Gay Wedgie Stories

23,007 results
Orientation
Length
Source
Infinite Scroll

Quinn

by 36FF_Tiki on Sep 13, 2017
Transsexuals & Crossdressers

This is a new style for me. Please be kind. The is the first in a new series. I have been wanting to branch out and try some new characters and genres. This is that. I hope you enjoy. If it is well received, then I will definitely continue it. I like this character and the ideas for the story. This first chapter is tame more about the life and change the any...

A More Happy Wife has a Cuckold

by Cuck81 on Sep 14, 2017
Fetish

This is a work of fiction, but any women who want to turn it into reality feel free to let me know! * I'm Paul and I am only 4"8 inches long, if it can get hard, and prematurely ejaculates when it does. About 60% of the time it can't manage more than a semi, 30% of the time it can't even manage that. My cock is pretty useless, always has been. And now as...

Killer B

by loveto69u on Sep 13, 2017
Erotic Couplings

Shortly after moving to our small town twenty years ago, my wife and I bought a house on the edge of town that backed up to cornfields. Our neighbors on the left were a retired couple, Gene and Geraldine. They were friendly although Gene was somewhat hard of hearing so any exchanges were in full volume. On the other side lived Jack and Kitty with their three...

Mutual Agreement Ch. 02

by Karenkay on Sep 12, 2017
Interracial Love

Monday night turned out to be just a dinner date for my wife and David, so other than a few kisses and a little touching I was positive nothing else happened that night. This was Saturday and Kathy and I were starting a week of vacation together this week except her boyfriend David would be joining my wife starting tonight. This was my idea for Kathy to hav...

Senatorial Secrets Ch. 11

by RedHairedandFriendly on Sep 14, 2017
Non-Erotic

Author Note: The following story takes place on the same night, but different locations. Excerpts from different chapters have been included to help remind those following the series, of where all the players were last located. Thanks and enjoy. . .~ Red. Taken from Ch. 08 "In time Savannah. . .It all takes time." He kissed her deeply and then watched h...

Florida Women Ch. 02

by KimMarcone on Sep 15, 2017
Fetish

My name is Kim, and I work in housing administration at a liberal arts college in Florida. In my last story, I described how I met Claudia and learned about a group of women in my city who arranged catfights between women, contests with rules in controlled environments. In the weeks that followed that first night, I met more of these women and spent time in...

Armpit Politics

by Christian Black on Sep 2, 2017
Fetish

My name is Harry A. Pitt. Of course, this is not the name I was given at birth, but my old name doesn't matter. Harry A. Pitt is 100% legal. It's even on my driver's license. I changed my name as a protest against man's enduring tyranny over his true better: woman. More specifically, a protest against just one of the many manifestations of this tyranny evid...

Halloween Cross-Dressing Bash Ch. 08

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

She looked down and saw that he had an erection. "All you guys are the same," she said shooting him a cold stare. "Here I am pouring out my heart to you about what my ex-husband did to me and you have an erection." "Sorry." "Do you realize how humiliated I am to find out that I blew every man in my community? Then, to find out that I blew my husband's fo...

Something in the Water Ch. 03

by sublocked on Sep 19, 2017
Transsexuals & Crossdressers

Something was irritating me. My feet felt odd, like they were jammed inside too-small shoes, and I couldn't spread my legs out to stretch. I awoke with a start as I realized my panties were acting like a hobble, pulled down as they were, just above my knees. As I rolled over to adjust things, my shoulders felt the bra and I moaned with the sheer ecstasy of i...

April in Texas Ch. 07

by SLC-Ohio on Sep 19, 2017
Exhibitionist & Voyeur

"Ouch!" I said, as I was laying in bed in the Corpus Christi motel. Louie was feeling my boobs from behind and it hurt. In the early morning light, he was his typical self, hard and ready to fuck me. "Please don't touch my boobs. They're really sore. I must be getting ready to start." "Shouldn't be so soon. It's the middle of your moon." "Then what do yo...