First Time Gay Sex Stories

GayDemon's gay porn library: in this story category you can read erotic stories & sex fiction involving first time gay sex experiences.

9.5
93 Votes

Initiation of Ryan

Story by Simon Peter

15 Sep 2020 3572 Readers comments 16 Min Read

As Eddie pulled out of his partner's butt, he was thinking that he needed a tighter ass to fuck. His partner was not that fulfilling. His thoughts went to the kid he had met, Ryan, and how maybe he could get to fuck what he surmised was virgin ass. The initiation of a first-time fuck turned Eddie on and his whole body tingled with the anticipation.

Topics: Anal Sex, Big Dick, First Time, Virgin

9.7
66 Votes

Dirt road main street (ch. 7)

Story by RJC

14 Sep 2020 1569 Readers comments 9 Min Read

He came in sitting on the corner of my desk. "We're smoking some of that dank weed, taking a shower, then we are going to bed together."

Topics: Masturbation, Romance, First Time, Shower, Farmer, Love

9.2
249 Votes

Anywhere I Want?

Story by BurnAfterReading17

11 Sep 2020 20908 Readers comments 26 Min Read

Chris has an unexpected first time gay sex while on a road trip.

Topics: Poppers, First Time, College, Breeding, Bareback, Underwear, Twink, Travel, Nerd

9.3
58 Votes

Try It Once

Story by Simon Peter

11 Sep 2020 2213 Readers comments 11 Min Read

Kenny topped. However, now it was his turn to bottom for the first time.

Topics: Anal Sex, First Time, Bareback

8.9
108 Votes

Campus Man

Story by Danny Galen Cooper

8 Sep 2020 3367 Readers comments 12 Min Read

Cameron is the man everyone on campus either wants to be or wants to fuck. Brodie is no exception.

Topics: First Time, College, Coming Out

9.1
95 Votes

One Orderly Please

Story by Simon Peter

1 Sep 2020 4665 Readers comments 20 Min Read

Jake gave body sponge baths to hospital patients. When Paul, 17, was admitted with a broken leg and arm, Jake didn't realize that the sponge bath would turn into more.

Topics: First Time, Doctor, Massage, Twink, Sex

8.7
161 Votes

A whore's life

Story by Holden

31 Aug 2020 17629 Readers comments 4 Min Read

“I know what my cousin likes to do. I like what he does to me. I’m sure you’d like to do what he does.” The Bee Gees’ “Night Fever” was playing on a classmate’s car radio when I gave my first blowjob in 1978.

Topics: First Time, High School, Car, Twink, Oral & Blowjobs

8.0
25 Votes

How it all started

Story by Jason

31 Aug 2020 1527 Readers comments 7 Min Read

Where it all started

Topics: Anal Sex, First Time, Twink, Oral & Blowjobs

9.5
56 Votes

Mr. Stewart’s New Steam Room

Story by Habu

31 Aug 2020 3402 Readers comments 18 Min Read

Wannabe rent-boy Dan attends his first paid private party gig with older men.

Topics: Anal Sex, Voyeurism, First Time, Prostitution, Interracial, Bareback, Bathhouse & Saunas, Oral & Blowjobs, Rentboy, Spit Roasting

9.4
62 Votes

The Tease

Story by Simon Peter

25 Aug 2020 2298 Readers comments 12 Min Read

I am fascinated by how a younger dude thinks he can outsmart and older more experienced man. This is what happens here, but what will the outcome be?

Topics: Anal Sex, Big Dick, First Time, Bareback

9.1
27 Votes

Meeting Enrique (ch. 2)

Story by Declan

22 Aug 2020 661 Readers comments 6 Min Read

I had settled into my new flat and met my landlord Jason and at his suggestion was joining the local amateur Rugby club

Topics: Fiction, Friends, Neighbour, Landlord, Rugby Player

9.1
106 Votes

Bruce and Tom

Story by Danny Galen Cooper

21 Aug 2020 4318 Readers comments 5 Min Read

A short, short story of Bruce and Tom and their first time.

Topics: First Time, College, Roommate, Sex

9.1
7 Votes

High School Memories (ch. 11)

Story by NilesP

17 Aug 2020 940 Readers comments 5 Min Read

Damn, you're wild! Your ass gets so wet when you bust! Fucccckkkkk! Feels so damn good! Can't...hold...on...Take these babies!" He said as he unloaded buckets of cum inside of me.

Topics: First Time, High School

9.1
75 Votes

Boy Frenzy

Story by Simon Peter

16 Aug 2020 5169 Readers comments 11 Min Read

High school boys discover the pleasures of sex between them.

Topics: Group Sex, First Time, High School, Twink

9.0
36 Votes

When did you first recognize (ch. 2)

Story by Rex

16 Aug 2020 2422 Readers comments 2 Min Read

First time with my coach, teacher, boss, neighbor, the auto mechanic, RA directory of my dorm, college professor and the guy fitting me for a tuxedo.

