Challenge Videos - Gay (10,407)

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

Chinese Student Edge Challenge Instruction CUM

Chinese Student Edge Challenge Instruction CUM

AllBoner 1 year ago

Sweaty, musky fuck with Nick Capra and David Benjamin

Sweaty, musky fuck with Nick Capra and David Benjamin

HOMO.XXX 4 years ago

Angel Cruz, Christian Bay, and Mickey Knox all wanna eat cum

Angel Cruz, Christian Bay, and Mickey Knox all wanna eat cum

HOMO.XXX 4 years ago

Christmassy gay fucking with a facial at the end

Christmassy gay fucking with a facial at the end

HOMO.XXX 5 years ago

4 Mins Edging Nonstop Challenge (mandarin Subtitle)

HD 0:39 / 10:22

4 Mins Edging Nonstop Challenge (mandarin Subtitle)

FapHouse 4 months ago

Mrx8680 Anal play with large veg! everything can be a dildo

Mrx8680 Anal play with large veg! everything can be a dildo

xHamster 4 years ago

Twink Fucker Uncut Jake Preston, Sam Ledger, Shae Reynolds, Niko Vaz, Zane

Twink Fucker Uncut Jake Preston, Sam Ledger, Shae Reynolds, Niko Vaz, Zane

Eporner 10 months ago

”Smoking and Fucking”

”Smoking and Fucking”

Trashreality 1 year ago

ManUpFilms: Colby Jansen bare challenge video

ManUpFilms: Colby Jansen bare challenge video

GayTube.site 2 years ago

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

TransHero 2 weeks ago

Got Punished by 10 Huge Men BDSM Challenge

Got Punished by 10 Huge Men BDSM Challenge

FapHouse 1 year ago

The Battle of the Suffering Sluts - Live Shoot

HD 1:01 / 1:22:26

The Battle of the Suffering Sluts - Live Shoot

FapHouse 2 months ago

Tractor tire challenge

Tractor tire challenge

TwinksNHunks 4 months ago

Puppy Davey in Challenges

Puppy Davey in Challenges

GayXo 1 year ago

Teens Scott Finn and Jason Reed fuck on the bed

Teens Scott Finn and Jason Reed fuck on the bed

HOMO.XXX 5 years ago

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

HD 1:01 / 12:32

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

FapHouse 11 months ago

Lycra Fetish Twink Has a Nice Big Dick.ep 2-4

63% HD 1:01 / 12:17

Lycra Fetish Twink Has a Nice Big Dick.ep 2-4

FapHouse 1 year ago

Uncut Xl Cock takes on a Gloryhole challenge and takes a cumshot in every hole

Uncut Xl Cock takes on a Gloryhole challenge and takes a cumshot in every hole

AllBoner 1 week ago

Jeremy Barker getting ready for a fetish encounter (BTS)

Jeremy Barker getting ready for a fetish encounter (BTS)

HOMO.XXX 5 years ago

Puppy daveys challenges part 3

Puppy daveys challenges part 3

ManPorn 1 month ago

Arm Wrestling: The Looser Gives his Ass!

Arm Wrestling: The Looser Gives his Ass!

xHamster 7 years ago

The Tight Hole of the Banana Tree Is Delicious

The Tight Hole of the Banana Tree Is Delicious

xHamster 5 months ago

Sir Peter And Andrey Vic Spit-Roast Ricky Hard

Sir Peter And Andrey Vic Spit-Roast Ricky Hard

GayXPS 1 year ago

Slave in Woods of Munich

Slave in Woods of Munich

xHamster 3 years ago

wrestling club student aiming for olympics challenges a man to give a blowjob

wrestling club student aiming for olympics challenges a man to give a blowjob

PornOne 1 year ago

German dirtytalk with challenge let's fuck off off together with pee and sperm everywhere!

German dirtytalk with challenge let's fuck off off together with pee and sperm everywhere!

ManPorn 3 years ago

BrotherCrush - Twink Caleb Anthony sneaky breeding

BrotherCrush - Twink Caleb Anthony sneaky breeding

GayMenSexTube 5 years ago

Muscled God Robert Axel takes the challenge!

Muscled God Robert Axel takes the challenge!

OurGay 1 year ago

”Numero 2”

LesbianBliss 1 month ago

Maskurbate - Very nice Max Chevalier agrees to handjob

Maskurbate - Very nice Max Chevalier agrees to handjob

GayPorn.video 3 years ago

Long estim session. Once the pre started flowing I managed to dribble all over the camera facial style.

