Challenge Videos - Gay (11,985)

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

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

ThePornstar 4 months ago

Masonic gay mounts ENORMOUS butt plug! Kyle Harper submits to the infamous peg challenge and gets his asshole properly banged by muscular stud!

Masonic gay mounts ENORMOUS butt plug! Kyle Harper submits to the infamous peg challenge and gets his asshole properly banged by muscular stud!

XVideos 4 months ago

Hot gay guy jerks off for you

Hot gay guy jerks off for you

DeegX 2 years ago

Cock hero corruption challenge

Cock hero corruption challenge

GayTube Unknown

Following the instruction and complete the cum control challenge

Following the instruction and complete the cum control challenge

GayTube Unknown

Edging for the last 45 mins can I nut yet plss?

Edging for the last 45 mins can I nut yet plss?

WebcamBros 3 months ago

Asian Cock Edging Challenge

Asian Cock Edging Challenge

XHamster 10 months ago

Cute Noah White battles Legrand Wolfs king sized raw dick

Cute Noah White battles Legrand Wolfs king sized raw dick

Wankoz 9 months ago

Edging No Cum Challenge After Workout

Edging No Cum Challenge After Workout

XHamster 9 months ago

Straight fit boys in a wrestling challenge!

Straight fit boys in a wrestling challenge!

GayXPS 5 months ago

Pierce Paris Starts The Running Butthole Challenge With This Video

Pierce Paris Starts The Running Butthole Challenge With This Video

GayTube Unknown

Butt plug challenge 1st time I’ve ever took the last one (still hurts)

Butt plug challenge 1st time I’ve ever took the last one (still hurts)

GayTube Unknown

throat bulge challenge gone wild

throat bulge challenge gone wild

PornBox 3 months ago

[Pokemon] Twink Leader Grusha Sucks Cock, Begs Challenger to Fill His Ass - Uncensored 3D Hentai

[Pokemon] Twink Leader Grusha Sucks Cock, Begs Challenger to Fill His Ass - Uncensored 3D Hentai

GayTube Unknown

tik tok porn/banned tik tok videos/shirtless dance challenge/sebastian grey on tiktok sexy dance

tik tok porn/banned tik tok videos/shirtless dance challenge/sebastian grey on tiktok sexy dance

GayTube Unknown

Twink's Dildo Challenge Small to Giant Riding All Toys

Twink's Dildo Challenge Small to Giant Riding All Toys

YouPorn Unknown

Panties and stockings and stockings and panties and bra, and yes panty boy play again

Panties and stockings and stockings and panties and bra, and yes panty boy play again

XHamster 4 months ago

Gay Asian Guy Trying Edge Me Please Challenge With Loud Moaning

Gay Asian Guy Trying Edge Me Please Challenge With Loud Moaning

GayTube Unknown

lungs challenge while jerking off

lungs challenge while jerking off

GayTube Unknown

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

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

GayCK 3 months ago

milkshake challenge chug clip

milkshake challenge chug clip

GayTube Unknown

Flint Wolf Ultimate daily Cum Challenge day 33

Flint Wolf Ultimate daily Cum Challenge day 33

GayTube Unknown

Parte 1: “TWINK FEMBOY 7AM: I Locked Myself Up… Bad Morning Decision (Challenge Begins)”

Parte 1: “TWINK FEMBOY 7AM: I Locked Myself Up… Bad Morning Decision (Challenge Begins)”

GayTube Unknown

Imagining your hands and mouth all over me

Imagining your hands and mouth all over me

XHamster 4 years ago

I train my ass for your big hard cock

I train my ass for your big hard cock

XHamster 3 years ago

Public Wc Jizm N Go

Public Wc Jizm N Go

GayCK 3 years ago

Messy Wedgie with JackStar1

Messy Wedgie with JackStar1

XHamster 3 years ago

Video challenge - pants down when train doors open!

Video challenge - pants down when train doors open!

