Costumes Stories

5,690 results
Orientation
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Infinite Scroll

The Halloween Party

by jrt_2076 on Sep 16, 2017
Transsexuals & Crossdressers

Halloween was just a week away, and Marc was at the Halloween store with his girlfriend, Kristen, and their friend, Miguel. They were looking at costumes for the party on Saturday. "Oh, look at this one," Kristen said, holding up a package. The picture showed a girl in a black mini-dress, fishnet stockings, and matching heels. "That's hot," Miguel said....

Jack-o-Lantern Arrives Late

by Bakeboss on Sep 17, 2017
Loving Wives

My wife's boss was having a Halloween party and of course, we were expected to show up. Now it just so happens that Halloween is my wife's favorite time of the year and she absolutely loves to dress up in costume. This year she was planning to be Salome and I was to be King Herod. The choice of costumes was my wife's but I thought our characters were a match...

Ninth Story Watcher

by T_Covenant on Sep 17, 2017
Exhibitionist & Voyeur

I can see you from the front window of my 9th floor apartment. Sitting at my window, if I look across and down just a bit I can see into the window of your large, comfortable bedroom. Most nights, I sit in front of my window, the lights off, sometimes with the television droning in the background, watching. Most nights, I sit in front of my window and watch...

Costume Party with Friends

by Roscoe0829 on Sep 14, 2017
Group Sex

We sent out the invitations to friends that we thought would be interested in attending a party like this. "This", being a costume party with our "other", friends that are involved in the types of parties that include serious sexual playing. The party this evening allowed us to invite our "regular", friends to see if they were interested in partaking in this...

Comic-Con

by dustyblues on May 7, 2019
Exhibitionist & Voyeur

All characters well over 18. *** It was a scorching-hot July day in San Francisco—the way I liked it—and the wind off of the bay was keeping the air fresh and balmy. I was there with a group of friends for Comic-Con and, due to a weird arrangement for sleeping quarters, I was rooming with one of my female friends (Mariah). She was a cool girl and, for a g...

Costume Party Switch

by jackie_em on Oct 24, 2018
Transgender & Crossdressers

I should know better than to bet on football games, even when there's no money on the line. I am Mike, 25 years old and a guy. My girlfriend is Michelle, the same age as me. We had been dating for some time, and had moved in together, after sleeping together pretty regularly. There was a Halloween party coming up that we planned to go to. I am 5'6" and 135...

Brotherly Love, Sisterly Love Ch. 02

by sexy_jessie on Sep 25, 2017
Transsexuals & Crossdressers

CHAPTER TWO - THE COSTUME PARTY "RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents were away from the house, we would snea...

It's Only Your Hand Ch. 03

by Steve Orshon on Sep 25, 2017
Loving Wives

As one would expect, this story picks up where previous chapters left off, When we last visited with Paula and Sean, they had enjoyed a pleasant interlude with Charlie and Rose while on vacation in Jamaica. While you do not necessarily have to read the earlier chapters, they do describe the characters more thoroughly and outline the couple's gradual steps to...

Halloween Party at Bennett's

by Slickman on Sep 12, 2017
Erotic Couplings

Note: This story is actually Chapter two of the "Whores and Pimps" story in the Loving Wives section so please read that one first to get some background on the characters. This story is not really that scary except maybe for the Yankee and Boston jerseys. Enjoy... Randy O'Bannon had just started with Bennett and James when he found the invitation on his de...

Casino Comic Con

by Jackal54641 on Apr 13, 2020
Group Sex

NOTE: I generally don't do requests, mostly because if I'm not excited for a project, it's hard for me to commit the time and efforts. BUT... this was an idea that popped into my head that really made me laugh, but it could also be work-shopped to fit a suggestion from a fan. And if I could both fulfill this twisted fantasy AND entertain a loyal reader who f...