Try the free LITEROTICA WEBCAMS!

‘first time gay’ stories

Active tags
Active tags
first time gay 

Category

Sort by:
ViewsRatingFavoriteNewest
All Time

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

Tied to the Bed

Helping his best friend takes an unexpected turn.

by SluttyBisexualGuy in Gay Male 11/25/2017
H
4.6
439.2k
820
59
1.1k
0

Soccer Bitch Boys

Small town soccer players submit to the enemy team.

by leo_thedirewolf in Gay Male 09/06/2021
H
4.6
50.2k
81
8
139

John's First Time

His wife does the teaching. He does the sucking and more.

by seeape in Gay Male 09/14/2008
H
4.6
241.4k
93
23
113
0

Slutty Sleepover

Two, straight best friends make some discoveries.

by SluttyBisexualGuy in Gay Male 10/27/2017
H
4.6
877.8k
1.2k
85
1.6k

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

Girl for Charlie

Unexpected gay visitor gives him a chance to dress up.

by Jamie_in_dresses in Transgender & Crossdressers 12/28/2012
H
4.6
88.4k
81
16
103

Picture Perfect

Picture of couple and gay friend unleashes bi lust.

by Jamie_in_dresses in Gay Male 02/26/2016
H
4.6
54k
86
17
113
0

The Holiday

Straight guy is enjoyed by his five best friends.

by camokitty1 in Gay Male 08/22/2005
H
4.6
247.5k
149
22
200
0

Enthusiastic Voyeur

Wife's gay sex fantasy, old urges, a chance gay encounter.

by ILikeIt in Gay Male 10/07/2023
H
4.6
18.9k
35
13
59
0

Loving Him Ch. 02

Lexan and Max's relationship takes a drastic turn.

by gildedbutterflies in Gay Male 07/12/2013
H
4.6
19.1k
18
5
19

Trip Money Ch. 02

Going for the big trip money

by sr71plt in Gay Male 10/27/2006
H
4.59
38.3k
8
0
13

Insatiable Rob & Eric Ch. 08

Rob and Eric help Jay with his needs.

by insatiablerob8 in Gay Male 04/03/2017
H
4.59
11.4k
6
1
7

Working Out Issues Ch. 03

Mel gets more comfortable with his body.

by blake1 in Transgender & Crossdressers 02/25/2019
H
4.59
22.3k
24
10
27

Straight College Roomies

Cody meets his new college roommate Tanner.

by tylerjaygym in Gay Male 01/21/2024
H
4.59
22.9k
51
9
92
0

My Teen Stud Cousin

Sam’s Cousin Comes to Visit.

by dominanceaddict1 in Transgender & Crossdressers 07/08/2023
H
4.59
30.2k
61
16
98
0

Trust Ch. 03

A gay man falls in love with a straight one.

by Elenia26 in Gay Male 08/14/2013
H
4.59
16.7k
22
0
24

Best Customer Service at an ABS

Married Man in Desperate Need.

by 1mbibry in Gay Male 12/20/2021
H
4.59
35.8k
42
9
62
0

Into the Woods

Caught naked in the woods.

by davidinlace in Gay Male 06/10/2023
H
4.59
18.6k
24
10
44

Chat Friend Finds Me

Two straight men explore gay sex together.

by markindy in Gay Male 10/24/2006
H
4.59
104.1k
47
12
76

Blake's Coming Out Pt. 04

A game of truth or dare in the spa.

by ComingOutStrong in Gay Male 07/15/2021
H
4.58
10.6k
10
0
19

She Makes Him

Kinky girlfriend seduces boyfriend into becoming her slut.

by SluttyBisexualGuy in Group Sex 11/17/2017
H
4.58
491.2k
627
42
943
0

Just for You

An Oral Fantasy.

by sj_53 in Gay Male 12/11/2016
H
4.58
15.7k
4
1
4

First Time Gay Sexual Experience

A straight male walks into a gay video arcade.

by BBPierce in Gay Male 10/22/2022
H
4.58
24.9k
20
3
41
0

Escape Room for Jocks Pt. 04

The race is on between the 4 jocks.

