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‘gay first time’ stories

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First Time Slut

A beginner's first taste of cock.

by playtime2728 in Illustrated 11/29/2014
3.93
604.1k
42
6
74
0

The Roommate's Boyfriend

When platonic roommate's away, boys start to play.

by dundurn in Gay Male 03/28/2006
4.44
103.1k
42
9
49
0

Hitchhiking Hookup

My first gay experience.

by loneguy01 in Gay Male 05/28/2017
H
4.5
73.3k
42
7
51
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My First Male Experience

19-year-old guy shares a hotel room with a 60-year-old man.

by Clausimotto in Gay Male 12/04/2010
4.17
133.6k
42
5
52
0

Shameful Desires

Kevin has always had a crush on his cousin Will.

by SDFord in Incest/Taboo 03/26/2016
4.08
59.6k
42
4
60
0

Chasing Fate Ch. 03

Married man sinks deeper into a pool of domination.

by watchdwag in Gay Male 05/27/2007
4.32
110.6k
42
3
49

Uncle John Ch. 01

College guy moves to Uncle John's house.

by cummykaze in Incest/Taboo 07/28/2007
4.21
174.7k
42
1
53

My Trusted Friend Ch. 01

My best friend helps me live my secret fantasy.

by WillyDFW in Gay Male 07/23/2018
4.3
68.1k
42
9
67

Skipping Practice

Skipping practice leads to fun in panties.

by lizzy_the_sissy in Transgender & Crossdressers 05/29/2021
H
4.69
38.7k
42
11
69
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It's Hump Time!

I finally get fucked hard - and more than once!

by EmyS in Fetish 11/21/2018
4.22
66.7k
42
3
61

Cum Undone

Two straight guys discover new pleasures.

by Lovepotion69 in Gay Male 08/19/2003
H
4.65
248k
41
20
60
0

First Time at the Sauna

Young and old meet at a sauna.

by hamfist_the_great in Gay Male 12/02/2011
H
4.51
157.8k
41
19
46
0

Man in the Middle

A man shares his wife in his first bisexual encounter.

by danielblue in Group Sex 03/21/2013
4.49
172.3k
41
0
53
0

Everyone Knows But Them Ch. 01

A straight guy and a gay guy are perfect & don't know yet.

by les_sammy_0211 in Gay Male 09/23/2011
4.38
53.5k
41
13
44

Coach's Decision

High school soccer career ends on a high note.

by timmywells in Gay Male 01/14/2012
H
4.54
82.9k
41
3
54
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Matt and Jason Ch. 02

The next morning, by bud and I try to make sense of things.

by AtlantisGuy in Gay Male 02/15/2024
H
4.87
15.4k
41
8
62

Wagner Park Ch. 01

His first gay sex in a public park.

by charlessmythe in Gay Male 10/10/2016
H
4.52
68.4k
40
16
47

House Hunting

Man caught voyeuring gets gangbanged.

by _Free_Spirit_ in Gay Male 11/21/2006
4.46
156.7k
40
14
47
0

Curiosity Satisfied?

Curiousity was one thing –finding out was another.

by SimonSays1 in Gay Male 06/22/2005
H
4.62
176.6k
40
0
54
0

Destiny in Daytona

From painting the house to painting the ceiling.

by JKendallDane in Gay Male 11/12/2013
4.35
50.2k
40
2
59

True First Time with a Man

Recounting the first time I made love to another man.

by mrheem777 in Gay Male 09/23/2014
4.4
80.2k
40
17
47
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

My First Blow Job

He gives his first blowjob at an adult bookstore.

by luvinoral2 in Gay Male 12/10/2005
4.48
358.4k
40
41
51
0

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
69.8k
40
16
51
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Getting Bi with Help from Family Ch. 02

Jake's dad comes home early.

by CruelGayCheating in Gay Male 06/22/2022
H
4.64
36.4k
40
3
67

Turned Gay at the Massage Parlour

Straight, bi-curious guy has first time gay sex.

by Icantthinkofone in Gay Male 01/07/2010
4
158.4k
40
7
51
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How to Bang Ch. 03

"Rhythm of Love"

by MJRoberts in Gay Male 06/19/2014
H
4.81
29.6k
40
16
45

My Girlfriend Would Like To See Two Men

Carl gets my anal cherry and Mary watches.

by CindyUSA in Gay Male 03/12/2012
4.09
96.9k
39
9
46
0

The First

A married guy has his first experience.

by Pilgrim in Gay Male 12/28/2007
4.4
139.4k
39
11
46
0

First Bi-Guy Experience

Nervous Newbie tries BJ and anal.

by Resparvae in Gay Male 12/06/2013
4.33
121.9k
39
8
50

No Regrets Ch. 02

Mark and Deacon go further together.

by nem0 in Romance 01/04/2010
HW
4.74
63.8k
39
6
46

Sugar Heart Ch. 02

Richard's secret admirer steps up just in time.

