Gay First Time Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about male virgins and first time gay sex.

Frat Initiation: Bush, Veins, and Boxer’s Reign (ch. 2)

By teenhungtop 10 Jun 2025

Ethan steps forward, boots thudding on the sticky floor, a black silicone plug in his hand—3.5 inches long, thick as a fist at its widest, slick with mango-flavored lube that drips onto his shaved thighs.

8.8 (29) 2925 9 Min Comments

Riley's Basement (ch. 8)

By Alex Pendragon 10 Jun 2025

Straight jock Lincoln's giving up his ass for the first time, and his buddies have a first row seat to watch his best friend's older brother take his cherry. Question is, will they be content just to watch?

9.7 (93) 4250 20 Min Comments

Ron and Evan (ch. 10)

By Derek D 9 Jun 2025

After returning from witnessing the two guys going at it inside the concrete building, Ron and Evan get together with some of their friends for a game of darts. Ron's parents are at his grandparents leaving the house to Ron and Evan and they do some more experimenting.

9.7 (27) 758 18 Min Comments

Creamed and Claimed: A Jock's Breaking Point (ch. 2)

By teenhungtop 8 Jun 2025

Tor stood over him, his 6’2” buff frame a towering mass of muscle, his thick biceps flexing as he wiped sweat from his buzzed red hair. His 8-inch cock, still semi-hard and glistening with the frothy mix of cum and egg whites, hung heavy in his black shorts, the fabric stained with precum.

9.1 (42) 4044 5 Min Comments

Truth or Dare

By Clark Wayne 7 Jun 2025

During a game of Truth of Dare, two buddies are dared to kiss each other. The kiss stirs an awakening in both guys.

9.6 (96) 7438 28 Min Comments

Amster-Damn Hot (ch. 4)

By The Men We Crave 5 Jun 2025

Two perpetually horny college bros head to Amsterdam chasing girls and wild nights—but a boozy, drug-fueled evening takes an unexpected turn when frustration and heat explode into a night of raw, passionate intimacy between them. What starts as a ridiculous sex-comedy detour becomes a messy, electric awakening neither of them saw coming.

9.5 (130) 4687 6 Min Comments

Amster-Damn Hot (ch. 3)

By The Men We Crave 5 Jun 2025

Two perpetually horny college bros head to Amsterdam chasing girls and wild nights—but a boozy, drug-fueled evening takes an unexpected turn when frustration and heat explode into a night of raw, passionate intimacy between them. What starts as a ridiculous sex-comedy detour becomes a messy, electric awakening neither of them saw coming.

9.6 (72) 4189 12 Min Comments

Best Friend First Time

By Steel 5 Jun 2025

The dust flew as he slid into home plate.  The crowd roared, as the game came to an end.  Steel stood up, and dusted off his dirty white baseball pants as he looked at the score board.  The home team changed from 4 to 5, securing the win over their rival in the championship game.  His last play of his high school baseball career...

9.3 (127) 5062 10 Min Comments

Down In The Holler

By Casual Wanderer 5 Jun 2025

At eighteen, Jackson is the golden boy of Willow Creek: beautiful, charming, and carefully closeted. But when Blake Buckley rides back into town, a brooding, reckless rodeo cowboy with a face like sin, everything shifts.

8.5 (104) 3545 39 Min Comments

Amster-Damn Hot (ch. 2)

By The Men We Crave 4 Jun 2025

Two perpetually horny college bros head to Amsterdam chasing girls and wild nights—but a boozy, drug-fueled evening takes an unexpected turn when frustration and heat explode into a night of raw, passionate intimacy between them. What starts as a ridiculous sex-comedy detour becomes a messy, electric awakening neither of them saw coming.

9.0 (95) 4535 6 Min Comments

Bitched Out at the Big Bull

By Luke Fallum 4 Jun 2025

Roy, a cocky gym jock, swaggers into the Big Bull bar thinking he’ll score some easy pussy, hyped up by his bros, Jake and Tony. But the bar turns out to be more than he bargained for when the easy pussy turns out to be him...

9.2 (221) 20219 32 Min Comments

Amster-Damn Hot

By The Men We Crave 3 Jun 2025

Two perpetually horny college bros, head to Amsterdam chasing girls and wild nights—but a boozy, drug-fueled evening takes an unexpected turn when frustration and heat explode into a night of raw, passionate intimacy between them. What starts as a ridiculous sex-comedy detour becomes a messy, electric awakening neither of them saw coming.

8.8 (108) 5539 4 Min Comments

Daddy Playdate (ch. 23)

By MazonJar 3 Jun 2025

Mike had a talk with Adam, and opened his heart to Chase.

9.4 (21) 1082 12 Min Comments

Socks on the Sofa

By Jack R 3 Jun 2025

Matt and Jordan are just chilling between classes when they both give way to their passions and newly found sock fetish.

9.3 (22) 2196 7 Min Comments

The Rugby Club

By 243907 3 Jun 2025

Finding my sexuality in the rugby club

9.0 (67) 3106 3 Min Comments

Owning every hole in my family

By Auto memory Ken 2 Jun 2025

I’m Jayden, the fuckin’ alpha who owns every ass in my messed-up family. At 24, I’m a beast, short, ripped, and packing a 9-inch monster cock that’s thick, veiny, and darker than sin. My Asian blood, straight from my slut of a mother and my useless dad, gave me this tool, and I’ve used it to break every man in my orbit.

8.6 (61) 6667 7 Min Comments

Best Friends Forever (ch. 13)

By Lee Obrien 1 Jun 2025

CJ and Teddy try to figure out what the kiss at the ponds means for them. Neither really wants to talk about it. A surprise visitor may change everything.

