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‘first time gay’ stories

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Girlfriend's Guinea Pig

I agree to be one of her test subjects.

by SluttyBisexualGuy in Gay Male 04/07/2021
H
4.68
123k
295
54
457
0

At 64 My First Gay Experience Ch. 02

Mature male finds gay lifestyle.

by limplizzard in Gay Male 02/10/2006
H
4.51
122.8k
26
24
30

First Experience Ch. 01

Married man's wife sends him to meet Chris.

by bimale_35 in Gay Male 10/26/2007
4.38
122.3k
39
9
50
0

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
122.3k
114
13
146
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
121.7k
150
13
203
0

Mattress Delivery

Straight horny 18-year-old's gay first time with black delivery man.

by skyscraper11 in Gay Male 01/22/2012
4.32
121.3k
57
11
72
0

My First Time

The story of how I had my first gay experience.

by mryan1920 in Gay Male 02/11/2014
4.42
121.1k
38
16
56
0

First Guy

My first time with another guy.

by silvertongued69 in Gay Male 01/10/2011
4.43
121.1k
13
5
17
0

A Favour

A favor for a mate turns into a whole new experience.

by BluePill in Gay Male 04/05/2019
H
4.78
121k
221
26
328

Boredom Can Be Dangerous Ch. 01

Man encounters Son-in-Law at adult bookstore.

by markindy in Gay Male 10/09/2010
4.47
120.8k
93
6
134

His First Mouthfull

Tim finally gets to fulfill his dream of sucking another guy.

by Bi_NDN in Gay Male 10/24/2010
4.34
119.9k
41
13
46
0

Lost Bet

Straight guy lost a bet, has to dress as a girl to a party.

by Edey in Transgender & Crossdressers 07/05/2022
H
4.79
119.7k
137
41
277
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
119.3k
38
7
49

Cable Hook-Up

A married man's first time with another man.

by LaTourEiffel in Gay Male 11/07/2012
E
4.31
118.6k
43
12
50
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
117.8k
238
13
291
0

Road Side Assistance Pt. 01

Straight man pays the tow truck driver the hard way.

by rimaday in NonConsent/Reluctance 09/27/2017
H
4.68
116.2k
147
20
238

Stress Relief

Inexperienced married guy tries gay sex while traveling.

by markindy in Gay Male 07/11/2010
4.32
115.8k
33
13
49
0

Learning to Surrender Pt. 01

Rick loses his virginity to his new older lover.

by miked1983 in Gay Male 10/06/2017
H
4.73
115.1k
174
19
237

New Neighbor Ch. 01: Steve Pt. 01

The new neighbor "turned" my straight life upside down.

by rimaday in Gay Male 10/25/2019
H
4.69
115k
149
25
252

Fun on a Boat

A curious guy goes for a boat ride with two sexy older men.

by bitexwriter in Gay Male 08/04/2015
H
4.74
114.8k
110
27
147
0

Seduced in a Hotel Room

College guy seduced to have sex with another man & likes it!

by Lee_the_Explorer in Gay Male 01/05/2016
4.48
111.9k
46
10
70
0

Bi 1st Time in Vegas

He has his first man to man sex.

by Batcum2002 in Gay Male 10/29/2008
4.34
110.1k
14
9
22
0

Bound to Happen

Journey of discovery for his bisexual impulses.

by jakladd in Gay Male 10/23/2007
H
4.65
109.7k
50
8
89
0

Bi Jeff Gives Good Directions

Bisexual guy teaches older couple about 3-ways.

by dennyboy2 in Group Sex 09/08/2006
4.43
109.5k
22
10
32
0

Kinky Sister Kinky Brother Ch. 02

Maddie's brother gets a lesson from her professor.

by SluttyBisexualGuy in Incest/Taboo 06/07/2018
H
4.74
109.2k
239
31
324

Accidental Dick Pic from Dad Pt. 01

A mistake turns into some unconventional father-son bonding.

by androgynousLavender in Gay Male 08/11/2022
H
4.75
104.7k
157
14
283

Chat Friend Finds Me

Two straight men explore gay sex together.

by markindy in Gay Male 10/24/2006
H
4.59
104.2k
48
12
78

Coach CockStud

Married man dreams about sucking cock... and does

by brian420d in Gay Male 09/17/2010
4.1
103.7k
20
9
27
0

Broken In

He gets a first taste of man love.

by standingstones in Gay Male 07/16/2013
4.3
103.7k
49
0
58
0

Pat, Jim, & Carol Ch. 05

Carol watches Pat and Jim experiment together.

by jt123 in Incest/Taboo 01/07/2008
4.38
101.5k
32
0
40

First Date Glory Ch. 01

Wild date ends at a glory hole.

by SluttyBisexualGuy in Gay Male 01/19/2021
H
4.84
101.3k
376
57
481
0

Family Traditions

Dad and Uncle initiate son into beloved family tradition.

by chocolatebook in Gay Male 06/14/2019
4.37
101.2k
107
12
165
0

My First Time

His first gay experience, thanks to my girlfriend.

by biboy13142 in Gay Male 06/26/2006
0
100.7k
17
11
29
0

The Perfect Prefect

First time encounter for two 18 year old boarding scholars.

