Gay Crossdressing Stories

23,246 results
Orientation
Length
Source
Infinite Scroll

Three and Me

by Ed0613 on Aug 30, 2017
Group Sex

I should have noticed the twinkle in her eye when she gave me a slip of paper with a telephone number on it and said, "This lady may be able to help you out." It had all started on the first day of my junior year at the university, when I told my placement counselor, Barbara Wilson, that I had problems keeping up with my school work last semester. I was on...

She Loves Her Bi-Boys

by libidinal on Sep 11, 2017
Group Sex

It was a brilliantly sunny May morning and so the three had decided to take advantage of the unexpectedly warm weather. Marie and Brad were going to pick up Vince, and then drive to Point Reyes and spend the afternoon at one of the beaches out there. Afterwards Marie intended to bring the two young men back to her place and lure them into yet another torrid...

Dawn & Alexis Ch. 4

by SnEyXmXpXhYo on Sep 19, 2017
Group Sex

When they woke up it was already noon the next day, and they decided to have some fun of their own, without the boys. They were interrupted when Alexis got a page. "Shit," she said to herself. "What?" Dawn asked. "Adam wants us to come and get him from his mom's. They got into it. FUCK!" "Well, that's ok, we can all go get him. Let's wake the boys up." "Wa...

The Women in Blue Ch. 03

by conanthe on Sep 13, 2017
Loving Wives

Connor paused, resting on his legs supported by the little shelf on the chaise like he was sitting up in the saddle and getting ready to ride. He surveyed the coupled couple just below him. Sherry was dripping wet, and her juices flowed down her husband's cock like hot juices leaking on a turkey baster, except his dick was lot thicker, and most of it was hid...

Blood Moon Ch. 04

by aaddicted on Sep 14, 2017
NonHuman

Seattle 2007 Rowan sat in the living room of his brother's penthouse, drinking his fourth glass of scotch. He felt a bit numb, but he needed that. So many of his senses had been screaming that what they were doing was wrong. Rowan needed to quiet down his worries. "Did she wake up yet?" Rowan asked as Derek exited the room he locked Lilith in. "No, she's...

Photographs Ch. 12

by werewoman on Sep 14, 2017
Novels and Novellas

Christie settled into no routine at all. She still swam at 5:30 every morning. Because it was the only time she had any peace, she added moonlight swims, but she never danced. She kept up with her practice simply out of habit, going through the motions. She didn't always go into the office if she had no appointments. The plants received water and food when s...

Death By Fucking Ch. 09

by thebullet on Sep 15, 2017
Romance

Dee Dee’s Story We slept for hours on Saturday afternoon. We had all dozed off after making love for the first time knowing we could get pregnant. It never occurred to me that the act of sex can be so intensified by that knowledge. I don’t know when I’ve wanted to make love so much before. Well, Wednesday evening, the first time Andrew and I were together...

Monday Mayhem Day 04

by Xeye on Sep 25, 2017
Sci-Fi & Fantasy

Authors Note Note that there are a few music lyrics embedded in the story. Hopefully that is still clear if the formatting does not transfer from Word. Day 4 Shannon woke up after a long night of tossing and turning. Her brother's hand was curled around yet another morning hardon. "Really, you didn't get enough last night?" She admonished it. She got up q...

Jen's Chaperone

by Midday_Crisis on Sep 26, 2017
Erotic Couplings

This is a single chapter story. Just meant to be a little fun. *** *** *** "Becca said no. Leave her alone." I told Jen. Jen responded to me, "Fuck off, Greg. Just because you tricked her into marrying you doesn't make her your slave." My wife's best friend Jen was hanging out as usual and was trying to bully my wife Rebecca into doing what she wanted....

Strange Bedfellows Ch. 02

by tendermindholes on Sep 12, 2017
Anal

"I know we don't always see eye to eye, but the fact of the matter is that we have to make up these numbers somehow." Jessica Finch stated in her clipped Manhattan twang, regarding me with those icy blue eyes of hers, her pale, finely-featured face gravely earnest. Singling me out from the rest of my team, it almost seemed like she was playing school teache...