Challenge Videos - Gay (8,970)

GAAAASP! Twink struggles to down dick!

GAAAASP! Twink struggles to down dick!

ALOTPorn 1 month ago

Ricky Hard taking on two huge and fat uncut dicks

Ricky Hard taking on two huge and fat uncut dicks

TwinksNHunks 1 year ago

Killer grizzly gets the salami he is worth. The fat, gigantic dinky. He is so blessed to ultimately get bred by a true challenger

Killer grizzly gets the salami he is worth. The fat, gigantic dinky. He is so blessed to ultimately get bred by a true challenger

MenGem 2 years 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

IR gay 3some with Max Lorde, Felix Fox, Adrian Hart

IR gay 3some with Max Lorde, Felix Fox, Adrian Hart

HOMO.XXX 4 years ago

Watch this young and horny twink take on a massive meat pole and ride it like a pro!

Watch this young and horny twink take on a massive meat pole and ride it like a pro!

FetishShrine 4 months ago

STEP GAY DAD - STRIP GAME - VIDEO GAMES - WE MADE A KINKY BET WHICH MADE PLAYING MUCH HIGHER STAKES - BY MANLYFOOT

STEP GAY DAD - STRIP GAME - VIDEO GAMES - WE MADE A KINKY BET WHICH MADE PLAYING MUCH HIGHER STAKES - BY MANLYFOOT

xHamster 3 years ago

Cumshot Challenge - Uncut Xl Cock at the Gloryhole

Cumshot Challenge - Uncut Xl Cock at the Gloryhole

xHamster 5 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 9 months ago

Welcome, Ya Filthy Pig Bottom

58% 4K 1:08 / 34:13

Welcome, Ya Filthy Pig Bottom

PigBottoms 1 year ago

”Men's reaction to gay porn”

”Men's reaction to gay porn”

TransHero 2 months ago

Brian Bonds the 30mt Challenge!

Brian Bonds the 30mt Challenge!

xHamster 4 months ago

Challenge Of Holding A Monstercock

Challenge Of Holding A Monstercock

GayXo 4 months 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 3 months ago

ATTEMPT NOT TO jizz defiance *cum Compilation*

ATTEMPT NOT TO jizz defiance *cum Compilation*

GayDudesFucking 4 years ago

Try not to sperm challenge [teens]

Try not to sperm challenge [teens]

SexTubeSpot 4 years ago

Muscular hunk Roman Todd jerks off with intense orgasm

Muscular hunk Roman Todd jerks off with intense orgasm

HesGay 1 month ago

Stripper Fleshjack Challenge

Stripper Fleshjack Challenge

BoyFriendTV 3 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

Hurt Slut Dakota Wolfe Takes the 30mt Challenge

Hurt Slut Dakota Wolfe Takes the 30mt Challenge

xHamster 3 months ago

Zeus Bondage and Gagged in Rotate Table

63% HD 1:01 / 35:39

Zeus Bondage and Gagged in Rotate Table

FapHouse 1 year ago

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 1

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 1

FapHouse 3 weeks ago

Jessie Colter's Nightmare

54% HD 1:01 / 58:51

Jessie Colter's Nightmare

FapHouse 7 months ago

THE EDGING GAME (Cum Control, Extreme Mode!)

THE EDGING GAME (Cum Control, Extreme Mode!)

