‘gay first time’ stories

Active tags
Active tags
gay first time 

Category

Senior Gala Pt. 02

Straight boyfriend's journey to bisexuality concludes.

NEWH
4.69
6.2k
9
0
26

Good Cop Bad Cop

Two dominant daddy cops pull over an unsuspecting twink.

NEWH
4.77
8.8k
33
5
54
0

Senior Gala Pt. 01

Will straight boyfriend attend bi orgy?

4.44
8.7k
14
1
41

New Apartment/Roommate(s) Ch. 05

Liam and Dave confess their secrets about Harlan.

H
4.82
2k
3
1
10

MWM Bisexual Musings Ch. 03c

Gabbie's "Only Friends" ensnares Donnie and Mel.

4.46
3.2k
2
0
4

Very Best Friends

Jon and Tony explore their budding friendship.

H
4.84
12.4k
28
11
48
0

MWM Bisexual Musings Ch. 04

Short exchange leads to forced anal.

4.33
3.9k
4
0
6

Roofer Calling

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

4.44
4.5k
12
1
15
0

From Glory Hole to Hotel Room

Upgrading our experience

H
4.69
8.7k
6
1
17
0

Our Love Life Transformed

My wife gets ruined, and I get turned.

3.95
29.6k
31
2
67
0

Unexpected - A Quick Fantasy

Travelers fantasy is fulfilled in an unexpected way.

H
4.6
10.2k
12
5
23
0

With Corey and His Roommate

Talk with my buddy and his new roommate turns interesting.

H
4.87
21.9k
64
14
110
0

The Paperboy Delivers Pt. 03

Paperboy has bi threesome with customers.

H
4.83
16.9k
29
6
47

Lust On The Beach

Straight male has firrst time gay experience on the beach.

4.25
10k
8
2
16
0

Karl and Scott (Ch. 04)

After a weekend of raw sex, we try to understand what's up.

H
4.95
7.4k
20
13
28

Karl and Scott (Ch. 03)

The more we explored, the hungrier we were for each other.

H
4.92
7.2k
21
5
27

The Horny Club Ch. 01

Join 18yr old Todd, Tom, and Jeb down on the farm.

4.39
9k
18
3
26
0

Posing Strap Trio Ch. 09 - Final

Hidden passions burst out between three muscular buddies.

H
4.76
2k
3
3
4
0

Posing Strap Trio Ch. 08

Hidden passions burst out between three muscular buddies.

H
5
2.7k
5
2
7
0

Posing Strap Trio Ch. 06

Hidden passions burst out between three muscular buddies.

H
4.81
2.3k
4
2
4
0

Karl and Scott (Ch. 02)

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

H
4.9
9.4k
28
4
35

Posing Strap Trio Ch. 04

Hidden passions burst out between three muscular buddies.

H
4.68
1.9k
5
1
5
0

Karl and Scott

My college buddy crashed with me, and feelings... awoke.

H
4.8
25.1k
47
16
79

Posing Strap Trio Ch. 03

Hidden passions burst out between three muscular buddies.

H
4.78
2.3k
9
2
9

Posing Strap Trio Ch. 02

Hidden passions burst out between three muscular buddies.

H
4.65
3.3k
12
2
15
0

Posing Strap Trio Ch. 01

Tony, DJ, and Juan find out who they truly are deep inside.

H
4.67
5.7k
17
4
35
0

Rediscovering Cock Ch. 01

Frustrated married guy rediscovers love for cock.

H
4.65
13.1k
15
4
29
0

Steam Room Stretch

A pair of college boys share more than just a work out.

H
4.72
22.9k
53
9
91
0

Road Trip to Thunder Bay

My buddy and I leave for a road trip and shit goes down.

H
4.84
17.4k
45
20
77
0

Turned Out On Business Trip

Young confused male turned out by muscular Daddy at hotel.

H
4.83
33.4k
123
14
171

Toni Ch. 03

My first try to go public without Lisa.

