Try the free LITEROTICA WEBCAMS!

‘first time gay’ stories

Active tags
Active tags
first time gay 

Category

Sort by:
ViewsRatingFavoriteNewest
All Time

Exploring his Bi Side

It's not selling out, it's bi-ing in.

by kurrginatorX in Gay Male 12/29/2018
H
4.57
67.5k
40
8
73
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

Me and MrE

My first experience with another guy.

by Aussie_Ton in Gay Male 07/31/2008
4.08
67.3k
5
0
7
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

My Leiben Herr

Innocent crossdressing leads to sex with a man.

by kinki1 in Transgender & Crossdressers 12/11/2009
4.36
66.8k
22
18
27
0

My First Cock

The first time I ever gave a blow job to a man.

by northparkbi in Gay Male 07/06/2016
H
4.52
66.8k
36
11
41
0

Homework Help

Two men enjoy helping each other with a problem.

by bilman in Gay Male 09/28/2010
H
4.53
66k
14
1
20
0

The Party

Boldness can get you spanked and more.

by Bottom_up in BDSM 07/05/2012
4.09
65.7k
6
3
7
0

My Buddy Wanted to Experiment Too

A story of my buddy Mike and I's first time.

by Titsanddicks in Gay Male 11/22/2019
4.36
65.4k
25
15
42
0

Accidental Dick Pic from Dad Pt. 02

It’s now my turn to see what my dad tastes like.

by androgynousLavender in Gay Male 08/13/2022
H
4.74
65.1k
99
6
137

Identity

Bi-curious guy finds answers.

by rikaaim in Gay Male 11/18/2005
4.39
65k
9
9
12
0

A Hole in Him

He is bullied to show his hole. Or he loses his girlfriend.

by Edey in Gay Male 08/15/2022
H
4.84
64.9k
156
64
282
0

Hot Kisses & Near Misses

His first time getting turned on by another guy.

by Redbird1376 in Gay Male 04/18/2006
H
4.63
64.8k
21
16
30
0

What Was I Thinking? Ch. 02

He awakens with a big rough hand that's not his.

by Daedalus369 in Gay Male 10/24/2005
H
4.72
64.8k
32
23
42

A Bet's a Bet

Two straight friends make a bet.

by RaulBloodworth in Gay Male 11/01/2022
H
4.7
64.3k
126
9
217

Experiencing Oral

Former straight guy goes orally bi.

by Jjdoesit1 in Gay Male 12/28/2016
H
4.55
64.1k
35
21
40
0

New Territory

A young man's first experience with his fellow gender.

by Mr_Bodacious in Gay Male 02/16/2017
4.33
64k
5
7
14
0

Turning Boys into Men Ch. 01

Two young men learn much from a mature woman.

by markindy in Incest/Taboo 05/19/2017
4.4
63.8k
74
5
115

I Knew He wanted My Cock

Guy convinces his roommate to take his cock.

by R10010 in Gay Male 03/07/2019
4.36
63.6k
53
12
73
0

Wanting Him

A shy college freshman meets a confident, sexy man.

by onemoreday in Gay Male 01/06/2015
4.18
63.6k
53
9
69

My First Taste of Another Man

An evening at the bars leads to unexpected fun.

by chads in Gay Male 11/14/2014
4.37
63.3k
27
11
35
0

My New Gym Buddy

Turns out I'm a little more curious than I thought...

by TheQrious1 in Gay Male 03/23/2021
4.32
63.1k
132
24
202

Straight Construction Dad Explores

Married coworker and I have first male sex experience.

by nantucketwhale1 in Gay Male 06/18/2020
H
4.7
62.8k
137
14
201
0

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

Never Did This Before

Older gentleman moves into a Seniors' Community.

by timmywells in Gay Male 07/12/2013
H
4.51
61.4k
24
16
36
0

The Experiment

Kevin's wife discovers his gay porn and upends his life.

by MindTrip412 in Gay Male 02/06/2020
4.33
60.9k
105
28
163
0

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

One More Time Ch. 01

Cameras, soccer balls, the darkroom, and a new best friend.

by JKendallDane in Gay Male 08/09/2013
H
4.51
60.2k
76
17
95

A Night Out

Drunken fun between three new friends.

by whoneedsguys in Gay Male 09/25/2016
H
4.66
60k
52
4
80
0

Time to Share

Two men share a beauty.

by pratychook in Group Sex 06/10/2005
4.31
59.9k
7
0
12
0

Random Connections Ch. 04

Friend's first time is a gay time - with a twist.

by Dreams of Desire in Gay Male 12/23/2005
H
4.64
59.6k
4
4
6

Manager Makes me his Cocksucker

Caught my boss jerking off and he makes me finish it.

