Gay Anal Plug Stories

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Room-mates Ch. 1-4

by phorty on Aug 18, 2017
Gay Male

It had been a long, hot day for Michael, he was planning on going home to his apartment, drinking a couple beers and having a nice slow jerk-off session. After stopping at the local Liquor store, he went and rented some new porno vids, but as he pulled up to his apartment he spotted his roommates car. "Damn, he must have come back early from his trip. Shit...

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....

Lost My Virginity to a Bear Trucker

by AJRogue3 on Aug 18, 2017
Gay Male

This is a true account of my first gay experience. I'm 32 years old, 6'3", with an average build. I don't have the chiseled chest nor the beer belly. I exercise a few times a week and take care of my body. People tend to find me attractive as I've been hit on by both women and men in the past. Now, I never thought of myself as gay or bi, but I have been cur...

My Hot Uni Roommate Ch. 09

by CreamStuffedTwink on Jun 8, 2020
Gay Male

Previously in Chapter 08: Were we going to fuck soon? Was he going to fuck me tonight? Maybe the plug was intended to help ensure I was super stretched by the time we got home. That made sense. My mind was racing with possibilities. I finally snapped out of it when the waitress returned with the credit card and Michael scrawled a tip amount onto the receip...

Back Crack Tag Team

by buttcheeks777 on Feb 6, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. This is a fantasy of a man (me) being forcefully taken by other men and contains some things that not all may want to read about, including spanking, anal sex, pissing, enemas, etc. If you're not into this type of fantasy please don't leave negative feedback. If this turns you on,...

Used For a Week Pt. 03

by mralx99 on Aug 22, 2018
Gay Male

"More Firsts" - Wednesday & Thursday Part 1: https://www.literotica.com/s/used-for-a-week-pt-01 Part 2: https://www.literotica.com/s/used-for-a-week-pt-02 So many questions: Had I really changed so much in just three nights? How had William - my old school friend, now in his fifties - gotten me to suck his cock, wear women's underwear, and be ass-fucked...

Down the Rabbit Hole Ch. 06

by Hal1031 on Sep 14, 2017
Gay Male

The next five days, Mr. C had me running ragged. I couldn't risk not having my phone within reach, even at work. Friday morning began with an 8 a.m. text with a link to a glory hole video: WATCH ME And no touching the D One hour later, more of the same. He left me alone until three, when he started in again, with a marathon of required viewing links ever...

Down the Rabbit Hole Ch. 07

by Hal1031 on Sep 14, 2017
Gay Male

A storm raged in my gut as I climbed the stairs. No denying I was aroused and eager to see him. He'd set me on edge with his first scavenger hunt command, and every errand since had only made me hornier. Major lines had been crossed with the full-monty-waxing and the girly-panty-wearing, and god help me, there was still the not insignificant matter of the...

The Wild Seven Pt. 02

by PapaTez01 on Jan 20, 2020
Gay Male

This is a work of pure fiction. All persons and events herein are fictional. Any and all resemblance to actual persons and events is purely coincidental. Persons portrayed are 18 years of age and older. This story contains condomless sex and public sex. This story is not an endorsement of either practice. ------ A week had passed since the first incident....

Family Traditions

by chocolatebook on Jun 18, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** "Where are we going, Uncle Greg?" I asked curiously. We had been in the car for nearly an hour. My dad, uncle and I had been planning this trip for months but they wouldn't tell me any details. All I knew was that it was an important family tradition. "We're nearly there, Ben," U...