Try the free LITEROTICA WEBCAMS!

‘gay first time’ stories

Active tags
Active tags
gay first time 

Category

Sort by:
ViewsRatingFavoriteNewest
30 DaysAll Time

My First Sexual Encounter

The first time I had sex.... but it wasn't with a girl.

by Wanttobcuck in Gay Male 11/26/2022
4.13
44.8k
13
11
20
0

No Regrets Ch. 03

Mark and Deacon deal with the morning after.

by nem0 in Gay Male 02/05/2010
H
4.81
44.7k
32
11
38

Camping with Big-Dicked Friend Pt. 04

Rival gets fucked as brothers try to one-up each other.

by somebody123 in Gay Male 09/09/2022
H
4.73
44.7k
87
12
124

Imprinted Ch. 07

Jacob & Mr D go it alone - a first time for them both.

by darcysweet in Gay Male 12/10/2009
H
4.73
44.6k
27
5
29

Jake and Danny Ch. 02

The evening continues with hot sex between 2 best friends.

by funandbold in Gay Male 03/27/2018
H
4.72
44.6k
66
7
76

Dreaming Away My Virginity

Guy has a recurring dream of losing his virginity.

by shy_boy in Gay Male 07/11/2006
4.2
44.6k
11
0
12
0

Hatred and Love

Hetero guy's homophobia leads him on a journey.

by Lion24655 in Gay Male 09/11/2006
4.25
44.4k
10
5
14
0

My First Time

He remembers his first blowjob.

by drippinghard in Gay Male 04/16/2010
4.29
44.2k
4
2
5
0

A Stroll in the Woods Ch. 02

Glenn discovers new sensations.

by martin_x59 in Gay Male 07/02/2011
H
4.52
44.2k
22
4
28

A Dude Loves Jude

Young couple are intrigued by an unusual Valentine card.

by blondeallover_00 in Gay Male 02/06/2009
4.2
44.1k
15
2
16

Lariats and Lacrosse Sticks Ch. 03

Randy and Tanner explore their relationship.

by reddirtwriter in Gay Male 01/05/2013
H
4.84
44.1k
33
15
36

My Gay Ex-Roommate Pt. 01

Straight guy is pulled into his ex-roommate's activities.

by 1077ad in Novels and Novellas 06/09/2018
H
4.52
44k
45
3
78

Shutter Click

70s Punk picks up a Teacher.

by Tom Collins in Gay Male 01/07/2006
H
4.57
43.8k
13
12
15
0

New Kid in Town

Meeting a new friend in school.

by standingstones in Gay Male 09/28/2012
4.23
43.8k
20
0
21
0

One Night in Vegas Ch. 01

My first time is a great time/

by docholliday09 in Gay Male 01/17/2010
4.47
43.8k
8
1
11
0

If You Could Do It Again... Ch. 01-02

A 50-year-old man gets a second.

by dagan732 in Gay Male 09/20/2011
H
4.72
43.8k
27
15
32

Forbidden Desire Ch. 04

Two become one.

by kitten2010 in Gay Male 09/07/2010
H
4.67
43.7k
35
13
36

Business Trip

Nelson shows his coworker big things come in small packages.

by naughtygaywriter in Gay Male 07/24/2020
H
4.64
43.7k
67
15
98
0

No Strings Attached Ch. 02

More than a concept...

by BothWorld in Gay Male 01/24/2011
H
4.53
43.7k
13
6
15

Rude Awakening

A series of surprises leads to a discovery.

by raphaelite in Gay Male 10/10/2005
4.37
43.6k
7
2
10
0

Kevin All The Way...

