Gloryhole Gay Stories

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Jamie the Gloryhole Slut Ch. 02

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

Hi guys, I got a lot of positive feedback on my last story, part 1 of Jamie The Gloryhole Slut. Thank you everyone for the encouragement. With that encouragement in mind, I give you my second story about slutty Jamie. I hope very much that you enjoy it and it turns you on -- it does for me. Love, Jamie * It was a typical weeknight dinner meeting with cli...

First Time Buttslut

by missyminx on Sep 12, 2017
Transsexuals & Crossdressers

I just got home from the adult bookstore, let me tell you what happened to me. Arriving at the abs I went inside and purchased a debit card from the clerk and went into the arcade. Inside the arcade there are eleven booths, two are side by side, I saw that one was occupied so I entered the one beside it took my pants off and sat there in my pink panties stro...

Bush River

by dna27fog on Sep 16, 2017
Fetish

Editor's Note: there is no bestiality in this submission. * You know the best thing about Heather? It wasn't the fact that she was half my age, at 20 to my 44. It wasn't her big, beautiful tits, although they were great. It wasn't her tiny waist, even though it felt like it was made for me to put my arm around. It wasn't her long, curly strawberry hair, ev...

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...

Forced To Get Dumped

by footcucknerd on Sep 16, 2017
Transsexuals & Crossdressers

James looked at himself in the mirror and shuddered, wiping another tear from his eye. He had to refrain from crying today, it would only make everything worse. Crying would ruin his make up and earn him a stern punishment before bed. Not to mention, his Mother would probably make good on her threats if he didn't perform perfectly today, and there was no way...

Deirdre's Downfall Ch. 07

by jay.palin on Sep 15, 2017
Exhibitionist & Voyeur

In previous chapters Dee has descended from a faithful wife to a dissolute slut. Here she wrestles with two addictions: one to painkilling drugs and the other to sex itself. Reading earlier chapters helps. As always, please vote and send constructive feedback. "Dee Dee! Dee Dee!" I heard dimly through my half-asleep consciousness. It was Jack, and I reache...

Hypnotized to Try a Gloryhole

by rand0m on Aug 22, 2018
First Time

This is a 100% true story I finally decided to write. I'm not much of a writer or story teller so this was meant to be more of a recollection of the first time I sucked a cock and the story behind it. Although I consider myself straight, I've always been into eating my own cum. Like a lot of guys into this, the idea is a huge turn on but after blowing my lo...

Cum-mania at the Gloryhole

by jptune on Sep 13, 2017
Fetish

Well, I guess I just can't resist my girl friends imagination. She comes up with these ideas that wind up driving both of us nuts. She keeps thinking of different ways for the both of us to load our mouths with cum. Last time she got filled with cum in all her holes and I posted the experience in the story named "fill er up". This time it was the gloryhole....

Jamie the Gloryhole Slut

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

I am a cocksucking gloryhole slut. It all started a few years back when I first discovered gloryholes. An adult bookstore in my town had some video booths in the back that it took me quite a long time to get the courage to go into. Eventually I did, and for a long time I was very happy putting my cock through the hole to get serviced by some mouth slut on t...

Accidental Gloryhole Slut

by FiftySomething on Aug 6, 2019
Fetish

Mike had fallen off the scope entirely. I'm not sure what happened to turn him off, but he completely ghosted both me and my wife for a few weeks and we just gave up. Maybe he just got bored. Maybe he finally got skeezed out after he accidentally fucked me up the ass that one time. Whatever happened, it was back to more or less monogamy for me and my wife, w...