133 Votes
From a virgin to a whore
£ older guys take a 16 year old virgin and give him a good time.
Topics: Black Men, Anal Sex, Big Dick, Hairy men, First Time, Alpha Male, Twink, Virgin
GayDemon's Stories: On this page you can find erotic fiction where you can read about male virgins having gay sex for the first time listed by date.
£ older guys take a 16 year old virgin and give him a good time.
Topics: Black Men, Anal Sex, Big Dick, Hairy men, First Time, Alpha Male, Twink, Virgin
Who will Jeremy allow to take his virginity?
Topics: Anal Sex, Brothers, Rimming, Big Dick, Masturbation, First Time, College, Enema, Virgin
A post practice massage from the swim team doctor turns into an exploration for these two gay virgins.
Topics: Anal Sex, First Time, Sportsmen, Virgin, Oral & Blowjobs
Gareth goes cycling and ends up at a campsite. His gay virginity does not last long.
Topics: First Time, Outdoor, Virgin, Camping
A trip to a big-box store leads to a hot encounter with an 18-year-old clerk.
Topics: Anal Sex, Rimming, Twink, Virgin, Big Balls
Trent is sold as a virgin by a sex slaver and debauched by a Greek sex photographer on Mykonos
Topics: Drugs, Bareback, Virgin, Master & Slave, Greek
Recruited to use feigned first-time sex in spying, Trent's first assignment is pumping info and being pumped in Bermuda
Topics: Arab, Anal Sex, Big Dick, First Time, Virgin, Spy
Steve and Derek start talking now openly about incest. But they agree they will offer Lipp next week the show of their virginity. They cannot enjoy the senses of touch and taste so far, but they can enjoy those of sight and smell. And with those two senses, they have some incestuous fun later.
Topics: Piss, First Time, Sweat, Virgin, Oral & Blowjobs
Eighteen-year-old Calvin takes a short cut through a dark ally in a big metropolitan city where he encounters a street thug that takes away his virginity.
Topics: Anal Sex, Rimming, Big Dick, First Time, Virgin, Big Balls
The story of a naive virgin from Texas and his first time experiences with sex, love, and discovering the nature of men. When an older man approaches him with an offer can he really refuse?
Topics: First Time, Daddy, Virgin, Big Balls
I spend four hours in Ken's high-tech dungeon down in Virginia while four guys massage me, skull fuck me, torture my balls, burn me with wax, fist me in the most hilariously sporting way possible, shock me with e-stim equipment, and mark the end of the day with the most gymnastic double penetration set up ever. All the while, my pre-cum won't stop, but Ken won't let me cum.
Topics: Piss, Anal Sex, DP, Dildo, Big Dick, Spanking, Fisting, First Time, Boypussy, Electro, Gym, Virgin, Ass Play
After flying cross country for a business trip, I book Ken to come to my hotel to massage away my coach-seat-induced aches and pains. And while the massage is a cum-filled fantasy of unprecedented proportions, the real prize is at a private gang bang in a dungeon in rural Virginia.
Topics: Anal Sex, DP, Big Dick, Group Sex, First Time, Coach, Hotels, Virgin, Gangbang
As Bryce and I head down to the beach to get set up for spring break, he bets me a blow job that he has a ten inch dick. Dismissing the bet, we start talking about sex, dick size, virginity, embarrassing sexual encounters, swallowing, the nature of relationships, porn, and eventually coming to terms with being gay. By the end of the night, somebody wins the bet.
Topics: Anal Sex, First Time, Coming Out, Virgin, Oral & Blowjobs
A 20 year old Felix Barnett accepts and enters the gay world for the first time and also loses his virginity to a handsome hunk, his Dad set him up with...
Topics: Anal Sex, First Time, Daddy, Twink, Virgin, Oral & Blowjobs, Master & Slave
A 20 year old Felix Barnett accepts and enters the gay world for the first time and also loses his virginity to a handsome hunk, his Dad set him up with...