H
4.51
2.5k
4
1
8

Matt and Jason Ch. 07

I finally had time to take stock of things. Where to?

H
4.95
11.9k
20
30
31

Matt and Jason Ch. 06

Fucking. Savage fucking. And something far deeper.

H
4.84
7.9k
16
5
24

Sophomore Year Pt. 04

First time anal for Ian and Mark, then Brian comes to play

H
4.88
7k
9
1
26

Matt and Jason Ch. 05

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

H
4.84
7.2k
12
4
19

Matt and Jason Ch. 04

My buddy and I unleashed next-level sex on each other.

H
4.89
12.3k
25
4
33

Head Boy

Opposites attract? It's a bit more complicated than that...

H
4.89
14.3k
21
14
44
0

Dungeons, Dragons, and Dresses

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

H
4.6
6.9k
16
2
39
0

Matt and Jason Ch. 03

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

H
4.94
17.6k
32
9
44

Sophomore Year Pt. 02

Ian discovers his bi side with Patty's brother, Mark.

H
4.77
13.8k
21
4
43

Matt and Jason Ch. 02

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

H
4.88
16.2k
43
8
64

The Game of Hockey - 750

Young hockey player reconnects with twink he met growing up.

H
4.6
5.5k
6
3
10
0

Matt and Jason Ch. 01

A buddy and I hang out after our mutual breakups, and...

H
4.89
36.1k
125
25
202

Change of Heart

Friends become more than friends on Jon's birthday.

4.48
10.7k
6
20
19

Traveling Alone

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

H
4.87
24.8k
45
23
88
0

Turned Out Nice Again Pt. 02

Married man has his mind messed up more.

4.47
8.2k
4
2
9

Ryan's Ass

An awkward meeting leads to friendship... and more.

H
4.85
24k
61
24
106
0

Steam Room

A once in a lifetime experience changes two men forever.

H
4.63
9.5k
6
3
14
0

Uncle Ruins 'Straight' Teen's First

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

4.21
16.3k
15
4
32
0

Turned Out Nice Again - Pt. 01

Naïve man is directed down the path of enlightenment.

4.35
10.4k
5
3
14

New Apartment/Roommate(s) Ch. 03

Liam and Dave experience the rush of their first gay sex.

H
4.68
6.7k
8
3
18

Opening up - First Time with Todd

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

H
4.9
19.7k
31
7
62
0

Mr. Koch

A young man meets a married silver-fox daddy.

H
4.82
23.9k
58
13
95
0

The List

Straight father gets a massage he will never forget.

H
4.78
42.1k
91
22
154
0

MWM Bisexual Musings Ch. 01

My reality blended with gay fantasy with bestie.

4.32
12.5k
11
4
27

When the Ball Drops...

Jamie and Morris go missing on NYE

H
4.6
4.1k
8
3
16
0

My First Time - Anal Sex

Finally take the plunge loosing my anal cherry.

4.4
20.7k
7
6
15
0

Headset Pt. 02

Danny and Luke take their relationship to the next stage.

H
4.85
5.5k
11
7
21

Naked Gymnast Weekend - Pt. 02

Hidden passions burst out between three gymnast buddies.

H
4.83
10.3k
8
12
12
0

Naked Gymnast Weekend - Pt. 01

Hidden passions burst out between three gymnast buddies.

H
4.63
18.4k
23
6
51
0

Uncle Tom's Cabin Ch. 02

18 yr old Billy lives with his Uncle Tom in remote Oregon.

H
4.61
18.9k
24
9
27

Who Wears The Cuffs Ch. 02

I return to see my dangerous dealer to submit again.

4.08
6.1k
2
0
7

Dive

Tom's world suddenly gets a whole lot bigger.

H
4.57
12.9k
7
2
17

Double Booked & Double Parked

Two guys go to an Airbnb to fuck for the first time and...

H
4.77
50.8k
85
48
143

Becoming Mommy Ch. 01

I was just going to meet my girlfriend's family.