by MrSunshineBoy in Gay Male 09/18/2020
H
4.58
18.2k
23
2
30

Blowjobs for Beers

Teenage boy is forced to suck cock for beer.

by Fit_for_a_Fuck in Gay Male 06/19/2015
H
4.58
196.2k
388
20
518

Nosy Dad Ch. 02

Dad hooks up with son's lover.

by IWritePornNotTragedies in Gay Male 04/22/2015
H
4.58
95.3k
101
16
122

Mark and Melanie: The Meeting

We meet Mark and Melanie, maybe our next sexual companions.

by rainman0720 in Group Sex 03/05/2017
H
4.58
22k
24
4
36

The Office Jock

Wearing a jock strap to the office.

by Radames in Gay Male 02/24/2007
H
4.58
83.7k
53
8
69
0

Locker Room Surprise

A man becomes fasinated by his friend's small cock

by Gunther in Gay Male 12/17/2002
H
4.58
245.1k
59
27
87
0

Peter the Neighbour Ch. 02

Peter takes me to bed.

by davidinlace in Gay Male 10/31/2021
H
4.57
31.6k
23
4
33

Gym Sauna Therapy Leads To More

First timer has unexpected encounter with older gym owner.

by superpumper in Gay Male 04/26/2017
H
4.57
83.4k
85
4
114
0

Discretion Has Its Rewards

He joins a couple to satisfy wife's unusual desires.

by markindy in Loving Wives 09/07/2011
H
4.57
158k
100
22
145
0

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
67.2k
40
8
73
0

Camping Bromance Firsts Ch. 02

Two straight buddies experience more of eachother.

by Logjam107 in Gay Male 12/24/2020
H
4.57
29.8k
22
6
38

Being Taken

An alpha bull turns a straight man into a submissive slut.

by BiBoiBitch in Gay Male 02/21/2021
H
4.56
176.1k
258
18
394

His First Taste of a Man

She arranges a same-sex encounter for him.

by P_V in Gay Male 04/12/2004
H
4.56
174.2k
53
12
68
0

My Life

First time with another guy.

by Jack_Shit in Gay Male 04/03/2006
H
4.56
58k
6
7
10
0

Bum Chums Have Fun In The Sun

A virgin stud loses his cherry to 4 hot men on the beach.

by danielblue in Gay Male 06/17/2006
H
4.56
211.5k
61
0
85
0

EDM After-Party

A red dress causes excitement for us both.

by RoyMarksman13 in Gay Male 02/12/2019
H
4.56
36.8k
48
2
77
0

18 Seeks 35 for Fun and LTR?

Brock takes Arden for his first time.

by Corjix in Gay Male 04/28/2022
H
4.56
9.3k
11
0
21
0

Beast in a Cage

An imprisoned pirate is dangerous thing for a young guard.

by Missn0mer in Gay Male 05/05/2013
H
4.56
117.6k
238
13
291
0

Fantasy Revealed & Almost Fulfilled

Girlfriend makes fantasy come true with her strap-on.

by keithdavis1010 in Fetish 06/21/2007
H
4.56
236.3k
245
27
345
0

Dick in an Elevator - I'm Not Gay!

Straight man meets big dick up close and personal.

by rimaday in Gay Male 01/17/2018
H
4.56
159.7k
108
16
188
0

Trapped

Two straight guys trapped in the snow do what they must.

by SluttyBisexualGuy in Gay Male 02/23/2021
H
4.56
175.7k
399
55
582
0

A Bend in the Road

A middle-aged straight man finds love with a young gay man.

by Oldguy45 in Gay Male 11/24/2009
H
4.55
147.9k
63
19
93

Taken by a Bear

Cross dresser James gets what he has longed for.

by KCCarlton in Gay Male 03/07/2024
H
4.55
7.5k
9
4
17

The Stories I Witness - Jonathan Ch. 03

Finding myself surrounded by bicurious thoughts.

by kaitslou in Gay Male 06/14/2020
H
4.55
5.3k
4
0
8

Long Weekends Pt. 03

Landon, Gabe and the brothers go camping.

