Wedgie Dare Stories

42,476 results
Orientation
Length
Source
Infinite Scroll

Fixing the Stuck up Bitch

by storytyme on Sep 19, 2017
BDSM

I was sitting at the bar having a beer after a crappy day at work. Things were not going my way today. I was not in the best of moods. The door opened and in walked a group of girls. I looked up and cursed under my breath. Jen and two of her friends walked past me. I hated Jen. She was a high school classmate of mine, my enemy. Her eyes caught mine and I gla...

The Journey: Shangri-La

by HouseofS on Sep 12, 2017
BDSM

The elevator chimes and you step out into the presidential suite of the Shangri-La Hotel in Tokyo. Mt. Fuji glows from the reflections of the lights from the Tokyo evening skyline outside the two story windows. Party guests wildly swing their champagne flutes as they chatter anxiously with each other. Your scarlet colored smiling lips are the only thing the...

The Cell

by playfulpup on Sep 13, 2017
BDSM

As her Master was preparing to go to work, He had set slave some several tasks to do but slave had been working hard, and fallen into a deep asleep. slave was now in grave trouble as she was not prepared as she should have been on his return. His last words and her reply was still ringing in her ears as he left the house, "Slave I want you kneeling ready for...

After the Drag King Revue

by Lucifer_Carroll on Sep 16, 2017
Transsexuals & Crossdressers

"You were right, that was fun," Melissa said entering into the backroom at the back of Club Nightingale. She was dressed in a full Soviet military uniform complete with Karl Marx beard and moustache. "I told you it would be," Claire replied following close behind dressed in a three-piece suit, her short blonde hair slicked into a perfect part and colored gr...

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

Memoirs of a Lady Ch. 06

by Samuari on Sep 12, 2017
Chain Stories

"As for us, querida, I now know that someday we will meet again. I do not know where or when, or what the outcome of that meeting will be. But I know it will happen. For now, it is enough for me to know that you have read these words. The passage of time has done nothing to diminish the power of your flame, Erica. But do not forget the smoke. When the time i...

Gold Card Ch. 04

by MungoParkIII on Sep 15, 2017
Exhibitionist & Voyeur

By the time I arrived home I was exhausted, physically, sexually and mentally. I used my Gold Card three times that day and each of those three times I had an incredible sexual experience. Even in my late teens and early twenties I rarely came as much as three times in a day, even during my masturbation marathons, but I'm in my fifties now yet somehow I get...

The Return

by Tatiana on Sep 16, 2017
Romance

*Walks in and goes to the fire and stretches out* "Can I get a red wine please?" Un-heard and un-noticed someone enters the bar in the shadows, no one can see him or hear him. If one was to look to the darkest corner they would only see the piercing yellow glow of a pair of eyes *sensing someone in the room I look around and see these amazing yellow eyes*...

Fantasies

by JackDavid on Aug 19, 2017
Exhibitionist & Voyeur

"Hey Jason," I shouted. "Jason!" There was no reply from the house. I sighed and stretched, enjoying the electric tingle in my muscles, the hot feeling that faded as I relaxed again. I trailed my hand once through the pool slowly, then brushed it across my forehead. Cool drops of water ran ticklish down my face, dripped off my chin to plant icy kisses on th...

He's Watching

by Scaramouche123 on Sep 3, 2017
Exhibitionist & Voyeur

Of course everyone in this story can vote "He's watching again." "You sure?" "I can feel it." "That doesn't mean he's watching." "I don't have to know it. I feel it." "Do you want me to go over to his flat and say something?" "Heavens no. What would you say? My girlfriend thinks you're watching us have sex." "I can just knock on his door." "And do...