Gay Costume Stories

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Costume Party

by caughtsinning on Sep 25, 2017
Gay Male

My wife and I had been invited to a friend's costume party in mid-June. It was a perfect night for an outdoor party. The air was warm, not too humid and the camp fires around the property kept the dampness and chill out of the air. There were people all over the place but the majority were centered around the pool and outdoor bar area. I had been talking wi...

Costume in a Costume

by MVP6 on Jun 15, 2020
Gay Male

It all began three years ago, in October. I remember because my wife was visiting her sick mother for an extended period of time. Feeling unusually alone and commonly horny I had too much time on my hands to consider the most satisfying ways to shoot jizz. After many lonely nights of jerking off I reflected on the odd realization that many of my fantasie...

Historic Costumes

by MSTarot on Aug 18, 2017
Gay Male

The phone has been ringing off the hook for the last week. "Historic costumes," I paused and waited for the inevitable question given it was October. "Yes, ma'am, we do rent for Halloween. No, we only carry costumes from pre-nineteen hundred." I rolled my eyes at the Hanna Montana as a slut request. "Yes, we have several pirate costumes in stock." Holding...

A Manly Costume

by Bethyboo on Sep 14, 2017
Gay Male

Joey, Bill and Morty. The three amigos back in town at the same time for the first time in 30 years. They had been best friends, and had gone through first bicycle crashes together. First girlfriends, first drinks and unfortunately that one time they had gotten hold of some stink weed when they were 15. That was a memory all three friends would rather forget...

Jason's Costume Ch. 02

by nylondad on Sep 17, 2017
Gay Male

The same summer my wife and I rented a place on Long Beach Island for two weeks. This is at the New Jersey shore. The place we rented was on the beach and was the bottom level of a duplex. There were three bedrooms as we anticipated having some company (my best friend and his wife) during our stay. My friend was not able to go on vacation because of a work e...

Jason's Costume Ch. 03

by nylondad on Sep 17, 2017
Gay Male

My wife and Carolyn returned to the house at 6:45 P.M. I wanted to continue with Jason but I decided to keep a lid on things as best as I could. The downside of getting caught had the real potential of being the disaster of all disasters. I remember how Jason looked at my cock spurting into the nylon as he stroked me and I wondered to myself whether he wante...

Jason's Costume

by nylondad on Sep 17, 2017
Gay Male

The following story is true. It occurred fifteen years ago. By virtue of the fact that yesterday was Independence Day jogged my memory. I had married a woman with three sisters. All but one of the sisters had kids. The oldest sister Carolyn (my sister in law) had a son by her first husband named Jason. He was a pleasant kid who grew up in with Carolyn and h...

Frat Party Costume Sex

by SluttyBisexualGuy on Mar 2, 2020
Gay Male

This is the story of how 19 year old Caleb Jensen found himself in the sexual predicament of a lifetime. It was the fall rush season and Caleb had been accepted as a pledge at the USC frat of his choice: Tau Kappa Epsilon. Their off-campus reputation was legendary and they threw incredible parties that people talked about for weeks. The girls that attend...

A Night of Debauchery Ch. 02

by dirtyjoe69 on Aug 31, 2017
Gay Male

Well the night had finally arrived and as I put on my costume I felt the familiar stirrings in my groin. I always got a pre-party hardon just thinking of the debauchery that lay ahead. I called my cab and when it arrived I climbed in. The taxi driver's eyes almost bulged out of his head when he saw what I was wearing. He coughed and said, "Party tonight?"...

Prove It

by Gentleman44 on Sep 14, 2017
Gay Male

As I walked through the goodwill searching in vain for the green turtleneck that would really put my Steve Bartman costume over the top, I thought back over the past few months. Having moved to a new city and started working at a job that I, at first, thought was beneath me, things were starting to look up. They say that you can get through anything if you h...