Sissy Gloryhole Stories

6,957 results
Orientation
Length
Source
Infinite Scroll

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...

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...

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...

Dirty Chrissy Goes to College Ch. 4

by DirtyChrissy on Sep 13, 2017
Erotic Couplings

After my boyfriend Rob introduced me to the wonders of sex in video peep booths and gloryholes, our sex life heated up even more. Now, when we would fuck, Rob and I would relive the experience. One night, while fucking my pussy doggy style, he reached around and diddled my clit with his fingers and whispered in my ear, "Is this how that stranger touched your...

Jenny Visits the Gloryhole

by JennyfromNJ on Jul 31, 2018
Loving Wives

Yes, it happened again the other day. People, posts, chat online as well as people I come across in real life will often trigger sexy thoughts in my head. Those thoughts most often elicit memories of my many past encounters. My pussy gets wet and I get that uncontrollable urge to suck cock. As a little background, Nick, my husband of 30 years completely ow...

The Perks of Being a Podcaster Pt. 14

by MrMaxLord on Oct 30, 2018
Celebrities & Fan Fiction

All of the following is complete and total fiction. Not a word of it occurred, nor would it. The Perks of Being a Podcaster by MrMaxLord (MF, MFMF, oral, cons, gloryhole) Chapter 14: Anna Kendrick ***** "Now folks, I bet you're wondering how we top last week's guest," I said to the crowd. "I mean, we had Alexa Bliss. We had the Raw Women's Champion, th...

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...

Be Careful What You Wish For

by NonGenericBrand on Sep 19, 2017
Group Sex

Had we known it would have ended up like this, would we have still gone? Probably not. We wouldn't have been horny enough to think it would be fun. We would have thought about things too sensibly. We probably would have decided to just do something else kinky. I would have missed a chance to see my girlfriend completely used in the dark hallways surrounding...

Plaything Pt. 03

by niggaplz101 on Apr 24, 2018
Mature

Editor's note: this story contains scenes of incest or incest content. *** PT 3: Priya's Public Fucking what up fam, here's part 3 of plaything. It didn't take two years this time and I'm def more focused on where im taking it. This story was actually an idea i got from a forum. On another note, if you didn't like my two previous chapters, I respect your...