xHamster 6 months ago

Straight Hunk Trevor Spade Tormented to the Extreme

55% HD 1:01 / 50:32

Straight Hunk Trevor Spade Tormented to the Extreme

FapHouse 3 months ago

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

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

429Men 2 weeks ago

Grandmaster testing young Apprentice

Grandmaster testing young Apprentice

GayXPS 1 year 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 2 weeks ago

Taste Test

GayCK 6 years ago

Jerk Off Instructions - ATTEMPT NOT TO JIZZ - Do As I Say

Jerk Off Instructions - ATTEMPT NOT TO JIZZ - Do As I Say

5Gays 5 months ago

The Banana defiance - Derek Thibeau, Dex Parker, Thyle Knoxx

The Banana defiance - Derek Thibeau, Dex Parker, Thyle Knoxx

2BGay 2 months ago

Rock paper scissors Jerk Off Instructions game demolished climax

Rock paper scissors Jerk Off Instructions game demolished climax

4Gay 9 months ago

IF I ULTIMATELY LOSE - CONTEST 2

IF I ULTIMATELY LOSE - CONTEST 2

4Gay 10 months ago

LubeLuke Sucks Big Dick and Fucks Ass with Luke25 Till Remembering

LubeLuke Sucks Big Dick and Fucks Ass with Luke25 Till Remembering

HesGay 3 weeks ago

The 24-hour Challenge Went Crazy - We Were Writing Everywhere, and He Was Soaking Me From Head to Toe

50% 1:01 / 13:56

The 24-hour Challenge Went Crazy - We Were Writing Everywhere, and He Was Soaking Me From Head to Toe

FapHouse 2 months ago

Head Buzzed, Ass Stretched, and Water Torment to The Extreme!

Head Buzzed, Ass Stretched, and Water Torment to The Extreme!

Pornwhite 1 year ago

Coach Masyn Thorne Wrestles Jake Nicola into Rough Bareback Anal Breeding

Coach Masyn Thorne Wrestles Jake Nicola into Rough Bareback Anal Breeding

HesGay 3 weeks ago

The Tight Hole of the Banana Tree Is Delicious

The Tight Hole of the Banana Tree Is Delicious

xHamster 6 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 5 months ago

Homos take on the ultimate mind-sucking challenge: Bareback deepthroating in HD

Homos take on the ultimate mind-sucking challenge: Bareback deepthroating in HD

GayVD 1 week ago

skip vance challenges christian taylor

skip vance challenges christian taylor

BoyFriendTV 4 weeks ago

He's Trying to Work on His Cock - Ep 4-4

He's Trying to Work on His Cock - Ep 4-4

xHamster 2 years ago

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

GayDudesFucking 4 years ago

Jayden Marcos: Glamorous Guy Jerks Off to a Stroking Cock Interview and a Hot Lesbian Sex Scene

Jayden Marcos: Glamorous Guy Jerks Off to a Stroking Cock Interview and a Hot Lesbian Sex Scene

GayVD 3 weeks ago

Jerk Off Challenge

Jerk Off Challenge

BoyFriendTV 1 year ago

On The Market [JJ Knight & Tegan Zayne]

On The Market [JJ Knight & Tegan Zayne]

Yeswegays 4 years ago

Segundo intento! Jizz-shotgun Hero: Meditative State

Segundo intento! Jizz-shotgun Hero: Meditative State

4Gay 1 year ago

4 Gay-For-Pay Hairy Men _ Challenge Leon Andy Jay Hayden

4 Gay-For-Pay Hairy Men _ Challenge Leon Andy Jay Hayden

GayDudesFucking 5 years ago

Risky nude walk around the city at night

Risky nude walk around the city at night

5Gays 1 year ago

Brian Bonds the 30mt Challenge!

Brian Bonds the 30mt Challenge!

xHamster 3 months ago

Pro Dom Ruckus Takes the 30 Pound Flogger

Pro Dom Ruckus Takes the 30 Pound Flogger

xHamster 3 months ago

Beer Pong Challenge

Beer Pong Challenge

AbGay 1 year ago

The Butthole Challenge - (full Movie Scene)

The Butthole Challenge - (full Movie Scene)

