Wedgie Gay Stories

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The Vanilla Test - Day 01

by koala011860091 on Sep 26, 2017
Exhibitionist & Voyeur

"You are so full of it!" Gretchen started to blush, embarrassed by her friend's reaction to her confession. "You wouldn't mind if someone pulled your top down in public!?!? What, are you on drugs?" Petra continued. Gretchen felt mortified. Petra had been her friend since they were 8, and she had always shared all kinds of things with Petra. Whenever she...

Sins of the Ancestor Pt. 02

by Serrowyn on Sep 14, 2017
Sci-Fi & Fantasy

I drove with a plan through the streets of York. I had grown up in this area and knew it as only a misbehaved child could. I wasn't concerned about locking Sara in, she had spare keys to get out, and it had bought me time. If she had rushed out, I wasn't sure that I had the strength to fight her off. That would change though, soon as I got my plan in action....

Mistress Lexi Ch. 01

by Phil179577 on Jun 11, 2019
Fetish

I reluctantly awoke from my lazy morning slumber. The alarm had not yet gone off. The feel of the warm covers in the soft bed made me want to never open my eyes. That hazy, half sleeping, half waking state that I treasured in the morning never seemed to last long enough. Sunlight peeked through the shutters and inch by inch crept over my face, making it impo...

For Veronica's Sake Ch. 10

by betamale08 on Oct 6, 2020
Fetish

Chapter 10 Pillow talk Having finished cleaning and doing all of Reg's laundry, even putting it all away for him, and after doing a few more chores around our place, soon enough I was calling Veronica from her nap, giving her enough time to freshen up before joining me... *** "Mmmm... Those smell good, I'm hungry now! Thank you baby, you've been amazing...

Stress Relief with a Young Girl

by freethe on Oct 22, 2019
Erotic Couplings

My client greeted me at the office lobby, gave me a firm handshake and said, "Hey, Vikas. We are pumped and excited to see your demo. Everyone's in the room. Come on! Let's show them what we have been working for the past three months!" I entered a large conference room. There were only four people in the room, though the table could seat about twenty. l kn...

The Village Sluts Ch. 19-21

by sgary3434 on Jun 9, 2020
Fetish

Chapter 19: It Happened Again Anna rolled over to find she was alone in her bed. Rubbing her eyes she sat up and looked at the clock, 7:53, which meant Chloe shouldn't have left yet. Throwing on her robe, Anna made her way to the kitchen where she found Chloe once again in her uniform. A small pan with a single egg in it was on the stove that Chloe was wat...

Girls Just Wanna Have Fun!!

by RickDeville2 on Jan 6, 2018
First Time

She fiddled furiously along the highest notes of her fiddle as the drums and saxophone kicked in behind her to support the tone. She angled her chin to brilliantly smile at the gathering crowd while striving to maintain a firm grip on her violin. An old lady with chickory coffee from the left, an eager young man staring at her legs and compressed breasts fro...

Caught Relaxing Pt. 01

by StephaniePlayland on Aug 6, 2019
Transgender & Crossdressers

This is going to be a short series of stories. This one really starts the journey out, they won't all be in exact order or have a proper linear flow to them. Just depends on what's has caught my interest that day, and needs to flow out of me. It's Friday night, no plans or anything to do a perfect night to dress up. Hangout have a drink and relax being Ste...

Just Across the Hall Pt. 04

by EROTICbearscribe on Aug 6, 2019
Transgender & Crossdressers

Chapter Five ACCEPTANCE The assortment of clothes in my pink suitcase reflected my taste and my curiosity about feminine attire but I didn't own a lot of things. Not as much as I would have liked, anyway, especially at this very moment. That is to say, I didn't own any 'sexy' lingerie. Or, what, in my mind would be considered sexy. It was just I never fel...

Those Jeans Don't Fit

by whostheboss on Sep 12, 2017
Anal

Molly lies on the bed, wiggling her way into her new pair of jeans. "Almost there," she grunts. She's got this habit of buying clothes online that don't quite fit her, but she never wants to declare defeat. She's squeezed the button shut somehow and jumps up from the bed. She's got a bowlegged stance and looks pretty uncomfortable. "Not bad, right?" she say...