Caught Crossdressing Stories

164,111 results
Orientation
Length
Source
Infinite Scroll

Discovery Ch. 02

by D H LAW on Sep 13, 2017
Group Sex

As awareness followed sunlight into the room, each of us began to stir. Quietly, so as not to disturb our own thoughts I think. Gradually it was obvious everyone was awake but still no one made grand movements. Two couples spooned into one king size bed. I was snuggled up to Lisa's bottom facing Matt who was snuggled up to Jen's. "Jen, I love you," I opened...

Curious Jade Ch. 03

by JackPorter23 on Sep 12, 2017
Exhibitionist & Voyeur

"Have fun," Lynn said as she grabbed her bag and headed for the door. "Don't do anything I wouldn't do," she said with a wink before she left and closed the door. Lynn was going home for the weekend to see her family and I would have the room all to myself for the whole weekend. I figured it would give me a chance to work on some of my final papers for the s...

Getting Rid of the Blues Ch. 08

by Realistic Angel on Sep 14, 2017
Erotic Couplings

The saga continues! As always, your thoughts and ideas are appreciated. If you have any situations or types of people that would spice up the story, let me know. Enjoy! * Alex spent the whole day Saturday in funk. She desperately needed her phone, but she was scared of going back to Jake's pub. She was scared of what might happen if she went back there....

Raquel Ch. 01

by valexander on Sep 14, 2017
Erotic Couplings

When I was 25 years old I had to have my tubes tied for medical reasons. I remember thinking at the time that I was too young to not be able to have children. Life went on (as it tends to do) and soon I was celebrating my 30th birthday. I was happy with my current life, I had a husband of 2 years and he had a 5-year-old son from a previous marriage. We lived...

Vision of the Spirit Ch. 02

by wilderness on Sep 16, 2017
Novels and Novellas

It was time. The sun had fallen below the treetops. To facilitate the appearance of the Vision, the Medicine Man insisted, "You must obey the creed. Enter your Quest as you entered the world." Tom left the protection of the cave -- completely sober and completely nude. A hundred yards farther up the game trail, in the middle of a pine thicket Tom found a...

New Encounters Ch. 04

by Bitch_kitty on Sep 18, 2017
BDSM

Katy lay on the table without moving for a moment. The sudden quiet and still of the room was a stark contrast to what had gone on here only seconds before. The sensation of nothing so suddenly made her want to scream. Katy reached up and pulled the blindfold off as she slid to the edge of the table. The large dildo still lay there on the table and she was...

A Date With Sir

by AnimalisticNeeds on Sep 13, 2017
BDSM

I haven't seen him in a very long time, it's been about four years now. We had the most amazing sex, and I felt whole when he revealed himself as the Dom I have always desired. I haven't been this nervous since the first day I met him. We've both changed a lot, and been through ups and downs; quite frankly I thought I'd never see him again. You can imagine m...

Miscues

by The Bard on Sep 14, 2017
Erotic Couplings

From the very moment I entered the main lobby I knew I’d made the right choice. Everywhere I looked there was an attention to detail, not like the ultra modern hotels though; no, this one had old world class. Everywhere you looked there were natural wood surfaces from the highly polished teak floors, which offered a warmth marble or ceramic could not, to the...

Helping Santa, Helping Herself

by Scarcrow on Sep 13, 2017
Loving Wives

Matt was miserable. It had been a rough few months for the single man, the worst he had ever known in his more than twenty years. Losing his job due to cutbacks had been hard enough to take, but losing his girlfriend only weeks later when he was able to find a new job was humiliating. He wouldn’t have believed things could have ever become worse. And then he...

Haplessly Never Laughter

by Rob_mDear on Sep 12, 2017
Sci-Fi & Fantasy

Once upon a time is a stupid way to begin a story. And nobody, absolutely nobody in the history of the world has ever lived ever after, happily or otherwise. It's all nonsense. The fact is, "once upon a time" is just another way of saying "I'm skipping a lot of important bits to get to the fun part." Which is fine. A proper story starts somewhere in the mi...