Caught Crossdressing Stories

164,111 results
Orientation
Length
Source
Infinite Scroll

Darkwatch on Mordor Ch. 01

by Nigel Debonnaire on Sep 13, 2017
Celebrities & Fan Fiction

Amandil moved through the forested mountainside silently. The day was less than half an hour old, the air held a midwinter chill, and the sun hadn't topped the Ephel Duath yet; some fresh eruption from Mount Doom would make full daylight several hours distant. The sounds of the skirmish had traveled far down the mountainside to his ears, and from the nature...

Service With A Smile

by hrefnadrakis on Sep 13, 2017
Erotic Couplings

The building was completely silent. All of the agents had gone home; the downstairs call center was locked up for the night. Therese leaned back in her chair staring at the ceiling and bored out of her mind. Customer Service was dead. No calls were coming in and all the task work had been done. She spun her chair around. “Aaron, I’m bored to tears here” she...

The Physics of Attraction

by IshtarsMoon on Sep 13, 2017
First Time

Thank you ZB for your insightful edit. Ryan paused his video game to answer the soft tap at the door. Emily stood in the hallway, wearing a long black coat and heels. She stepped in and closed the door behind her, allowing the coat to fall open. Underneath she wore only a red bra and matching panties. A thrill of anticipation rushed through his body as sh...

A Halloween Tale

by milf26 on Aug 30, 2017
Interracial Love

I hate Halloween. There, I said it. I hate Halloween because when you are a black girl there aren't too many things you can choose to be. The little white girls could always be Daphne from Scooby Doo, or a princess from whatever Disney film was popular at the time. Not me, I think I may have been a witch a few times, a ghost, and a clown. No Disney for me. A...

Mutual Mind Fuck

by johnnieblue44 on Sep 14, 2017
Anal

This is sweetly and humbly dedicated to my co-author, collaborator and partner in literotica crime, the beautiful "funwithryleigh", who was too shy to post this under her name, but can out-write me every day of the week. She is as smart as she is well-endowed, and I mean that in the "titular" way... Waverly leaned back against the bar, looking at all of t...

The Gift

by slavespf on Sep 15, 2017
BDSM

Lily twirled a loose lock of hair in her hand and eyed Tom from across the table."Another drink Master?" she asked. Tom just nodded. Lily was feeling rather impatient. Tom and Lily decided to go for dinner and a movie but she had other things on her mind at the moment. Namely his large cock. Being his Slave she was hesitant to start worshiping his cock wit...

On Lute and On Lyre

by golden smog on Sep 16, 2017
Group Sex

Paris: 1548 All things considered, Sylvie felt herself extremely fortunate. Not many women who earned their livelihood in a Paris brothel could say this, but Madam Diane ran an uncommon establishment, and considering the alternatives, Sylvie was grateful to have secured a place with her. Many Paris brothels catered to unusual tastes, but Sylvie knew, from m...

Slight Indiscretions Ch. 02

by Graffyn00 on Sep 15, 2017
Toys & Masturbation

For descriptions of the people in this story, you can read the first four paragraphs of Slight Indiscretions 01. This story picks up where that one left off. * "Sam called while you were in the shower," said Lynn as I walked out to the living room. She was sitting on the floor, her skirt up around her knees, fanning herself and trying to beat the heat. "S...

The Storytellers Ch. 12

by Paris Waterman on Sep 15, 2017
Novels and Novellas

Chapter 12 The Color Barrier as Bill Saw It & Albert Spalding Bill's host, the Reverend Howard Pentecost's brown eyes crinkled at the corners. "C'mon," he said, "we'll be more comfortable in my office." He led me up the aisle to the front of the church then turned to the right. We went through a door and I found myself in a small, but very comfortable off...

Neighbor

by magmaman on Sep 16, 2017
Mature

{OK, so I am a bit long in the tooth here, which probably doesn't fit in too well with some of you sexy wife swappers and cheaters and all of that. 38DD titties and 8 to 12" long dicks seem to be the norm around here, mine is a tad over 6" (really) and seems to work just fine most of the time. I did have a wife decades back that cheated, her name is Patty...