‘gay first time’ stories

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Active tags
gay first time 

Category

Steaming Love

A celebrity Manager (M) lusts for his client (M).

4.42
7k
7
1
16

My First Sexual Encounter

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

4.13
44.1k
13
11
21
0

Trying Something New

Exhibitionist gets a new experience in the dunes.

3.97
15.4k
4
1
13
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Gang-Banged Teen Virgins Ch. 01

Horny frat bros ignite teen virgins' passions.

4.2
62k
44
6
90

Straight to Gay

Good looking college boy goes gay for a stud daddy.

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4.66
85.4k
139
15
228

Is It Really Me? Ch. 01

A married guy's first oral experience.

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4.62
39.9k
52
12
79

Secrets and Artists

I sit on my bed. Suddenly a boy comes in and kisses me! WTF?

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4.86
28.8k
50
37
95
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Prostate Awakening

Straight man discovers anal pleasure with two men and a bet.

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4.82
157.5k
396
75
617
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Revenge gone... good?

Their girlfriends cheated on them. So they decided to fuck.

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4.72
46.9k
78
52
144
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Homo-pathic Medicine

Only a homemade concoction can cure this acne emergency...

4.48
10.7k
16
2
31
0

Getting Back on My Feet Ch. 03

A divorced man broadens his sexual horizons.

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4.56
15.4k
11
8
18

The Long Game

A chance encounter changes how Van sees his roommate.

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4.68
16.7k
17
5
32

Sissy Step Dad - Ch. 01

Man is caught strapped to a bondage bench and gets used.

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4.69
43.1k
80
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152

College Visit Goes Wrong Pt. 01

College senior humiliated by big-dicked teen.

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4.6
65.1k
116
16
211

Camping with Big-Dicked Friend Pt. 04

Rival gets fucked as brothers try to one-up each other.

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4.72
42.4k
82
12
119

Horny Gay Virgin

Straight Teen Tries Gay Sex.

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4.65
66k
47
20
78
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The Lifeguards

Breathing new life into your typical morning swim.

4.34
21.2k
21
3
44
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Dominating the Lax Bros Pt. 03

College freshman dominates RA in the shower.

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4.86
25.5k
25
13
41

Sunrise Fantasy Ch. 05

When the wife's away Donnie and Josh will play.

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4.69
8.4k
3
3
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Escape Room for Jocks Pt. 13

The Jocks' captors reveal themselves.

4.42
8.6k
16
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Escape Room for Jocks Pt. 12

The last two teammates and a hint about the captors.

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4.66
9.4k
13
3
21

Getting Back on My Feet Ch. 02

A divorced man explores further with his gay roommate.

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4.71
26.1k
24
13
33

Underneath Ch. 03 - FINAL CHAPTER

He finally fell for his coworker with women's underwear kink.

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4.86
17.1k
44
29
67

Skydancers - Her Bi Boy Toys

Her Boy Toy's First Male-Male Sex.

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4.64
31.3k
14
3
38
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Getting Back on My Feet Ch. 01

A newly divorced man finds a new roommate.

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4.58
39.5k
35
7
65

Spring Break Boys

Spring break drugs lead to first time gay sex.

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4.79
156.4k
380
45
604
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Sunrise Fantasy Ch. 02

Donnie reflects on his cock sucking and dreams forward.

4.44
6.1k
1
1
4

Don't Ask, Don't Tell... Again

My first time continues.

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4.66
24.1k
6
3
17
0

Finding My Boyfriend's Dildo

Finding my boyfriend's dildo leads to even bigger secrets.

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4.85
128.3k
409
70
639
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The Rearrangement Room: Zeke

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

4.49
17.6k
14
1
41
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Taming the Cocky Kid

Hard lessons for a cocky teenage boy.

4.44
46.1k
30
7
61
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Just One Bed

Best friends discover each other for first time on vacation.

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4.66
71.9k
56
25
98
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Gay Whisperer: First Encounters

Grayson has his first gay experiences.

4.37
23.7k
14
2
40
0

Dominating the Lax Bros Pt. 02

Sexy Irish lacrosse stud submits to horse-hung freshmen.

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4.77
29.2k
48
13
70

Convention Conversion

Business executive learns he isn't always in charge.

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4.6
19k
19
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31
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The General's Kid

Training a teenage recruit.

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4.6
24.2k
24
4
45
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Curious Desire Pt. 06

Jacob gives Alex his heart and takes his virginity.

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4.89
12.1k
11
9
20

Curious Desire Pt. 05

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

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4.84
9.6k
11
7
18

Restaurant Redacted

A straight guy gets familiar with his gay coworker.

4.14
33.8k
12
7
35
0

The All Blacks

Rugby fan gets more than post-game autographs.

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4.58
28k
66
5
104
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My Roommate Jake

Gay First Time With My Roommate.

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4.62
57k
57
6
97
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The Blue Dress

An unwilling crossdresser gets more than he expected.

4.46
46.4k
37
10
67
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Shotgun!

Getting high and getting laid.

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4.68
27.4k
16
6
35
0

Swim Team Ch. 11 - Baptism

Bret joins Michael at church, ending up at the Dad's loft.

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4.6
6k
6
3
16

Dominated into Acceptance

My straight best friend gives me a gay epiphany.

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4.68
45k
78
12
138
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Hitchhiking Home Late At Night

Hitchhiking home and got more than a ride.

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4.56
38.2k
19
9
41
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Saying Hello to Bi

A knock on the door leads to an intense afternoon experience.

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4.59
55.4k
28
11
54

My Son's Special Doctor Visit

Dad wonders about his son's strange doctor's appointment.

