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‘gay first time’ stories

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30 DaysAll Time

Jono and I

College roommates meet for their first time.

by bigk1w1 in Gay Male 05/02/2008
4.16
100.3k
14
2
24

In a Strange and Curious Mood

Straight guy has a yearning to be used.

by TheVeryIdea in Gay Male 02/16/2013
3.9
59.1k
14
5
19
0

How It Was

How boyfriend started screwing him roughly.

by farless in Gay Male 02/04/2008
3.98
85k
14
3
20
0

Road Trip Romp

Straight guy experience his first glory hole.

by VenusVonCocktrap in Gay Male 07/26/2008
4.36
81.1k
13
0
14
0

The Rearrangement Room: Zeke

Zeke and Mallory go on vacation to improve their sex life.

by ThisIsHowIHornyPost in Gay Male 03/16/2022
4.48
18k
13
1
40
0

First Time Tasting Real Cock

My first bi sexual experience .

by traploverr in Gay Male 09/13/2013
4.1
155.6k
13
7
18
0

Breaking the Ice Ch. 01

Whatever it takes to get in his favor.

by DSRZ in Gay Male 09/27/2023
H
4.51
12.3k
13
2
36

Just Another Day In Iraq

Man discovers hidden desires, & is blackbailed into more.

by dlf1968 in Gay Male 07/10/2009
4.22
54.4k
13
5
15
0

Matt and Jason Ch. 05

Best sex ever, but I was starting to feel something... more.

by AtlantisGuy in Gay Male 02/28/2024
H
4.84
7.3k
13
4
20

A Craving

It had gnawed at him for a while, this need to suck cock.

by boo_dreaux in Gay Male 11/08/2010
4.24
66.6k
13
4
16
0

You Deserve This Orgasm Pt. 01-02

Liberated to explore touch and desire, I rediscover penis.

by ThePurpleDragon in Gay Male 08/08/2017
4.3
15.8k
13
8
17
0

That's My Boy Ch. 01

Man discovers his real self.

by bi_dad56 in Gay Male 05/28/2011
4.29
34.8k
13
5
14
0

Acceptance Ch. 01

Friendship leads to bisexual exploration & domination.

by Kisput in Gay Male 04/25/2012
2.93
83.8k
13
4
20

Gay Awakening Ch. 02

Continuing the long awaited journey.

by Ponty2 in Gay Male 01/17/2008
4.39
34.5k
13
3
13

My Gay Black Initiation

White man overwhelmed by desire for black body.

by rimski in Gay Male 08/01/2009
4.2
96.1k
13
7
17
0

A Naturist Weekend Ch. 03

The group have fun in the sun.

by ScotishGuy in Gay Male 09/09/2016
H
4.66
24.7k
13
5
13

Shutter Click

70s Punk picks up a Teacher.

by Tom Collins in Gay Male 01/07/2006
H
4.57
43.8k
13
12
15
0

No Strings Attached Ch. 02

More than a concept...

by BothWorld in Gay Male 01/24/2011
H
4.54
43.7k
13
6
15

First Time with Cock

Hitchhiker pays happily for his ride.

by hottohavefunm in Gay Male 08/18/2006
4.15
188.4k
13
13
15
0

More Than Golf

Rob's golf game turns into a erotic fantasy

by bthomp62 in Gay Male 08/20/2019
H
4.5
26.3k
13
8
19
0

Bill Finds It Never Too Late

Bill discovers the pleasure of man sex with his neighbour.

by noody2005 in Gay Male 09/02/2012
4.2
74.2k
13
3
15
0

Jack's First Male Experience

Jack's much needed release came from an unexpected source.

by liamwilliams in Gay Male 03/29/2020
4.37
35.7k
13
9
29
0

Curious George

This is a story based in truth about a curious young man

by Willing2Do in Gay Male 08/24/2007
4.28
95.7k
13
14
16
0

The Porn Artist Ch. 01

Walking in on the boss leads to the start of something new.