A gay first time.

by alexcarr in Gay Male 03/13/2011
3.82
43.5k
6
1
6
0

New Town Ch. 02

Newly bi guy continues to explore.

by jpbiguy in Gay Male 01/01/2013
H
4.73
43.5k
38
19
46

Coastal Desire

James discovers a new love when his wife is away.

by DCBeck in Gay Male 02/04/2023
H
4.67
43.5k
35
11
63
0

David's Star

Foreign student discovers his sexuality.

by RNile in Gay Male 02/05/2009
4.49
43.3k
7
7
14
0

Fly Fishing

My first time trolling for trouser trout.

by dixeenormous in Gay Male 12/29/2011
4.38
43.3k
28
6
30
0

Long John Silverman

Long, long memories over the years.

by sr71plt in Gay Male 04/25/2008
4.12
43.3k
4
8
7
0

Alpha

Alpha male rocks their world.

by Rapska1yon in Gay Male 05/28/2019
H
4.69
43.2k
73
9
102
0

Mates Cruising

Three mates cruising, end up having fun together.

by billyjoe86 in Gay Male 07/10/2011
3.85
43k
7
2
11
0

The First Time Pt. 02

Steve questions everything that happened last night.

by Darktrain in Gay Male 04/08/2018
H
4.57
43k
63
11
73

Becoming a Sponsor

Black stud teaches straight cop what he's been missing.

by WesBlock in Gay Male 06/04/2021
H
4.84
42.9k
82
16
127
0

First Time Sex at the Gay Sauna

Nicky meets an Aussie tourist in a gay sauna in Amsterdam.

by rowingbigboy in Gay Male 09/28/2021
H
4.79
42.8k
49
10
84
0

First Time and I'll Be Back

Online NSA sex was my first time .

by yorkhere84 in Gay Male 02/06/2011
4.25
42.8k
12
1
16

First Real Man Ch. 01

After fantasizing about m2m sex, the real thing.

by kokshur in Gay Male 11/02/2012
4.04
42.8k
7
7
7

Three

A man leaves wife for first boyfriend.

by Dawns in Gay Male 10/24/2007
3.9
42.8k
10
0
14
0

I Thought I was Straight

Twice married and finds out he is gay.

by lonesomejones in Gay Male 03/14/2020
4
42.8k
19
4
32

Hard Way

Our first night of many to come.

by Merlinslair in First Time 07/10/2010
3.91
42.7k
0
3
00

The State of Being Gay

A gay beach encounter.

by chuckster67 in Gay Male 05/01/2009
4.41
42.6k
10
5
12
0

One Night in Helsinki

A visitor to Finland finds unexpected ecstasy in a sauna.

by Pussrider in Gay Male 07/18/2018
4.3
42.6k
14
4
16
0

Old School, New Lessons

Old fantasies die hard when you go back to school.

by LeathermanCraig in Gay Male 05/16/2009
H
4.57
42.5k
14
4
20
0

Sugar Heart Ch. 04

Richard and Buddy finally get in each other's pants.

by tamgreen in Gay Male 12/01/2014
H
4.82
42.4k
37
12
47

Paul's Story

Sometimes getting what you want, isn't really what you think.

by BabyJamesBoy in Gay Male 12/10/2006
3.73
42.4k
4
3
7
0

Wild Ride

Ride with a crazy man ends with some surprises.

by docholliday09 in Gay Male 01/12/2010
4.17
42.4k
23
1
28
0

We are Friends!

The Internet guy turns me gay.

by imp_ian in Gay Male 07/03/2009
3.92
42.4k
5
7
7
0

Montana Ch. 03

Endless love or heartbreak?

by MJRoberts in Gay Male 07/14/2014
H
4.76
42.3k
57
35
66

The List

Straight father gets a massage he will never forget.

by Illogical in Gay Male 01/12/2024
H
4.78
42.3k
92
22
155
0

No Regrets Ch. 04

Mark and Deacon heat things up.

by nem0 in Gay Male 03/12/2010
H
4.79
42.3k
29
8
34

Imprinted Ch. 06

The voyeur finally joins in, Mr D comes home to find Jacob.

by darcysweet in Group Sex 12/09/2009
H
4.79
42.2k
15
2
20

Moving Out

Tom learns that love doesn't always follow the rules.

by tevans in Gay Male 01/10/2013
4.47
42.2k
24
4
41

The Craziest Thing

A night-shift mechanic gives in to temptation.

by Versipellem in Gay Male 12/31/2010
H
4.5
42.1k
25
8
31
0

New Year Surprise

New Years Day ends with my first experience with another man.

by MattyB86 in Gay Male 06/15/2012
4.16
42.1k
16
6
19
0

To Serve Him Ch. 01

My breath caught. Puppy? What did that mean?

