has never been seen without her clothes - not by a male. As a stunning, newly-developed eighteen year old, no man or boy has laid eyes upon the succulent tips of her soft, ripe boobs - her beautiful blossoms bursting forward fr...

Maid's Help

by strokin31301 on Sep 12, 2017
Exhibitionist & Voyeur

Let me start by saying how much I love to jack off, but not just jack off but to get caught doing and being humiliated is such a turn on for me. So as I check into a room at a local hotel I asked for a ground floor one so I could start my plan on getting caught. First I wrote a note to put on the outside of my door saying "Be Right Back" and taped it just a...

Ebony & Ivory Series: Black Cherry

by velvetpie on Sep 16, 2017
First Time

Vanessa had known Herman for most of her life. After all, he ran the little confectionary shop in town and she was always a big fan of candy. Chocolate-covered peanuts, Swedish fish, Boston-baked beans ... you name it, she loved it. And he always gave her a special smile when he gave her an extra trowel full of horehound candies. But this last year, she'd be...