by EnbyBeauty in Gay Male 05/09/2021
4.41
13.6k
13
2
27

Escape Room for Jocks Pt. 12

The last two teammates and a hint about the captors.

by MrSunshineBoy in Gay Male 06/09/2022
H
4.62
9.6k
13
3
21

Curious Desire Pt. 06

Jacob gives Alex his heart and takes his virginity.

by KinkSlayer8 in Gay Male 02/09/2022
H
4.89
12.5k
13
10
22

My First Sexual Encounter

The first time I had sex.... but it wasn't with a girl.

by Wanttobcuck in Gay Male 11/26/2022
4.13
44.9k
13
11
20
0

Poker Night

New Year's Eve party at friend's condo.

by brazinski in Gay Male 03/14/2009
4.28
64.2k
13
4
19
0

Old Friend, New World

Reconnecting with an old friend leads to new firsts.

by OpenlyClosed in Gay Male 02/18/2010
4.32
53.8k
13
5
16
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

How a Fishing Trip Should Be

Two old mates caught more than they anticipated .

by Lurfmaster69 in Gay Male 05/14/2011
H
4.61
51.8k
13
4
20
0

Anonymous Sex

His introduction to anonymous gay sex.

by bilover67 in First Time 02/16/2007
3.77
83.6k
13
3
15
0

Scared Straight, Almost

Husband explores his curiosity.

by Uturnlicker in Gay Male 10/22/2007
0
100.6k
13
0
17
0

A Sissy's Journey Ch. 06

After dinner out, things heat up at Rick's house.

by yukonnights in Transgender & Crossdressers 04/16/2017
H
4.65
21.6k
12
2
15

Unexpected - A Quick Fantasy

Travelers fantasy is fulfilled in an unexpected way.

by LoveScribe62 in Gay Male 04/10/2024
H
4.59
10.7k
12
5
23
0

Andy

His inner desires are met.

by silverace1 in Gay Male 02/28/2006
H
4.57
50.4k
12
5
18
0

I Ventured Out.....Oh My!

Crossdresser receives her first taste and loves it.

by amygurl in Transgender & Crossdressers 04/14/2011
4.45
76.4k
12
12
18
0

Cairo Surrender Ch. 09-10

Michael's surrender is complete and he finds release.

by KeithD in Gay Male 06/15/2019
H
4.79
18.9k
12
1
14

A Rape in the Belfry Ch. 05

His clothes were stamped Property of Onion Creek Penitentiary.

by Decayed Angel in Gay Male 11/08/2006
3.86
84.6k
12
4
14

Winning the Blonde Goddess Ch. 08

Scott's life changes as he develops a new infatuation.

by spankednaked in Gay Male 01/02/2020
H
4.65
12.8k
12
2
17

The Text

Str8 man receives a strange request.

by maletoy420 in Gay Male 08/18/2012
3.78
50k
12
3
16

A Life Imagined

It happened, finally...

by reallife4me in Gay Male 05/03/2021
H
4.73
9.3k
12
3
22

Birthday

Micro story - a young man having his first bisexual encounter.

by Lycandope in Gay Male 10/28/2012
4.27
46.4k
12
6
14
0

Curious Desire Pt. 05

Jacob has a big night and Alex takes care of him.

by KinkSlayer8 in Gay Male 02/08/2022
H
4.84
9.8k
12
7
19

Dave's Awakening Ch. 01

Dave explores a new horizon.

by mikec1010 in Gay Male 08/09/2008
4.47
50.8k
12
6
20

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
15.7k
12
9
19

My Man to Man Awakening

Married man discovers men.

by bilove69 in Gay Male 01/11/2009
4.12
77k
12
5
17
0

No Regrets Ch. 11

Ryan's Story – Liberation.

by martin_x59 in Gay Male 12/03/2013
H
4.63
14k
12
7
13

Camp Counselors Pt. 03

Now I've got two guys to play with.

by dondave in Gay Male 11/23/2023
H
4.67
11k
12
3
19

Posing Strap Trio Ch. 02

Hidden passions burst out between three muscular buddies.

