Challenge Videos - Gay (11,292)

A tight rope binding him against the pillar

A tight rope binding him against the pillar

GayXPS 1 year ago

House dom Trenton Ducati taking the 30MT challenge

House dom Trenton Ducati taking the 30MT challenge

PornDR 1 year ago

Ass Torment

xHamster 7 months ago

Navy Buddies Gay Chicken Challenge

Navy Buddies Gay Chicken Challenge

xHamster 3 months ago

New Sub Joshua James Faces Challenges Head on

New Sub Joshua James Faces Challenges Head on

xHamster 2 months ago

Puppy daveys challenges part 3

Puppy daveys challenges part 3

ManPorn 4 months ago

Most Challenging Suspensions in the History of Bound Gods - Live Shoot

Most Challenging Suspensions in the History of Bound Gods - Live Shoot

xHamster 4 months ago

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

GayDudesFucking 4 years ago

Throwback: Fleshlight Endurance Instructing - remastered with never-seen-before footage

Throwback: Fleshlight Endurance Instructing - remastered with never-seen-before footage

5Gays 7 months ago

THE EDGING GAME (Cum Control, Extreme Mode!)

THE EDGING GAME (Cum Control, Extreme Mode!)

xHamster 7 months ago

Straight hunk lance hart - the wall - the chair - the water chamber

Straight hunk lance hart - the wall - the chair - the water chamber

xHamster 8 months ago

The Tight Hole of the Banana Tree Is Delicious

The Tight Hole of the Banana Tree Is Delicious

xHamster 6 months ago

No.ksgh02 Climax Labs Ep.42 Thin Muscle Sportsman Crazy Jet God of War. Ep.3-5

No.ksgh02 Climax Labs Ep.42 Thin Muscle Sportsman Crazy Jet God of War. Ep.3-5

xHamster 10 months ago

HETEROFLEXIBLE - How Men Orgasm With Muscular Hunk Roman Todd! WATCH HIM JERK OFF! FULL SCENE

HETEROFLEXIBLE - How Men Orgasm With Muscular Hunk Roman Todd! WATCH HIM JERK OFF! FULL SCENE

xHamster 2 years ago

ColbyKnox: Tight friend hard bound in a bar

ColbyKnox: Tight friend hard bound in a bar

IceGayPorn 2 years ago

Watch these hot young twinks get down and dirty with a monster cock in a hot bareback action!

Watch these hot young twinks get down and dirty with a monster cock in a hot bareback action!

Wankoz 5 months ago

GAYWIRE - College Frat Pledges Go Wild In Lingerie For Hilarious Sexual Dorm Challenges

GAYWIRE - College Frat Pledges Go Wild In Lingerie For Hilarious Sexual Dorm Challenges

Pornzona 3 weeks ago

The challenge for this married man

The challenge for this married man

ManPorn 3 years ago

wank off directive

wank off directive

4Gay 10 months ago

The Slave Suffers in Predicament Bondage and Chastity

The Slave Suffers in Predicament Bondage and Chastity

xHamster 1 month ago

Heteroflexible Stud Jayden Marcos Jerks Cock to Shaking Moaning Orgasm

Heteroflexible Stud Jayden Marcos Jerks Cock to Shaking Moaning Orgasm

HesGay 1 month ago

STAMINA GAMES SPEED RUN V1 GAY JOI CUM CONTROL

STAMINA GAMES SPEED RUN V1 GAY JOI CUM CONTROL

GayVids 2 years ago

ADULT TIME - How Boys Orgasm With Robby Apples! SEE HIM FAP OFF! - TOTAL GIG

ADULT TIME - How Boys Orgasm With Robby Apples! SEE HIM FAP OFF! - TOTAL GIG

GayDudesFucking 2 years ago

”TV show turned into gay sex - Pierce Paris & Theo Brady”

”TV show turned into gay sex - Pierce Paris & Theo Brady”

Faptor 2 years ago

The Challenge for Doug Acre

The Challenge for Doug Acre

xHamster 7 months ago

23-FEB-2026 Dildo riding (20 points)

23-FEB-2026 Dildo riding (20 points)

xHamster 2 months ago

Boys Big and Small | AUSTIN Vol. 4

51% HD 1:46 / 12:01

Boys Big and Small | AUSTIN Vol. 4

FunsizeBoys 6 years ago

Only Faggots Will Cum To This

56% HD 0:10 / 13:00

Only Faggots Will Cum To This

LoyalFans 5 months ago

Nikko Alexander Vs Jake Austin and Cameron Adams the Oil Match

63% HD 1:01 / 57:41

Nikko Alexander Vs Jake Austin and Cameron Adams the Oil Match

FapHouse 1 month ago

Twinks Get Challenged to Arm Wrestle

63% HD 0:39 / 4:24

Twinks Get Challenged to Arm Wrestle

FapHouse 4 months ago

Straight Basketball Player / Thick Cock Sucked Dry

56% HD 0:53 / 15:54

Straight Basketball Player / Thick Cock Sucked Dry

Gayerdar 2 years ago

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds) South Korean

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds) South Korean

Eporner 7 months ago

two Womanish Dudes in a JO Challenge: Crossdressing, Draining & Spunking

two Womanish Dudes in a JO Challenge: Crossdressing, Draining & Spunking

GayCK 1 week ago

Cum shot stream all over my acquaintance's sofa

Cum shot stream all over my acquaintance's sofa

2BGay 2 years ago

Edging Popshot Compilation (WITH PP)

