Try the free LITEROTICA WEBCAMS!

‘gay first time’ stories

Active tags
Active tags
gay first time 

Category

Sort by:
ViewsRatingFavoriteNewest
30 DaysAll Time

First Lust: First Love

18-year-old twink loses his cherry & falls in love.

by danielblue in Gay Male 03/16/2010
H
4.56
142.8k
32
0
45
0

A Matter Of Size Ch. 02

The straight guy fights to remain straight.

by quipogo in Gay Male 10/27/2015
H
4.56
65.9k
61
12
65

The First Time Pt. 02

Steve questions everything that happened last night.

by Darktrain in Gay Male 04/08/2018
H
4.56
42.8k
63
11
73

Growing Up Hung Pt. 02

Straight college guy's first time fucking his new cocksucker.

by funandbold in Gay Male 05/22/2018
H
4.56
82.3k
73
4
106

Cairo Surrender Ch. 05-06

Michael opens to Abazar's seduction.

by KeithD in Gay Male 06/11/2019
H
4.56
11.8k
8
0
9

Nobody Has to Know

He sucks a dick to win back his girl as she plays along.

by Archer2050 in Group Sex 12/12/2008
H
4.56
228.7k
167
30
214
0

My Time With Char Pt. 04

My first boyfriend.

by SamanthaMeyers in Gay Male 09/24/2021
H
4.56
5.3k
1
1
1

Hidden Desires

Discovering the joy of cock play leads to fulfillment.

by fantasyhunter2 in Gay Male 06/03/2009
H
4.56
86.3k
24
4
36
0

The Dinner Party

There was more on offer than just dinner on a plate.

by Timkitten in Group Sex 03/10/2006
H
4.56
115.9k
19
3
40
0

Cum Eating Fantasy

Straight guy lives out oral submissive fantasy.

by Luv2pleees in Gay Male 12/23/2007
H
4.56
248.3k
82
12
118
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
38.8k
19
9
41
0

Adventures of Wiley Coyote Ch. 01

I wondered what it would feel like to be fucked in the ass.

by wiley4377 in Gay Male 10/22/2009
H
4.56
130.2k
71
4
96

Getting Back on My Feet Ch. 03

A divorced man broadens his sexual horizons.

by Shybicuriousguy in Gay Male 09/27/2022
H
4.56
15.6k
11
9
18

From Straight to Gay Submission

A straight college guy becomes a submissive cocksucker.

by silkstockingslover in Gay Male 11/12/2010
H
4.55
623k
415
50
543
0

A Matter Of Size

A straight guy discovers the big penis of the gym couch.

by quipogo in Gay Male 09/28/2015
H
4.55
158.9k
176
39
216

Accidental Cocksucker

A straight man is drawn into the world of black submission.

by silkstockingslover in Gay Male 05/29/2014
H
4.55
457.8k
435
114
553
0

Black Girls Have Big Dicks

A first time with a black shemale goddess.

by britneyfan in Transgender & Crossdressers 07/20/2007
H
4.55
421.1k
320
33
401
0

Curiosity Fucked the Straight Guy

Straight father submits himself and family to black teen.

by silkstockingslover in Gay Male 02/28/2012
H
4.55
644k
479
57
624

The Bet

Straight guy loses a bet at a gay bar.

by WhiskeyIsGood in Gay Male 04/24/2013
H
4.55
223.6k
261
24
323
0

Big Gulp

The story picks up where our hero sucks his first cock.

by seeape in Gay Male 09/27/2008
H
4.55
84.7k
20
11
25
0

What Am I Doing?

