Try the free LITEROTICA WEBCAMS!

‘gay first time’ stories

Active tags
Active tags
gay first time 

Category

Sort by:
ViewsRatingFavoriteNewest
7 Days30 DaysAll Time

The Love of Leander Ch. 06

The story of a group of 18 years olds in their last term.

by RobMontague in Gay Male 07/31/2008
H
4.77
29.9k
4
4
5

ANR Ch. 05

Literotica reader wants her man to experience man-on-man.

by CSK in Group Sex 03/15/2013
H
4.77
52.7k
17
8
27

My Life Began at Retirement Ch. 01

A hard core, bisexual thriller that will keep you cuming!

by texasBiwriter in Group Sex 02/16/2014
H
4.77
164k
110
49
141
0

My Brother-in-Law Channing Duke

A widowed army major falls for his former brother in law.

by perihelion in Gay Male 03/27/2012
H
4.76
159.9k
422
112
515
0

Good Cop Bad Cop

Two dominant daddy cops pull over an unsuspecting twink.

by Subotter4beardaddy in Gay Male 05/10/2024
NEWH
4.76
6k
23
3
34
0

Nirvana Ch. 06

Noel and Owen get together after a hard day's night.

by MoonBeetle in Gay Male 11/19/2016
H
4.76
11.2k
7
4
7

Sophomore Year Pt. 02

Ian discovers his bi side with Patty's brother, Mark.

by LoveScribe62 in Gay Male 02/18/2024
H
4.76
13.5k
20
4
40

Montana Ch. 03

Endless love or heartbreak?

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

Hypnosissy 01: Becoming a Cocksucker

Straight guy watches porn tapes that are not what they seem.

by silkstockingslover in Fetish 04/07/2016
H
4.76
824.5k
1.1k
209
1.6k

Posing Strap Trio Ch. 09 - Final

Hidden passions burst out between three muscular buddies.

by posingstrap1 in Gay Male 03/27/2024
H
4.76
1.9k
3
3
4
0

Nature's Calling

Ethan and Kieran find an everlasting love in the outdoors.

by VampGirl1991 in Gay Male 04/04/2012
H
4.75
63.5k
133
40
148
0

Just a Game Ch. 02

Denial, confusion, lust, sexting, costumes and... sexting.

by tamgreen in Gay Male 05/13/2014
H
4.75
71.3k
64
18
88

Digital and Denim

Some combinations work better than others.

by reddirtwriter in Gay Male 11/20/2012
H
4.75
58.3k
79
24
96
0

Call Out Your Name Ch. 02

Getting to know all about you.

by cliffgirl08 in Gay Male 01/10/2013
H
4.75
32.3k
46
12
52

Straight Best Friends Roll Together

The guys take Ecstasy and a wild night unfolds.

by SluttyBisexualGuy in Gay Male 05/19/2018
H
4.75
330.7k
652
47
872
0

The Layover

A unplanned layover opens new horizons for a Straight guy.

by SemiStraight in Gay Male 10/16/2021
H
4.75
63.1k
130
25
193
0

After the End Ch. 01

Avery confesses attraction to daunting male colleague.

by RobinZephyr in Gay Male 09/30/2020
H
4.75
23.1k
43
7
95

Roberta Slut

Wholesome story of a slut mother and her tranny girl.

by YANKEE DAN in Transgender & Crossdressers 03/02/2023
H
4.75
26.7k
62
8
130
0

First Time Man Sex

College roommates discover the ultimate in male bonding.

by Martins in Gay Male 10/28/2008
H
4.75
234k
194
30
233
0

Cobalt Blue Ch. 01

A truth drug leads to true confessions.

by Pelaam in Gay Male 10/30/2006
H
4.74
77.2k
49
8
60

Hide and Seek Ch. 04

Drinks and Dreams.

by Taming_you in Gay Male 12/06/2012
H
4.74
14.3k
6
8
7

My Wife's Boss Ch. 02

Husband discovers the thrill of an Alpha Male.

by jaygreenx in Gay Male 01/04/2010
H
4.74
204.3k
140
29
156

The Dog Bowl Ch. 01

A straight boy's fantasy is fulfilled, for a small price.

