Gay Wedgie Spanking Stories

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Caught with a Wedgie

by marriedhubbi on Oct 8, 2019
Gay Male

I never knew that my straight-laced life could take such a turn. Until that day I thought my hidden life of masturbation would remain undiscovered forever. You see, I have an unusual way of masturbating. When my wife and kids are out of the house, I often head to the bedroom and strip to my underwear. I prop up a couple of pillows in the middle of the bed,...

Enticed and Humiliated Ch. 12

by FantasizeAndRealize on Sep 14, 2017
Gay Male

Part 12 - The French Maid Cleans Up I stayed in the kitchen a while studying at the table. My mind was not on my studies though. I still had the taste of cum and shit in my mouth. I could not believe how easily I had just slurped down a turd! About half an hour later, Glen called me back into the bedroom. He was now fucking the shorter guy, in the ass, d...

Fringe Benefits

by pantyboy4mistress on Sep 14, 2017
Gay Male

My boss, Byron Powers, was a good looking black man who had risen through the ranks of company much faster than anyone before. He ran marathons, worked out on a regular basis (he even had a portable gym in his office) and and as far as I know had his fill of all the pussy he could ever desire. I liked Mr. Powers. He had an easy going manner and his employe...

A Special Day

by Madelyne13 on Feb 11, 2019
Gay Male

I have been looking forward to today. It is my birthday and I have high hopes. Dan has been up to something and today I should find out what. Greeted by a cooked breakfast and a card. Dan says I will hopefully get the present later. I am supposedly on a day off but Dan has asked me to handle one appointment this afternoon. I am an estate agent and will go t...

A Learning Experience Ch. 02

by allsdude on Sep 14, 2017
Gay Male

I checked on my girlfriend one more time- she was sound asleep. Her shift at the bar wiped her out, she didn't even get up after our quickie. She laid there with her ass up, her cheeks red from where I thrusted against her. My cock straightened, more due to the thought of where I was about to go than the site of her freshly fucked pussy. I gently closed t...

House Rules Ch. 07

by EROTICbearscribe on Aug 7, 2019
Gay Male

WALKING THE WALK "We're going to have a visitor today," Daddy announced during breakfast one morning. He was wearing a suit because he had a business meeting. He looked very sharp. My daddy was so handsome. I was such a lucky sissy. When I asked him who was coming, he told me it was Miss Marguerite. "Miss Marguerite from The Beauty Mark?" I asked. L...

Hookup App Helping my Speedo Fetish

by speedodave on Nov 27, 2017
Gay Male

Wanted to share this story with you guys, it happened last night and I'm still enjoying the afterglow of the experience. I have a VERY specific hookup app profile: I love speedos and playing around in them. It's the first thing on my profile. Most people don't care about the speedos and message me about sex. I hadn't found any luck finding any cute guys tha...

Silk House Pt. 02

by jaiunus on Mar 12, 2019
Gay Male

Even though Toby and I were fully confident Mr. Doherty was deviously playing matchmaker with us, it didn't stop our play from turning to actual panic when, across the house, we heard the familiar sound of keys rattling. Conveniently, after a few hours of rollicking about I was still somehow free of wearing spandex gear—Toby liked to hold it against me after...

Sweet Spot Ch. 02

by podga on Sep 14, 2017
Gay Male

"Not bad, Andy. You live here alone?" Paul sounded impressed. Andy opened the gate and motioned for Paul to precede him through it into the garden, then stood looking at his home, trying to see it as Paul probably did. He wasn't glib or artless enough to pretend that this was just a place to live, although it was that, as well, and had been for all 42 years...

Machito

by CyanideT on Mar 6, 2018
Gay Male

Macho: adj., n., (pl. -chos). Having or characterized by qualities considered manly, esp. when manifested in an assertive, self-conscious, or dominating way; denoting or exhibiting pride in characteristics believed to be typically masculine, such as physical strength, sexual appetite, etc. Machito: adj., n. (pl. -chitos). A faggot pretending to be macho. *...