by danielblue in Gay Male 06/03/2003
3.6
100.3k
10
0
14
0

Becoming a Gay Fuck Toy

The Secret is out, now I was fucked.

by Want2BUsed in Gay Male 07/25/2014
4.43
99.4k
82
5
98
0

Crossing the Line

A young man's first gay experience.

by joeys-game in Gay Male 06/29/2006
4.29
98.9k
13
12
18
0

2 Cocksluts Share a Big Cock

I share Daddy's big cock with my new blowjob buddy.

by goldigga in Gay Male 04/03/2014
4.47
98k
92
5
105
0

Rebecca and Alan and the Summer Ch. 02

Alan brings home a girl and gets more than he bargained for.

by abiguy in Incest/Taboo 09/11/2011
4.01
97.9k
13
6
21

My Cock in My Roommate

Roommate leaves the shower door open. And gets abused.

by R10010 in Gay Male 01/05/2019
4.16
96.3k
62
13
90
0

What Was I Thinking? Ch. 01

Young man finds himself attracted to another guy.

by Daedalus369 in Gay Male 10/23/2005
H
4.71
95.8k
44
6
69

Nosy Dad Ch. 02

Dad hooks up with son's lover.

by IWritePornNotTragedies in Gay Male 04/22/2015
H
4.58
95.6k
102
16
124

Cassandra and Steve

His first MMF threeway has a surprise.

by Christian Black in Group Sex 01/29/2006
4.23
95.3k
14
2
24

Ron

He gives in to his curiosity.

by ~Shadow~ in Gay Male 03/28/2006
4.26
95.2k
7
4
15
0

Egyptian Initiation

Lucky first-timer finds a magician for a deflowerer.

by sr71plt in Gay Male 08/18/2006
4.35
95.2k
21
8
28
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
95k
74
13
98

Casey's Revenge

Fat guy gets revenge on hunk by making him submit.

by ChaseAndSuck in Gay Male 02/07/2015
H
4.53
94.8k
106
15
148
0

Jogging Quickie Ch. 02

Preston goes deeper with his new Daddy.

by SluttyBisexualGuy in Gay Male 02/04/2021
H
4.67
94.3k
204
34
261

Straight Invaded Pt. 02

Home invaders continue his turnout.

by rimaday in NonConsent/Reluctance 09/19/2017
H
4.63
91.2k
52
2
81

My First Time

He always thought of himself as straight.

by gray3035 in Gay Male 09/12/2005
4.29
91.2k
19
7
26
0

Movie Night

Who thought this would happen on chickflick night?

by dundurn in Gay Male 11/04/2005
4.39
90.9k
20
6
26
0

My First Suck

College guy and older man each suck for first time.

by Wolf of Mibu 69 in Gay Male 02/24/2006
4.44
90.6k
10
13
13
0

The Procedure

Wes finds a surprisingly enjoyable solution to a problem.

by BluePill in Gay Male 05/09/2022
H
4.86
90.2k
216
21
333

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
88.5k
81
16
103

Burning the Man

Sex. Drugs. Burning Man.

by SluttyBisexualGuy in Gay Male 03/06/2020
H
4.81
88.4k
202
26
278
0

Gypsy Cure

Frank uses a Gypsy potion to enslave Spence.

by oskarwild in Gay Male 11/13/2014
H
4.52
86.8k
108
11
128
0

Helping Out

Being too obliging led to his first time.

by nowiamhere in Gay Male 08/24/2005
4.42
86.2k
6
19
10
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
86.1k
69
9
88

The Swimming Pool

My first sex with a man.

by hotcurrie1001 in Gay Male 09/28/2010
4.43
85.8k
21
3
23
0

Rest Stop Management Pt. 02

Young married man's turn to a gay sissy slut begins.

by rimaday in Gay Male 09/07/2018
H
4.77
85.5k
101
14
123

Straight Boy to Bi Bottom Ch. 01

My first cock.

by young7inchfun in Gay Male 01/12/2017
4.3
85.3k
32
8
39
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
25
16
31
0

A Cock in the Hand Ch. 01

A walk in the park turned my straight life upside down.

by rimaday in Gay Male 12/23/2021
H
4.66
84k
167
25
294

The Office Jock

Wearing a jock strap to the office.

by Radames in Gay Male 02/24/2007
H
4.58
83.8k
53
8
69
0

Gym Sauna Therapy Leads To More

First timer has unexpected encounter with older gym owner.

by superpumper in Gay Male 04/26/2017
H
4.56
83.6k
85
4
115
0

Tony's First Time

Tony hooks up with a guy from work.

by chocolatecookie3 in Gay Male 12/31/2012
4.15
83.4k
15
5
20
0

My First Time

The first time I had sex with another man.

by K_Martini in Gay Male 06/12/2015
H
4.5
81.6k
32
11
39
0

The Duplex Ch. 01

Husband and wife experience something new.

by TheCandyManCan13 in Gay Male 08/03/2017
H
4.71
81k
140
15
175

Short-Term in Chicago Ch. 02

Straight guy learns more from gay neighbor.