by notacrobat in Gay Male 02/23/2021
H
4.55
8.7k
12
1
24

Motorcop Chad meets Equestrian Paul

Motorcop meets equestrian couple.

by RowanH in Fetish 09/11/2021
H
4.55
4.2k
1
0
3
0

To Live and Fuck in L.A. Ch. 01

A young actor catches a break in Hollywood.

by Fit_for_a_Fuck in Gay Male 07/05/2018
H
4.55
27.1k
60
8
82

Experiencing Oral

Former straight guy goes orally bi.

by Jjdoesit1 in Gay Male 12/28/2016
H
4.55
63.9k
35
21
40
0

The Web Cam Experiment

Two virgin boys experiment with sexuality.

by fantasiafiesta in Gay Male 09/23/2013
H
4.55
80.8k
56
11
76
0

A Quiet Understanding

Straight man introduced to erotic male massage.

by markindy in Gay Male 01/29/2014
H
4.55
124.2k
120
21
158
0

Demands on Him Ch. 02

The boss strikes again at the office Christmas party.

by latenightkiss in Gay Male 01/16/2015
H
4.55
86k
69
9
88

College Massage Experience

On the advice of a friend, I go see Michael for a massage.

by sxyyngguy21 in Gay Male 09/11/2014
H
4.55
122.1k
114
13
145
0

More Than I Bargained For

Rob's fantasies come true while browsing old records.

by JigglyWiggly in Gay Male 05/12/2013
H
4.55
39.8k
29
10
33
0

Caro

Caro's mistress prepares a masculine surprise for him.

by zoemiller in BDSM 02/02/2016
H
4.55
53.2k
27
9
45
0

You Owe Me One!

My first experience as a Bottom.

by OpenMan in Gay Male 03/10/2022
H
4.55
49.9k
42
12
71
0

An Old Friend

I meet a friend in a bar, and one thing leads to another...

by whoneedsguys in Gay Male 09/28/2016
H
4.55
43.5k
35
14
56
0

The First Time for My Father

Charles has to finally face the truth, he wants his son.

by chanelashby in Incest/Taboo 10/21/2015
H
4.54
126.3k
159
12
210
0

The Lesson Ch. 02

Harry's lesson is taken to the next level.

by seb737 in Gay Male 04/27/2006
H
4.54
25.4k
1
2
3

In Bed with Housemate's Gay Cousin

Awakening to a very sticky and tricky dilemma.

by RandyPanTheGoatBoy in Gay Male 09/28/2023
H
4.54
22.3k
23
12
52
0

24 HR Gym

An unexpected first time.

by Mjolnir22 in Gay Male 02/17/2023
H
4.54
28.6k
22
5
46
0

Evening in the Dunes

Friend is broken into at cottage, & loves it.

by John James in Gay Male 09/05/2003
H
4.54
193k
31
13
40
0

Enjoying My Brother

Straight guy finds his bi side with his brother.

by Jamie_in_dresses in Gay Male 01/03/2015
H
4.54
121.5k
150
13
202
0

Turning Boys into Men Ch. 02

Two young men explore further with mature woman.

by markindy in Incest/Taboo 05/20/2017
H
4.54
40.2k
46
0
56

The Soccer Locker Room Pt. 09

Jake and his straight teammate chat in the showers post-game.

by jtwy in Gay Male 03/13/2021
H
4.54
23.8k
20
4
29

Straight Invaded Pt. 01

Married straight man turned by home invaders.

by rimaday in Gay Male 09/06/2017
H
4.54
199k
151
14
244

My Uncle's Cock

His first time giving a blowjob.

by youngbiguy in Gay Male 08/31/2006
H
4.54
720.6k
219
94
276
0

A Sweet Reunion

Two friends reunite after 20 years...

by jnw001 in Gay Male 05/22/2022
H
4.53
9k
9
4
19
0

The CL Tease Ch. 02

The tease gets more than he bargained for.

by jrzdogg in Gay Male 05/16/2017
H
4.53
24.1k
18
1
20

Mike, Helen, and Hannah

Ben is bribed with sexual favors to have oral sex with Mike.