Edging Popshot Compilation (WITH PP)

4Gay 2 years ago

Edging contest Jerk Off Instructions: Lathy fellow strokes his dinky off until he ejaculates everywhere

Edging contest Jerk Off Instructions: Lathy fellow strokes his dinky off until he ejaculates everywhere

Gayhub 1 month ago

Roadstrip Ep. 4: In Your Dreams

63% HD 11:17 / 1:04:22

Roadstrip Ep. 4: In Your Dreams

CockyBoys 12 years ago

Edging challenge, hot smooth blond guy gets teased and played till he cums all over his hard six pack abs!

Edging challenge, hot smooth blond guy gets teased and played till he cums all over his hard six pack abs!

Yeswegays 4 months ago

Back Wrestling Bets

Back Wrestling Bets

GayXPS 6 days ago

You Can’t Suck Your Own Cock, But I Can Do It For Ya!

64% 4K 1:02 / 22:49

You Can’t Suck Your Own Cock, But I Can Do It For Ya!

SayUncle 1 week ago

CzechHunter: Fantastic Czech starlet senses in need of real fuckfest

CzechHunter: Fantastic Czech starlet senses in need of real fuckfest

Gay4Porn 4 years ago

The Audition of Enzo Lemercier

50% HD 0:39 / 30:09

The Audition of Enzo Lemercier

FapHouse 1 year ago

Spiral - Cock Hero Gay - MBM04

Spiral - Cock Hero Gay - MBM04

Eporner 2 years ago

Fattest penis Challenge- compare and frotting five

Fattest penis Challenge- compare and frotting five

GayCK 10 years ago

Grandmaster testing young Apprentice

Grandmaster testing young Apprentice

GayXPS 2 years ago

The Guardian Rookie Has to Pass Shaxx's Tough Physical Exam

The Guardian Rookie Has to Pass Shaxx's Tough Physical Exam

3DPornDude 1 year ago

Kiss The Ball

xHamster 1 month ago

Young Latino Twinks First Big Dick Challenge – Tight Hairy Hole Awaits – 18+

Young Latino Twinks First Big Dick Challenge – Tight Hairy Hole Awaits – 18+

GayLoveXHub 8 months ago

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

UrGayPorn 4 months ago

Skinny boy tries 24h Edging challenge. 10 ruined orgasm compilation with precum. 2 cumshot. And pee. How long can you last.

Skinny boy tries 24h Edging challenge. 10 ruined orgasm compilation with precum. 2 cumshot. And pee. How long can you last.

xHamster 1 year ago

”Brayden & Chris J/O”

”Brayden & Chris J/O”

Rainblow 10 months ago

Adrian Monroe and Derek Jones Flip-flop Fuck

Adrian Monroe and Derek Jones Flip-flop Fuck

xHamster 6 months ago

Cute Femboy with Big Ass Makes a Jerk Off Challenge Experiment

Cute Femboy with Big Ass Makes a Jerk Off Challenge Experiment

xHamster 1 year ago

Ballsack Challenge

Ballsack Challenge

Fapnado 1 year ago

Stud milking while doing bare yoga - pushup contest

Stud milking while doing bare yoga - pushup contest

GayCK 4 years ago

LOL! Enormous dick vs gigantic ballsack! Andrew Connor gets a real BIG challenge in this

LOL! Enormous dick vs gigantic ballsack! Andrew Connor gets a real BIG challenge in this

GayXhub 4 months ago

IF I ULTIMATELY LOSE - CONTEST 2

IF I ULTIMATELY LOSE - CONTEST 2

4Gay 10 months ago

Rock paper scissors Jerk Off Instructions game demolished climax

Rock paper scissors Jerk Off Instructions game demolished climax

4Gay 10 months ago

7 Day Cum Marathon - 3 Loads Milked Out of Me Every Day for a Week

69% HD 1:01 / 7:45

7 Day Cum Marathon - 3 Loads Milked Out of Me Every Day for a Week

FapHouse 1 year ago

challenger vintage

challenger vintage

BoyFriendTV 2 weeks ago

Joseph Rough - the Stud Can Really Take It!

HD 1:01 / 52:50

Joseph Rough - the Stud Can Really Take It!