4.39
54.8k
76
14
145

Camp Counselors Pt. 04

My summer of gay sexploration comes to a close.

H
4.87
12.4k
15
5
26

Discovering Boys Ch. 04

Jake wakes up the morning after, and finds Matt.

H
4.58
6.2k
4
1
11

Sons Of The Father: Coming Out

Eric comes out to Sam and gets a warm welcome.

H
4.68
12.5k
21
2
46
0

Camp Counselors Pt. 03

Now I've got two guys to play with.

H
4.67
11k
12
3
19

Camp Counselors Pt. 02

My introduction to gay sex goes deeper.

H
4.85
15k
23
6
33

B-52 Bomber Blowjob

A U.S. Air Force Gay Sex Story Set in the Late 1970s.

4.39
5.9k
5
1
14
0

Trespassing Ch. 01

Caught trespassing, Clark uses Randy's mouth to get out.

H
4.64
10.9k
24
2
44

You Always Remember Your First

A accounting of my first male to male encounter.

4.17
22.1k
6
5
12
0

My First

A accounting of my first male to male encounter.

4.23
22.7k
8
4
12
0

The Love of Painting Ch. 01

I start painting in college.

4.48
7.2k
7
3
17

Pimped at a Party [M4M]

Your gay desires are fulfilled when Johny pimps you out.

4.29
7.9k
0
1
3
0

Thanks Stepmom

Thanks to my stepmom I'm a full sissy femboy...

H
4.64
31.3k
64
4
107

Daddy, are You Humping Me?

Father and femboy son teasing him.

H
4.53
38.1k
70
10
114
0

The Mighty Sword named Flame Tongue

An erotic DnD adventure, Gangbang, Wife Sharing, bisexual.

4.2
9.1k
8
3
23
0

Breaking the Ice Ch. 01

Whatever it takes to get in his favor.

H
4.51
12.3k
13
2
36

Secrets

There's no harm in a... couple secrets, right?

H
4.7
12.9k
6
4
14
0

Not Me Ch. 01

How it all began.

H
4.62
22.2k
39
5
69

Big City Cock Ch. 02

James goes all the way!

H
4.69
17.3k
37
7
48

Boys In Heat

Two friends work up a sweat during a summer heatwave.

H
4.71
38.3k
66
12
117
0

'Yes sir' or 'Stop'

A young man learns that he is gay by watching a neighbor.

H
4.65
38.8k
60
13
99
0

Three Men and a Gay Virgin

Middle aged gay novice gets a multi-racial education.

H
4.67
14.3k
15
5
32
0

Road Trip

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

H
4.6
18.8k
15
3
40
0

Who Wears The Cuffs

Two college guys turn buisness into pleasure (M/m).

4.32
6.5k
5
3
6

Curiosity Got the Better of Me

Lonely straight guy discovers a hidden desire.

H
4.71
63.5k
108
30
168
0

Fuck Around and Find Out

Honor Student Becomes Football Star's Latest Trophy.

H
4.64
39.9k
100
18
161

How I Became a Sissy Ch. 01

The story about how I became a sissy.

4.48
39.2k
38
13
66
0

Jake and Alex Ch. 01

Jake helps Alex discover his true self.

H
4.7
11.7k
22
3
32
0

Mr. Right Now Ch. 09: Lonnie

Horny roadie's first gay sex.

H
4.84
4.3k
5
2
9

Captivated Kai

Jerk off buds - one feminine and one masculine.

4.41
19.6k
22
2
40

Richard I

James is caught filled by Dick, so Diana transforms him.

3.62
19.3k
5
0
12
0

Tag-along

Giving rides to strangers isn't *always* a bad idea...

H
4.72
20.3k
18
4
51
0

Ch. 01 Unexpected Weekend

Introductions and a new feeling of submission.

4.24
19.5k
23
1
42
0

The Boss Pt. 01

Office worker used by his boss to get ahead in his career.

4.45
21.5k
44
9
67
0
Active tags
Active tags
gay first time
Separate tags with commas. More info in the FAQ