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‘gay first time’ stories

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30 DaysAll Time

Matt and Jason Ch. 06

Fucking. Savage fucking. And something far deeper.

by AtlantisGuy in Gay Male 03/03/2024
H
4.84
8.1k
16
5
24

Richard's Reality

Richard finally realizes he needs to be cuckold.

by MistyMorgan in Loving Wives 12/23/2003
3.85
119.4k
16
0
32
0

Jono's Journey Home Ch. 02

An Arab orphan returns home.

by Shy_Bottom69 in Gay Male 04/20/2017
H
4.71
13.1k
16
6
16

Ranger Guided

Park Ranger initiates seeking first timer.

by sr71plt in Gay Male 07/24/2006
4.31
118.8k
16
1
23

A Run in the Park

A run in the park between two men turns into something else.

by ThomJames in Gay Male 08/20/2018
3.72
40.1k
16
3
18
0

An Old Friend Ch. 03

Final chapter: two old friends explore the bi-side.

by jjdtx in Gay Male 08/31/2006
H
4.6
47k
16
4
18

Favorite Camper

Submissive camper turned counselor gets his wish.

by emittsrif in Gay Male 08/28/2011
4.26
64k
16
4
23
0

Moving On

Can new love rise from the ashes of shared scars?

by shabbu in Gay Male 07/19/2007
H
4.64
33.4k
16
9
24
0

Darcy's Doubts - Day 01

Darcy moves in with an old friend after a long time away.

by Fenix89 in Transgender & Crossdressers 08/07/2020
4.49
12.3k
16
6
27

Nowhere to Run

Kidnapped.

by windstormy in Gay Male 03/23/2008
3.7
146.4k
16
5
22

Squashed!

Alone on the squash court but a surprise awaits.

by JimDoris in Gay Male 10/30/2021
H
4.68
15.5k
16
6
28

Bi-Curious? Not Anymore

A liaison between two guys.

by Robin P in Gay Male 08/30/2008
4.35
88.3k
16
7
29
0

The Male Room

My First Time.

by WatchingAndWaiting in Gay Male 03/06/2013
4.12
66.6k
16
10
20
0

Black Daddy at the Y Pt. 04

Preacher Takes a Boy.

by RandyScottsdale in Gay Male 12/02/2021
H
4.61
21.1k
16
2
21

Graduation Party

A party ends with a buttload of Patrick.

by Qdawg2693 in Gay Male 02/07/2009
4.12
86k
16
3
19

Dungeons, Dragons, and Dresses

My new friend takes me on a cock exploring D&D adventure.

by pinkexplorer1 in Gay Male 02/21/2024
H
4.6
7.1k
16
2
39
0

My Story

Encounter with stud leads to a special night.

by Vickster in Gay Male 02/05/2002
4.49
113.6k
16
5
18

The Forest Ch. 01

Straight guy moves to a new state. Learns new things.

by Robyboyrob in Gay Male 06/06/2016
3.81
35.3k
16
11
30

A New Experience Ch. 01

First time gay sex.

by passion2share in Gay Male 09/27/2017
4.29
80.4k
16
14
28

A Dream That Might Come True

Bob takes a cock or two, but it's just a dream.

by NerdySex in Gay Male 02/10/2019
4.37
21.7k
16
0
20
0

Me & Eric

18-year-old man gives it up to his older lover.

by YANKEE DAN in Gay Male 09/08/2006
4.26
96.8k
16
2
19
0

A Fun Night

A man gets an intense drilling from his fuck buddy.

by MGO15 in Gay Male 01/22/2013
4.1
35.9k
16
2
17
0

Solitude Leads to Curiosity

A chance to share my pantyhose fetish.

by Creativekink in Gay Male 09/24/2008
H
4.5
45.6k
16
3
20
0

Shotgun!