XHamster 3 years ago

”Adam Ramzi & Troye Jacobs fills up camping with ass pumping & licking”

”Adam Ramzi & Troye Jacobs fills up camping with ass pumping & licking”

4Wank 3 years ago

Solo boy Benji gets a little crazy in the bathroom

Solo boy Benji gets a little crazy in the bathroom

HOMO.XXX 3 years ago

James' Audition

45% 0:11 / 9:11

James' Audition

Clips4sale 3 years ago

I tried a try not to cum challenge Again

I tried a try not to cum challenge Again

XHamster 4 years ago

EDGING & Nutting FAT CUM-SHOT on the Table and Jizm Toying - Monster Meatpipe & Ballsack

EDGING & Nutting FAT CUM-SHOT on the Table and Jizm Toying - Monster Meatpipe & Ballsack

GayCK 4 years ago

FuckYouLikeAToy fucking gently my japanese toy

FuckYouLikeAToy fucking gently my japanese toy

XHamster 4 years ago

Guys At Camp: Scout Greg Mckeon contest

Guys At Camp: Scout Greg Mckeon contest

Gay4Porn 4 years ago

strokes off and jizzes

strokes off and jizzes

GayCK 4 years ago

He Wants His Cock Kicked

HD 3:13 / 1:26:00

He Wants His Cock Kicked

AEBN 23 years ago

Tickled By A Master

HD 0:08 / 17:18

Tickled By A Master

Clips4sale 4 years ago

FFB058 Stakes Match 2 -4 mobile

FFB058 Stakes Match 2 -4 mobile

Clips4sale 5 years ago

Three naked boys lose to a bald guy in the armwrestling

42% HD 0:12 / 2:48

Three naked boys lose to a bald guy in the armwrestling

AdultPrime 10 years ago

”Stripper's hunk BF Sean Duran fucks Tom Faulk”

”Stripper's hunk BF Sean Duran fucks Tom Faulk”

Fapnow 3 years ago

Milk Me Like a Cow (Be My Milkmaid)

Milk Me Like a Cow (Be My Milkmaid)

XHamster 3 years ago

Butt Machine Boys: Machine Challenge: Race Cooper

61% HD 0:30 / 37:00

Butt Machine Boys: Machine Challenge: Race Cooper

AEBN 13 years ago

The Reality of My Cock Sucking Task

The Reality of My Cock Sucking Task

Clips4sale 3 years ago

candles challenge cbt louis for slave paul

candles challenge cbt louis for slave paul

XHamster 6 years ago

Amateur biker gets sodomized in a POV anal scene

Amateur biker gets sodomized in a POV anal scene

HOMO.XXX 6 years ago

Aiden Asher and Espen settle for bareback banging

Aiden Asher and Espen settle for bareback banging

HOMO.XXX 5 years ago

Hot Dalton Riley ass fucks Shane Jackson and rims his hole

Hot Dalton Riley ass fucks Shane Jackson and rims his hole

Yeswegays 5 years ago

Horny jockstrap twink jack off with dildo

HD 0:39 / 19:23

Horny jockstrap twink jack off with dildo

FapHouse 5 years ago

Above and below 2

HD 0:39 / 14:02

Above and below 2

FapHouse 5 years ago

How I open an asshole. Sensitive and consequently.

How I open an asshole. Sensitive and consequently.

FapHouse 6 years ago

Homo hoes deepthroat off one another

Homo hoes deepthroat off one another

GayCK 5 years ago

Soft - Hard fast orgasm!!

Soft - Hard fast orgasm!!

FapHouse 5 years ago

BLACKS ON BOYS Zak Bishop, August Alexander & Dillon Diaz

BLACKS ON BOYS Zak Bishop, August Alexander & Dillon Diaz

Fapnado 5 years ago

Jordan Levine fucks yet another Ghost (Wesley Woods)

Jordan Levine fucks yet another Ghost (Wesley Woods)