by Whenitsneverending in Gay Male 01/06/2016
4.47
42.1k
49
10
67
0

My First Anal

The first time I was entered and what it made me understand.

by Talonspryde in Gay Male 10/23/2021
4.2
42k
10
15
20
0

The Cocky Coxswain Pt. 01

The shortest lad in rowing dominates his sexy teammates.

by somebody123 in Gay Male 03/24/2020
4.08
41.9k
55
10
116

Giving In to His Desire

An older married straight man gives up his anal cherry.

by BellaCooper in Gay Male 10/09/2021
H
4.54
41.9k
28
12
46
0

The Awakening

Young man "brought out" despite efforts of his family.

by sr71plt in Gay Male 04/10/2013
4.42
41.9k
17
5
21
0

Primum Tuis

A young man is seduced into gay sex.

by Quinn_Masserian in Gay Male 08/05/2021
H
4.63
41.9k
54
11
87
0

Introduction to Men Ch. 03

Continuing introduction to gay sex.

by sandyvalleylad in Gay Male 07/12/2008
4.36
41.8k
6
0
7

Meeting My College Roommate

The hot guy from school is my new college roommate...

by naughtygaywriter in Gay Male 10/22/2020
H
4.68
41.8k
80
12
107
0

Kim and Me Ch. 12

We play "Truth or Dare?" and Kim hears a story from my past.

by john-the-author in Erotic Couplings 05/24/2006
H
4.61
41.7k
6
4
11

Stephen Ch. 02

Stephen's journey to the other side continues.

by SixtyMinuteMan in Gay Male 09/27/2009
H
4.85
41.6k
30
7
33

Afternoon Delight

Straight, married man, experiences his first taste of cock.

by JimDoris in Gay Male 03/25/2020
4.49
41.6k
15
17
28
0

Broadened Horizons

His first time with a guy opened his eyes.

by Trinni69 in Gay Male 03/29/2008
3.86
41.5k
7
0
8
0

Secret Desire

He has oral sex with another submissive for the first time.

by BitterSweet43 in Gay Male 08/11/2007
4.25
41.2k
5
2
8
0

Chris and Brad Ch. 01

Insecure Chris has an unbelievable night with sexy Brad.

by PeacesignMcPug in Gay Male 05/18/2007
3.96
41.1k
9
8
13

A Night of Debauchery Ch. 02

Oral action on the way to the party.

by dirtyjoe69 in Gay Male 11/05/2006
4.38
41k
7
1
8

Knock Knock

When opportunity knocks, you suck cock.

by Forbiddenpleasures in Gay Male 12/04/2021
4.38
41k
43
10
64
0

A Novel Introduction

An unexpected and novel introduction to bi sex.

by JJ79cbab in Gay Male 09/20/2012
4.43
41k
23
3
26
0

Discovering Boys Ch. 01

A kiss makes me realise that guys can be hot too.

by imp22 in Gay Male 09/14/2017
4.47
40.9k
35
10
55

Is It Really Me? Ch. 01

A married guy's first oral experience.

by ragal2 in Gay Male 11/02/2022
H
4.62
40.9k
53
12
82

First Real Man Ch. 02

He follows him into the bedroom.

by kokshur in Gay Male 11/03/2012
4.08
40.8k
6
1
6

Blue Moon

First Time for David.

by alexcarr in Gay Male 07/04/2010
4.17
40.7k
0000

That Duck was Pissed! Ch. 01

Dominant male finds his submissive.

by SWeathers in Gay Male 08/02/2010
4.04
40.6k
4
2
10

Unexpected Encounter Ch. 02

Still straight, I guess...

by jsmjsm in Gay Male 03/28/2011
4.4
40.6k
15
4
18

An Opportunity of a Lifetime Ch. 02

Don't hold back!

by Story guy in Gay Male 05/24/2003
4.48
40.5k
11
0
12

Sugar Heart Ch. 03

Richard falls hard; sweet little Buddy gets bolder.

by tamgreen in Gay Male 10/28/2014
H
4.84
40.3k
47
20
60

An Incident in Potter's Woods

Afternoon of experimentation leads to life decisions.

