Gay Anal Virgin Stories

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How I Lost My Anal Virginity

by silverbullet2211 on Aug 18, 2017
Gay Male

This is a completely true story as to how I lost my anal virginity about a year ago. This is also my first time posting on here. Constructive criticism is more than welcomed. Hope you enjoy. ***** I had previous success with posting to Craigslist. I had met a few times before, but it was just for some oral play. Ever since I was eighteen I wanted to be fuc...

Losing My Virginity to BBC

by DLBottom4BBC on Feb 6, 2018
Gay Male

This is the true story of how I lost my anal virginity to Big Black Cock. I wanted to give some backstory and that's kind of long but I assure you the read is worth it. It starts before I would actually end up losing my virginity. I was dating a female. For the first year of our relationship everything was pretty normal. But when she went to college and I...

Connor on Campus Ch. 01

by JasonClearwater on Oct 15, 2017
Gay Male

* * * * * A University student takes another student's anal virginity. This story does not pretend to have any literary merit whatsoever. * * * * * ***** He's twenty years old, but Conner looks a little older than his years, leaning against the wall with a cigarette in his mouth, watching the other students walk past. He's lean and dark-haired, blue-eyed...

Virgin Games - Male Edition

by neonie on Mar 27, 2016
Gay

*The virgin games inspired me to make a gay version, if that is not your thing and you prefer to see women deflowered, then you should go to the story made called Virgin Games* With the desire for new and crazier reality TV shows, the studios have done it again. Now there is the Virgin Games - gay edition. This is a competition where straight men are tossed...

Young/Old Hotel Room Fun

by xxox69 on Aug 18, 2017
Gay Male

This is a true account of how I lost my anal virginity. It was one of my first gay experiences, and it happened just after I'd turned 18. More of my sexual adventures will be uploaded if this one is well recieved. A few weeks after my first gay experience, with a guy my own age, I was horny and wanted more. Since I've always found older men to be a huge tu...

Rooming With an Alpha Pt. 03

by nicebottom2007 on Apr 21, 2020
Gay Male

I had a vivid dream the morning after Rob took my anal virginity. The roommates and I were all smoking weed in our living room, when suddenly I found myself sitting on the couch wearing the purple, lacy boyshorts and a T-shirt. I was super embarrassed, but no one seemed to have noticed, so I thought if I left the room quietly no one would notice, and I could...

Straight to Bottom

by straighttobottom on Aug 24, 2020
Gay Male

This is a true account of how I lost my anal virginity. I travel a fair amount for work and a few months back I was in another city for an industry conference simply to have a presence there for my company and network with potential clients. The last night there is the fundraising gala, which is not my favourite thing, but great food and liquored up prospe...

Deliver a Virgin

by sr71plt on Sep 14, 2017
Gay Male

Editor's note: this story contains scenes of non-consensual or reluctant sexual situations. Most of the mounted escort riders gathered around their leader were watching the small band of infidels, led by Hugh d'Ibelin, as they rode out of the gate of the stronghold of Belvoir and moved to meet the forces of the Saracens and their allies on the hilltop overl...

The gay virgin's dilemma

by newpaulman on Dec 24, 2019
Gay Male

Dan had often daydreamed about being fucked. But there was a time when he thought only of oral, and the fact that he had never had a cock up his arse made him doubt that it actually happened or was even possible. Then he started watching gay fuck movies and he actually saw erect penises sliding into anuses. It fascinated him and he started experimenting on...

Dirty Butt Sex: Anal Threesome

by DirtyButtSex on Sep 4, 2017
Gay Male

I should start out by stating that the following story is true. I'm 28 years old and I've had sexual encounters with both men and women. While I lean in favor of being with women for dating purposes, I enjoy sleeping with men more. But perhaps the term "sleeping with" is not entirely accurate; I enjoy being fucked by men. Butt sex, as they say, is the best....