Stuck In Hole Stories

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Denver Slut

by Marlene on Sep 13, 2017
Transsexuals & Crossdressers

This is a quick recount of a yesterday adventure I had in Denver. Sometimes I have to go to Denver on business. I was there Wednesday and Thursday this week. In between business things I went to this xxx bookstore on Colfax near Colorado Blvd. I'm sure there are others with glory holes in them but this is the only one I know about (you can send me info on o...

Birthday Surprise

by dirtylover on Sep 13, 2017
Anal

Gemma and I have been going out for over a year, and are very comfortable in each other’s company. We have great sex and are very compatible, except for one thing. I have developed something of an obsession with anal sex; something, that until recently, was a definite no-no. I managed to get my wicked way on my birthday, and that is what I’m going to tell yo...

Booth Sucker

by Marlene on Sep 12, 2017
Transsexuals & Crossdressers

Sometimes I get a craving for cock. And I just want to suck one after the other until my mouth’s so sore I can’t get it around a dick anymore. I also like it anonymous. There’s something so very hot about not being able to see the guy whose cock I’m eating and his not being able to see me except the glance of me he gets through the glory hole at the xxx book...

Sometimes I Get A Craving

by Marlene on Sep 16, 2017
Transsexuals & Crossdressers

Sometimes I get a craving for cock. And I just want to suck one after the other until my mouth's so sore I can't get it around a dick anymore. I also like it anonymous. There's something so very hot about not being able to see the guy whose cock I'm eating and his not being able to see me except the glance of me he gets through the glory hole at the xxx book...

The Daughter Ch. 06

by motorcyclemaniac on Sep 13, 2017
Erotic Couplings

The door bell rung and Jessie said oh that must be my sister to pick me up. She had dropped Jessie off earlier and was back to pick her up. Damn, she said, she wanted to make love to Jen some more and wasn't ready to go. I told her that I would go down and keep her occupied for about 30 minutes while they played. I asked her what her name was and Jessie said...

Carla & Jerry: A Girl Story Ch. 02

by Marlene on Sep 14, 2017
Group Sex

I got so worked up writing about my new Carla creation and her boy Jerry that I just had to do another story about them. They're very wicked. If you like it I'll do more. After Jerry and mine's little slutty interlude at the party neither one of us said anything about it for a few days. Finally, one night we were watching TV and kind of kissing around—just...

Five Nights at a Conference Pt. 04

by luckyfucker on Apr 3, 2018
Group Sex

Editor's note: this story contains scenes of gay male sexual content. Note to readers: features a transsexual in group sex, and a light degree of domination. If this isn't your thing, please move on to something you'd enjoy more. ***** DAY 4 By this point it was clear to me that she'd do anything for my cock, and I was determined to test it. I did a litt...

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...

The Baroness' Seat of Learning Ch. 07

by mcfbridge on Sep 16, 2017
BDSM

The next morning, Matilda's nether parts were still incredibly sore. The poor woman stumbled down to get her breakfast and then made her way back to her room. While Matilda had lost enough weight so that she didn't waddle anymore, her holes still stung enough that walking was uncomfortable. When she got back to her room, Matilda ate her cereal and then trie...

Jeff's Boy Ch. 02

by DLove on Sep 16, 2017
Group Sex

It was last Saturday morning. Instead of sleeping in, I had gotten up early in order to catch some study time while the apartment was still quiet. I live in my on-campus apartment, with three roommates: Jasmine, who is from Taiwan, Chrissy, a Chem. Major from Dallas, and Jeff, my good friend. I sat at the kitchen table in my tee-shirt and boxers. The mor...