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.

9.2
70 Votes

First Experience Bottoming for Two Guys

Story by Late Night Charlie

13 Apr 2023 4695 Readers comments 10 Min Read

When I was 21 I lost my Butt Virginity to a person close to my age alot like myself that I met online. Years later, we reconnected and I wound up experiencing a gay 3 some as a bottom for 2 tops that were dating! It was all I imagined and more.

Topics: Threesome, First Time, Sex, True Story, Spit Roasting

9.6
9 Votes

Loads and Tow

Story by Phaggotry

12 Apr 2023 2979 Readers comments 95 Min Read

An ex-con turned repo man gets entangled with his older bosses and his housemates.

Topics: Black Men, Crossdressing, Straight Men, Brothers, Hairy men, First Time, Transgender, Daddy, Top to Bottom, Age Difference, Size Difference, Married, Boss, Blue Collar

9.3
46 Votes

On the Prowl: Married Virgin (ch. 2)

Story by ClosetCase

9 Apr 2023 3028 Readers comments 11 Min Read

Justin, the young football player top, finds out he enjoys fucking older, middle aged guys by seducing his physics professor!

Topics: Muscle, College, Sex, Age Difference, Professor, Footballer, Fucking

9.0
30 Votes

The Piano Teacher

Story by Shy Stuart

9 Apr 2023 2280 Readers comments 6 Min Read

Stuart returns to his old school for piano lessons from his former music teacher. It's obvious that Stuart has a crush on the man but he's too shy and nervous to make the first move.

Topics: First Time, Teacher, Sex, Age Difference

8.8
8 Votes

The Rapper and His Wondrous Delights

Story by Phaggotry

9 Apr 2023 1297 Readers comments 20 Min Read

A metalworker reconnects with a bar patron turned rapper at one of his sex parties.

Topics: Black Men, Straight Men, Leather, Voyeurism, First Time, Cruising, Cum Dump, Virgin, Oral & Blowjobs, BBC, Nipple Play

9.2
168 Votes

Best Friends Push The Limits

Story by BiTexan37

8 Apr 2023 14225 Readers comments 4 Min Read

We both played on the baseball team and had become really good friends. Like good friends where we could share everything. Well, almost everything, so I thought until this one fateful day…

Topics: First Time, Friends, Shower, High School

7.8
39 Votes

From Best Friends to Fuck Buddies

Story by Paul François

7 Apr 2023 3288 Readers comments 6 Min Read

Two teenagers living in a remote community see how their friendship turns into sexual fun and ends up becoming love.

Topics: Anal Sex, Rimming, First Time, Friends, Twink, Fucking

9.1
63 Votes

Road Trip (ch. 2)

Story by Str8SensitiveGuy

6 Apr 2023 2350 Readers comments 38 Min Read

The same four friends reunite and take the same road trip to the Keys. This time it's Jay and Quinn's story. What led to Sean and Seb finding them together in bed?

Topics: Love

9.4
37 Votes

Why Him, of All People

Story by I. Dusk

4 Apr 2023 4011 Readers comments 10 Min Read

“Hi, daddy.” “Hi… please don’t call me daddy.” I was nervous as it was. He was eyeing me shamelessly, and I felt extremely uncomfortable. Nevertheless, I let him pull me in. Checking anxiously if anyone was out there seeing us. “And how would you like me to call you?” “I am Sam. What is your name?” “You can call me boy.”

Topics: Anal Sex, Rimming, Romance, First Time, Feet, Age Difference, Lingerie, Boss, Bartender

9.3
36 Votes

Daddy Mack

Story by Phaggotry

30 Mar 2023 7764 Readers comments 17 Min Read

A 19yo foolishly gets entangled with a 49yo and a trade school classmate.

Topics: Black Men, Straight Men, Hairy men, College, Daddy, Seduction, Virgin, Oral & Blowjobs, Sex, Age Difference, BBC, Fucking

8.5
13 Votes

Life Begins at 30

Story by EdwardSpanks

27 Mar 2023 1343 Readers comments 8 Min Read

Fantasy becomes reality for a born again cocksucker!

Topics: First Time, Cum, Oral & Blowjobs, Domination, Submission

8.5
28 Votes

Thank God I'm Gay

Story by Paul François

24 Mar 2023 1498 Readers comments 7 Min Read

When a boy discovers that the pecs of a male bodybuilder excite him more than the boobs of a young women, he concludes that he must be gay.

Topics: Muscle, Rimming, Sex, Nipple Play, Fucking, Bodybuilder

7.2
22 Votes

My Trial

Story by You’reslut

20 Mar 2023 1938 Readers comments 2 Min Read

This is my first time trying to write my first bathhouse experience, please give me advice if I mess up. TY

Topics: First Time, Bathhouse & Saunas

9.3
128 Votes

The Summer of 1977

Story by Grant

19 Mar 2023 5068 Readers comments 57 Min Read

I was just a kid, eighteen and graduated from high school with the whole summer before me.

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

5.8
12 Votes

Started then never stopped

Story by BillyBoy

18 Mar 2023 1508 Readers comments 5 Min Read

In the beginning my 2 older sisters teased and taunted me. At the same time, mom's and their girly underwear was everywhere.