by aj55_98 in Gay Male 12/17/2019
H
4.74
19.2k
25
5
41
0

Nevermore Ch. 02

Damian's inevitable return to Nevermore.

by BluePill in Gay Male 08/22/2020
H
4.74
8k
11
2
22

Bathing Suit Dilemma

Two straight guys get surprisingly horny in the Jacuzzi.

by SluttyBisexualGuy in Gay Male 07/31/2018
H
4.74
652.5k
1.3k
130
1.7k
0

Blow and Go Ch. 02

Finding a suck buddy.

by Jay142 in Gay Male 07/14/2019
H
4.74
48.6k
60
23
75

Blackmailed and Seduced by Peter

Steve is caught and tricked in pleasing an older man.

by johna1441 in Gay Male 09/17/2020
H
4.74
52.4k
106
19
151
0

No Regrets Ch. 02

Mark and Deacon go further together.

by nem0 in Romance 01/04/2010
HW
4.74
63.9k
39
6
46

Barbell Bottom

Seduced at my apartment gym.

by SluttyBisexualGuy in NonConsent/Reluctance 04/23/2021
H
4.74
212.6k
481
59
678
0

Call Out Your Name Ch. 03

The beauty of love as it was made to be.

by cliffgirl08 in Gay Male 01/11/2013
H
4.73
32.5k
46
16
47

My Wife's Hot Cousin Ch. 08

Straight men flip/flop fucking!

by funandbold in Gay Male 04/09/2018
H
4.73
37.8k
39
5
48

Straight to Gay Ch. 04

Nick loses all control for bbc.

by sissicherri in Gay Male 01/16/2023
H
4.73
36.1k
37
11
66

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

Restaurant Encounter Ch. 02

I cannot resist going back for more.

by equal606 in Gay Male 03/22/2012
H
4.73
86.4k
20
5
25

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

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
4.73
64.7k
32
23
42

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
44.4k
86
12
123

A Life Imagined

It happened, finally...

by reallife4me in Gay Male 05/03/2021
H
4.73
9.2k
12
3
22

Building Bonanza

Married man ventures onto building site.

by MajesticDeep2 in Gay Male 07/17/2009
H
4.73
134.9k
67
19
87
0

Tag-along

Giving rides to strangers isn't *always* a bad idea...

by sjreardon in Gay Male 05/20/2023
H
4.72
20.2k
18
4
51
0

Stars, Sulfur, and the Taste of Ash

An exciting and sexy fourth of July for a virgin gay boy.

by Cruel2BKind in Gay Male 08/23/2012
H
4.72
53.8k
58
16
73
0

Sports Massage from Friend's Dad Ch. 02

Braden's back at the Coleman household for 4th of July party.

by SluttyBisexualGuy in Gay Male 02/10/2018
H
4.72
294k
490
64
613

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
44.5k
65
7
75

Steam Room Stretch

A pair of college boys share more than just a work out.

by grandblock in Gay Male 03/15/2024
H
4.72
22.5k
52
9
89
0

Doctor's First Prostate Massage

Colleague takes advantage of intimate procedure.

by RobinZephyr in Gay Male 02/29/2020
H
4.72
110.8k
202
28
294
0

Runt and Giant

A different type of werewolf story.

by NRMathis in Gay Male 07/27/2018
H
4.72
38.7k
76
8
116
0

Revenge gone... good?

Their girlfriends cheated on them. So they decided to fuck.

by Edey in Gay Male 10/17/2022
H
4.72
47.8k
79
52
148
0

Business Escape Pt. 03

Morgan quickly returns to wrap up this unexpected adventure.

by morganjeffreydavis in Gay Male 06/06/2020
H
4.72
13.4k
15
3
24

My Wife's Hot Cousin Ch. 06

Kyle gives Aaron his cherry...

by funandbold in Gay Male 04/03/2018
H
4.72
46.9k
36
5
47

Giving My Ass to a Wealthy Stranger

Straight young man dolls himself up and services cock.

by shyscholar in Transgender & Crossdressers 02/13/2017
H
4.72
112k
169
18
198
0

Valuation

Unexpected visitor gives a cd her first time with a man.

by Jamie_in_dresses in Transgender & Crossdressers 02/07/2013
H
4.72
73.7k
66
17
81
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