FapHouse 3 months ago

Kevin Conrad Benny Ryder Sven Gronstrom Muscle Horseplay

Kevin Conrad Benny Ryder Sven Gronstrom Muscle Horseplay

Yeswegays 5 years ago

Jeremy Barker getting ready for a fetish encounter (BTS)

Jeremy Barker getting ready for a fetish encounter (BTS)

HOMO.XXX 5 years ago

Naughty guy accepted the challenge, jerked off and came on the balcony with neighbors

Naughty guy accepted the challenge, jerked off and came on the balcony with neighbors

GayXhub 5 months ago

Stripper Fleshjack Challenge

Stripper Fleshjack Challenge

BoyFriendTV 4 months ago

”Malik Delgaty's 15-Bottom Group Sex Extravaganza!”

”Malik Delgaty's 15-Bottom Group Sex Extravaganza!”

429Men 1 month ago

TRY NOT TO jizm defiance *cum Compilation*

TRY NOT TO jizm defiance *cum Compilation*

GayVids 2 years ago

Challenge Accepted Rafael Lords Takes Leo Alexander S Monster Cock LVP213 03 Raw Latin Heat Scene 3

Challenge Accepted Rafael Lords Takes Leo Alexander S Monster Cock LVP213 03 Raw Latin Heat Scene 3

Eporner 4 years ago

skip vance challenges christian taylor

skip vance challenges christian taylor

BoyFriendTV 1 month ago

Coby Mitchell bottoming for his kinky MD, Derek Atlas

Coby Mitchell bottoming for his kinky MD, Derek Atlas

HOMO.XXX 4 years ago

Blake and Wagner love sweaty prone-boning

Blake and Wagner love sweaty prone-boning

HOMO.XXX 5 years ago

Jack Bailey brings Jacob Acosta to multiple orgasms here

Jack Bailey brings Jacob Acosta to multiple orgasms here

HOMO.XXX 3 years ago

Overflowing anal cream pie from massive bad dragon dildo

Overflowing anal cream pie from massive bad dragon dildo

xHamster 2 years ago

Navy Buddies Gay Chicken Challenge

64% 0:39 / 35:04

Navy Buddies Gay Chicken Challenge

FapHouse 3 months ago

Brian Bonds the 30mt Challenge!

Brian Bonds the 30mt Challenge!

xHamster 3 months ago

”Puzzle Cube Challenge: Eli vs. Max - Who Cums First?”

”Puzzle Cube Challenge: Eli vs. Max - Who Cums First?”

Fapnow 1 month ago

Impactful anal starring Woody Fox and Shawn Wolfe

Impactful anal starring Woody Fox and Shawn Wolfe

HOMO.XXX 5 years ago

Try not to sperm challenge [teens]

Try not to sperm challenge [teens]

SexTubeSpot 4 years ago

VB-Jordan’s in nature's apparel compete

VB-Jordan’s in nature's apparel compete

GayVids 3 years ago

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

GayVids 3 years ago

Dakota Lovell - Dakota Lovell licks Axel Kane

Dakota Lovell - Dakota Lovell licks Axel Kane

IGaySEXTV 4 years ago

Punch Challenge - Benjamin Blue And Ace Quinn

Punch Challenge - Benjamin Blue And Ace Quinn

AbGay 1 year ago

No.ksgh02 Climax Labs Ep.42 Thin Muscle Sportsman Crazy Jet God of War. Ep.1-5

No.ksgh02 Climax Labs Ep.42 Thin Muscle Sportsman Crazy Jet God of War. Ep.1-5

xHamster 6 months ago

Taste Test

GayCK 6 years ago

Cumshot Challenge - Uncut Xl Cock at the Gloryhole

Cumshot Challenge - Uncut Xl Cock at the Gloryhole

xHamster 6 months ago

Johnny Rapid topping Cassidy Clyde in a hot twink scene

Johnny Rapid topping Cassidy Clyde in a hot twink scene

HOMO.XXX 5 years ago

The Ultimate Edging Guide - Contest Attempt not ot Jism for 15 mins, uncircumcised lollipop shoots explosion

The Ultimate Edging Guide - Contest Attempt not ot Jism for 15 mins, uncircumcised lollipop shoots explosion

GayDudesFucking 1 month ago

Gift-002 Wet Kiss Begging / Abs Show 0 *** to Take a Man with Thick Glasses

58% HD 1:01 / 25:36

Gift-002 Wet Kiss Begging / Abs Show 0 *** to Take a Man with Thick Glasses

FapHouse 4 months ago

Monster Cock BBC Interracial Fucks Jay Magnus Hardcore Gay Black Cock

52% HD 0:39 / 29:29

Monster Cock BBC Interracial Fucks Jay Magnus Hardcore Gay Black Cock

FapHouse 7 months ago

Challenge Of Holding A Monstercock

Challenge Of Holding A Monstercock

Eporner 8 months ago

Latino seduces a straight guy with dick sucking before taking an anal banging

Latino seduces a straight guy with dick sucking before taking an anal banging

AllBoner 4 years ago

Jerk Off Challenge

Jerk Off Challenge

IcePorn 1 year ago

Challenge "Edge me please!"