Topics: Crossdressing, Bondage, First Time, Lingerie, Panties

9.7
22 Votes

Davy Wants Some Beer (ch. 2)

Story by Ryan Jones

16 Mar 2023 1321 Readers comments 27 Min Read

It was time for Mike to come over, for Davy and I to test out how we feel about the other one having sex with another person. When that finished it was time for Davy to experience his first fuck. Did he enjoy it? Read on and find out!

Topics: Anal Sex, Romance, First Time, Oral & Blowjobs, Age Difference

6.2
8 Votes

First time gay sex (ch. 2)

Story by Dondee

16 Mar 2023 1822 Readers comments 5 Min Read

As we showered together after long lovemaking. We dried up and we both wrapped ourselves with towels. We went to chill in dining room and watch movie about a guy couple we grabbed some food and wine.

Topics: Anal Sex, Big Dick, First Time

9.4
109 Votes

Rael in the Bull Pen

Story by Phaggotry

10 Mar 2023 14918 Readers comments 43 Min Read

A eighteen-year-old virgin named Rael takes to cock during his weekend stint in jail.

Topics: Anal Sex, DP, Big Dick, First Time, Prison, Slut, Interracial, Boypussy, Virgin, Big Balls, Spit, Deep Throat

8.4
35 Votes

DeMario

Story by Phaggotry

9 Mar 2023 4875 Readers comments 9 Min Read

An eighteen-year-old boy loses it to his father's friend.

Topics: Black Men, Anal Sex, Rimming, Daddy, Twink, Virgin, Oral & Blowjobs, Age Difference

9.2
27 Votes

Clarification

Story by MCVT

7 Mar 2023 1975 Readers comments 43 Min Read

Innocence to caginess, a young boy’s entry to adulthood involves unusual situations. Confusing times for one youth as his sexual nature emerges. The kid needs clarification as he comes of age. Life and times of a boy who becomes a tax man, his intimate investments, discretion and deductions.

Topics: Anal Sex, Romance, First Time, Prostitution, Coming Out, Historical, Frotting, Blackmail, Oral & Blowjobs

8.3
25 Votes

Mardi Gras King Lends a Hand

Story by Habu

6 Mar 2023 1435 Readers comments 15 Min Read

New Orleans rent-boy being saved for auction gets used.

Topics: Dildo, First Time, Interracial, Rentboy

9.3
45 Votes

Upstairs in Mom's Bedroom

Story by Phaggotry

4 Mar 2023 2654 Readers comments 12 Min Read

An eighteen year old loses his virginity to a girl he likes only to get a blowjob from his mom's straight male friend.

Topics: Black Men, Straight Men, First Time, Daddy, Cum, Twink, Oral & Blowjobs, Age Difference

9.5
139 Votes

A college golf player learns to cum handsfree (ch. 2)

Story by Jeremy Miller

25 Feb 2023 9792 Readers comments 23 Min Read

After losing his virginity yesterday and cumming handsfree three different times, Tyler was still hungry for more cock. Meanwhile, I couldn’t get him out of my head. I spent all day at work replaying the scene where his throbbing cock sprayed his boy juice all over my beard and hairy chest. Still so many options I wanted him (and me) to explore together.

Topics: Anal Sex, Big Dick, Hairy men, College, Sportsmen, Small Cock, Size Difference

9.0
18 Votes

Pipe Blowing

Story by Phaggotry

23 Feb 2023 1484 Readers comments 15 Min Read

After the loss of his father, a visit out to California leads Karlos Steves to be a helpful apprentice to Mikey Bobo, a very handsome and talented mechanic that works for his Uncle Marv’s auto shop. After spending nearly every moment together on and off the clock during that hot summer things go from celebratory to intimate one night after a threesome with a busty taco stand waitress.

Topics: Black Men, Threesome, First Time, Oral & Blowjobs, Mechanic

9.2
192 Votes

Extra Practice with Dexter

Story by Lee Obrien

19 Feb 2023 5653 Readers comments 14 Min Read

I have been lusting after Dexter, the hot jock at my school, for our years. With only a couple weeks left of my high school years, I may never get the chance to be with him, or will I?

Topics: Anal Sex, Fiction, Rimming, First Time, Jock, High School, Oral & Blowjobs

7.3
21 Votes

Leading Up To It

Story by James and Me

19 Feb 2023 2041 Readers comments 3 Min Read

This details the events leading up to me loosing my virginity. Two straight guys fuck for the first time and then often

Topics: Anal Sex, Straight Men, First Time

8.1
43 Votes

Martin's Bitch

Story by Shy Stuart

18 Feb 2023 3500 Readers comments 7 Min Read

With no girls to fuck Martin turns his drunken attentions on me. I willingly, if a little nervously become his bitch for the night.

Topics: Anal Sex, Jock, Bareback, Twink, Submission, Fucking

9.3
135 Votes

Lifegaurd

Story by djfmonkey

15 Feb 2023 7072 Readers comments 10 Min Read

Summer of my senior year I applied and got a State Lifeguard Job at the beach, the perfect Summer job, I got paired with a teammate that had me begin to think differently

Topics: First Time, Cum, High School, Beach, Oral & Blowjobs, Speedos