Topics: First Time, Daddy, Twink, Virgin, Master & Slave
A 20 year old Felix Barnett accepts and enters the gay world for the first time and also loses his virginity to a handsome hunk, his Dad set him up with...
Topics: First Time, Daddy, Sportsmen, Twink, Virgin, Master & Slave
Follow the boys of Steilacoom to Halloween, 2026, where Niles, now 21, finally loses his virginity to his 19 year old boyfriend, Sebastian.
Topics: First Time, Relationship, Role Play, Twink, Virgin, Boyfriends
Sissy boy loses the game, now he's going to lose his anal virginity.
Topics: Black Men, Crossdressing, First Time, Sissy, Sportsmen, Virgin
He was lying on his stomach with his head towards me. I don't think he was seeing me though. I think he was asleep. A pair of tiny briefs barely covered a tight little butt that many girls would have killed for.
Topics: First Time, Bisexual, Virgin, Oral & Blowjobs
A Sorcerer's Apprentice is on a mission to lose his virginity. Unfortunately for him, he didn't realize he wouldn't be the only supernatural creature looking for lust.
Topics: Anal Sex, Big Dick, First Time, Virgin, Master & Slave
Inch after inch, he split into me. Once he was in, he said he could feel my contractions and that I was going to make him bust if I didn't hold it together. Honest to fuck I couldn't. My ass was contracting like a fuckin virgin, I was shaking so bad
Topics: Anal Sex, Big Dick, First Time, Virgin
Two more sexual conquests of male virgins.
Topics: First Time, Twink, Virgin
Crusader Lord's youngest son taken and used in inventive ways by Turkish lord
Topics: Arab, Anal Sex, Chastity, Big Dick, First Time, Historical, Frotting, Virgin, Turkish
Reader-requested muscle guy-on-college guy rough BDSM gay dungeon and off-trail sex in a Virginia mountains college town
Topics: Black Men, Anal Sex, Muscle, Spanking, First Time, Sloppy Hole, Humiliation, Construction Worker, College, Enema, SM, Virgin, Power Bottom, Master & Slave, Ass Play
he death of a kinky Supreme Court justice nominee complicates Kavanagh's case load and sex life, but Kavanagh nails a virgin.
Topics: Latin Men, Anal Sex, First Time, Bareback, Mystery & Crime, Virgin
I have always enjoyed visiting adult bookstores from time to time. It seemed to be one of my dirty pleasures. I would scan the various selections but always found myself returning to gay or bi videos. I considered myself straight so this made my interest in such videos all the more curious to me. I started to imagine myself being seduced by a man who took my cock into his mouth, making me cum, ...
Topics: Rimming, First Time, Gloryhole, Bookstore, Virgin, Oral & Blowjobs
Dirk, a 22-year-old, first year college graduate student is a virgin with little knowledge of how couples engage in hot sex. His new best friend at the university is Seth, also a 22-year-old, and a first year graduate student. This is the story of a steamy night of gay sex when Seth spends the night in Dirk's dorm room.
Topics: Anal Sex, Rimming, Big Dick, First Time, Friends, Sportsmen, Twink, Virgin, Oral & Blowjobs
After 23-year-old Asher had drilled the virgin ass of school teacher and his friend Mick at the movie theater, he continued his gay sexual initiation of Mick later that night with a visit to Asher's favorite adult gay bookstore.
Topics: Black Men, Teacher, Bookstore, Virgin
I was invited to a dinner party on Christmas Eve with a family that has been close friends for years. One of the grandsons, 23 year-old Asher, was responsible for my loosing my virginity that night that turned out to be an electrifying sensuous gay experience. He rang my bell.
Topics: Public Sex, Big Dick, First Time, Virgin, Oral & Blowjobs, Christmas
Fido's owner takes him for a thorough examination, including nipple, cock and prostate sensitivity as well as having his virgin asshole checked for tightness.
Topics: Anal Sex, CBT, First Time, Humiliation, Punishment, Alpha Male, Face Fuck, Virgin, Master & Slave, Nipple Play