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‘gay first time’ stories

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Good Neighbor

His first gay play.

by jimmito in Gay Male 10/18/2009
H
4.53
182.8k
35
7
43
0

The Pretender

Daniel's foundation is shaken by a new friend.

by JaycobMatthews in Gay Male 06/26/2012
4.49
32.8k
35
12
43

My First Semester

Professor teaches me something new.

by tk998877 in Gay Male 11/13/2012
H
4.52
71k
35
12
42
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
53.5k
35
13
61
0

Forbidden Desire Ch. 04

Two become one.

by kitten2010 in Gay Male 09/07/2010
H
4.67
43.7k
35
13
36

Coastal Desire

James discovers a new love when his wife is away.

by DCBeck in Gay Male 02/04/2023
H
4.67
43.5k
35
11
63
0

Helping Hands

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

by JellyPie in Gay Male 01/08/2010
4.07
88k
35
8
39
0

Discovering Boys Ch. 02

Jake faces the fallout from kissing Matt.

by imp22 in Gay Male 09/17/2017
H
4.71
28.7k
35
16
41

Mountain Men Ch. 01: Rescued

Lost and found in the wilderness.

by KenJames in Gay Male 12/31/2019
4.47
37.1k
34
7
68

Bachelor Party Gone Wrong Pt. 02

A crazy Vegas naked party gets humiliating for the groom.

by somebody123 in Group Sex 03/11/2021
4
50.1k
34
2
65

Satisfied by a Glory Hole

A curious man fucks another man's ass for the first time.

by AngieGS in Gay Male 05/31/2013
4.26
108.2k
34
19
39
0

Two Teens Give Blowjobs a Try

Our first try at cocksucking, and we like it.

by atccn in Gay Male 07/20/2009
4.32
198.1k
34
16
35
0

The Glory of a Lunchtime Beer

A man stops at a gloryhole toilet and sucks his first dick .

by hoohaar in Gay Male 10/05/2013
4.38
59.7k
34
10
39
0

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
34
4
43

Was Bicurious, Now Bisexual

Bicurious man takes the step into bisexuality.

by snake_doctor in Gay Male 08/28/2008
4.17
152.5k
34
0
45
0

Sweaty Socks and Virgin Cocks

After soccer practice, two college dudes have virgin sex.

by socksancocks in Gay Male 05/20/2013
H
4.5
106.4k
34
5
51

Massage Clinic for Men Pt. 02

First Session.

by mastertosub in Gay Male 01/22/2016
H
4.66
96.1k
34
23
41

Kenny's Adult Bookstore Adventure

Young man comes of age with the help of a kind stranger.

by timmywells in Gay Male 04/24/2011
H
4.5
87.1k
34
8
45
0

Learning from Older Men Pt. 01

My first time playing with an older guy on webcam.

by letsplayhard1994 in Gay Male 03/28/2020
4.41
29.2k
34
5
50

Lariats and Lacrosse Sticks Ch. 03

Randy and Tanner explore their relationship.

by reddirtwriter in Gay Male 01/05/2013
H
4.84
44.1k
33
15
36

Do Not Judge a Book By its Cover

The captain of the football team vs. the small slender boy.

by Teddy_Z in Gay Male 03/10/2021
4.23
30.5k
33
14
62

Camping Lovers

Heartbroken man finds comfort in his male friend.

by bigballs34 in Gay Male 05/30/2013
4.13
79.5k
33
7
40
0

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
32k
33
5
77

Straight Guy with a Gay Friend

When simple curiosity and fantasy becomes real.

by KubrickFreak in Gay Male 10/11/2005
4.17
196.2k
33
5
57
0

An Old Friend

Staying over, old friends find sex with each other.

by jjdtx in Gay Male 02/18/2006
H
4.52
114.9k
33
10
55

Craigslist Hookup Ch. 01

A first time experience hooking up with a stranger.

by Harry_Balsach in Gay Male 07/23/2016
4.43
85.7k
33
11
44

No Regrets Ch. 05

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

by nem0 in Gay Male 08/03/2010
HW
4.7
82.8k
33
31
38

Gym Workout

Man gets an unexpected workout.

by standingstones in Gay Male 03/26/2007
4.39
153.7k
33
0
39

Used for the First Time

First time experience with a man lived up to fantasies.

by WordsOfHeat in Gay Male 03/13/2013
4.4
72.7k
33
8
37
0

Swallowing My Friends Cum

I sucked my friends cock after he passed out.

by corkscrewjohnny in Gay Male 02/26/2009
4.18
398.2k
33
51
46
0

Curious Ch. 01

A married man begins exploring some bisexual thoughts.

by CuriousTeacher in Gay Male 10/02/2014
4.42
97.1k
33
15
43

My First Penis

College hitchhiker undergoes initiation by older gent.

by yowser in Gay Male 09/11/2017
4.49
86.2k
33
16
58
0

Straight Offshore Bunkmates

Horniness leads bunkmates to a first time.

by AquaMan984 in Gay Male 10/28/2007
4.44
109.9k
33
15
38
0

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

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

Brothers in Arms

A different sort of love story during the American Civil War.