The Carnal Remedy

A young nurse stands his ground in order to heal.

by TwistedMisery in Gay Male 08/12/2014
H
4.72
44.8k
70
10
81
0

Luttepor Fairlamor

In a harsh, unloving world, only the strong survive.

by cliffgirl08 in Gay Male 12/19/2012
H
4.72
35.7k
70
15
78
0

The Cocky Coxswain Pt. 04

Sexy Italian teammate gets pounded in the sauna.

by somebody123 in Gay Male 03/30/2020
H
4.71
29.4k
43
4
56

Nude Modeling w Hung Roommate Pt. 02

Horse-hung roommate dominates me in private and public.

by somebody123 in Gay Male 04/30/2020
H
4.71
130.2k
190
24
249

Learning from Older Men Pt. 02

My history teacher takes me home and I taste my first cock.

by letsplayhard1994 in Gay Male 05/22/2020
H
4.71
45.8k
71
14
94

Jono's Journey Home Ch. 02

An Arab orphan returns home.

by Shy_Bottom69 in Gay Male 04/20/2017
H
4.71
13k
16
6
16

My Wife's Twin Brother Ch. 03

We take things to the next level.

by imnsocal5 in Gay Male 12/14/2013
H
4.71
93.1k
85
16
97

The Tutor

Sexy Black lecturer has a sexy surprise for him.

by franco89 in Transgender & Crossdressers 05/29/2009
H
4.71
64k
37
7
39
0

Romping on Winter Break - Day 04

The gang recovers, and tell stories about their first times.

by MaiaEmpire in Group Sex 09/02/2020
H
4.71
14k
15
0
22

Getting Back on My Feet Ch. 02

A divorced man explores further with his gay roommate.

by Shybicuriousguy in Gay Male 06/04/2022
H
4.71
26.3k
24
13
33

The Enchanted Boy Ch. 18

Just rewards.

by martin_x59 in Gay Male 03/26/2012
H
4.71
20.3k
19
6
20

Sun Bird

He thought he only liked women until he met the right man.

by funky_quill in Gay Male 10/29/2008
H
4.71
94.5k
68
13
78
0

Discovering Boys Ch. 02

Jake faces the fallout from kissing Matt.

by imp22 in Gay Male 09/17/2017
H
4.71
28.6k
35
16
41

Jim and Chad

They become more than friends after losing their families.

by GnarledWood in Gay Male 07/08/2006
H
4.71
67.8k
50
22
67
0

Chad and Blaine Ch. 07

They got their happily ever after.

by Baby789 in Gay Male 01/31/2013
H
4.71
18.4k
36
10
38

Curiosity Got the Better of Me

Lonely straight guy discovers a hidden desire.

by Bicuriouscuck69 in Gay Male 07/25/2023
H
4.71
63.2k
107
30
167
0

Jake and Alex Ch. 01

Jake helps Alex discover his true self.

by aporter121 in Gay Male 06/01/2023
H
4.7
11.6k
22
3
32
0

From Glory Hole to Hotel Room

Upgrading our experience

by Dazman in Gay Male 04/11/2024
H
4.7
8.2k
6
1
18
0

Island Love Ch. 02

Teen is taught about his need for gay love by an older man.

by Jamie_in_dresses in Gay Male 01/29/2011
H
4.7
75.5k
55
11
66

No Regrets Ch. 05

The guys feel guilty, make up, then face reality.

by nem0 in Gay Male 08/03/2010
HW
4.7
82.7k
33
31
38

Thirty-Six Wheels

He fell in love with his trucker buddy.

by kicky1000 in Gay Male 07/20/2007
H
4.7
86.6k
61
19
75
0

Aiden

Jaded and defensive Win finds love with a control freak.

by city_bird in Gay Male 09/04/2009
H
4.7
102.4k
250
22
278
0

Heading to the Bi-Way

What it took to open up the world of bi-sex to him.

by knotoverthehill in Gay Male 01/25/2008
H
4.7
122k
61
12
76
0

How Can It Feel This Good?