by yesterdays in Gay Male 10/10/2016
H
4.53
39.7k
27
8
45
0

Shady Pines Ch. 01: Prologue

Sean takes the plunge with Sam.

by AgirlcalledBob in Gay Male 10/09/2018
H
4.53
16.5k
15
0
34

Twelve Sexual Men Pt. 02

Ari recalls his 1st crush and steps closer to his obsession.

by Gorev_Reighl in Gay Male 10/02/2016
H
4.53
7.5k
3
1
3

My Bi-Side Pt. 01

Finally exploring my Bi-Side.

by kaizen082 in Gay Male 09/21/2019
H
4.53
33.2k
13
7
24
0

Casey's Revenge

Fat guy gets revenge on hunk by making him submit.

by ChaseAndSuck in Gay Male 02/07/2015
H
4.53
94.6k
106
15
148
0

Virgin No More

"Straight" man goes to party, doesn't leave straight.

by readandreact in Gay Male 08/01/2013
H
4.53
241.4k
178
24
231
0

Homework Help

Two men enjoy helping each other with a problem.

by bilman in Gay Male 09/28/2010
H
4.53
65.9k
14
1
20
0

A Bird in Winter

A lonely man finds the true meaning of friendship.

by Orgone5 in Gay Male 08/28/2005
H
4.52
84.1k
23
16
29
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
66.7k
36
11
41
0

Adventures With Close Friends

Adventures of four close friends.

by aphrodite116596 in Group Sex 09/06/2020
H
4.52
25.2k
20
1
34
0

Rest Stop Management

Young married man forced to suck a stranger's cock.

by rimaday in Gay Male 08/31/2018
H
4.52
163.3k
190
18
285

College Days Ch. 01

A fictional story.

by bdavidson in Gay Male 03/10/2019
H
4.52
29.1k
25
8
35

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
44.5k
32
4
56
0

Team Dub

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

by LBWriter11 in Gay Male 11/25/2020
H
4.52
50.2k
99
2
151
0

Gypsy Cure

Frank uses a Gypsy potion to enslave Spence.

by oskarwild in Gay Male 11/13/2014
H
4.52
86.6k
108
11
128
0

The Hunt Pt. 01

Halloween party, dressed as a woman, the perfect disguise?

by TastyFan in Transgender & Crossdressers 07/13/2014
H
4.51
94.9k
74
13
98

Starting Over

Staying at my buddy's place brings some surprises.

by QuickYellowFox in Gay Male 12/02/2023
H
4.51
20k
28
1
57

Locker Room Talk

A sexless man has a reawakening in middle age.

by OffNSFW in Gay Male 06/16/2023
H
4.51
23.6k
12
6
33
0

A Fantasy Becomes Reality

A personal ad helps a young man’s fantasy become a reality.

by bisex508 in Gay Male 04/29/2023
H
4.51
9.8k
8
1
14

At 64 My First Gay Experience Ch. 02

Mature male finds gay lifestyle.

by limplizzard in Gay Male 02/10/2006
H
4.51
122.6k
26
24
30

Never Did This Before

Older gentleman moves into a Seniors' Community.

by timmywells in Gay Male 07/12/2013
H
4.51
61.3k
24
16
36
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

How I Lost My Anal Virginity

My first time losing my anal virginity to a 9 in cock.

by silverbullet2211 in Gay Male 11/02/2016
H
4.51
139.4k
52
18
69
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

Go Fuck Yourself

Man had time machine and sucks his own dick.

by Eros_343 in Gay Male 05/25/2019
H
4.51
24.9k
39
10
49
0

The Service Station

First time gay in filthy service station.

by DirtyFetishMan in Gay Male 02/01/2021
H
4.51
26.3k
38
3
58
0

Vacation at the Beach

Guy takes an island beach vacation.

by niplock in Gay Male 09/06/2006
H
4.51
175.3k
49
16
66
0

Escape Room for Jocks Pt. 09

One new game, two more team mates, one winner.

by MrSunshineBoy in Gay Male 03/01/2021
H
4.51
14.6k
18
5
25
Active tags
Active tags
first time gay
Separate tags with commas. More info in the FAQ
Related Tags
Show More