HOMO.XXX 5 years ago

Stretching session

Stretching session

XHamster 4 years ago

Huge cocked gay man fucks his date deep - JJ Knight and Vincent OReilly

Huge cocked gay man fucks his date deep - JJ Knight and Vincent OReilly

Fapnado 4 years ago

Cade blasts his seed onto Max's stiff penis

Cade blasts his seed onto Max's stiff penis

Pornwhite 4 years ago

Second challenge: Naked in the garage of my home 2

Second challenge: Naked in the garage of my home 2

XHamster 4 years ago

Second challenge: Naked in the garage of my home 6

Second challenge: Naked in the garage of my home 6

XHamster 4 years ago

Challenger

NakedSword 4 years ago

Dungeon Master - Trailer - Chapters 1-3

Dungeon Master - Trailer - Chapters 1-3

XHamster 3 years ago

JOI as I beat you down Gooner Style with Goddess Lana

JOI as I beat you down Gooner Style with Goddess Lana

XHamster 4 years ago

Justin Matthews and David Skylar fuck, cuckolding Jim Fit

Justin Matthews and David Skylar fuck, cuckolding Jim Fit

HOMO.XXX 4 years ago

PHAT BLAST OF JISM AND PRECUM

PHAT BLAST OF JISM AND PRECUM

GayCK 5 years ago

Challenger

HD 0:30 / 1:00:00

AEBN 19 years ago

30 Minutes Of Torment: Trenton Ducati's Balls To The Wall Challenges

HD 0:30 / 1:00:00

30 Minutes Of Torment: Trenton Ducati's Balls To The Wall Challenges

AEBN 9 years ago

30 Minutes Of Torment: Muscled Body Builder Marcus Ruhl Takes The Ultimate Challenge

HD 0:30 / 53:00

30 Minutes Of Torment: Muscled Body Builder Marcus Ruhl Takes The Ultimate Challenge

AEBN 9 years ago

First challenge: exhibiting myself in the streets 6

First challenge: exhibiting myself in the streets 6

XHamster 4 years ago

Donny Hart Big Time Escape Challenge HD 1080p MP4

HD 0:11 / 10:34

Donny Hart Big Time Escape Challenge HD 1080p MP4

Clips4sale 3 years ago

Lawnmower Man Takes On The Challenge

Lawnmower Man Takes On The Challenge

MrGay 4 years ago

MaleFeetXXX.com - Dolan's kink exploration: The ultimate tickle challenge

MaleFeetXXX.com - Dolan's kink exploration: The ultimate tickle challenge

PornDR 1 year ago

He used My Jism as Oil?! Uncircumcised Nude Thrust-Ups / Ample Dual Spunk!

He used My Jism as Oil?! Uncircumcised Nude Thrust-Ups / Ample Dual Spunk!

Gayhub 1 year ago

Board Challenge

Premium 4K 20:25

Board Challenge

SayUncle 5 years ago

Office Pants Rotating Challenge

HD 1:01 / 20:16

Office Pants Rotating Challenge

FapHouse 1 year ago

Internship Interview Stage 1 FHD - JOI - Jerk Off Instruction - KingMarti

Internship Interview Stage 1 FHD - JOI - Jerk Off Instruction - KingMarti

Clips4sale 1 year ago

Dong and ball ********challenge: Weights

Dong and ball ********challenge: Weights

AbGay 1 year ago

Milking Challenge! 6 - A bottle full of cum... [video 14]

Milking Challenge! 6 - A bottle full of cum... [video 14]

AbGay 1 year ago

ZEUS TEST OF ENDURANCE - ASS INFLATION 720p

63% HD 0:27 / 33:33

ZEUS TEST OF ENDURANCE - ASS INFLATION 720p

Clips4sale 1 year ago

MilitaryHunk.com - Zach shows off his muscular and ripped body while jerking his big

MilitaryHunk.com - Zach shows off his muscular and ripped body while jerking his big

UrGayPorn 1 year ago

ROPE ESCAPE CHALLENGE

ROPE ESCAPE CHALLENGE

AbGay 1 year ago

Edgemeplease Challenge JOI in Mandarin

HD 0:39 / 11:45

Edgemeplease Challenge JOI in Mandarin

FapHouse 1 year ago

Falcon Studios: Power Bottom Meets Thug Challenge

Falcon Studios: Power Bottom Meets Thug Challenge

GayTubesTV 1 year ago

Vintage wrestlers in anal challenge

Vintage wrestlers in anal challenge

Some.Porn 1 year ago

February 2025 video challenge #21

February 2025 video challenge #21

XHamster 1 year ago

It's Been a While Since I Taste My Cum Again.

HD 1:01 / 11:32

It's Been a While Since I Taste My Cum Again.

FapHouse 1 year ago

”BottomGames - Muscle Hunk Challenges His Naive Straight Friend To Bet His Booty”

”BottomGames - Muscle Hunk Challenges His Naive Straight Friend To Bet His Booty”

Trashreality 2 years ago

Soft - Hard fast orgasm!!

Soft - Hard fast orgasm!!

FapHouse 5 years ago

Ballsack Challenge

Ballsack Challenge

XHamster 1 year ago

Let Me Cum Please I Hate When This Happens...

HD 0:39 / 12:32

Let Me Cum Please I Hate When This Happens...

FapHouse 1 year ago

The Game Challenged My Roommate To Suck My Cock And The Ending Was Extremely Happy 17 Min

The Game Challenged My Roommate To Suck My Cock And The Ending Was Extremely Happy 17 Min

MrGay 1 year ago

Dick Riding Challenge

HD 0:30 / 1:33:00

Dick Riding Challenge

AEBN 1 year ago

My Manager Was Not Glad

My Manager Was Not Glad

4Gay 1 year ago

Quick 1st Slideshow Wk 1 of 2025 March

66% 0:39 / 2:07

Quick 1st Slideshow Wk 1 of 2025 March

FapHouse 1 year ago

Reuse: Plastic Bottles Insertion Into Hairy Small Guy's Ass

Reuse: Plastic Bottles Insertion Into Hairy Small Guy's Ass

FapHouse 1 year ago

The Edging Challenge Series.