9.7 (68) 1391 16 Min Comments

Riley's Basement (ch. 7)

By Alex Pendragon 1 Jun 2025

Lincoln can't decide if his best friend Chance wants to fuck him, or kill him: either way, everything's about to come to a head in Chance's older brother's basement. After all, there's only so much ass-play a straight bro can stand, before "no way" becomes "who's first?"

9.7 (107) 4541 27 Min Comments

Slutbound Origins (ch. 5)

By WelshShyBoi 31 May 2025

Jamie can’t cum like he used to—and he’s starting to notice men in a way that scares him. When a tense encounter with his rugby rival turns physical on the pitch, something snaps. Lost in humiliation and arousal, Jamie experiences his first hands-free orgasm… in front of the whole team. Something inside him is changing, and fast.

9.5 (39) 2766 7 Min Comments

Creamed and Claimed: A Jock's Breaking Point

By teenhungtop 30 May 2025

The locker room buzzed with the electric aftermath of the big baseball game, the air thick with the scent of sweat, dirt, and victory. The college team had just crushed their rivals, and the energy among the players was off the charts—pure, raw, masculine adrenaline pumping through every jock in the room.

9.1 (77) 7734 21 Min Comments

Slutbound Origins (ch. 4)

By WelshShyBoi 30 May 2025

Jamie goes home and takes his protein shake given to him by Coach. But when he is alone, he discovers his tastes in porn have shifted somehow. No longer does the tight feminine form interest him and he clicks on another type of video coming to an explosive conclusion.

9.4 (27) 2750 4 Min Comments

The Soliciting Solicitor (ch. 2)

By Dave Alexander 30 May 2025

I settle into office work with a sideline in hustling and see numerous clients with different needs and desires...

8.8 (19) 2163 23 Min Comments

My First Trucker

By James Stone 29 May 2025

In the late 1970's, at 18 years of age I already knew I liked men. Not boys, men, masculine, but not buff. Just the typical blue-collar worker. Living along a highway I would see semi-truck drivers going by regularly. There was also a truck stop about ½ mile from my house where I would go to get gas for my motorcycle.

9.0 (101) 6578 12 Min Comments

Slutbound Origins (ch. 3)

By WelshShyBoi 28 May 2025

Jamie's life is continuing on its carefully orchestrated path but his nightly dreams are getting more and more vivid. The object of his desires? Coach Adams.

9.1 (30) 2547 9 Min Comments

First Time Cucked

By Txcubslut 26 May 2025

Right before we were going on vacation, we decided to invite a friend where things seem to have a turn of events, but I wouldn't figure it out till later.

7.9 (25) 4868 4 Min Comments

Ron and Evan (ch. 9)

By Derek D 25 May 2025

Ron and Evan play some basketball and then decide to play in the woods. They are interrupted though, and find themselves being voyeurs unexpectedly.

9.7 (28) 1042 21 Min Comments

The Prince and the Trainer (ch. 3)

By Alex Hurt 25 May 2025

After days of silence, Carlo returns - not to explain, but to seduce. Over candlelight he confesses a truth he’s never dared speak aloud. Desire ignites, and Liam falls into Carlo’s arms, into his bed, and into something dangerously intimate. It’s not just sex. It’s surrender. And by morning, both men know - something real has begun.

9.5 (37) 1348 10 Min Comments

My Sub Journey

By ASubbyStory 24 May 2025

My first gay experience with a much older male that wasn't very fun but opened a door I later explore.

8.3 (10) 2960 2 Min Comments

Riley's Basement (ch. 6)

By Alex Pendragon 24 May 2025

The first time you nail another guy is a mindfuck, and all Lincoln can think about is how much he wants to talk about his newfound fascination for butt stuff and sucking bro-dick with his best friend Chance. Problem is, it's Chance's own brother who's been giving Lincoln his crash course in dude sex.

9.6 (78) 4040 22 Min Comments

Twunk Academy Fraternity Dorm

By Mr.X 24 May 2025

Damon has just turned 18 and, under the private all-boys boarding school, must move to the Young Men's Fraternity Dormitory (YMFD), pronounced "Yum-Fed." Now, he will become a man with 72 other 18-year-old men!

9.2 (123) 4695 11 Min Comments

The Prince and the Trainer (ch. 2)

By Alex Hurt 21 May 2025

Liam and Carlo can’t shake the tension simmering beneath their workouts. What began as banter now burns with unspoken desire. A kiss outside a restaurant ignites what both tried to deny. As Carlo wrestles with duty, identity, and longing, he realises Liam sees the man behind the title - and that truth may be the most dangerous temptation of all.

9.7 (48) 1555 7 Min Comments

Frat Initiation: Bush, Veins, and Boxer’s Reign

By teenhungtop 20 May 2025

The Sigma Chi house is a pressure cooker on this muggy Saturday night, the air thick with beer, pounding trap beats, and the raw musk of sweat-drenched bodies.

9.0 (69) 7134 11 Min Comments

Slave to My Slave

By Jonhxx 20 May 2025

This is how i had my first experiance with Rex, my househelp and he devoured me

7.5 (18) 1194 4 Min Comments

3 Arab refugees used my married hole

By Auto memory Ken 19 May 2025

Three Refugees Tore My Married Hole! I’m James, a 45-year-old dad, ripped apart by three hung refugees in a filthy alley. My tight ass torn, I’m now my nephew Kyle’s bitch, humiliated by his brutal texts and cock. Soaked in piss and cum, I crave young studs to wreck me. Dive into my shameful descent into depravity!

8.4 (102) 13986 7 Min Comments

Meeting some Military guys while Camping

By Socock98 19 May 2025

I found strangers near my camp, but we get closer, very fast.

9.6 (93) 6341 36 Min Comments