Getting high and getting laid.

by GoodBiCuriosity in Gay Male 01/16/2022
H
4.68
27.6k
16
6
35
0

Victor and Samuel Ch. 01

The beginning of a love story.

by RedHairedandFriendly in Gay Male 01/29/2006
H
4.5
56.9k
16
9
25

Andy Wins the Bet

Could you tell the difference-and would you care?

by cyravance in Gay Male 01/03/2010
4.49
39.5k
16
3
24
0

A Curious Beginning

Years of bisexual fantasy becomes reality with a stranger.

by SamSpeck in Gay Male 02/28/2018
4.3
61.7k
16
4
22
0

Working Out Issues Ch. 05

Mel gets some more new clothes.

by blake1 in Transgender & Crossdressers 03/05/2019
H
4.68
20.6k
16
11
18

Boxing Match to Remember

Two straight boxers get it on after the match.

by ryanxxx in Gay Male 10/30/2006
4.21
83k
16
0
21
0

Giving Myself to You

Mature guy describes his first experience with another man.

by Matureexplorer62 in Gay Male 04/17/2020
4.49
21.7k
16
4
22
0

Michael's First Time

Is he prepared to have his deepest desire fulfilled?

by Purple_Rose90 in Gay Male 07/07/2020
4.36
36.3k
16
6
25
0

Our Kinky New Neighbors Pt. 07

Kelly tricks the brothers into gay incest.

by jasperray in Incest/Taboo 11/11/2020
4.41
22.9k
16
0
27

Uncle Ruins 'Straight' Teen's First

Homophobic dad wants straight son - lets uncle test if he is gay.

by CosmoPillz in Gay Male 01/26/2024
4.21
16.5k
15
4
32
0

Eric

Gay White Water Rafting.

by gaytheist in Gay Male 05/08/2016
4.41
20.3k
15
4
15
0

Imprinted Ch. 06

The voyeur finally joins in, Mr D comes home to find Jacob.

by darcysweet in Group Sex 12/09/2009
H
4.79
42.2k
15
2
20

Jizz Me With Your Jerk Juice

Big blonde 'bear' begs to be facialized by circle jerkers.

by danielblue in Gay Male 02/09/2006
4.18
80.2k
15
0
21
0

First Blowjob & From a Guy

My first blowjob was also my first gay experience.

by bobcat753 in Gay Male 11/22/2010
3.79
164.9k
15
14
20
0

The Motor Home Trip Ch. 07

The guys get their first taste of cock...and they love it.

by Liquor69 in Group Sex 06/05/2011
H
4.62
64.3k
15
3
19

Cumming of Age Pt. 04

Matt begins to explore his sexuality more.

by Mikehawk2187 in Group Sex 02/01/2020
4.37
17.9k
15
0
17

At The Office

He never should have given his office address.

by StyxVenom in Gay Male 11/13/2006
4.14
104.5k
15
9
18
0

Business Escape Pt. 03

Morgan quickly returns to wrap up this unexpected adventure.

by morganjeffreydavis in Gay Male 06/06/2020
H
4.72
13.5k
15
3
24

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

Sweaty Socks and Virgin Cocks Ch. 02

After fucking once, these virgins take the fun to the shower.

by socksancocks in Gay Male 06/02/2013
4.35
48.3k
15
0
22

Skydancers - Her Bi Boy Toys

Her Boy Toy's First Male-Male Sex.

by KenJames in Gay Male 04/24/2022
H
4.64
31.8k
15
3
44
0

Road Trip

We Share Our Hottest & Wildest Adventures On A Long Drive.

by Rob_McCall4 in Gay Male 07/27/2023
H
4.6
18.8k
15
3
40
0

Our First Meeting

Gay suck and fuck.

by Chris7sw in Gay Male 09/12/2013
H
4.5
45.2k
15
3
20
0

Senior Gala Pt. 01

Will straight boyfriend attend bi orgy?

by LoveScribe62 in NonConsent/Reluctance 05/09/2024
4.46
10.2k
15
1
46

Shower Fun

Old friends experiment in the school showers.

by dickybigballs in Gay Male 01/01/2006
4.35
117.2k
15
5
22
0

First Time

A man realizes his gay fantasies.

by oneiria in Gay Male 06/17/2010
4.16
99.2k
15
6
22
0

Vacation Sex Ch. 05

Separate vacations: a good idea?