Long estim session. Once the pre started flowing I managed to dribble all over the camera facial style.

xHamster 2 years ago

Axel and Luca’s Steamy Backdoor Bash

Axel and Luca’s Steamy Backdoor Bash

ALOTPorn 1 month ago

Jay Takes the Big Dick Challenge

Jay Takes the Big Dick Challenge

BoyFriendTV 1 year ago

Brody Fox & Jake Waters

Brody Fox & Jake Waters

UrGayPorn 1 year ago

Straight Stud Casey More - the Chair - the Pit - the Water Chamber

63% HD 0:39 / 56:33

Straight Stud Casey More - the Chair - the Pit - the Water Chamber

FapHouse 5 months ago

Falcon Studios - Cowboy gets challenge

Falcon Studios - Cowboy gets challenge

IceGayPorn 3 years ago

Jim and Vadim

BelamiTube 2 months ago

”Ballsack Challenge”

”Ballsack Challenge”

Trashreality 1 year ago

MissionaryBoys.com: Elder Dobrovnik pegging in shower

MissionaryBoys.com: Elder Dobrovnik pegging in shower

IceGayPorn 3 years ago

Wilfried Knight and Leo Forte's BDSM fantasy comes true in this raw and hairy humiliation session

Wilfried Knight and Leo Forte's BDSM fantasy comes true in this raw and hairy humiliation session

GaySearch 4 weeks ago

Inside Edging

HD 0:39 / 13:38

FapHouse 1 month ago

Upload Part 3

Premium HD 26:50

Men 11 years ago

Puppy Davey In Challenges 2

Puppy Davey In Challenges 2

AbGay 1 year ago

Restrained & Aneros - 20 MIN Challenge - trailer

Restrained & Aneros - 20 MIN Challenge - trailer

xHamster 4 years ago

Dylan Knight the Destruction

HD 0:39 / 51:41

Dylan Knight the Destruction

FapHouse 2 months ago

”Sebastian Keys makes Draven Navarro & Mason Lear fuck each other”

”Sebastian Keys makes Draven Navarro & Mason Lear fuck each other”

LesbianBliss 3 weeks ago

ManUpFilms: Muscle Colby Jansen with Colby

ManUpFilms: Muscle Colby Jansen with Colby

GaysTubes 2 years ago

Drill My Hole: Masturbation and tattooed american bisexual

Drill My Hole: Masturbation and tattooed american bisexual

IceGayPorn 3 years ago

Machine Challenge: Dak Ramsey

Machine Challenge: Dak Ramsey

OurGay 1 year ago

Slut Jayson Parker earns ass stretching from stud Nick Cranston

Slut Jayson Parker earns ass stretching from stud Nick Cranston

Yeswegays 7 months ago

Branden Forrest and the Excruciating Ass Station Challenge

HD 1:01 / 59:49

Branden Forrest and the Excruciating Ass Station Challenge

FapHouse 4 months ago

Michael DelRay ravages Jeremy Spreadums sideways

Michael DelRay ravages Jeremy Spreadums sideways

HOMO.XXX 1 year ago

Submissive amateur Keita has his body dominated and tied by Shibari master Encho

Submissive amateur Keita has his body dominated and tied by Shibari master Encho

Fapnado 10 months ago

No.ksgh17 Climax Lab Ep.56 Super Stamina Stud's First Controlled Release Ep.3-4

No.ksgh17 Climax Lab Ep.56 Super Stamina Stud's First Controlled Release Ep.3-4

xHamster 1 month ago

I Edged ten Times And Havent Jizz For ten Days!

I Edged ten Times And Havent Jizz For ten Days!

Gayhub 8 months ago

Welcome, Ya Filthy Pig Bottom

Premium 57% 4K 34:13

Welcome, Ya Filthy Pig Bottom

SayUncle 10 months ago

Coby Mitchell bottoming for his kinky MD, Derek Atlas

Coby Mitchell bottoming for his kinky MD, Derek Atlas

HOMO.XXX 4 years ago

Keeping Cock Hard Is a Challenge..

Keeping Cock Hard Is a Challenge..

