Gay Wedgie Stories

23,007 results
Orientation
Length
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Infinite Scroll

From Husband to Castrated Sissy

by meeah on Sep 25, 2017
Transsexuals & Crossdressers

"Oh my god!" My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?" "Kelli what the fuck's going on here?!" At that, the black guy turned and shot me a nasty glance. "What's it look like we doing, genius? I'm dicking your old...

The Visit Ch. 06

by stateofdenial on Sep 15, 2017
Fetish

The very next morning after they arrived home she called his mistress to get the key. He was devastated when Tweets told him that she was out of town until the end of the week. She told him not to pout, that it was just little longer till she got the key. During that time she also had her way with him in every room in the house, in the pool, on the patio and...

His Sissy Bitch Ch. 04

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

He treats me just like the woman he's made me into, like the second wife I've become for him. I do all the dirty things his real wife won't do. I dress however he likes, wear what ever turns him on, do things she would never do for him. The only time I wear male clothing is at the office and he never talks to me there other than in a business-like manner. Ou...

Rip in Time Ch. 07

by badgirl298 on Sep 19, 2017
Celebrities & Fan Fiction

Rip in Time 7: Temptation "Woah, so it was Giles that just held a knife to my throat?” Xander shook his head as he pulled into Willow’s driveway. “Intense.” “Yeah.” Willow pursed her lips and nodded. Xander had attacked her with questions the minute they got into the car. They hadn’t even turned the radio on. At first she wasn’t going to tell him anything....

Hot Sex Instead of Dancing Ch. 01

by SusanJillParker on Sep 12, 2017
Toys & Masturbation

Please give me the support of your vote. * Walter masturbates himself while watching his sexy neighbor cleaning her kitchen in her sexy nightgown. Walter stayed up to watch TV after his wife, Linda, retired to bed. His private time that he's set aside to masturbate himself, he enjoyed this time of night with everything so quiet with no interruptions. Wit...

Cougar and her Five Virginal Cubs Ch. 03

by SusanJillParker on Sep 19, 2017
Exhibitionist & Voyeur

Chapter Three - Flashing Us Her Panties Again It was a small Boston, Roman Catholic neighborhood, where I grew up, where everyone knew you, where everyone gossiped about everyone, and no one could hide anything from anyone, that is, except for Kathleen. She lived alone at the end of a dead end street that many of the locals didn't even know or forgot existe...

Beauty Queen Slut Pt. 04

by girdleman2 on Sep 15, 2017
Mature

The gang bang of the air hostess continued. Before the next group, Cindy supervised a maid to clean up Karen and put fresh sheets on the mattress. She was flushed and already fairly shattered as she gargled to clean her mouth. Then it was the turn of the next three, all Chinese. Smaller cocks for her this time, but still an exhausting fucking. I was only f...

Payback's a Bitch Ch. 01

by CheriSM on Sep 19, 2017
Fetish

Kate reluctantly walked into the adult store. She wanted to pick something out to surprise her husband for his birthday and put a little spark back into their sex life. Not that things had been lacking, but after so many years together it can get a little stagnant and a little spicing up never hurt anyone, did it? Nicole could tell that the woman had never...

Stepdaughter's Transexual Surprise Ch. 1

by juge1 on Sep 19, 2017
Fetish

I've been through two marriages in the past. My first wife died at an early age of 29 from a massive heart attack and my second marriage was a nightmare from hell, that I'm now free of. When I met Jeanie, I knew I had to take it slow and easy. Jeanie was a very nice lady in her early 40's. I myself was a few years older. Jeanie had two lovely girls. I had...

Black on Black Pegging : Ummah

by Samuelx on Sep 11, 2017
Erotic Couplings

When selecting the perfect strap-on dildo, you must take your time. There's really no other way to go about it, really. That's why I went to the adult video store on near the Rideau Mall in downtown Ottawa that Saturday morning, and bought a toy I dub "Mister Shiny". It's shiny and black, modeled after the penis of Lexington Steele, an African-American porn...