by posingstrap1 in Gay Male 03/20/2024
H
4.65
3.3k
12
2
15
0

Aaron's First Time

Straight married man discovers a new side to his life.

by Aaron1965 in Gay Male 02/06/2010
3.97
137.9k
12
9
15
0

A Sissy's Journey Ch. 07

Rick and Jesse find love together.

by yukonnights in Transgender & Crossdressers 04/18/2017
H
4.68
19.4k
12
7
20

Senior Gala Pt. 02

Straight boyfriend's journey to bisexuality concludes.

by LoveScribe62 in NonConsent/Reluctance 05/10/2024
H
4.72
7.5k
12
0
31

A Secret Ch. 01

Two young men discover cock.

by barenakedlazy in Gay Male 05/14/2011
4.22
59.5k
12
8
14
0

That was Unexpected

First time gay anal sex.

by DrMikeHunt in Gay Male 05/29/2018
4
55.4k
12
1
18
0

Another First Time Story Ch. 02

He goes back for seconds.

by MI_guy in Gay Male 11/17/2006
H
4.61
66.6k
12
8
16

My First Real Experience

Story of my first time alone with a man.

by Just4Fun83 in First Time 11/03/2012
3.91
67.5k
12
2
13
0

Supernatural: Strictly Business 02

Sam finds out what Dean did.

by VodouBlue in Celebrities & Fan Fiction 06/18/2008
4.35
25.4k
12
3
15

An Unexpected Pleasure Ch. 01

Late night conversation leads to fantasies fulfilled.

by whitestream44 in Gay Male 04/06/2013
4.08
76.7k
12
6
23
0

So Simple

Sucking really is quite simple as we both find out.

by seeape in Gay Male 09/27/2008
4.45
52k
12
7
15
0

Afternoon Delight Ch. 02

When I first saw Lorenzo, I was hooked.

by Gil_Raleigh in Gay Male 09/01/2013
H
4.81
33.2k
12
8
15

In The Shower Pt. 02

Older meets two younger in the gym shower.

by enoch1234 in Gay Male 05/25/2014
4.35
55.8k
12
3
22

Jack & Junebug Go To Prison Ch. 01

Jack's needs protection - and will do anything to get it!

by KenUnknown in Gay Male 09/10/2009
3.76
64.4k
12
6
15
0

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

Roofer Calling

Does your roof leak? No, but this roofer fixed it anyway!

by LaTourEiffel in Gay Male 04/17/2024
4.45
4.7k
12
1
16
0

The Gym Guy

Married man gets a real workout.

by lustybud in Gay Male 06/20/2005
0
86.7k
12
1
15
0

I Lost it at Fire Island

Rusty submits to a new experience while helping his brother.

by CrimsonClown in Gay Male 05/02/2017
4.41
23.8k
12
0
17
0

First Explorations Ch. 02

The first full time.

by Guillame in Gay Male 02/03/2006
H
4.56
125.6k
12
3
16

First Time and I'll Be Back

Online NSA sex was my first time .

by yorkhere84 in Gay Male 02/06/2011
4.25
42.8k
12
1
16

One Day at the Adult Bookstore

A new experience at an adult bookstore

by mralx99 in Gay Male 10/01/2018
3.65
55.4k
12
4
19
0

Practicing with Buddy

A man's bisexual fantasy.

by Safefunguy in Toys & Masturbation 09/24/2006
4.38
97.6k
12
7
19
0

Seducing a Friend

I seduce a straight friend of mine from college.

by dynamite007able in Gay Male 10/15/2011
2.79
140.3k
12
10
16
0

The Pretender Ch. 05

The start of Recovery.

by JaycobMatthews in Gay Male 07/13/2012
H
4.63
14.6k
12
7
12

Mr. Right Now Ch. 08: Brad

Gay teenager's first time.

by KenJames in Gay Male 10/01/2020
H
4.68
15.2k
12
2
17

The Storm

A sudden downpour leads to new discoveries.

by BJ_HoneyCut in Gay Male 10/08/2012
4.28
35.3k
12
1
15
0

View From The Barn

A young man's summer of discovery.

by sabb in Gay Male 03/17/2008
4.16
103.5k
12
5
18
0

Restaurant Redacted

A straight guy gets familiar with his gay coworker.

by OffNSFW in Gay Male 02/03/2022
4.14
34.2k
12
7
35
0

How Big is Yours?