Challenge "Edge me please!"

xHamster 1 month ago

Shredded guys teasing hard (featuring Elder Holland)

Shredded guys teasing hard (featuring Elder Holland)

HOMO.XXX 5 years ago

Can testicles taste food? Fact or CAP? - TikTok Challenge

Can testicles taste food? Fact or CAP? - TikTok Challenge

GayXhub 5 months ago

Rocky Challenges Roman With Suggest Model

Rocky Challenges Roman With Suggest Model

AbGay 1 year ago

Edging On The Road In Public (Total)

Edging On The Road In Public (Total)

GayCK 3 years ago

This Whore Got Nailed

This Whore Got Nailed

xHamster 1 month ago

Fucking in the bathroom - The challenge of the Shampoo

Fucking in the bathroom - The challenge of the Shampoo

AbGay 2 years ago

CHALLENGE - Big suspended Dr. Grizzly (legrand hairy man) Preps Youthfull Twunk Shay's Cock-Squeezing Crevasse to Ravage

CHALLENGE - Big suspended Dr. Grizzly (legrand hairy man) Preps Youthfull Twunk Shay's Cock-Squeezing Crevasse to Ravage

GayDudesFucking 2 years ago

”Men's reaction to gay porn”

”Men's reaction to gay porn”

TransHero 2 months ago

Axel Green and Luca Knight get around the no jerking off rule if they jerk EACH OTHER off

Axel Green and Luca Knight get around the no jerking off rule if they jerk EACH OTHER off

Pornicom 7 months ago

The Butthole Challenge - (full Movie Scene)

The Butthole Challenge - (full Movie Scene)

AbGay 1 year ago

EDGING? Do the Challenge! Instructions and Guide Try not to Cum on 20 Edges for 15 minutes and then release your Load

EDGING? Do the Challenge! Instructions and Guide Try not to Cum on 20 Edges for 15 minutes and then release your Load

xHamster 1 year ago

NoNutNovember Ended! ULTIMATELY busting my blast after 35 days with Jerk Off Instructions game

NoNutNovember Ended! ULTIMATELY busting my blast after 35 days with Jerk Off Instructions game

2BGay 3 years ago

THE EDGING GAME (Cum Control, Hard Mode)

THE EDGING GAME (Cum Control, Hard Mode)

xHamster 1 year ago

Fucking Session with My Buddy

Fucking Session with My Buddy

xHamster 2 months ago

Gay Asian Guy Trying Edge Me Please Challenge with Loud Moaning

Gay Asian Guy Trying Edge Me Please Challenge with Loud Moaning

xHamster 6 months ago

Wrestle Factory Challenger

Wrestle Factory Challenger

BoyFriendTV 2 years ago

Running Butthole Challenge

Running Butthole Challenge

BoyFriendTV 5 years ago

Rico Vega Takes His First Massive Cock From London Ryan

Rico Vega Takes His First Massive Cock From London Ryan

xHamster 6 months ago

Sexy scottish soldier enjoys edging and moans in pleasure while getting a hard cock in his balls

Sexy scottish soldier enjoys edging and moans in pleasure while getting a hard cock in his balls

GayVD 1 month ago

STAMINA GAMES DONT STOP STROKING BEGINNER GAY JOI

STAMINA GAMES DONT STOP STROKING BEGINNER GAY JOI

Eporner 1 year ago

In The Locker Room With Cute Twink

In The Locker Room With Cute Twink

GayXPS 8 months ago

7 Cum Challenge - Will This Curved Monster Cock Make It Into the Top 3

7 Cum Challenge - Will This Curved Monster Cock Make It Into the Top 3

xHamster 6 months ago

Turn That Frown Upside Down - Live Shoot

Turn That Frown Upside Down - Live Shoot

xHamster 2 months ago

Challenge Of Holding A Monstercock Romania

Challenge Of Holding A Monstercock Romania

Eporner 3 months ago

Masonic gay mounts ENORMOUS butt plug! Kyle Harper in the peg challenge!

Masonic gay mounts ENORMOUS butt plug! Kyle Harper in the peg challenge!

Pornicom 1 month ago

Try Not To Cum Challenge: Muscle Gay Threesome

Try Not To Cum Challenge: Muscle Gay Threesome

BoyFriendTV 4 months ago

Pro Dom Ruckus Takes the 30 Pound Flogger

Pro Dom Ruckus Takes the 30 Pound Flogger

xHamster 3 months ago

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