Married man's first male on male sex.

by rapidran in Gay Male 04/24/2009
H
4.55
183k
82
33
94

Bi-Curious Dads

Dads at the beach find a new way to bond with wives away.

by Stephen7Redo in Gay Male 11/27/2010
H
4.55
279.9k
137
32
183
0

Girlfriend's Son Ch. 03

Son loses his virginity.

by lonesomejones in Gay Male 05/17/2010
H
4.55
124.7k
31
4
36

Oral Sex While Sleeping

Tim receives a blowjob from Dave while sleeping.

by david112822 in Gay Male 06/29/2006
H
4.55
296k
45
25
55

Realising I am Gay

First time gay sex through gloryhole

by HardTimmy in Gay Male 03/15/2019
H
4.55
62.4k
55
25
71
0

Truth or Dare on a Wintery Night

Snowed in on a skiing trip, two couples play a game.

by Roland_Castle in Group Sex 08/24/2021
H
4.55
70.9k
81
9
171
0

Courtesy Fuck: Jack's Turn

Two men explore their bisexuality.

by Eagle1 in Gay Male 05/31/2003
H
4.55
118.8k
25
4
29

It Felt So Good

Guy tries out a man-for-men massage.

by quix44 in Gay Male 08/25/2007
H
4.55
104.8k
17
0
22
0

First Timer Gets It In The End

Married man tries men at a hotel

by watchdwag in Gay Male 04/05/2007
H
4.55
215.8k
137
28
170
0

Fantasies Fulfilled

Man & his ex live out all their fantasies.

by HerLittlePiggy in Group Sex 04/13/2007
H
4.55
152.9k
48
0
68

Cock Sucking Club

A text leads to sucking cock for the first time.

by bigaxe72 in Gay Male 04/22/2016
H
4.55
114.1k
131
47
161

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
41.8k
28
12
46
0

Hippie Hollow Cowboy

Straight cowboy needs a man.

by KenJames in Gay Male 10/28/2020
H
4.54
27k
28
6
41

Swim Team Ch. 01 - Early to Practice

Bret joins the swim team and makes friends.

by FINLEYDIXON in Gay Male 09/24/2021
H
4.54
31.8k
34
5
78

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
38.9k
61
10
93
0

Beth Ch. 01

Beth is born.

by ragal2 in Gay Male 01/14/2023
H
4.54
22.3k
29
10
49

Breaking and Entering

An intruder breaks into Bill's home and seduces him.

by SDFord in Gay Male 08/05/2020
H
4.54
50.9k
83
3
138
0

Mark and Mark

Straight Mark and gay Mark meet at a software course.

by marq_andrewx in Gay Male 04/24/2020
H
4.54
24.1k
20
3
32
0

First Time and I'll Be Back Ch. 02

I've had some fun since my first time, just three weeks ago.

by yorkhere84 in Gay Male 03/12/2011
H
4.54
24.9k
7
2
8

Half Way to Heaven

Swallowing my first load.

by schuwinggg in Gay Male 08/13/2011
H
4.54
71.1k
19
13
22
0

Streaks

He forgot the windows were being washed today.

by CuriousThroat2 in Gay Male 11/26/2013
H
4.54
58.1k
33
6
43
0

My Wife's Twin Brother Ch. 02

I have a decision to make.

by imnsocal5 in Gay Male 12/08/2013
H
4.54
91.8k
56
7
66

Forced Bi

My girlfriend made me suck cock for the first time.

by DominantStoryTeller in Gay Male 11/22/2017
H
4.54
281.6k
205
29
327
0

Coach's Decision

High school soccer career ends on a high note.

by timmywells in Gay Male 01/14/2012
H
4.54
83k
41
3
54
0

How I Became a Cocksucker

Married straight guy discovers other men.

by sterculius in Gay Male 04/03/2010
H
4.54
249.8k
67
49
86
0

Hot Summer Day

Two straight find new ways to have fun

by TheNightfly in Gay Male 08/04/2006
H
4.54
111.9k
15
8
22
0

Cabin Fever Ch. 2

Wives share a secret of their own.

by Markf in Group Sex 01/06/2001
H
4.54
149.9k
47
7
63

Neighbor's Hot Tub Ch. 02

His turn getting water pumped in the hot tub.

by sr71plt in Gay Male 10/28/2006
H
4.54
135.5k
29
11
39

Syrian Ram Ch. 01

Learning special wrestling techniques.

by sr71plt in Gay Male 01/13/2007
H
4.54
78.5k
19
5
23

Bus Stop Blowjob

College boy learns he belongs on his knees.

by kneelsoften in Gay Male 01/19/2008
H
4.54
204.3k
122
27
145
0

First Blowjob Ch. 01

College guy leaves home & gets his first blowjob.