by markindy in Gay Male 01/13/2012
H
4.72
81k
79
18
97

The Web Cam Experiment

Two virgin boys experiment with sexuality.

by fantasiafiesta in Gay Male 09/23/2013
H
4.54
80.9k
56
11
76
0

Sexuality Shock

Surprise handjob initiates his new sexuality.

by twowayswitch in Gay Male 04/23/2013
4.04
80.6k
16
7
19
0

Coworker Seduces Me

Coworker seduces straight guy.

by niftywriter in Gay Male 01/25/2023
H
4.64
80.3k
65
21
118
0

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
80.3k
40
17
47
0

A King's Conquest

A warrior king always gets what he wants.

by poisonivy274 in Gay Male 04/20/2006
4.19
80.1k
40
8
47

Being Taken Ch. 02

Alpha bull finally takes all of me.

by BiBoiBitch in Gay Male 05/05/2021
H
4.65
79.6k
125
7
170

Robert's First Time Cock Ch. 01

He made me cum over his chest.

by norm55 in Gay Male 06/05/2007
4.29
78.6k
10
3
11

My First Time Becoming a Slut

My first time with a man.

by Sxy_Sonia in Transgender & Crossdressers 01/31/2018
4.34
78.4k
30
9
43
0

First Time

My first time with another guy.

by brummy in Gay Male 05/07/2013
4.33
78.3k
12
6
19
0

First Time With a Guy

Straight but curious guy has his first gay experience.

by o123oleary in Gay Male 08/25/2016
4.16
77.8k
22
10
33
0

Wife Helps Me Become Bi

My first sex with a guy, and how my wife made it happen.

by alittlebitbi in Gay Male 11/08/2022
H
4.77
77.5k
120
19
193
0

If You Drop Your Wallet In P'town

Young guy's first bisexual adventure.

by 69plus1 in Gay Male 12/23/2012
H
4.63
77k
48
19
61

First Sergeant

His first sexual experience, with an older man.

by Tbone66 in Gay Male 04/22/2012
4.36
75.6k
26
6
41

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
75.6k
55
11
66

The Intern

Arrogant intern rekindles man's forgotten bi side.

by markindy in Gay Male 01/12/2011
4.47
75k
45
7
61
0

Gym Shower

A curious young man makes a connection at the gym.

by TheCuntofMonteCristo in Gay Male 07/02/2012
3.9
73.8k
6
2
9
0

Teen Goes To Swinger Party Ch. 01

Teen boy goes to swinger party and has some kinky fun.

by Southernstud97 in Group Sex 03/27/2015
3.32
73.4k
20
3
30

Crime Doesn't Pay

A man catches a thief in his hotel and teaches a life lesson.

by Virgil_Assad in Transgender & Crossdressers 08/12/2013
4.26
72.5k
34
6
42
0

College Life

Jake and I become more than friends.

by historycup in Gay Male 07/07/2014
4.32
71.7k
25
11
39

Jim Seduces His Young Friend

First time gay sex for younger man.

by littlepinkpanties in Gay Male 09/04/2018
H
4.62
71.6k
107
13
128
0

Blind Man's Bluff

Straight Guy/Gay Sex.

by trevorm in Gay Male 10/06/2011
4.16
70.8k
14
2
22
0

Telling Secrets

One young man's boss offers an unexpected proposition!

by OwenBurke in Gay Male 09/30/2013
4.32
69.7k
16
3
22
0

Love Thy Neighbour

Discovering gay sex and the perspectives of bi sex.

by Donatien in Gay Male 01/11/2008
4.35
69.7k
6
2
7
0

Road Trip Turnout Ch. 02

Straight man's conversion continues as he fully submits.

by rimaday in Gay Male 01/12/2018
H
4.8
69.3k
72
8
104

The Birthday Party

A 30 year old loses his virginity to three men.

by KaseyLegs in Transgender & Crossdressers 06/07/2016
H
4.5
69k
63
8
79
0

The Protégé

An Ambitious Young Lady's Turn and Submission to her Idol.

by rimaday in Lesbian Sex 02/22/2019
H
4.76
68.9k
135
14
228

My Trusted Friend Ch. 01

My best friend helps me live my secret fantasy.

by WillyDFW in Gay Male 07/23/2018
4.3
68.3k
43
9
68

The Myth about Big Black Cock

I discover the truth behind the myth of Big Black Cock.

by BBC_Envy in Gay Male 06/13/2015
4.18
68.1k
29
13
45
0

The Daughter's Boyfriend Pt. 02

A father's decent to gay submission continues.

by rimaday in Gay Male 08/23/2018
H
4.73
68.1k
75
10
105

My 30th Birthday

Crossing to the other side with a party guest.

by Jarios in Gay Male 09/19/2016
4.25
67.8k
12
9
20
0

Peter the Neighbour

A young man and his older neighbour.

by davidinlace in Gay Male 10/24/2021
H
4.5
67.7k
56
11
79

Horny Dylan and his Dad Ch. 01

Dylan and his experiences growing up around older men.

by tysler in Incest/Taboo 09/11/2017
4.19
67.7k
75
3
121
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