by tamgreen in Gay Male 10/26/2014
H
4.8
36.6k
39
23
52

Traveling Alone

Traveling abroad, I hung out with a guy, and things got deep

by AtlantisGuy in Gay Male 02/04/2024
H
4.87
23.7k
39
23
78
0

The Neighbor

An older man meets a former neighbour boy after many years.

by CuriousOlderM in Gay Male 03/10/2017
4.41
102.2k
39
33
58

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

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

Tony Initiates Me to Cock

Curious guy gets his first taste of man at conference.

by noody2005 in Gay Male 02/25/2008
H
4.63
117.3k
39
6
47
0

A Night to Remember

Best friends advance.

by luvcurious in Gay Male 07/31/2003
H
4.63
139.7k
39
12
48
0

The Last Groundhog Day

A married man finds something unexpected in a bussiness trip

by quipogo in Gay Male 03/29/2016
4.48
55.1k
39
5
48
0

College Experience Ch. 01

A roommate experience broadens his horizons.

by nickymartin in Gay Male 11/15/2006
4.07
125.8k
39
1
64

South Beach Cop

Couples does what they must to stay out of jail.

by HerLittlePiggy in Gay Male 09/29/2007
4.31
110.8k
39
2
53
0

Blink: One

A mundane office worker suddenly has his life changed.

by KenjiDeSade in Gay Male 07/03/2009
4.26
98.9k
39
2
55

Sucking Tony

Two horny roommates help each other with a mutual problem.

by mthant22 in Gay Male 02/12/2011
4.36
134.7k
38
18
48

My Wife's Hot Cousin Ch. 07

Straight Kyle can't believe what it feels like to get fucked.

by funandbold in Gay Male 04/05/2018
H
4.66
44.9k
38
4
48

Wanted: JO Buddy

My first bi-experience.

by jon227 in Gay Male 10/11/2013
4.33
111.9k
38
24
53
0

An Affair to Remember

Man has affair with wife's boyfriend.

by Bakeboss in Gay Male 09/11/2009
4.18
133.5k
38
9
57
0

How I Became a Sissy Ch. 01

The story about how I became a sissy.

by DonJulio123 in Transgender & Crossdressers 07/04/2023
4.48
38.7k
38
13
66
0

I Used to be Straight Ch. 02

Dave and Steve explore each other further.

by NiceGuyInVa in Gay Male 10/31/2005
4.39
119.2k
38
7
48

Fuck Your Mouth Ch. 01

A journey in Self Discovery.

by parker3522 in Gay Male 12/19/2013
4.28
70.7k
38
3
53

How to Bang Ch. 02

Bassist tries to get drummer to teach him the rhythm.

by MJRoberts in Gay Male 06/18/2014
H
4.79
29.5k
38
9
43

Two Firefighters Cover Each Other

Two firemen discover a new & exciting bond.

by Braz in Gay Male 06/22/2005
4.43
117.7k
38
8
50
0

The Second Honeymoon

Second honeymoon expands couple's horizons.

by HerLittlePiggy in Group Sex 06/15/2007
4.45
128.6k
38
0
51
0

New Town Ch. 02

Newly bi guy continues to explore.

by jpbiguy in Gay Male 01/01/2013
H
4.73
43.4k
38
19
46

I'll Use You Later

A married man, a forceful stranger.

by stevedore in Gay Male 03/02/2013
4.01
111.3k
38
7
50
0

Same Crime Different Time

First time in prison for spoiled jock.

by woofdaddy2 in Gay Male 02/02/2014
3.55
123.3k
38
6
57
0

Not Me Ch. 01

How it all began.

by ragal2 in Gay Male 09/15/2023
H
4.62
21.7k
37
5
66

That One Time

Two young men release sexual tension in a hotel locker room.

by Bitrotic in Toys & Masturbation 08/26/2015
4.49
57.1k
37
3
50
0

Bad Season

Zack is traded to the minors and his wife doesn't like it.

by Tyl in Gay Male 07/10/2007
4.13
119.7k
37
0
47

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

The Color of Scotch

College student turns to boss for comfort.

by frenzytyme in Gay Male 05/07/2014
4.38
66.3k
37
11
48
0

Straight to Gay Ch. 04

Nick loses all control for bbc.

by sissicherri in Gay Male 01/16/2023
H
4.73
35.8k
37
11
66

My First Time

A young man finally gives in to his bicuriousity.

by MurderTrain in Gay Male 08/08/2014
H
4.58
132.7k
37
15
48
0

Beyond the Beaded Curtain

Encounter in a bar turns his world upside-down.

by sr71plt in Gay Male 09/06/2006
4.49
94.9k
37
16
44
0

My First Mouthful

First time experience with another man.

by bottom9 in Gay Male 12/31/2011
H
4.53
198.4k
37
63
47
0

Married Cocksucker Buds: The Beginning

How it all started.