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4.66
121.6k
196
15
303
0

Robbie Loses His Virginity

Robbie's first time with older guy.

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4.51
71.3k
63
18
93
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The Nightclub

Fucked for the first time by a stranger on the dancefloor.

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4.59
57k
114
10
170
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Ben is Gay Bashed at the Lake Ch. 01

A sexy time at the cottage is spoiled, but then what?

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4.64
11.4k
7
1
21

The Train Ride Home

A train ride I'll never forget.

4.45
49.8k
57
4
89
0

Knock Knock

When opportunity knocks, you suck cock.

4.38
40.5k
42
9
62
0

ASMR and Something Else Pt. 01

Somebody video-bombs Miller's nature ASMR video.

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4.68
4.3k
3
0
6
0

My Buddy, Who is Straight Ch. 03

Ray and Jase kick their explorations up a notch.

0
18.5k
26
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43

Naked Yoga for Men

Nicky explores his bi side by signing up for a yoga class.

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4.81
39.3k
52
13
116
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Hard Hike with Uncle Mike Ch. 02 - On the Sum

New heights with Justin and Mike.

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4.67
13k
11
5
17

Alone in the Locker Room

High-school senior gets ambushed by bully after gym class.

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4.54
38.6k
61
10
92
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Swim Team Ch. 10 - Finding A Way

The boys raise money so the team can compete in an away meet.

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4.69
8.9k
6
8
14

Squashed!

Alone on the squash court but a surprise awaits.

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4.68
15.4k
16
5
28

The First Touch

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

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4.52
71.8k
32
0
67
0

Hard Hike with Uncle Mike Ch. 01

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

4.41
20k
14
7
27

My First Anal

The first time I was entered and what it made me understand.

4.2
41.6k
10
15
19
0

Swim Team Ch. 09 - Loft

Bret has elusive experiences with the Dads.

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4.69
9k
7
3
16

The Layover

A unplanned layover opens new horizons for a Straight guy.

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4.75
62.4k
129
25
191
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Giving In to His Desire

An older married straight man gives up his anal cherry.

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4.54
41.4k
28
12
45
0

First Time Sex at the Gay Sauna

Nicky meets an Aussie tourist in a gay sauna in Amsterdam.

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4.79
41.9k
49
9
84
0

John to Jane, Becoming a Bi Cuck

How I became a bi cuck for my fiancé and her bull.

4.37
90.9k
100
17
163
0

Swim Team Ch. 02-03

Bret considers his feelings for Stanley & Keith.

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4.7
14.7k
8
1
16

Swim Team Ch. 01 - Early to Practice

Bret joins the swim team and makes friends.

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4.54
31.4k
34
5
75

Three Days That Changed My Life

Random encounter leads Eric down the proverbial rabbit hole.

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4.69
21.1k
18
5
41
0

Thumbing a Ride

Teenager far from home gets a different kind of ride.

4.48
47.3k
34
6
57
0

The Price of Her Peach

He can fuck her ass, but first...

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4.6
36k
45
3
73
0

Truth or Dare on a Wintery Night

Snowed in on a skiing trip, two couples play a game.

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4.55
69.8k
80
9
168
0

Amir's First Time

Amir's wife watches her husbands first time with another man.

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4.64
62.2k
60
12
102
0

Primum Tuis

A young man is seduced into gay sex.

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4.63
41.4k
54
11
87
0

Camping with Big-Dicked Friend Pt. 01

Cocky rival dominates me on a backpacking trip.

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4.66
177.7k
341
32
552

Budding Sexuality with Glen

A young man learns about his sexuality with a new friend.

4.49
33.6k
18
7
35

That Bacon Sandwich Smile

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

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4.67
23.6k
11
4
33
0

The Training Session

Two guys help each other out at a training session.

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4.59
31.1k
24
10
52

A Highly Recommended Urologist Ch. 04

The doctor and I take her teen son's anal virginity.

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4.82
28.3k
47
9
64

A Highly Recommended Urologist Ch. 03

My trans doctor's femboy son gets involved.

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4.77
26.7k
44
2
64

Becoming a Sponsor

Black stud teaches straight cop what he's been missing.

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4.83
42.2k
79
16
122
0

Vacation Pt. 02

Story of Micheal's adventure from the waiter's point of view.

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4.58
11.3k
9
5
13

Skipping Practice

Skipping practice leads to fun in panties.

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4.69
38.3k
41
11
67
0

The Porn Artist Ch. 02

Mason takes Robert home to his apartment.

4.2
7k
1
3
5

Back to the Bay

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

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4.77
14.3k
31
11
58
0

The Porn Artist Ch. 01

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

4.4
13.4k
13
2
27

Sports Massage from Friend's Dad Ch. 03

Waking up at the Coleman house continues the adventure.

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4.77
134.3k
255
45
349

Special Delivery for Pleasure

A fantasy of an older man being seduced into gay sex.

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4.64
30.8k
28
8
47

A Life Imagined

It happened, finally...

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4.71
9k
12
3
22

Barbell Bottom

Seduced at my apartment gym.

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4.74
205.7k
462
57
645
0

Sweet Infatuation

My first encounter with an exciting man.

4.3
21.5k
11
13
18

Uncovering Repressed Desires Ch. 01

Friend's cock lingers in his thoughts, comes out as husband.

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4.57
23.9k
24
4
52

Teenager Seduced a 40 Year Old Man

New to Los Angeles, a teenager is seduced by an older man.

4.36
48k
24
9
35
0

Neighbor Ch. 04

I take Daddy and Eric's morning wood instruction.

H
4.61
80k
138
38
196

Jess' Fantasy

Jess wants her boyfriend to have sex with another man.

4.42
49.6k
134
11
194
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