First Time Gloryhole Stories

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Orientation
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CD Cum Slut

by pervasive1 on Sep 16, 2017
Transsexuals & Crossdressers

I shave my body smooth and get dressed up slutty in heels, nylons, garters, panties, short skirt, tits, wig, makeup, fake nails, etc. A ripped punk rock tank top and spiked belt complete the whore look. You pick me up off a street corner near my place, I hop in your car and before we say anything, your cock is out and its buried balls deep in my throat. We...

Aisha the White Cock Whore

by DickThePimp on Mar 12, 2019
Interracial Love

This is a fuck parody... It is not real... The characters and events are not real I've been dating my super hot black girlfriend Aisha for three years. We've been living together for two. She's the most beautiful girl I've ever dated. She's 32, black, medium tone, big, enhanced tits, smooth skin, gorgeous, full lips. She's absolutely gorgeous. I've been wit...

I Dare You Ch. 2

by Digger66 on Sep 12, 2017
Exhibitionist & Voyeur

"Wow! I can't believe we just did that," I said. "You betcha, we just did it," Kay replied. We walked across the parking lot towards the car. My mind was racing; I just suck off two guys! So did my girlfriend! I was having a difficult time fathoming that our dares would take us to an adult bookstore where we would flash patrons and suck cocks through gloryh...

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...

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...

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 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...

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...

The Anonymous Gift

by bornin54 on Sep 13, 2017
Erotic Couplings

I sat in the parking lot of the shopping center. Across the road was an adult bookstore that I frequented. The door opened and I was shocked at who I saw walking out. Could it be? Possibilities rushed through my mind. I was excited. My cock, even though very recently drained, rose again. This is a whole new ball game! Let me start at the beginning... Anoth...

December Diary

by Benny024 on Sep 1, 2017
Group Sex

What started out as an innocent lark - a so-called Christmas present to myself, turned into an uncontrollable, sexual inferno. My sexual desire and lust could not be satiated the month Christians celebrate the birth of baby Jesus. My sexual odyssey, during this timeframe was not intended to be sacrilegious. It was just a co-incidence or so I thought. Anywa...