by mikeman341 in Gay Male 01/31/2007
4.48
107.8k
37
5
51
0

Second Job: The Interview

Desperate for money, a husband goes for a job interview.

by moboulion in NonConsent/Reluctance 03/14/2012
4.03
105.2k
37
8
53
0

Extended Hours at the Gym

Jon explores a side of him he didn't know he had.

by bedtimewords in Gay Male 02/27/2013
H
4.51
137.8k
37
21
45
0

The Tutor

Sexy Black lecturer has a sexy surprise for him.

by franco89 in Transgender & Crossdressers 05/29/2009
H
4.71
63.9k
37
7
39
0

The Blue Dress

An unwilling crossdresser gets more than he expected.

by anopheles_leet in Transgender & Crossdressers 01/17/2022
4.46
46.8k
37
10
67
0

Sugar Heart Ch. 04

Richard and Buddy finally get in each other's pants.

by tamgreen in Gay Male 12/01/2014
H
4.82
42.3k
37
12
46

Doing Mr Pepperoni

He was hairy, hefty and hung and he wanted Jake and me.

by danielblue in Gay Male 10/11/2011
4.37
34.1k
37
0
43
0

Surfer Boy Gets Taken for a Ride

Two straight male roommates go camping and explore bi-sex.

by luvass in Gay Male 02/03/2012
4.3
124.3k
37
11
46
0

First Experience with Another Man

Seduced by my tennis partner.

by RaleighBoy in Gay Male 04/10/2017
4.47
89.2k
37
9
58
0

A Dusty Tail

Terry does his straight buddy Dusty under the car.

by lionel_collins in Gay Male 02/18/2007
4.17
98.3k
37
6
44
0

Curious but Willing

Being curious is more than just pain in the ass.

by simonpetersimon in Gay Male 01/26/2023
H
4.65
45.6k
37
18
75
0

Forbidden Desire Ch. 04

Two become one.

by kitten2010 in Gay Male 09/07/2010
H
4.67
43.7k
36
13
37

My Best Friend's Dad

18-year-old boy's fantasies realized with older stud.

by enigma40 in Gay Male 07/23/2005
4.11
179.9k
36
8
45
0

My First M4M Massage

An innocent massage comes an eye opening experience.

by jchoi2003 in Gay Male 10/18/2012
4.49
192.7k
36
11
53
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

Housesitting in the Suburbs

Two young friends house-sit together and become intimate.

by ramon25 in Gay Male 05/03/2018
4.46
56.7k
36
7
53

A Birthday Party

John gives me the best presents ever.

by seeape in Gay Male 09/27/2008
H
4.66
111.7k
36
9
39
0

The Neighbor Boy

Todd surely wasn't a boy anymore.

by JustLikeEwe in Gay Male 05/15/2009
4.49
134.6k
36
7
50
0

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

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

The Lady on Spring Street

Paperboy receives a special tip from a couple.

by DebandEd2022 in Group Sex 01/21/2023
H
4.65
32.4k
36
4
72

Exchange Student Pt. 02

Grig loses virginity to a bully.

by ExchangeStudent in Gay Male 05/26/2012
4.48
76.1k
36
10
41

My Wife's Hot Cousin Ch. 06

Kyle gives Aaron his cherry...

by funandbold in Gay Male 04/03/2018
H
4.72
46.8k
36
5
47

Dorm Fun

Student gets his first taste of cock.

by standingstones in Gay Male 08/29/2013
4.22
121.1k
36
0
48
0

Cumming Out

David explores his sexuality with other men.

by Many Feathers in Gay Male 03/01/2009
H
4.59
93.7k
36
7
43
0

Orgasm by Anal Penetration

Pentecostal pastor seduced me & fucked me to orgasm.

by Eagerbottom in Gay Male 12/03/2013
4.17
108k
36
11
50
0

Unexpected Returns

He takes a beautiful Arab man by force.

by S21K73 in Gay Male 03/03/2007
4.38
83.5k
35
12
36
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

Thumbing a Ride

Teenager far from home gets a different kind of ride.

by Super_Six in Gay Male 09/05/2021
4.48
47.6k
35
6
58
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

Co-worker's Man Ch. 07

Jon loses his virginity to Frank.

by rmdexter in Gay Male 12/09/2008
H
4.67
76.6k
35
6
39

Helping Hands

Avery finds the boy of his dreams strapped on a gyno table.

by JellyPie in Gay Male 01/08/2010
4.07
87.8k
35
8
39
0

Big City Cock Ch. 02

James goes all the way!

by Chubfemslut in Gay Male 09/09/2023
H
4.7
17k
35
7
46

Discovering Boys Ch. 01

A kiss makes me realise that guys can be hot too.

by imp22 in Gay Male 09/14/2017
4.47
40.8k
35
10
55

Gary Checks Out a Super Eight

Two married men on a business trip discover bisexuality.

by peeder_exposed in Gay Male 08/07/2008
4.34
180.5k
35
18
47
0

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
53.3k
35
13
61
0
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