Topics: First Time, Teacher, Smells, Mechanic

9.1
15 Votes

That Moment When You Realize (ch. 4)

Story by Funandbold

14 Aug 2020 1399 Readers comments 12 Min Read

A collection of short, and not so short stories that are designed for you to be able to decide most of the endings...some of them are teasers, some of them are more!

Topics: Hairy men, First Time, Slut, Jock, Smells, Virgin, Sex, Master & Slave, Domination, Control, Fucking

9.0
75 Votes

Asleep on the Couch (ch. 4)

Story by TallyMans

10 Aug 2020 5053 Readers comments 9 Min Read

He cups his cum heavy filled balls with both of his hands while he stands across from me in front of the table. The little rounds globes of man-juice are pulled up tight to his cock, he has replenished quickly from his fuck earlier and is ready to go at it again but men his age are ready to go again, within minutes, if they are not completely satisfied.

Topics: Straight Men, First Time, Twink, Sex

8.0
30 Votes

Changing things up

Story by Luke Wright

9 Aug 2020 1514 Readers comments 9 Min Read

Looking back, Lukas probably should have known things wouldn’t stay like they had always been. But he liked routines, sudden, unexpected events usually made him feel a bit uncomfortable, needing time to process and react. Perhaps this reluctancy to change things up are what led to the following events that would turn his life upside down.

Topics: Muscle, Voyeurism, Masturbation, First Time, Relationship

7.5
77 Votes

A well-hung and generous priest

Story by Paul François

28 Jul 2020 8112 Readers comments 5 Min Read

In a seminary, the spiritual councillor becomes a sexual director. In the parish, the assistant pastor becomes a virile coach.

Topics: Rimming, Priest, Oral & Blowjobs, Jockstraps

9.4
55 Votes

The Boy Named Tristen (ch. 3)

Story by RJC

28 Jul 2020 2297 Readers comments 7 Min Read

We had jacked off out of site of the other three times. We woke up and a new day started.

Topics: Masturbation, First Time, Friends, Twink

9.6
135 Votes

Gums

Story by Caliban

21 Jul 2020 4117 Readers comments 14 Min Read

My strange oral obsession is finally realised because of lockdown…

Topics: Oral & Blowjobs

8.4
27 Votes

Blowing The Guy From Down the Street

Story by Gazzaq

20 Jul 2020 3294 Readers comments 16 Min Read

Steve has spied on Ricky for Years and after the younger guy faints in the street outside his home he rescues him and is rewarded with a Skull Fuck followed by a Hard Ass Pounding

Topics: Rough Sex, Dildo, Face Fuck, Breeding, Bareback, Sex

9.2
15 Votes

The Good Guys (ch. 2)

Story by Chris Lewis Gibson

19 Jul 2020 428 Readers comments 7 Min Read

A half hour later we are together. The first time I had sex was when I was sixteen, junior year at Whittier High School, really about a few weeks before Jay came back into my life. We did it a few times. Being with Jay is not like that, and it’s not that being with her was bad. It was just less. People will say Are you gay? Are you bi? Are you sleeping with your best friend?

Topics: First Time, Relationship, Interracial, Humour, Cerebral

8.5
49 Votes

He turned me?

Story by Avint13

18 Jul 2020 6047 Readers comments 13 Min Read

When you experience the best and worst together. It's about my first time.

Topics: Anal Sex, Rough Sex, First Time, Forced, High School, Nipple Play

8.6
48 Votes

Drinks with a friend

Story by Eyeman

17 Jul 2020 2285 Readers comments 3 Min Read

Two friends finding gay passion for the first time

Topics: Romance, Friends, Mature Men

8.9
59 Votes

Mission Impossible

Story by Rex

15 Jul 2020 2587 Readers comments 5 Min Read

As a teenager I took a chance approaching a family friend and it was definitely worth the risk.

Topics: First Time, Twink

9.1
61 Votes

Str8 Sensitive Guy Gets Explored

Story by Str8SensitiveGuy

12 Jul 2020 9065 Readers comments 26 Min Read

A 22 year old str8 virgin is subjected to a strip search and the fun begins. Fear turns to pleasure as he gets tickled, humiliated and miked. Ultimately, he is awoken to his true desires and identity.

Topics: First Time, Stripping, Humiliation, Feet, Milking, Tickling, Virgin, Belly Button

9.0
45 Votes

Nude Couch Surfer (ch. 3)

Story by Brandon

3 Jul 2020 2630 Readers comments 4 Min Read

Max is invited over to Harper’s house while his girlfriend is away. One thing leads to another and Harper is pounding Max’s tight hole, yelling his girlfriend’s name.

Topics: Handjob, First Time, Friends, Sex, Nudity, Fucking