by horntreeman in Gay Male 05/26/2008
H
4.54
85.7k
26
4
29

Substitute

While waiting for the roommate to take interest.

by sr71plt in Gay Male 01/04/2008
HE
4.54
115.7k
48
9
59
0

Jeff and I Ch. 01

Best friends discover gay sex.

by BiDrew42 in Gay Male 11/04/2007
H
4.54
164.4k
75
12
119

A Biological Imperative

I comply.

by 2ndAlias in Gay Male 07/23/2008
H
4.54
99.9k
66
14
74
0

Weekend with Michelle and David

First gay male experience directed by Michelle.

by threewaysteve in Gay Male 09/24/2008
H
4.54
68.5k
26
6
30
0

The First Time

Staunchly straight, he discovers a new side of himself.

by knobby46 in Gay Male 02/19/2006
H
4.54
213.4k
70
6
90
0

Worth the Wait

Tina helped me life a long dormant fantasy (Bi overtones).

by HerLittlePiggy in Gay Male 10/22/2009
H
4.54
56.3k
31
2
38
0

Pegging Peter Ch. 04

Another man joins the game.

by KenJames in Gay Male 03/14/2018
H
4.53
30.8k
18
0
22

Jessica Loses Her Virginity

A crossdresser's coming of age.

by DCJessicaCD in Transgender & Crossdressers 04/16/2007
H
4.53
119.9k
29
13
32
0

It's Rain on Men

Wanton, Wet and Wild.

by latecomer91364 in Gay Male 08/15/2017
H
4.53
24.9k
18
9
22
0

Duncan's Gentle Touch

Two straight friends enjoy a relaxed intimate shower.

by j3zza in Gay Male 10/07/2006
H
4.53
182.2k
83
21
116

I'm Just Not Into Asian Guys

A young "straight" man has a new experience.

by kidboise in Gay Male 03/30/2020
H
4.53
23.2k
25
4
38
0

Breaking the Ice Ch. 01

Whatever it takes to get in his favor.

by DSRZ in Gay Male 09/27/2023
H
4.53
12.1k
13
2
36

Daddy, are You Humping Me?

Father and femboy son teasing him.

by hentyty66 in Incest/Taboo 10/03/2023
H
4.53
37.2k
71
10
115
0

New Neighbors Move In

After dinner with a gay couple.

by literalvirgin in Gay Male 07/30/2003
H
4.53
213.2k
66
17
94

A Cock in the Hand Ch. 01

Brian finds out what it's all about.

by HotStoryWriter in Gay Male 05/19/2006
H
4.53
171k
56
9
74

My Tanning Experience

While tanning, he has his first gay encounter.

by niplock in Gay Male 07/01/2006
H
4.53
223k
59
26
70
0

Edging Games Turn Not Gay Pt. 03

Best friends continue exploring.

by Willowsweet in Gay Male 02/20/2021
H
4.53
14.5k
15
3
22

How I Lost My Anal Virginity Pt. 01

A Husband's Tale.

by GR1785 in Anal 12/20/2020
H
4.53
48.4k
19
6
41

No Strings Attached Ch. 02

More than a concept...

by BothWorld in Gay Male 01/24/2011
H
4.53
43.6k
13
6
15

I Popped a Cherry This Morning

A story of popping a recently divorced man's cherry!

by funandbold in Gay Male 04/10/2018
H
4.53
69.9k
40
16
51
0

Partners

A lonely man discovers he trusts his partner in every way.

by Elenia26 in Gay Male 06/20/2010
H
4.53
37.7k
9
0
13
0

My First Mouthful

First time experience with another man.

by bottom9 in Gay Male 12/31/2011
H
4.53
198.5k
37
63
47
0

My First Candy Cane

A straight drunk guy submits to his roommate...twice!

by silkstockingslover in Gay Male 12/06/2012
H
4.53
373k
466
39
605
0

March Madness Ch. 02

Man loses bet to buddy as he slips further into domination.

by watchdwag in Gay Male 07/10/2009
H
4.53
211.5k
104
11
130

The Landlord

A daydream is disturbed and a secret discovered.