by Olive Hizklosoff in Gay Male 07/25/2006
H
4.52
76.3k
15
3
19

Erik and Charles

Charles Xavier and Erik Lehnsherr, from X-Men: First Class.

by flying_monkey in Gay Male 07/11/2011
H
4.58
19.3k
15
7
16
0

Afternoon Delight

Straight, married man, experiences his first taste of cock.

by JimDoris in Gay Male 03/25/2020
4.49
41.6k
15
17
28
0

Romping on Winter Break - Day 04

The gang recovers, and tell stories about their first times.

by MaiaEmpire in Group Sex 09/02/2020
H
4.71
14.1k
15
0
22

Edging Games Turn Not Gay Pt. 03

Best friends continue exploring.

by Willowsweet in Gay Male 02/20/2021
H
4.53
14.6k
15
3
23

My First Time

My first experience of gay sex.

by bigbazzaboy in Gay Male 03/08/2013
4.07
84.9k
15
7
17
0

Todd and Me

A girl introduces her friend to her brother.

by Dawns in Gay Male 01/01/2009
3.58
62.9k
15
0
19
0

Calm Waves: Raging Intentions

A miserable married man finally gets some cock.

by DarPat230 in Gay Male 05/09/2023
4.31
18.4k
15
4
32
0

Camp Counselors Pt. 04

My summer of gay sexploration comes to a close.

by dondave in Gay Male 11/24/2023
H
4.87
12.5k
15
5
26

Rediscovering Cock Ch. 01

Frustrated married guy rediscovers love for cock.

by Travisspank in Gay Male 03/16/2024
H
4.65
13.2k
15
4
29
0

Exploring My Bi Side

His first experience at an adult bookstore.

by cuminmyasss in Gay Male 07/10/2002
3.92
256k
15
7
17
0

Adventures of Wiley Coyote Ch. 02

Joe wanted to make out, but I wouldn't kiss him.

by wiley4377 in Gay Male 10/23/2009
4.48
59.9k
15
1
20

Tumblr Friends Meet Ch. 01

Married men make long distance hookup.

by Equus7 in Gay Male 08/07/2017
H
4.51
31.1k
15
5
22
0

Helpful Plumber

He wasn't gay, but he still had to try it.

by Bakeboss in Gay Male 06/18/2010
4.38
91.9k
15
3
24
0

Hot Summer Day

Two straight find new ways to have fun

by TheNightfly in Gay Male 08/04/2006
H
4.54
112k
15
8
22
0

Unexpected Encounter Ch. 02

Still straight, I guess...

by jsmjsm in Gay Male 03/28/2011
4.4
40.6k
15
4
18

Internet Personals Ch. 01

My best friend is Bisexual, I'm looking to lose my viginity.

by MesaAzGuy in Gay Male 08/28/2011
4.3
47.2k
15
1
28

The Train

A train journey leads to first gay experience.

by long_haired_lad in Gay Male 05/01/2007
4.37
62.3k
15
1
17
0

Exercises in the Park

Straight guy is distracted from reading a novel.

by starova in Gay Male 12/09/2011
4.17
73.8k
15
8
15
0

Cardamom

Lust in a library.

by naradragonfly in Gay Male 01/12/2008
3.89
55.1k
15
16
17
0

Curious Male Finds a Release

Curious male finds his release through gay anal.

by AngieGS in Gay Male 12/31/2012
3.75
118.9k
15
7
21
0

Supernatural: Strictly Business

How far will the Winchester brothers go to complete a hunt?

by VodouBlue in Celebrities & Fan Fiction 06/17/2008
4.06
29.3k
15
0
16

First and Only Blowjob

Straight man experiments with gay blowjob.

by cornthuxton in Gay Male 10/29/2008
4.14
115k
15
3
19
0

Wedding Brunch

Cold Feet turns in to a hot confrontation.

by CrimsonClown in Gay Male 04/15/2013
4.15
35.4k
15
1
19
0

A Dude Loves Jude

Young couple are intrigued by an unusual Valentine card.