by fantasyhunter2 in Gay Male 08/22/2008
4.4
40.3k
5
2
10
0

An Old Friend Helps

An exgirlfriend wants to finally see me with a man.

by thedancerdancer in Gay Male 04/24/2019
4.36
40.2k
26
9
35
0

A Run in the Park

A run in the park between two men turns into something else.

by ThomJames in Gay Male 08/20/2018
3.72
40.1k
16
3
18
0

American Idol

Coming out accidently to his best friend.

by mjliterary45 in Gay Male 03/16/2012
4.22
40.1k
7
4
12
0

Naked Yoga for Men

Nicky explores his bi side by signing up for a yoga class.

by rowingbigboy in Gay Male 11/18/2021
H
4.81
40k
51
13
118
0

Getting Back on My Feet Ch. 01

A newly divorced man finds a new roommate.

by Shybicuriousguy in Gay Male 04/23/2022
H
4.58
40k
37
7
67

Fuck Around and Find Out

Honor Student Becomes Football Star's Latest Trophy.

by Rimbaud17 in Gay Male 07/22/2023
H
4.64
39.9k
100
18
161

College Visit Goes Wrong Pt. 02

Pre-freshman dominates senior jock stud.

by somebody123 in Gay Male 03/11/2023
H
4.63
39.9k
54
16
85

Amber's New Job Ch. 04

It's not all work: falling in love and time for revenge.

by MaryAnderson in Interracial Love 11/06/2014
H
4.57
39.8k
21
4
33

How to Bang Ch. 01

Drummers know. But can this one be convinced to show?

by MJRoberts in Gay Male 06/17/2014
H
4.68
39.7k
64
12
80

The Navy Lieutenant

Officer visits his boyfriend.

by Dawns in Gay Male 10/13/2007
3.91
39.6k
8
0
10
0

The Mechanic

His long awaited first man/man experience.

by yoursecret16 in Gay Male 07/11/2011
4.44
39.6k
8
4
13
0

Marking Territory

Old tennis era leaving its mark on the new.

by sr71plt in Gay Male 09/21/2006
4.35
39.5k
4
0
4
0

My First Time

Hal and my hunting trip.

by MarkBenOver in Gay Male 07/31/2008
3.81
39.5k
8
3
9
0

Andy Wins the Bet

Could you tell the difference-and would you care?

by cyravance in Gay Male 01/03/2010
4.49
39.5k
16
3
24
0

Discovering My Bi at 18

On the basketball team when you least expect it.

by BiBiRobert in Gay Male 01/14/2010
3.89
39.4k
6
4
9
0

Email Friends Get Together

After hot emails two bi guys get together, finally.

by 69plus1 in Gay Male 08/21/2010
4.25
39.3k
4
9
5
0

Where Do I Start?

A gay male story.

by MarcusVindictus97 in Gay Male 08/30/2018
H
4.62
39.3k
24
4
30

Are You Sure?

Jerry tells about how he came to be.

by EmoxRainbows in Gay Male 02/03/2011
4.24
39.3k
3
1
4
0

How I Became a Sissy Ch. 01

The story about how I became a sissy.

by DonJulio123 in Transgender & Crossdressers 07/04/2023
4.48
39.2k
38
13
66
0

Hitchhiking Home Late At Night

Hitchhiking home and got more than a ride.

by Lovebiandincest in Gay Male 01/12/2022
H
4.56
39.1k
19
9
41
0

Alone in the Locker Room

High-school senior gets ambushed by bully after gym class.

by Justan0tter in Gay Male 11/09/2021
H
4.54
39.1k
61
10
93
0

Miseries in Mauve

Rooftop, sun, and umbilical seduction of straight youth.

by CalHollows in Gay Male 01/26/2011
4.24
39k
9
5
13
0

Spring Break with Cocky Bros Pt. 05

Best friend and horse-hung bros cement their dominance.

by somebody123 in Gay Male 02/25/2021
4.33
39k
52
10
78

'Yes sir' or 'Stop'

A young man learns that he is gay by watching a neighbor.

by TeshinJapan in Gay Male 08/04/2023
H
4.65
38.9k
61
13
100
0
1...910111213...16
Active tags
Active tags
gay first time
Separate tags with commas. More info in the FAQ
Related Tags
Show More