Gay Anal Virgin Stories

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The Backpacking Trip Ch. 01

by lockedinsteel on Nov 21, 2017
Gay Male

"It's what I want for you baby," said Jamie. Her husband, Daniel, was still a little uneasy with the idea. "I know you've wanted to explore that for years and I think that if you get the opportunity you should. In fact, I'm giving you an order. Do it if you get the chance. Promise me!" she told him. "Okay, Okay I get it. I promise, my love," he replied....

Spun Out Fun Pt. 01

by homewreckingpizzaboy on Oct 6, 2020
Gay Male

Unfortunately, this is still just a fantasy. I truly am an anal virgin so please forgive me if I get some details wrong. I meet up with a guy for a 3 day weekend long pnp session. He gets to the motel room and we sit next to each other on the bed and start smoking. After a couple of hits he gently but, firmly takes me by the back of the head and pulls me i...

Costume Party

by caughtsinning on Sep 25, 2017
Gay Male

My wife and I had been invited to a friend's costume party in mid-June. It was a perfect night for an outdoor party. The air was warm, not too humid and the camp fires around the property kept the dampness and chill out of the air. There were people all over the place but the majority were centered around the pool and outdoor bar area. I had been talking wi...

The Fairy Prince

by VoirLePrince on Jul 22, 2020
Gay

Alright, kiddo. Calm down. I see that look in your eyes. You’re thinking, What the fuck? Is that a fucking fairy? But before you go running downstairs to your mommy, let me explain. First off: Happy birthday, kiddo. Eighteen years old? God damn. I heard high school is a bitch. Especially if you’re a fairy. A human fairy, I mean. But now I’m getting ahead of...

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Ellis in Wonderland

by newpaulman on Oct 6, 2020
Gay Male

Ellis Bellman looked at himself in the full-length mirror on his closet. He wasn't a bad looking young man; pale-skinned, slim, a bit of hair on his thighs and chest, muscles where you're supposed to have them, even if they weren't very impressive. His fair hair was long and untidy, parted on the side. He tried to imagine how girls saw him. Would they autom...

Groomed To Be Gay

by Mike Tauron on Sep 4, 2017
Gay Male

Never in my wildest dreams did I ever expect Bill Withers to ask me what he asked me that Tuesday morning. We had worked in the same stockbroker's office for a couple of years and we were sort of friends. Often we'd have lunch together, and his girlfriend Debbie and my wife Linda went out shopping together sometimes. But that morning he had a concerned look...

In The Absence of Girls

by walterio on Sep 14, 2017
Gay Male

INTRODUCTION Andy Jones had just turned 18 years old in his senior year at the Academy of Fine Arts. He would be graduating in two months and he was thrilled that he would be joining a dance company. Andy's two roommates both 18 year old students, Jimmy and Cory would also be graduating. Andy was still a virgin and somewhat naïve about sex. He knew that man...

Giving It Up

by biscribe on Aug 30, 2017
Gay Male

It was very late at night. My now ex-wife - “the bitch” - was upstairs fast asleep. I sat at the computer as I had for so many nights, for so many years, flirting, chatting and cyber-fantasizing with other men online. Men much like myself, pretending to be women in one room, the women our wives never were, or in another room, men who would never be again in...

Consolation Cum

by REINER BENT on Aug 18, 2017
Gay Male

I used to live in a small apartment, in Los Angeles, with my roommate Jake. One night, while I was sitting in the living room watching T.V., the door opened and Jake burst in. He seemed to be really upset. "What's wrong?" I asked. "I broke up with Lisa," he replied. "I'm really sorry, man!" I said. "She told me she's in love with another man!" Jake excla...

Right Place, Wrong Time

by LilJacks on Aug 18, 2017
Gay Male

It was a bright, sunny day. Probably about 100 degrees, maybe more. 19 year old Harry Gordon waded through the tall weeds in the dense forest. The smell of nature filled his nostrils, and sweat formed all over his muscular body, which was under a pair of denim jeans and a thin T-shirt. He wiped his forehead with his hand, and swept the short strands of brown...