Two friends discuss how big they are.

by betawood in Gay Male 07/05/2013
2.81
58.4k
11
6
13
0

Birthday Present for Ted

Brian gives a special gift to his good friend & masseur.

by Ken Nitsua in Gay Male 12/17/2008
H
4.51
58.4k
11
2
19
0

My Old Pal Charley

Feeling out an old high school friend.

by MrSperm in Gay Male 08/07/2014
4.18
29k
11
3
12
0

An Opportunity of a Lifetime Ch. 02

Don't hold back!

by Story guy in Gay Male 05/24/2003
4.48
40.5k
11
0
12

He Made Us Do It Ch. 01

Reluctant sex between roommates to pass a college course.

by Undefined_Variable in Gay Male 11/02/2009
3.62
69.8k
11
4
15

The Weekend

He discovers a little bit of himself on a weekend trip.

by jimwilshow1 in Group Sex 10/28/2005
4.43
59.3k
11
7
15
0

A Day to Remember Ch. 01

Jayy is madly in love with the swim team captain, Aaron.

by Jayy_Supremo in Gay Male 07/25/2018
4.32
12.1k
11
5
19
0

Dreaming Away My Virginity

Guy has a recurring dream of losing his virginity.

by shy_boy in Gay Male 07/11/2006
4.2
44.6k
11
0
12
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

Hard Hike with Uncle Mike Ch. 02 - On the Sum

New heights with Justin and Mike.

by FINLEYDIXON in Gay Male 11/14/2021
H
4.67
13.2k
11
5
17

Jesse

Young male/older male first time oral anal.

by xdress2nite in Gay Male 08/23/2013
4.18
60.2k
11
4
12
0

Rest Stop Ch. 01

A man walks into a bathroom...

by Bob Peale in Gay Male 10/09/2000
4.02
169k
11
2
15

The Bookie Ch. 01

Never make a bet you can't afford to lose.

by tmh10 in Gay Male 03/30/2004
4.48
55.2k
11
4
16

The Forest Ch. 04

When your eyes can't see the way, your heart will show you.

by Robyboyrob in Gay Male 09/02/2017
H
4.65
9.7k
11
4
12

Fun in the Forest

His virgin ass was waiting for Frank.

by CharlieL in Gay Male 06/19/2006
4.2
107.4k
11
8
12
0

First Times are the Best Ch. 02

First time having gay sex.

by jx88 in Gay Male 07/15/2011
4.3
44.9k
11
11
12

Hot for Teacher Ch. 06

Abi and Michael involve another man.

by MissA5 in Group Sex 09/02/2012
4.41
28.5k
11
4
16

Headset Pt. 02

Danny and Luke take their relationship to the next stage.

by Daisy_x in Gay Male 01/02/2024
H
4.85
5.6k
11
7
21

Cum Slut Ch. 01

Aman explores his fantasy.

by whbonney in Gay Male 07/19/2002
4.31
149.8k
11
0
15

My Sexy Roommate Ch. 05 - Dorm Heat

Roommates get sexy.

by KenJames in Gay Male 09/04/2017
H
4.51
25.6k
11
1
14
0

Blow, Blow, Thou Winter Wind

Brotherly warmth heats up on a cold night.

by EMauriceGlass in Gay Male 11/13/2019
4.35
32.6k
11
2
20
0

That Bacon Sandwich Smile

Zac gets a different kind of education on a day off school.

by sjreardon in Gay Male 06/17/2021
H
4.67
23.8k
11
4
33
0

Am I Bi?

A man contemplates his sexuality after a same-sex encounter.

by CRWestminster in Group Sex 12/23/2012
4.16
82.9k
11
8
19
0
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