by robertreams in Gay Male 09/28/2012
H
4.57
46.2k
33
5
39

Opening up - First Time with Todd

After a recent breakup with his girlfriend, Mark explores bi.

by backyardswing in Gay Male 01/19/2024
H
4.9
20k
32
8
65
0

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
143k
32
0
45
0

Oh, Mr King! Pt. 04

A night of pleasure for Mr King and I.

by exaucer in Transgender & Crossdressers 02/02/2018
H
4.78
31.7k
32
0
36

The First Touch

First nude massage and bisexual man-on-man encounter.

by Bash013 in Gay Male 10/29/2021
H
4.51
73.6k
32
0
67
0

Matt and Jason Ch. 03

The "talk" with my buddy leads to raw sexual fire.

by AtlantisGuy in Gay Male 02/20/2024
H
4.94
18.3k
32
9
44

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
4.72
64.8k
32
23
42

No Regrets Ch. 03

Mark and Deacon deal with the morning after.

by nem0 in Gay Male 02/05/2010
H
4.81
44.7k
32
11
38

Our Love Life Transformed

My wife gets ruined, and I get turned.

by syn4321 in Fetish 04/10/2024
3.96
30.8k
32
2
69
0

Hypnosis Ch. 01

The story of a burgeoning relationship.

by velokev in Gay Male 04/11/2010
4.39
103.6k
32
11
47

Blo and Go with a Dominant Male

My first time with another man gets rough.

by licyou69 in Gay Male 09/16/2012
4.19
100.2k
32
28
40
0

Back to the Bay

Adrian finds love in a small town after living in London.

by sjreardon in Gay Male 05/13/2021
H
4.77
14.5k
32
11
58
0

Trapped at the Gym

When the big boys meet - don't get between them.

by sabb in Gay Male 05/22/2009
4.41
86.1k
32
1
44
0

My First Gay Experience

A husband finally fulfills his fantasy.

by treygarza in Gay Male 06/12/2013
4.17
260.1k
32
36
48
0

The Down Low

Two best friends realize they have been living in denial.

by UltimateSwitch in Gay Male 01/24/2014
4.22
66.6k
32
9
45
0

Playing with Matches

A married man is coaxed into a gay threesome.

by Schenkkan in Gay Male 05/08/2007
4.39
164.3k
32
3
43
0

Best Friend's Blowjobs

A story about two friends. One gay, one straight.

by Menssana in Gay Male 07/16/2009
4.38
159.2k
31
17
41
0

My Life as a Bisexual Man #01

First encounter. How I got starting on my bisexual voyage.

by ElskerFrb in Gay Male 01/26/2018
H
4.55
58.9k
31
12
54

Winning the Blonde Goddess Ch. 03

Scott is forced into having gay sex.

by spankednaked in Gay Male 09/01/2018
4.46
65.5k
31
1
49

Girlfriend's Son Ch. 03

Son loses his virginity.

by lonesomejones in Gay Male 05/17/2010
H
4.55
124.8k
31
4
36

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

Home Alone

A married man discovers he's gay.

by superglide52 in Gay Male 11/25/2006
4.12
113.5k
31
23
35
0

My First Fight Club

A challenge from a rival leads to a first gay experience.

by rob0056 in Gay Male 01/15/2018
4.29
52.7k
31
7
51
0

Almost Straight

He talks friend into a hand job.

by piltdownman in Gay Male 07/06/2007
4.3
97.5k
31
0
35
0

Senior Man Learns to Suck Cock

Accepting bisexuality.

by LittleTommyTudor in Gay Male 09/24/2011
4.1
339.4k
31
308
36
0

The Shelter

My first time, with older man at homeless shelter.

by bipussyboi in Gay Male 01/04/2013
4.37
111k
31
15
46

Karl and Scott (Ch. 02)

The next morning we awoke to a new world of sex.

by AtlantisGuy in Gay Male 03/24/2024
H
4.9
9.9k
31
4
42

Kitty Ch. 01

He becomes Kitty, and takes his first man.

by ts_candi in Transgender & Crossdressers 03/08/2006
4.38
140.8k
31
3
45
0

Gotta Love Commuting

College guy's fantasy becomes reality.

by HornyTeenBoy in Gay Male 10/20/2006
H
4.57
125.7k
31
12
41
0

First Time Seeing the Doctor Alone

18 year old, worried about his penis, goes to urgent care.

by dudefromthebayarea in Gay Male 09/12/2019
4.47
68.5k
31
4
48
0

Taming the Cocky Kid

Hard lessons for a cocky teenage boy.

by KenJames in Gay Male 03/13/2022
4.43
46.8k
30
7
60
0

Taking It All In

The morning after the first night I spent with another man.

by Robert_Furlong in Gay Male 12/10/2013
4.49
72.9k
30
3
38
0

Southern Magic

Derek learns that magic can be fickle.

by PhoenixKing in Gay Male 09/21/2014
4.41
24.6k
30
6
36

The Paperboy Delivers Pt. 03

Paperboy has bi threesome with customers.