HD 0:39 / 17:02

The Edging Challenge Series.

FapHouse 1 year ago

”Its challenging to breathe when Im getting choked by DILF Sir Peters gigantic co”

”Its challenging to breathe when Im getting choked by DILF Sir Peters gigantic co”

429Men 1 year ago

The Best Hipster Showdown - Intense Vs Deluge Ep.2-4

The Best Hipster Showdown - Intense Vs Deluge Ep.2-4

XHamster 1 year ago

Soft in Her, Hard for Him - Impotent Fag Unveiled

HD 1:01 / 28:22

Soft in Her, Hard for Him - Impotent Fag Unveiled

FapHouse 1 year ago

Vem ver como q fiquei louco com esse pequeno brinquedinho

Vem ver como q fiquei louco com esse pequeno brinquedinho

Gayhub 1 year ago

Big Cock Blowjob by Amateur Twink

Big Cock Blowjob by Amateur Twink

GayVids 1 year ago

Lucky Underwear

Premium 4K 18:34

Lucky Underwear

SayUncle 2 years ago

Challenge: 10 minutes of milking my cock on the highest setting

Challenge: 10 minutes of milking my cock on the highest setting

XHamster 1 year ago

Dark, Cheerful Guy with Sensitive, Hard Nipples. Ep.1-4

HD 0:39 / 16:00

Dark, Cheerful Guy with Sensitive, Hard Nipples. Ep.1-4

FapHouse 1 year ago

”Bully Leon King teaches geek Levi Hatter hard & naughty lesson”

”Bully Leon King teaches geek Levi Hatter hard & naughty lesson”

ThePornstar 1 year ago

Big Cock Bareback: Amateur Takes Huge Dick

Big Cock Bareback: Amateur Takes Huge Dick

UrGayPorn 1 year ago

Samuel and Mauricio

Samuel and Mauricio

Fapnado 1 year ago

Deepthroating slim twink Magic C until he fills my mouth with his thick cum. His massive cock was a challenge for my throat but I swallowed every inch of it

Premium HD 10:43

Deepthroating slim twink Magic C until he fills my mouth with his thick cum. His massive cock was a challenge for my throat but I swallowed every inch of it

Sheer 3 years ago

”Robert Axel endures shocks from zapper & water spray torment”

”Robert Axel endures shocks from zapper & water spray torment”

Trashreality 1 year ago

Keep stroking your little clitty (with Star Nine) - Jerk Off Instructions

Premium HD 8:16

Keep stroking your little clitty (with Star Nine) - Jerk Off Instructions

Sheer 3 years ago

BottomGames - Benjamin Blue has a thing for competition

BottomGames - Benjamin Blue has a thing for competition

IGaySEXTV 4 years ago

BoyFun: Tattooed Alec Loob with Casper Ivarsson challenge

BoyFun: Tattooed Alec Loob with Casper Ivarsson challenge

IGaySEXTV 3 years ago

Warehouse Kinks

Warehouse Kinks

IGaySEXTV 4 years ago

Meaty spunk flow from this failed edging!!!

Meaty spunk flow from this failed edging!!!

Gayhub 1 year ago

”Coach Jeremiah Jones trains Zacc Andrews how to endure ass pumping”

”Coach Jeremiah Jones trains Zacc Andrews how to endure ass pumping”

Trashreality 1 year ago

Stepsons Challenge on Who Gargles Father's Pipe Finest - Myfamilydick

Stepsons Challenge on Who Gargles Father's Pipe Finest - Myfamilydick

4Gay 1 year ago

This steamy scene opens with Luciano and Torque undressing for the first time. Torque meets the challenge of swallowing that giant with ease, as his green Mohawk bounces up and down.

This steamy scene opens with Luciano and Torque undressing for the first time. Torque meets the challenge of swallowing that giant with ease, as his green Mohawk bounces up and down.

Some.Porn 1 year ago

Goofy-faced man enjoying CBT during POV ass

Goofy-faced man enjoying CBT during POV ass

IGaySEXTV 6 years ago

JockBreeders: Friend Ty Thomas hard breeding

JockBreeders: Friend Ty Thomas hard breeding

IGaySEXTV 3 years ago

Rick Waters Jacking Off

Rick Waters Jacking Off

Fapnado 1 year ago

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