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‘first time gay’ stories

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First Time with a Man

My first encounter in a sexual relationship with a man.

by jwalkernc in Gay Male 07/15/2013
4.08
35.2k
8
3
13
0

Mirror in Law

A mother in law comes up with a devious plan.

by Fibaro in Mind Control 12/11/2021
4.07
31.6k
22
6
46
0

What Did I Lose Ch. 01

A young college student wants to lose his V card... but not.

by Virginny in Gay Male 05/28/2021
4.07
14.1k
18
4
29
0

Bears, Beets, Butt Stuff

[Office fanfic] Jim and Pam stay at Dwight's agritourist B&B.

by Ransome in Celebrities & Fan Fiction 01/08/2017
4.06
21.3k
8
2
13
0

In the Shower

First time being blown by a guy.

by oildaleguy in Gay Male 12/15/2010
4.05
53.8k
5
5
9
0

What Happens in Vegas

A story of a first time blow job in Vegas.

by randomlyrandom in Gay Male 08/29/2020
4.04
20k
11
4
15
0

Sexuality Shock

Surprise handjob initiates his new sexuality.

by twowayswitch in Gay Male 04/23/2013
4.04
80.6k
16
7
19
0

My New Gym Buddy Pt. 02

I do a little more exploring of this newfound curiosity...

by TheQrious1 in Gay Male 03/26/2021
4.03
23.2k
26
6
41

Three

You have a surprising revelation for me.

by Carack_in in Group Sex 04/21/2009
4.03
28.1k
2
0
6
0

Unexpected Swimming Lesson

My mistress wanted me to publish me most recurring fantasy.

by Submissiveness in Gay Male 06/07/2017
4.02
16.6k
2
1
4
0

Summer Job

Summer employment lead to a lot of cum.

by Swizzlesticks in First Time 01/19/2019
4.02
49.8k
12
4
16
0

Rebecca and Alan and the Summer Ch. 02

Alan brings home a girl and gets more than he bargained for.

by abiguy in Incest/Taboo 09/11/2011
4.01
98k
13
6
21

A Drunken Encounter

After a bad breakup, a co-worker eases my tension.

by HenrySeldon in Gay Male 01/27/2024
4.01
17.3k
8
1
20

Easing My Stress

A massage to combat stress turns into better relief.

by Reusha in Gay Male 05/01/2015
4
38.6k
8
3
10

A Night of Firsts at the ABS

A young man's night of discovery.

by DrMikeHunt in Gay Male 05/07/2014
4
52.5k
5
2
11
0

Becoming Bi

Straight guy finally goes through with it.

by str8tobisub in Gay Male 06/11/2012
3.98
67.2k
10
6
13
0

Be Careful What You Hope For Ch. 01

My first time with a man.

by Craysee in Gay Male 08/04/2011
3.97
58k
8
7
17

It Was The Summer Of '85

First time male-male sexual experience

by Messier82 in Gay Male 08/03/2015
3.96
56.5k
10
3
13
0

Getting Even The Hard Way

Cheating leads to gay humiliation.

by localsub1 in NonConsent/Reluctance 06/17/2013
3.95
143.4k
47
14
66
0

No Longer a Show Ch. 01

Straight live cam guy tries first gay blowjob to make cash.

by CinaedeFuri in Gay Male 01/22/2021
3.92
16.1k
21
3
35

Bruce Don't Go There

His straight buddy introduces him to his dark side.

by not_with_my_wife in Gay Male 08/07/2007
3.92
127.3k
14
0
25
0

Gym Shower

A curious young man makes a connection at the gym.

by TheCuntofMonteCristo in Gay Male 07/02/2012
3.9
73.8k
6
2
9
0

Jake's Awakening

Supressed feelings between friends leads to more.

by evok99 in Gay Male 06/19/2012
3.9
29.4k
13
10
18
0

Coaching Me Into Submission

Aaron's father figure forces him to learn a new life lesson.

by davis9 in NonConsent/Reluctance 05/10/2020
3.9
45.6k
36
6
64
0

First Night Seduction Ch. 01

Gay men can enjoy seduction!

by S_Isemen in Gay Male 06/30/2019
3.86
28.7k
17
4
43

Me And My Best Friend

Three years of waiting pays off.

by kiwiguy2006 in Gay Male 11/02/2006
3.82
60.5k
7
6
17
0

And He Makes Three Ch. 01

Their best friend becomes our bed friend.

by zaftig75 in Group Sex 02/06/2007
0
46k
8
1
16
0

Unrequited Love Ch. 01

A young man describes his first time.

by bjmichaels in Gay Male 06/18/2012
3.77
28.7k
4
5
5
0

Begin With His End In Mind Ch. 2

After his first experience, he craves more.

by gedda98 in Gay Male 12/16/2001
3.74
52.5k
3
0
4

In Consequence of Danny

Memories of that first time with Danny.

by alexcarr in Gay Male 06/17/2013
3.67
13.5k
0
4
1
0

The Perfect Prefect

First time encounter for two 18 year old boarding scholars.

by danielblue in Gay Male 06/03/2003
3.6
100.3k
10
0
14
0

Frank's Hot First Time Sex

First Time unexpected gay.

by wisefucker in Gay Male 12/15/2015
3.59
41.9k
7
2
10
0

A New Year a New Me

How I had my first male encounter.

by Sean Renaud in Gay Male 01/07/2009
3.57
67.3k
6
6
8
0

Cody Becomes Chloe Pt. 01

A teen goes on Craigslist and meets Will.

by Southernstud97 in Transgender & Crossdressers 03/19/2015
3.54
41.7k
16
9
21
0

He Had No Idea

A guy's first time with a real man.

by MRwrong41 in Gay Male 05/03/2012
3.52
45.3k
8
7
13
0

First Time

My first sexual encounter with a man.

by iwilsex in Gay Male 06/14/2012
3.48
57.1k
2
6
4
0

First Time at 7/11

He gets his first time in a cooler.

by SJ6969 in Gay Male 07/17/2013
3.46
22.3k
2
1
4
0

Teen Goes To Swinger Party Ch. 01

Teen boy goes to swinger party and has some kinky fun.

by Southernstud97 in Group Sex 03/27/2015
3.32
73.4k
20
3
30

Camping with the Neighbor Ch. 03

A lonely married man tries his best to get off.

by flopp89 in NonConsent/Reluctance 10/30/2016
3.32
44.4k
9
4
13

Camping with the Neighbor Ch. 02

A lonely married man tries his best to get off.

by flopp89 in NonConsent/Reluctance 10/29/2016
3.17
53.6k
10
4
12

Camping with the Neighbor Ch. 01: Intro

A lonely married man tries his best to get off.

by flopp89 in NonConsent/Reluctance 10/28/2016
2.9
62.4k
19
1
31

My First Time

His first gay experience, thanks to my girlfriend.

by biboy13142 in Gay Male 06/26/2006
0
100.7k
17
11
29
0
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