by LoveScribe62 in Gay Male 04/06/2024
H
4.84
17.5k
30
6
48

The Enchanted Boy Ch. 01

A Storm is brewing; Vernon gets a surprise visitor.

by martin_x59 in Gay Male 09/19/2011
4.22
34.9k
30
6
37

Finding a Friend with Benefits

Bi-curious man begs to suck cock.

by 0ra1Master in Gay Male 07/02/2008
4.2
167.7k
30
20
44
0

Steam Room Surprise

Bi-guy surprises his straight buddy.

by T@nman in Gay Male 07/28/2006
4.38
126.3k
30
5
39
0

Bitch

A friend's kink helps a man find his own.

by Frogsoup in Gay Male 12/05/2008
4.41
89.8k
30
6
45
0

Stephen Ch. 02

Stephen's journey to the other side continues.

by SixtyMinuteMan in Gay Male 09/27/2009
H
4.85
41.6k
30
7
33

College Friend

Man gets to know his dormmate.

by Danman in Gay Male 10/27/2000
4.16
156.8k
30
1
39
0

Jake Explores

His girlfriend is sweet, but he needs more.

by sam8 in Gay Male 05/21/2010
4.46
89.5k
30
7
33
0

Old Folk's Home

They made the old man earn his keep.

by kicky1000 in Gay Male 12/21/2006
4.11
95.6k
30
6
33
0

My First Time

The first time I sucked another man.

by chrisn17 in Gay Male 09/29/2010
4.24
158.2k
30
13
33
0

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

The Moment When You Realize...Ch. 01

Straight guy forced to suck black cock on a street corner!

by funandbold in Gay Male 05/30/2018
4.13
46k
30
6
55

Shy Guy

Virgin ass gets dominated.

by gizmo52242 in Gay Male 08/02/2007
4.24
163.4k
30
3
38
0

If You Could Do It Again... Ch. 03-04

A man gets a second chance.

by dagan732 in Gay Male 10/21/2011
H
4.83
24.3k
30
17
34

Gentlemen's Club Ch. 04

Naughty 18-year-old boys get caught by headmaster.

by Ywashere in Gay Male 07/02/2008
H
4.5
119.8k
30
1
36

Like a Father to Me

A weekend together before college.

by JustLikeEwe in Gay Male 10/05/2008
4.49
102.2k
29
6
38
0

Fifi La Femme: A Pansy at Last

First time with a man.

by pris69696 in Transgender & Crossdressers 12/29/2008
H
4.5
106.2k
29
12
31

Austin's First Time

A man explores his bi-curious feelings with a friends help.

by Lovetolisten in Gay Male 07/13/2013
0
115.1k
29
6
34
0

A Bi-Sexual Man's First Time

The story of my first time with another man.

by AmatoriuS in Gay Male 01/06/2010
3.83
205.1k
29
18
33
0

Neighbor's Hot Tub Ch. 02

His turn getting water pumped in the hot tub.

by sr71plt in Gay Male 10/28/2006
H
4.55
135.6k
29
11
39

Teen's Submissive Journey Ch. 03

Paul learns my identity and uses that to his advantage.

by abiguy in Gay Male 12/19/2010
H
4.51
118.3k
29
5
37

Gay Conversion

College guy has his first gay experience.

by jaxcreampie69 in Gay Male 05/25/2007
4.27
135.2k
29
7
35
0

His First Blowjob

Her boyfriend experiences a cock for the first time.

by bifemdom81 in Gay Male 11/13/2008
4.27
158.7k
29
9
45
0

Beth Ch. 01

Beth is born.

by ragal2 in Gay Male 01/14/2023
H
4.53
22.4k
29
10
49

Jessica Loses Her Virginity

A crossdresser's coming of age.

by DCJessicaCD in Transgender & Crossdressers 04/16/2007
H
4.54
120k
29
13
32
0

Straight Man Conquest!

Took a chance on a hot straight guy...

by funandbold in Gay Male 03/30/2018
4.26
57.9k
29
6
40
0

Married, But No Longer Curious

First cock sucking experience

by jamesale2003 in Gay Male 07/11/2019
4.33
49.9k
29
11
45
0

A Wife's Pleasure

Jack's wife is excited to hear about his first time.

by bi_cpl_with_crossdresser in Gay Male 06/29/2020
4.39
36.7k
29
10
46
0

Dominating the Lax Bros Pt. 03

College freshman dominates RA in the shower.

by somebody123 in Gay Male 06/26/2022
H
4.86
26.2k
29
13
50

No Regrets Ch. 04

Mark and Deacon heat things up.

by nem0 in Gay Male 03/12/2010
H
4.79
42.3k
29
8
34

Very Best Friends

Jon and Tony explore their budding friendship.

by posingstrap1 in Gay Male 04/19/2024
H
4.85
13.1k
29
11
50
0

Genuine First Timer

Jim places an ad online to worship a stranger's cock.

by 1077ad in Gay Male 01/18/2011
H
4.61
72.6k
28
10
41
0
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