Gay Wedgie Stories

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Orientation
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Infinite Scroll

Becoming the Neighbor's Wife

by marriedhubbi on Sep 13, 2017
Transsexuals & Crossdressers

I like my neighbors and I am grateful for the way we look out for each other. Take Tony, the 60 year old, barrel-chested guy who lives alone in the house next to me. My garage faces Tony's house, and a couple of times last fall he came over to warn me that my garage door was left open. I thanked Tony each time he came over to tell me. One time he came ov...

A Shameful Sentence

by ValerianXIII on Apr 27, 2016
Fetish

I was still in shock from what the judge had said, 6 years under my stepmothers care. I couldn't believe it but there was know way I could pay for the property damage and my stepmother was the only one who could. My stepmother and I never got along, in fact we hated each other. When I found out my stepmother would pay for the damages I knew it was a bad deal...

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Chronicles of Heather Maureen Ch. 06

by HeatherMaureen on Sep 14, 2017
Transsexuals & Crossdressers

Life After Marty The loss of Marty's guidance left a huge hole in my life. Still living at home while continuing my education I now had little opportunity to dress and feel feminine. I became depressed and more withdrawn, which mom put down to the loss of my friend Jason, (Marty's 'son'). Losing Marty was more then the mere loss of a friend, much more, but...

Beach Interlude

by meltwater on Sep 14, 2017
Erotic Couplings

You close your eyes I'm standing behind you my arm comes round your waist and across your stomach. I kiss your neck as my hand trails lower reaching down; I undo your jeans letting them drop. My fingertips lightly brush the front of your thighs as they teasingly get nearer I proceed to nibble on Your ear as my hand finds your panties and slips beneath. T...

ENF Prone Isabel

by Moonkisser on Feb 9, 2018
Exhibitionist & Voyeur

Isabel wakes up from a good night sleep and opens up the curtains to get the daylight into her room. The 5"7 tall 23 year old is ready for this new day. The blonde is so looking forward to this day, but little does she know that this day would become a terrible one, or a great one. That depends on which point of view one see it from, if it's Isabel or a...

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The Changers Vol. 01

by tenerna on Sep 16, 2017
Sci-Fi & Fantasy

It had been hell since Elsa moved in with us. * Don't get me wrong – I didn't do anything to stop it. After all, she seemed nice enough, she was Jen's girlfriend, and so sure, why not? I was surprised Jen had gone for her – she was a lot older, for one. I mean, we were what, twenty-one, twenty-two at the time? And she was thirty-seven. She wasn't exactly a...

Time Stopping Pervert

by wicker on Sep 27, 2015
Science Fiction

My name is Wesley Barron. I am 20 years old, 5'11, 155 pounds with dishwater blonde hair and brown eyes. Most people would consider me average looking. I just finished my sophomore year of college and was back home for the summer. I am majoring in history and plan on going to law school. I have a 4.0 GPA. I am also a loner who does not do well in social situ...

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Penny's Comeuppance

by jlorthia on Sep 16, 2017
Fetish

This is another story from my former username "newfavorite," I only added minor tweaks to this story, I corrected some grammar and spelling. There is not much sex in this one and it is shorter than my normal story. *** The job market wasn't doing so hot in Megan's hometown. She had gone to college upstate to become an HR professional, but after weeks of j...

The Boss vs. The Man Ep. 01

by wrestlingisreallycool on Jan 15, 2019
Celebrities & Fan Fiction

Hello there, I hope you enjoy this, this is the first series in what I hope will be a collection of wrestling-focused erotic literature. I have seven different series in mind to start which hopefully will all be unique and interesting. Also, admittedly, this is my first time writing a full-length piece of fanfiction/erotica, so I hope it's not too bad. Anywa...

Movie Star Gone Astray Pt. 03

by TSNatasha on Jun 19, 2018
Transsexuals & Crossdressers

It had been three days since...Dustin and I had sex. There, I said it. I hadn't told anyone yet it felt like everyone I talked to could see it. I had tried to bury the experience in my head while working my job as a dishwasher, something I picked up to make a little money before I went to the local community college. But I couldn't get over it. I was a writh...