by blondeallover_00 in Gay Male 02/06/2009
4.2
44.1k
15
2
16

Three Men and a Gay Virgin

Middle aged gay novice gets a multi-racial education.

by silverserpent365 in Gay Male 07/29/2023
H
4.67
14.4k
15
5
31
0

I Think I'm Gay

First encounter for an old photographer.

by chuckster67 in Gay Male 04/07/2009
4.38
53.8k
14
6
18
0

I Love Cum

30-year-old guy discovers other men.

by turbocs37 in Gay Male 03/11/2010
4.38
172.2k
14
71
17
0

Indulging a Senior Counselor

Jr Counselor gets schooled on what it takes to get ahead.

by RubberDickie in Gay Male 08/25/2017
4.2
31.7k
14
3
17
0

David

My first time was the best time.

by trippy64 in Gay Male 02/25/2012
4.39
50.5k
14
10
15
0

The Meeting - His Point of View

My boyfriend's take on our threesome with a man.

by bifemdom81 in Group Sex 12/13/2008
4.28
53.7k
14
4
22
0

Old School, New Lessons

Old fantasies die hard when you go back to school.

by LeathermanCraig in Gay Male 05/16/2009
H
4.57
42.5k
14
4
20
0

Decadent Sin Ch. 01

A journey of discovery between two friends.

by _Savannah_ in Gay Male 02/24/2010
H
4.66
57.1k
14
10
22
0

One Night in Helsinki

A visitor to Finland finds unexpected ecstasy in a sauna.

by Pussrider in Gay Male 07/18/2018
4.3
42.6k
14
4
16
0

Brute Force Ch. 02

How a trusted friend takes advantage.

by mangoshake in Gay Male 03/10/2006
3.88
125.5k
14
1
19

Watching Scott's First Time

A little adventure in the world of porn.

by Ashlandgrey in Gay Male 12/26/2010
4.02
50.4k
14
4
17
0

Once You Taste Cock?

Brother's confession to enjoying his neighbor friend.

by Fishalicious in Gay Male 02/10/2007
4.21
111.9k
14
6
20
0

Fantasies

Man's biggest fantasy comes true.

by LittleTommyTudor in Gay Male 10/15/2011
4.36
65.7k
14
16
15
0

Who was he?!

A stranger sneaks into my room. Do I want him to leave?

by priapiimentula in Gay Male 06/21/2020
4.16
14.9k
14
3
23
0

College Boy

Young gay male has his first experiences at college.

by erikalilpryncess in Gay Male 08/01/2007
4.06
109.3k
14
7
21
0

The Pleaser Principle

He finally got it right - his way.

by ATLovin in Gay Male 10/13/2012
4.49
52.7k
14
4
20
0

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

Randomly Horny

A Horny Teen and a Random Hook-Up.

by TypingWithOneHand in Gay Male 08/15/2013
3.94
78.9k
14
3
17
0

My Weekend with Jake

A personal ad that worked.

by j3zza in Gay Male 02/11/2009
H
4.6
72.1k
14
14
28
0

Straight Soldier Seduced

Soldier seduced by older man.

by Hikega in Gay Male 01/28/2014
3.49
80k
14
4
22
0

My First Time

An ad in the newspaper for accomodation brings a new lover.

by ScotishGuy in Gay Male 09/19/2016
4.44
38.5k
14
5
15
0

Motorcycle Hitchhiker

Ride in the country is a magical experience.

by JoeCamelToe in Gay Male 05/13/2006
4.19
74.1k
14
4
18
0

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

Hard Hike with Uncle Mike Ch. 01

Justin and I endure a grueling hike to an idyllic campground.

by FINLEYDIXON in Gay Male 10/28/2021
4.42
20.3k
14
7
27

Gay Whisperer: First Encounters

Grayson has his first gay experiences.

by KinkSlayer8 in Gay Male 03/04/2022
4.37
24.1k
14
2
40
0

First Time For Everything

Anal virgin has the perfect next door neighbor!

by OwenBurke in Gay Male 09/06/2013
4.21
88.4k
14
3
20
0
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