by cody66767 in Gay Male 09/08/2021
H
4.68
59.3k
121
12
183

Mr. and Mrs. Bohaven Ch. 02

They continue their sexual bucket list in Palm Springs.

by SluttyBisexualGuy in Group Sex 06/27/2020
H
4.79
59.2k
67
11
117

First Bisexual Experience

Friends discover new sexual dimensions.

by wisdom45 in Gay Male 09/06/2016
4.11
59.1k
13
10
18
0

Awakening Ch. 01

Young man finds his true feelings.

by DuklaTom in Gay Male 04/11/2006
4.48
59.1k
4
4
7

Out

First time male gay sex story.

by FoxyMoxy in Gay Male 03/08/2017
4.12
58.7k
10
20
16
0

My First Time with the Neighbor

A story of how Malcolm lost his virginity.

by lotoplaz in Gay Male 05/07/2020
4.47
58.5k
52
12
81
0

Brock's First Cock Pt. 02

Str8 boy gets best head of his life from virgin cocksucker.

by kreme_filled in Gay Male 02/16/2020
H
4.71
58.1k
123
29
165

My Life

First time with another guy.

by Jack_Shit in Gay Male 04/03/2006
H
4.56
58.1k
6
7
10
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

My Ex Gets Her Revenge Ch. 01

My ex girlfriend gets revenge.

by nautolan17 in Gay Male 02/22/2020
4.38
57.8k
67
6
108
0

Well... He Did Say Please

He just went down to get a joint.

by pdiddyd55 in Gay Male 11/08/2018
H
4.63
57.7k
84
7
128

Banging Big Time Is No Theory Ch. 02

The boys explore what's always been there

by kingchaos69 in Celebrities & Fan Fiction 10/09/2013
4.1
57.4k
23
3
26

Special Delivery

The pizza delivery guy was a hot black man.

by felok22 in Gay Male 08/11/2010
4.29
57.4k
13
6
16
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

After The Move

New apartment leads to new experiences.

by Reshbod in Gay Male 10/06/2005
4.22
56.9k
13
7
18
0

First Love is Fantastic

Twinks discover the joys of first time love.

by danielblue in Gay Male 04/14/2007
4.39
56.9k
14
0
17
0

The Pirate King Ch. 01

Pirates, ropes, and desire!

by nakamook in Gay Male 03/14/2017
H
4.74
56.7k
136
14
183

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

Straight Roommate's Cumdump

Straight roommate is curious, and I am ready to help.

by LiamCox in Gay Male 08/27/2023
H
4.76
55.5k
128
15
230
0

Picture Perfect

Picture of couple and gay friend unleashes bi lust.

by Jamie_in_dresses in Gay Male 02/26/2016
H
4.61
54.1k
86
17
113
0

First Time

An older man from work seduced me when I was 18.

by indeterminateneed in Gay Male 07/23/2021
4.38
54.1k
28
22
45
0

Remembering the First

Two young men discover sex with each other.

by lhayes in Gay Male 07/21/2011
4.29
53.9k
6
6
9

My Personal Trainer

A desire to experiment with gay sex is fulfilled by a BBC.

by dre_jones in Gay Male 07/18/2020
H
4.77
53.8k
80
10
127
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

First Time

Two old university pals experiment with their sexuality.

by trybimen in Gay Male 12/18/2006
4.36
53.7k
5
5
8
0

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

Finally Fulfilled My Fantasy

My first time getting filled up after years of fantasizing.

by towabetti in Gay Male 06/03/2020
H
4.5
53.5k
35
13
61
0

Twink & Straight Stepdad Mess Around

Innocent shower peeping escalates into much more.

by androgynousLavender in Gay Male 01/01/2022
H
4.65
53.5k
75
4
145
0

Caro

Caro's mistress prepares a masculine surprise for him.

by zoemiller in BDSM 02/02/2016
H
4.55
53.3k
27
9
45
0

New Awakening Pt. 02- A Taste for Cock

Straight boss pays for spying on his secretary with his ass.

by rimaday in Gay Male 10/15/2017
H
4.77
53k
62
13
83

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

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

Gab's Seduction

I become closer with a friend that needs my help.

by Brian70 in Gay Male 10/20/2017
H
4.64
52.4k
50
7
74
0

Meetings with Mark Ch. 01

Every time with him was another first.

by TimothyM in Gay Male 10/09/2012
H
4.74
52.1k
30
7
51

Chat Friend Finds Me Ch. 02

Straight male friends further explore gay & group sex.

by markindy in Gay Male 01/01/2007
H
4.6
50.8k
22
5
31

Desperate Times...