by LeenaCD in Transgender & Crossdressers 03/02/2011
H
4.53
60k
21
5
29
0

Diaries of a Young Master

A young college student encounters the daddy of his dreams

by krysm in Gay Male 12/17/2010
H
4.53
103.5k
40
10
51
0

Moving In

Moving in with sis & her roomie offers new experiences.

by MagicaPractica in Gay Male 08/30/2007
H
4.53
79.5k
24
7
34
0

Bottom-Slayer: 1st Bottom Slain

A black stud learns white boys are great bottoms.

by silkstockingslover in Gay Male 12/29/2011
H
4.53
292.6k
263
48
331
0

The Meeting

Two guys discover their bi side for the first time.

by wilsuccox in Gay Male 06/22/2007
H
4.53
68.3k
11
7
18
0

Good Neighbor

His first gay play.

by jimmito in Gay Male 10/18/2009
H
4.53
182.5k
35
7
43
0

Thought Bubbles Kill Ch. 01

A young man struggles to find himself.

by SilentRose in Gay Male 09/15/2010
H
4.52
13.6k
2
6
3

Fantasy Fulfilled

Going All the Way, part 1.

by schuwinggg in Gay Male 08/27/2011
H
4.52
62.2k
18
10
21

Lucy's Revenge

Former employee blackmails me into gay sex.

by Cynthia_D in Transgender & Crossdressers 07/20/2006
H
4.52
314.1k
165
4
212

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

Straight Guy Sucks Cock - On Video

He tries something new.

by snowday43 in Gay Male 06/30/2005
H
4.52
202.3k
50
30
61
0

The Start Ch. 01

He goes from hetero male to bisexual cum slut.

by bisubhubby in Gay Male 07/24/2005
H
4.52
208.9k
62
5
84

An Old Friend

Staying over, old friends find sex with each other.

by jjdtx in Gay Male 02/18/2006
H
4.52
114.8k
33
10
55

Mr. Right Now Ch. 07: Mustang

The Mustang man really has something . . .

by KenJames in Gay Male 08/18/2020
H
4.52
3.8k
5
1
9

Wagner Park Ch. 01

His first gay sex in a public park.

by charlessmythe in Gay Male 10/10/2016
H
4.52
68.5k
40
16
47

His Girl Wont... I Take Her Place Ch. 02

Part 2 of 2. My first time getting fucked by another guy.

by ReggieJones89 in Gay Male 07/17/2017
H
4.52
60.5k
36
8
44

Vacation Sex Ch. 05

Separate vacations: a good idea?

by Olive Hizklosoff in Gay Male 07/25/2006
H
4.52
76.2k
15
3
19

Craigslist Chronicles Ch. 01: Beginnings

Evan starts his craigslist adventures.

by Profanity89 in Gay Male 03/02/2018
H
4.52
37.1k
39
5
50

Taking Turns

A frustrated married man gets and gives a little help.

by workjerker in Gay Male 07/29/2013
H
4.52
82.5k
36
10
45
0

A Sissy's Journey Ch. 02

Jesse has a boyfriend, and Amanda offers support.

by yukonnights in Transgender & Crossdressers 04/12/2017
H
4.52
30.6k
17
8
21

My First Day at a Gay Beach

Curious guy prepares himself for day at a gay beach.

by niplock in Gay Male 10/30/2006
H
4.52
187.7k
72
21
96
0

My First Semester

Professor teaches me something new.

by tk998877 in Gay Male 11/13/2012
H
4.52
70.9k
35
12
42
0

The Pretender Ch. 07

Resolutions.

by JaycobMatthews in Gay Male 08/01/2012
H
4.52
13.7k
9
7
9

It All Started Innocently Enough

'Straight' married guy finds his bi side, and then some.

by stevewv1968 in Gay Male 06/14/2008
H
4.52
273k
138
10
159

A Sissy's Journey Ch. 01

A young man's journey of self discovery.

by yukonnights in Transgender & Crossdressers 04/11/2017
H
4.52
56.1k
48
14
83
1...45678...16
Active tags
Active tags
gay first time
Separate tags with commas. More info in the FAQ
Related Tags
Show More