FapHouse 4 days ago

Super Hung Daddy Teaches a Lesson in Hole Stretching

4K 1:27 / 21:46

Super Hung Daddy Teaches a Lesson in Hole Stretching

SayUncle 1 year ago

Michael Evans Fucks Cole Money

46% HD 1:01 / 23:45

Michael Evans Fucks Cole Money

FapHouse 2 years ago

Tourist fuck trap with Hector de Silva and Matt Anders

Tourist fuck trap with Hector de Silva and Matt Anders

HOMO.XXX 4 years ago

Marky's Ass Play

Marky's Ass Play

xHamster 1 month ago

Ed Wiley and Bob Bishop are jacked and ready to gape

Ed Wiley and Bob Bishop are jacked and ready to gape

HOMO.XXX 1 year ago

”Gym partners can't hide their gay feelings”

”Gym partners can't hide their gay feelings”

TransHero 5 days ago

Sexual delight with horny Steven Ponce and Chasen Hart

Sexual delight with horny Steven Ponce and Chasen Hart

HOMO.XXX 3 years ago

The Never Ending BDSM Challenge That Almost Took My Soul Continues

The Never Ending BDSM Challenge That Almost Took My Soul Continues

xHamster 1 year ago

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

Zatube 5 months ago

Joi games, masturbation instruction, voyer!

Joi games, masturbation instruction, voyer!

xHamster 3 months ago

Challenge to concentrate on my game while he deep throats my testicles and makes me jizz

Challenge to concentrate on my game while he deep throats my testicles and makes me jizz

WebcamBros 1 month ago

Fishin’ challenge

Fishin’ challenge

TwinksNHunks 3 months ago

”Bearded Dani Robles groans as big dicked Jean Franko plows him raw”

”Bearded Dani Robles groans as big dicked Jean Franko plows him raw”

ThePornstar 4 months ago

”Daddy Fucks Huge Cock Arjo”

”Daddy Fucks Huge Cock Arjo”

Fapnow 2 months ago

Peter, Alan, Mario & Jack

Peter, Alan, Mario & Jack

BelamiOnline 2 years ago

Andy Mcbride and Jeremiah Cruz show you how it's done

Andy Mcbride and Jeremiah Cruz show you how it's done

HOMO.XXX 3 years ago

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

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

Eporner 4 months ago

Benjamin Blue & Ace Quinn - Crush compete

Benjamin Blue & Ace Quinn - Crush compete

GayDudesFucking 4 years ago

Alexander Gustavo Withstands Insane Levels of Torment

HD 0:39 / 1:07:03

Alexander Gustavo Withstands Insane Levels of Torment

FapHouse 6 months ago

BIG BOOTY Sissy Takes HUGE BLACK DILDO For The First Time (And Loves It)

BIG BOOTY Sissy Takes HUGE BLACK DILDO For The First Time (And Loves It)

xHamster 1 year ago

Four old men having BDSM fun with obedient twink!

Four old men having BDSM fun with obedient twink!