Two housemates are stuck in quarantine together.

by aRedheadWrites in Gay Male 04/30/2020
4.42
50.7k
34
7
68
0

My First Gay Blowjob Ch. 01

Straight for 22 years, until I see his cock.

by JSamuels58 in First Time 10/10/2020
4.28
50.6k
47
10
76

Soccer Bitch Boys

Small town soccer players submit to the enemy team.

by leo_thedirewolf in Gay Male 09/06/2021
H
4.6
50.4k
81
8
142

Straight Top to Gay Bottom Toy Ch. 04

Candy's turnout continues as Tina takes control.

by rimaday in Lesbian Sex 04/13/2018
H
4.74
50.4k
63
7
80

An Afternoon with Charlie

My first gay experience with an older man.

by harveyf in Gay Male 08/15/2016
4.41
50.4k
19
8
30

Team Dub

A girlfriend widens her boyfriend's horizons and his hole.

by LBWriter11 in Gay Male 11/25/2020
H
4.52
50.4k
100
2
153
0

You Owe Me One!

My first experience as a Bottom.

by OpenMan in Gay Male 03/10/2022
H
4.55
50.1k
42
12
71
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

A Cock in the Hand Ch. 02

Straight married man attemps redemption after forced blowjob.

by rimaday in Gay Male 02/17/2022
H
4.69
49.4k
61
14
88

Charles

My first time with another guy.

by Afterhours22 in Gay Male 06/17/2012
4.23
49.4k
17
11
20

New Awakening - Straight to Bi/Gay

Divorced boss spying on hot secretary, "turns" his life.

by rimaday in Exhibitionist & Voyeur 10/02/2017
H
4.69
48.8k
41
2
72

Tonight We'll Go All The Way

Lucas is gonna have sex for the first time.

by Svenskaflicka in Gay Male 08/15/2005
4.35
48.8k
5
3
8
0

Trip with Friends Ch. 01

A sexual awakening in San Francisco.

by TheCandyManCan13 in Gay Male 08/16/2016
H
4.74
46.9k
57
12
88
0

Sharing a Hotel with my Teammate

straight, college jock reveals he can suck his own dick.

by androgynousLavender in Gay Male 09/07/2022
H
4.67
46.8k
77
17
148
0

My First Time

He and Sam meet.

by silverace1 in Gay Male 08/12/2005
4.46
46.3k
1
3
6
0

The Road Sometimes Traveled

An unrequited cuckold takes the gay way out.

by rnumbers123 in Gay Male 06/06/2014
4.25
46.1k
36
8
43
0

Jack's Dad

Jack seduces his dad.

by sj_53 in Incest/Taboo 09/07/2017
4.45
46k
56
9
70

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

View From the Top

Gay couple switches roles, and loves the results.

by 4degrees in Gay Male 04/27/2006
4.35
45.9k
4
4
7
0

Ellie and Tom

Internet swingers finally meet up for adulterous fun.

by Iluvkissing in Group Sex 02/07/2007
H
4.6
45.9k
4
1
10
0

Boys will Be Boys

A group of straight friends enjoy their boy bodies.

by tvdude17 in Gay Male 06/28/2022
H
4.68
45.8k
87
7
152
0

A Familiar Story Ch. 02

Breaking in a willing virgin.

by canacoc in Gay Male 10/22/2011
H
4.51
45.7k
14
4
17

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

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

A Fantasy Realized Ch. 01

Adult website leads to great first encounter.

by 2snakes in Gay Male 11/14/2011
4.48
45.2k
5
10
8

Helping the Neighbor - Phil's Story

A young widower needs a release and Phil can't say no.

by rimaday in Gay Male 04/22/2021
H
4.52
44.7k
34
4
58
0

Best Friends' Friday Night

Two best friends share a magical night.

by Mindsworkspace23 in Gay Male 12/13/2018
4.33
44.6k
20
1
35
0

From Fantasy to Reality

Two straight guys decide to explore something new.

by sterlingdaydream in Gay Male 01/24/2020
4.41
44.5k
16
4
34
0

Her after party

My wife watches as I explore my bisexual side for her.

by Allhers in Group Sex 09/19/2022
H
4.67
44.4k
73
14
133
0

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

Finally Found the Courage

First time with Robbie is one I will never forget.

by bicuriousatl34 in Gay Male 02/05/2012
4.42
44.3k
4
12
5

The Competition Ch. 01

What is up with little sister?

by napscoordinator in Incest/Taboo 05/01/2019
4.12
43.9k
26
3
48
0

Trip Money Ch. 01

Negotiating a sex service price list to underwrite a trip.

by sr71plt in Gay Male 10/26/2006
H
4.65
43.8k
11
1
18

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
Active tags
Active tags
first time gay
Separate tags with commas. More info in the FAQ
Related Tags
Show More