A night drinking with a friend turns into something else.

by RaulBloodworth in Gay Male 09/11/2015
H
4.7
154.1k
225
35
303

Nickolas and Jason Ch. 02

Lead up to Nick's 19th birthday party.

by RobMontague in Gay Male 04/03/2009
H
4.7
31k
10
3
13

Big City Cock Ch. 02

James goes all the way!

by Chubfemslut in Gay Male 09/09/2023
H
4.7
17.2k
36
7
47

Boys In Heat

Two friends work up a sweat during a summer heatwave.

by SDFord in Gay Male 08/22/2023
H
4.7
38.2k
65
12
116
0

Swim Team Ch. 02-03

Bret considers his feelings for Stanley & Keith.

by FINLEYDIXON in Gay Male 09/24/2021
H
4.7
14.9k
8
1
16

Long Weekends Pt. 01

Holidays are better with family especially for Landon.

by notacrobat in Gay Male 01/04/2020
H
4.7
29.9k
33
5
58

Roommates Get Drunk And Horny

Straight roommates get horny after St. Paddy Day barhopping.

by SluttyBisexualGuy in Gay Male 12/23/2019
H
4.7
255.3k
518
42
715
0

Girl for Charlie Ch. 02

He takes her viginity in the bedroom.

by Jamie_in_dresses in Transgender & Crossdressers 01/20/2013
H
4.7
68.9k
75
13
77

Wishing At Christmas

Peter never saw Kane coming until a friend played Santa.

by cliffgirl08 in Gay Male 12/19/2012
H
4.7
50.8k
93
17
108
0

The Cocky Coxswain Pt. 05

There can only be one king of the locker room.

by somebody123 in Gay Male 04/02/2020
H
4.7
24.5k
37
5
41

So, I Sucked My First Cock Today! Ch. 03

First time cocksucker gets fucked!

by funandbold in Gay Male 04/07/2018
H
4.7
57.4k
51
17
64

Jingle Bell Rock Ch. 01

A bashful bouncer, a Cajun rock boy, a Christmas kiss...

by Rie_Warren in Gay Male 12/25/2013
H
4.7
20.6k
35
4
44

Copenhagen Couple

Their seduction revealed his bisexual nature.

by TimothyM in Group Sex 09/25/2012
H
4.7
127k
100
20
123

Educating Ken

Ken's breakup leads to learning about sex from two older men.

by SixtyMinuteMan in Gay Male 09/14/2009
H
4.7
117.8k
57
11
83

Southern Magic Ch. 03

Derek learns that magic can be fickle.

by PhoenixKing in Gay Male 09/25/2014
H
4.7
10.4k
9
0
10

Red

Two straight football coaches fuck during rained out game.

by perihelion in Gay Male 03/27/2012
H
4.7
132.4k
193
20
252
0

Jogging Quickie

A neighborhood jog leads to first time magic.

by SluttyBisexualGuy in Gay Male 12/20/2020
H
4.7
157.9k
372
49
513

Sons Of The Father: Coming Out

Eric comes out to Sam and gets a warm welcome.

by darkestjungle in Gay Male 11/23/2023
H
4.69
12.4k
21
2
46
0

Alpha

Alpha male rocks their world.

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

The Massage

Two straight guys in lust, push boundaries.

by benhur82 in Gay Male 03/18/2013
H
4.69
115k
93
21
112
0

Three Days That Changed My Life

Random encounter leads Eric down the proverbial rabbit hole.

by ShelbyDawn57 in Gay Male 09/18/2021
H
4.69
21.3k
18
5
43
0

Skipping Practice

Skipping practice leads to fun in panties.

by lizzy_the_sissy in Transgender & Crossdressers 05/29/2021
H
4.69
38.8k
41
11
68
0

The Devil in Devlin

When a gay teen lands in a religious foster home.

by cliffgirl08 in Gay Male 11/30/2012
H
4.69
72.6k
138
34
171
0

Sunrise Fantasy Ch. 05

When the wife's away Donnie and Josh will play.

by fitfidelityfifty64 in Gay Male 06/16/2022
H
4.69
8.5k
3
3
8

Secrets

There's no harm in a... couple secrets, right?

by XxPrinceAnonymousxX in Gay Male 09/25/2023
H
4.69
12.9k
6
4
14
0
Active tags
Active tags
gay first time
Separate tags with commas. More info in the FAQ
Related Tags
Show More