AbGay 1 year ago

Aaron Challenged Himself to a Physical Orgasm Today.ep 5-5

Aaron Challenged Himself to a Physical Orgasm Today.ep 5-5

xHamster 1 year ago

The Straight Bodybuilder

42% HD 1:01 / 31:40

The Straight Bodybuilder

FapHouse 2 years ago

This Whore Got Nailed

This Whore Got Nailed

xHamster 3 weeks ago

STAMINA GAMES DONT STOP STROKING BEGINNER GAY JOI

STAMINA GAMES DONT STOP STROKING BEGINNER GAY JOI

Eporner 1 year ago

FUCKPOLE EDGING TO THE THRESHOLDS with ESTIM while PUNCTURED on the FUCK STICK

FUCKPOLE EDGING TO THE THRESHOLDS with ESTIM while PUNCTURED on the FUCK STICK

Gayhub 5 months ago

Ber Challenge

BoyFriendTV 3 months ago

Ice Breaker Challenge with Jaxon Valor & Russel West

Ice Breaker Challenge with Jaxon Valor & Russel West

xHamster 1 month ago

2 Boys Having a "first One to Piss on the Other" Challenge to Spice up a Boring Game of Uno, and the Loser Gets a Dare

2 Boys Having a "first One to Piss on the Other" Challenge to Spice up a Boring Game of Uno, and the Loser Gets a Dare

xHamster 2 months ago

Challenge Of Holding A Monstercock

Challenge Of Holding A Monstercock

Eporner 7 months ago

Edging On The Road In Public (Total)

Edging On The Road In Public (Total)

GayCK 3 years ago

Alex Adams Endures the Cock, Balls and Ass Torment

Alex Adams Endures the Cock, Balls and Ass Torment

xHamster 1 month ago

”Handsome Dylan Knight endures destructive torment challenge”

”Handsome Dylan Knight endures destructive torment challenge”

StarWank 10 months ago

Try Not To Cum Challenge: Muscle Gay Threesome

Try Not To Cum Challenge: Muscle Gay Threesome

BoyFriendTV 4 months ago

THE EDGING GAME (Cum Control, Hard Mode)

THE EDGING GAME (Cum Control, Hard Mode)

xHamster 1 year ago

Beer Pong compete

Beer Pong compete

GayDudesFucking 5 years 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 3 weeks ago

Bottom Games - Wrestling Challenge Ends Up With Hot Latino Boy Pounding His Friend's Pale Booty

Bottom Games - Wrestling Challenge Ends Up With Hot Latino Boy Pounding His Friend's Pale Booty

xHamster 4 years ago

Turn That Frown Upside Down - Live Shoot

Turn That Frown Upside Down - Live Shoot

xHamster 2 months ago

Scrappy vs Trevthor

Scrappy vs Trevthor

BoyFriendTV 11 months ago

HETEROFLEXIBLE - Not Nut Jerking Challenge Between Cocky Straight Buddies Mateo Tomas & Shea Parker

HETEROFLEXIBLE - Not Nut Jerking Challenge Between Cocky Straight Buddies Mateo Tomas & Shea Parker

BoyFriendTV 5 months ago

The Ultimate Uncut Cock Edging Challenge 40 minutes non-stop with lots of Precum and moaning Cum finale

The Ultimate Uncut Cock Edging Challenge 40 minutes non-stop with lots of Precum and moaning Cum finale

AllBoner 6 months ago

”Religious Worthiness Interview Turns Into Full Blown Fuck Sesh”

”Religious Worthiness Interview Turns Into Full Blown Fuck Sesh”

Rainblow 1 year ago

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds)

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds)

Eporner 1 month ago

Running Butthole Challenge

Running Butthole Challenge

BoyFriendTV 5 years ago

The Wrestling Challenge Tyler Saint Kirk Cummings

The Wrestling Challenge Tyler Saint Kirk Cummings

Yeswegays 4 years ago

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 2

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 2

xHamster 4 weeks ago

The Challenge for Doug Acre

The Challenge for Doug Acre

xHamster 7 months ago

Sven & Peter

TwinksNHunks 1 year 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

Jerking off in an edging challenge game (easy mode)

Jerking off in an edging challenge game (easy mode)

GayJaVu 6 months ago

Watch 6 Geilen Typen Werden Die Eier Leer Gewichst & Get Filled with Cum

Watch 6 Geilen Typen Werden Die Eier Leer Gewichst & Get Filled with Cum

GayX 8 months 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

Challenge "Edge me please!"

