First Gloryhole Stories

312,791 results
Orientation
Length
Source
Infinite Scroll

Adventurous Outing

by Broadvue on Sep 26, 2017
Group Sex

Kimmy and I have been together for a few years now. When we met she was sexually inexperienced, having not been any men before me. But after a couple years of having a steady boyfriend, she was finding her adventurous side. It started out just trying different positions in the bedroom, but then it extended to discrete touching in movie theaters and restauran...

Becoming Marie Ch. 01

by mariethetv on Sep 16, 2017
Transsexuals & Crossdressers

I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory hole fun in the local cottages. On a few occasions I found t...

Finally a Real Sissy

by Parasissy on May 7, 2019
Transgender & Crossdressers

I have to tell you about the experience I had with my wife the other night. But first a little background for context. I have been married to my wife for over 10 years, I told her a little about my "adventurous" side before we got married, and I've slowly revealed more as time has passed. She tries to accommodate my Sissy desires, but truthfully she is not...

The Gloryhole

by Nox661 on Sep 13, 2017
Mature

She couldn't believe she had gotten caught. She had been so sure that the clerk wouldn't notice her sneaking the vibrator out of the store in her purse, after all it had been pretty dark in there. She couldn't believe she had been so stupid, she should have just come back when she had her wallet, then none of this would be happening. The door behind her loc...

The Cheerleader Uniform

by pondcat on Sep 16, 2017
Fetish

Texas is known for football. From high school to college to the Dallas Cowboys, we are a one hundred percent bonafide football state. And the big college teams are HUGE draws that carry a lot of esteem. My college is not one of those colleges. Sure we have a team, but you've probably never heard of the Horns. Not the Texas Longhorns, mind you. Just the Hor...

Frustration Pt. 04

by kalkstein1970 on Sep 25, 2017
BDSM

We left the table and walked to the back of the club, and entered a small, narrow hallway. There were doors on both sides. Some of them were open, and inside I could see small rooms outfitted with comfortable furniture and lit with soft lighting. Behind some of the closed doors I could hear low moans, whispers, and the occasional scream of pleasure. "In he...

Adventurous Outing Ch. 02

by Broadvue on Sep 26, 2017
Exhibitionist & Voyeur

Kimmy is glistening with sweat, sitting in my lap with my cock still buried inside of her. She turns and kisses me on the neck. "That was so wild," she says. She stands up slowly, my softening cock slides out of her. Her skirt is hiked up above her waist and her panties are still down around her ankles. My cum starts dripping out of her pussy and down the i...

Perfect Cock at the Next Gloryhole

by rand0m on Sep 23, 2019
Fetish

Since my last experience I've been itching for a repeat. It's been a challenge to find someone with a private gloryhole that wants to swap oral. I thought about setting one up myself but haven't gotten the nerve... yet. Perusing online hit quite a few holes but the majority of them were just looking to suck. I have to admit I did visit a couple for some quic...

Sherry's Adventures as a Slut Ch. 02

by BadBuzzard on Sep 13, 2017
Loving Wives

This one was really big! She had both hands wrapped around it and her mouth stretched wide as she engulfed the big mushroom-shaped head. Sherry was excited beyond belief! She loved cocks, especially big ones. The bigger, the better. Long, fat, hard, delicious, cum-spewing cocks. She loved the firm squishy feeling on her tongue as she swirled it around the he...

Gloryhole Switch

by MrKing on Sep 19, 2017
Group Sex

So my girlfriend and I had decided we wanted to visit the local adult store to try out a little gloryhole fun. We had watched videos together and she always said she's like to see me getting my cock sucked through the hole, and who am I to turn down getting head, eh? She'd also mentioned that she wanted to try her skills are sucking cock through the hole, so...