GayVids 4 months ago

The Challenge

Premium 61% HD 24:11

Men 7 years ago

Hardcore fucking with beefcakes Seth Santoro and Jack Andy

Hardcore fucking with beefcakes Seth Santoro and Jack Andy

TwinksNHunks 1 year ago

ManUpFilms: Colby in tandem with nicely-shaped Colby Jansen

ManUpFilms: Colby in tandem with nicely-shaped Colby Jansen

UrGayPorn 1 year 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

A Flogger And A Whip Doesnt Scare Justin Martinez

A Flogger And A Whip Doesnt Scare Justin Martinez

Yeswegays 1 year ago

Bringing Back Some of Our Favorites!: the Indestructible Derek Hurt

HD 1:01 / 43:06

Bringing Back Some of Our Favorites!: the Indestructible Derek Hurt

FapHouse 1 day ago

aleksandr kirill dima kingdom challenge

aleksandr kirill dima kingdom challenge

PornOne 3 years ago

HotHouse - Thick furry really enjoys rimming

HotHouse - Thick furry really enjoys rimming

GayMenSexTube 4 years ago

Challenging my sexy coworker into destroying my tight hole

Challenging my sexy coworker into destroying my tight hole

MenGem 2 years ago

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

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

BoyFriendTV 10 months ago

Gabriel Bus stop strip

Gabriel Bus stop strip

AbGay 2 years ago

Tickle feet challenge

Tickle feet challenge

AbGay 2 years ago

challenge Accepted Rafael Lords Takes Leo Alexander's Monster penis

challenge Accepted Rafael Lords Takes Leo Alexander's Monster penis

BoyFriendTV 5 years ago

Max Blairwood And Eli Hunter In The Fuck Challenge

Max Blairwood And Eli Hunter In The Fuck Challenge

AbGay 2 years ago

JockBreeders - Pal Ty Thomas gobbles Johnny V nut

JockBreeders - Pal Ty Thomas gobbles Johnny V nut

UrGayPorn 1 year ago

A Challenge Between Straight Bruhs - BottomGames

A Challenge Between Straight Bruhs - BottomGames

OurGay 10 months ago

Hurt Slut Dakota Wolfe Takes the 30mt Challenge

63% HD 0:39 / 50:17

Hurt Slut Dakota Wolfe Takes the 30mt Challenge

FapHouse 1 month ago

SHE TOLD SHE'S GONNA FUCK ME IF I CAN CUM EXACTLY IN MY BELLY BUTTON

SHE TOLD SHE'S GONNA FUCK ME IF I CAN CUM EXACTLY IN MY BELLY BUTTON

xHamster 2 months ago

Marky's Ass Play

Marky's Ass Play

xHamster 2 months ago

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds) Israel

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds) Israel

Eporner 4 months ago

Sebastian Keys Masters Two Slaves Tony Orlando Sherman Maus in Intense BDSM Contest

Sebastian Keys Masters Two Slaves Tony Orlando Sherman Maus in Intense BDSM Contest

Eporner 2 months ago

Damien Telrue and Dustin Revees drilling in detention

Damien Telrue and Dustin Revees drilling in detention

HOMO.XXX 2 years ago

Max Hunter, Eli Hunter And Max Blairwood - Plays The Fuck Challenge With The Loser Gets Fucked

Max Hunter, Eli Hunter And Max Blairwood - Plays The Fuck Challenge With The Loser Gets Fucked

PornUse 1 month ago

Full Video - Rope Suspension Fuck and Interview - Cliff Media Productions

HD 0:39 / 39:52

Full Video - Rope Suspension Fuck and Interview - Cliff Media Productions

FapHouse 4 months ago

Kian & James

BelamiTube 2 months ago

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

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

xHamster 7 months ago

Religious Worthiness Interview Turns Into Full Blown Fuck Sesh

4K 1:35 / 37:46

Religious Worthiness Interview Turns Into Full Blown Fuck Sesh

SayUncle 1 year ago

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

”Jax Thirio plans on taking Gunnar Joseph tiny booty for a hard pounding”

Rainblow 11 months ago

ASMR Male Voice: Dominant Best Friend Fucks You Hard - ASMR Audio Porn Erotic Audio Story

ASMR Male Voice: Dominant Best Friend Fucks You Hard - ASMR Audio Porn Erotic Audio Story

xHamster 8 months ago

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

70% HD 1:01 / 16:05

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

FapHouse 7 months ago

Challenging my sexy coworker into destroying my tight hole

Challenging my sexy coworker into destroying my tight hole

UrGayPorn 1 year ago

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

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

Eporner 4 months ago

The Challenge

BoyFriendTV 4 years ago

Rourke & Zilv in Shampoo Bottle Challenge: Bareback - MenNetwork

Rourke & Zilv in Shampoo Bottle Challenge: Bareback - MenNetwork

OurGay 1 year ago

ManUpFilms - Draven Navarro fucks athletic gay Colby

ManUpFilms - Draven Navarro fucks athletic gay Colby

GayMenSexTube 2 years ago

Oily anal penetration session with Eli Bennett and King Coleman

Oily anal penetration session with Eli Bennett and King Coleman

HOMO.XXX 4 years ago

ColbyKnox - Thick gay ass to mouth in a bar

ColbyKnox - Thick gay ass to mouth in a bar

GaysTubes 1 year ago

Milk Me Like a Cow (Be My Milkmaid)

Milk Me Like a Cow (Be My Milkmaid)

xHamster 3 years ago

”Monica Sexxxton thinks she can put a stop to the Monster”

”Monica Sexxxton thinks she can put a stop to the Monster”

429Men 4 weeks ago

Good Boy

xHamster 6 months ago

8 9 10 11 12

10,407 results found

Related categories

Encouragement Edging Training Milking Table Tease Nipple Piercing Gagging Dangling CFNM Submissive Kinky Stretching Submissive Teen 18+ Braces Piercing Messy Weird Freak Competition In Control

Narrow your search

try not to cum challenge cum challenge edging challenge joi challenge cock hero challenge edge challenge jerk off challenge dildo challenge escape challenge dont cum challenge stroke challenge blowjob challenge do not cum challenge no fap challenge jerk challenge wank challenge naked challenge stranger challenge anal challenge handjob challenge

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.