Challenge "Edge me please!"

xHamster 4 weeks ago

Goofy-faced man enjoying CBT during POV butthole

Goofy-faced man enjoying CBT during POV butthole

GayMenSexTube 6 years ago

This Twink's Cock Was Played with for Over an Hour

This Twink's Cock Was Played with for Over an Hour

xHamster 2 years ago

The Battle of the Suffering Sluts - Live Shoot

The Battle of the Suffering Sluts - Live Shoot

xHamster 3 months 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 4 months ago

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

BoyFriendTV 2 years ago

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

4 Heterosexual Teddies _ Challenge Leon Andy Jay Hayden

GayVids 3 years ago

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

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

xHamster 3 months ago

SPUNK IN THE THROAT, ON THE FACE AND PACKING THE DONK. Jizz Compilation Challenge November 2024

SPUNK IN THE THROAT, ON THE FACE AND PACKING THE DONK. Jizz Compilation Challenge November 2024

Gayhub 1 year ago

Kirk Ryner Uses Electro-hitachi Wand to HUM and TAUNT his BWC

Kirk Ryner Uses Electro-hitachi Wand to HUM and TAUNT his BWC

Gayhub 3 weeks 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

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

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

GayXhub 4 months ago

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

BoyFriendTV 3 years ago

Truth or Dare - Had to Piss and Wet My Pants

Truth or Dare - Had to Piss and Wet My Pants

xHamster 6 months ago

Lesson 6. Day 6. First Multiorgasmic Sensations

Lesson 6. Day 6. First Multiorgasmic Sensations

FapHouse 2 years ago

Edging Challenge in My Work Pants in Mandarin

58% HD 1:01 / 16:45

Edging Challenge in My Work Pants in Mandarin

FapHouse 1 year ago

A Challenge Between Straight Bruhs - BottomGames

A Challenge Between Straight Bruhs - BottomGames

OurGay 1 year ago

Bruised

AbGay 1 year ago

7 Day Long Load, 2 Ruined Orgasms Leaves Straight Guy Vibrating, Frustrated and Angry While His Girl Watches

7 Day Long Load, 2 Ruined Orgasms Leaves Straight Guy Vibrating, Frustrated and Angry While His Girl Watches

xHamster 1 year ago

Jerk Off Instructions - ATTEMPT NOT TO SPUNK - Do As I Say

Jerk Off Instructions - ATTEMPT NOT TO SPUNK - Do As I Say

4Gay 4 months ago

PUA Michael DelRay fucks Nate Grimes in the ass

PUA Michael DelRay fucks Nate Grimes in the ass

HOMO.XXX 5 years 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

Watch this hot amateur contest the stroke challenge with a steamy solo session

Watch this hot amateur contest the stroke challenge with a steamy solo session

GayVD 1 month ago

Hot Stud Pushes His Limits to the Max!

Hot Stud Pushes His Limits to the Max!

xHamster 3 months ago

[Audio] Best Mate Challenges You To Take HIs humungous Man meat

[Audio] Best Mate Challenges You To Take HIs humungous Man meat

5Gays 1 year ago

Jacob Durham gets oiled down, and fucked like an animal

Jacob Durham gets oiled down, and fucked like an animal

AbGay 1 year ago

Challenges 3 - Puppy Davey

Challenges 3 - Puppy Davey

AbGay 2 years ago

”Merciless WRESTLING & tickling with Johnny Mercy & Frank Funsize”

”Merciless WRESTLING & tickling with Johnny Mercy & Frank Funsize”

Faptor 1 month ago

23-FEB-2026 Dildo riding (20 points)

23-FEB-2026 Dildo riding (20 points)

xHamster 1 month ago

Alex Adams Endures the Cock, Balls and Ass Torment

Alex Adams Endures the Cock, Balls and Ass Torment

xHamster 2 months ago

Hogtie Challenge Revisited

Hogtie Challenge Revisited

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

Fitcasting - Dmitry &amp; Stas – Gladiator Workout Challenge

Fitcasting - Dmitry &amp; Stas – Gladiator Workout Challenge

AbGay 2 years ago

Viking Beast Edged Blindfolded Self Sucks Massive Cock Explosion

Viking Beast Edged Blindfolded Self Sucks Massive Cock Explosion

GayPornWatch 1 week ago

Jizzing for Big Black Man Sam Over Myself

Jizzing for Big Black Man Sam Over Myself

WebcamBros 6 months ago

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