Gloryhole Surprise Stories

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How I Became a Crossdresser

by Chrispe69 on Sep 16, 2017
Transsexuals & Crossdressers

I've always loved everything about women. I love their curvy feminine features, their long painted fingernails, the high heels they wear and their silky smooth clothing. When I was young, I liked the women I dated to be flashy and slutty looking. I never had much trouble getting the sex I was after from these women either. I got married in my late twenties...

Brittany's Holiday Encounter

by cdbrittany4bbc on Sep 12, 2017
Transsexuals & Crossdressers

I will start off by saying that I am a 42-year-old married, successful businessman that travels four to five times a year each trip typically last three or four days. And did I say I am a closet cross dresser? I've never ventured out in public- and I don't maintain a dressing stash or keep any clothes at the house. If caught I would most likely lose everythi...

The She-Shed Ch. 02

by Brittni4u on Mar 25, 2019
Group Sex

When I awoke early on December 31st, I was careful not to wake my boyfriend Shane who slept soundly beside me. We were guests at Nancy and Joe's villa near Phoenix and had been there the last four days. I was happy that I had convinced Shane to loosen up and have sex with Nancy even though he was unaware of my total sexcapades the previous three days or with...

Dominated by Actresses

by futalove on Jul 30, 2018
Fantasy

In this series we would look into encounters with various actresses from different fields and being dominated by them. The story is written from the point of view of a male character. You start of with a character and go on to explore the various exploits with them.What's next? Story progression guideline Priyanka chopra Angelina Jolie Visit the Transsexual...

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I Needed a Blowjob

by pondcat on Mar 12, 2019
First Time

I needed a blowjob. It was sort of a ridiculous statement, because I didn't even know what a blowjob felt like. I just knew I wanted one. I certainly couldn't count on my girlfriend. We were both 19 and each other's first partner. Sex with her was under the covers, a specific amount of foreplay until she declared herself "ready", put on the condom, slide i...

The Locksmith

by cdbrittany4bbc on Jul 18, 2018
Transsexuals & Crossdressers

I wish to thank thewinedarksea for editing this beast. Summary: Fantasy night goes awry. Let me start off by saying my wife Amy and I have been married eight years now. I must admit our love life has been waning, and sex — when and if we have it — is plain vanilla. Our anniversary weekend was coming up. I told her we needed to do something to reignite our...

All About Me

by Olive Hizklosoff on Sep 16, 2017
First Time

I was pissed. And worse, I was horny, horny as hell!! I wanted to get laid. No, actually I wanted to suck his dick and swallow his cum. That's where my head was at. I wanted to give head, wrap my lips around his hard cock and suck the life out of it. Tonight was supposed to be the night for endless debauchery. Lots of degrading porn. We would fuck and suck...

The Anonymous Gift Ch. 02

by bornin54 on Sep 13, 2017
Erotic Couplings

Chapter 2 - Payback I trust you will find this story enjoyable on it's own. However, for more background read my first installment of The Anonymous Gift. * I could hardly wait to get to the office. I was 80% certain that it was Jennifer who had given me a blowjob through the gloryhole in the adult bookstore yesterday. But did she know that it was me that...

RoadBull - KC

by xavier8in on Sep 11, 2017
Loving Wives

She gagged but couldn't pull back as I held my cock deep in her mouth. Drool and tears flowed as she tried to breath around my pulsing manhood. Her husband furiously pulled at his own cock, kneeling next to her, transfixed by the hard face-fuck his wife was receiving. I had put an ad on an alt-lifestyle site when I was going to visit KC for business. I had...

Vegas: The Dirty Dozen Ch. 05

by Benny024 on Aug 31, 2017
Group Sex

I walked into a familiar ABS and headed for one the video booths in the back. Over twenty booths were available. I found an unoccupied booth in the center and went in. All the booths had large gloryholes at crotch height, so I was not concerned about which booth I chose. The booth was dark and if not for the light from the video screen, I wouldn't have bee...