Challenge Videos - Gay (12,017)

Sebastian Keys dominates Brian Bonds in dirty torment challenge

Sebastian Keys dominates Brian Bonds in dirty torment challenge

UrGayPorn 9 months ago

Mason Skyy Introduces Milo Dawson in the Gayhoopla

Mason Skyy Introduces Milo Dawson in the Gayhoopla

xHamster 2 months ago

The Boss Part 3

Premium HD 23:29

The Boss Part 3

Men 8 years ago

For Step-Father's Day, Ryan and Edward want to have some fun with their stepdaddies, Matt and Manuel

For Step-Father's Day, Ryan and Edward want to have some fun with their stepdaddies, Matt and Manuel

xHamster 1 year 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 2 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.

AllBoner 8 months ago

Cumpilation Vol 1 - Try not to cum with the uncut hung twink Snauwflake

Cumpilation Vol 1 - Try not to cum with the uncut hung twink Snauwflake

DeegX 2 years ago

Louivmane's unshaved Asian partner edging his way under a hot pop-shot

Louivmane's unshaved Asian partner edging his way under a hot pop-shot

GayVD 1 week ago

Massive Part 3

Premium 44% HD 25:35

Men 2 years ago

Amateur Flatmates Film Themselves Taking on Dares Set by a Follower - Full Version

Amateur Flatmates Film Themselves Taking on Dares Set by a Follower - Full Version

xHamster 4 months ago

Segundo intento! Jizz-shotgun Hero: Meditative State

Segundo intento! Jizz-shotgun Hero: Meditative State

4Gay 1 year ago

Cum shot Challenge 2012 Jake Bass vs Arnaud Chagall

Cum shot Challenge 2012 Jake Bass vs Arnaud Chagall

4Gay 8 months ago

Selfie for the GF

Selfie for the GF

xHamster 1 year ago

Daring game for boys

Daring game for boys

TwinksNHunks 6 months ago

Public urinal jerkoff pop-shots at the beach

Public urinal jerkoff pop-shots at the beach

4Gay 1 year ago

Stepdads and Stepsons Jerk Off in Cumnog Christmas Cum Guessing Game

Stepdads and Stepsons Jerk Off in Cumnog Christmas Cum Guessing Game

HesGay 3 months ago

I Have Joy Fag Fuckpole Hero, Lose and Jizz in My Throat. Let's Have Joy: Rigid-On Hero Meditative State (Faggot)

I Have Joy Fag Fuckpole Hero, Lose and Jizz in My Throat. Let's Have Joy: Rigid-On Hero Meditative State (Faggot)

2BGay 2 years ago

KaneVision vs Liam Competitive Oil Wrestling

64% HD 0:26 / 16:57

KaneVision vs Liam Competitive Oil Wrestling

Clips4sale 1 year ago

Straight Basketball Player / Thick Cock Sucked Dry

57% HD 0:53 / 15:54

Straight Basketball Player / Thick Cock Sucked Dry

Gayerdar 2 years ago

Long naked walk with cockring and puppy mask to unlock clothes locked in a bag

Long naked walk with cockring and puppy mask to unlock clothes locked in a bag

xHamster 1 year ago

Edging Instruction for You

Edging Instruction for You

xHamster 5 months ago

Steaming Strung Up Folks doing a Jizz Challenge! Guess who has the Fattest Shot!

Steaming Strung Up Folks doing a Jizz Challenge! Guess who has the Fattest Shot!

GayCK 6 years ago

Man jerking while doing nude yoga - pushup contest

Man jerking while doing nude yoga - pushup contest

4Gay 2 years ago

Fuckerbate, Part 1

Fuckerbate, Part 1

xHamster 3 weeks ago

Michael DelRay gives mechanic buddy HUGE CUM FACIAL!

Michael DelRay gives mechanic buddy HUGE CUM FACIAL!

TwinksNHunks 1 year ago

Muscle hunk Adrian Hart will challenge hot dudes to a yoga and sex competition

Muscle hunk Adrian Hart will challenge hot dudes to a yoga and sex competition

PornSigma 2 months ago

Doing Laps

65% 4K 0:58 / 26:35

SayUncle 6 years ago

ESTIM EDGING CHALLENGE #1 HOW LONG CAN I LAST

ESTIM EDGING CHALLENGE #1 HOW LONG CAN I LAST

Pornzona 2 days ago

”Men's reaction to gay porn”

”Men's reaction to gay porn”

Zatube 1 year ago

The Client’s Bed | MILO Vol. 1

42% HD 1:16 / 24:43

The Client’s Bed | MILO Vol. 1

FunsizeBoys 2 years ago

Bobby Lukas Xavier s Jizz shot Challenge

Bobby Lukas Xavier s Jizz shot Challenge

4Gay 8 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 1 year 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

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

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

Trashreality 2 years ago

On The Market [JJ Knight & Tegan Zayne]

On The Market [JJ Knight & Tegan Zayne]

Yeswegays 4 years ago

Jeremy Angel and Leo Louis have insane chemistry

Jeremy Angel and Leo Louis have insane chemistry

HOMO.XXX 1 month ago

”Beating the Heat”

”Beating the Heat”

LesbianBliss 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 1 year ago

Dared to Jerk off in Busy Coffee Shop - Intense Public Cum

Dared to Jerk off in Busy Coffee Shop - Intense Public Cum

xHamster 3 months ago

434 - Men Only - First Scuba Course

47% HD 0:33 / 21:49

434 - Men Only - First Scuba Course

Clips4sale 4 years ago

Dakota Lovell bends over to welcome Axel Kane deep thrusting

Dakota Lovell bends over to welcome Axel Kane deep thrusting

UrGayPorn 1 year ago

Luca Knight and Axel Green Take the No Nut Challenge to New Pleasurable Heights

Luca Knight and Axel Green Take the No Nut Challenge to New Pleasurable Heights

Fapnado 1 month ago

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

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

Yeswegays 1 year 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 1 year ago

The Art of Breaking Up Part 1 The End

The Art of Breaking Up Part 1 The End

Analdin 5 years ago

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink's Urethral Play Extreme Challenge. Ep.3-4

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink's Urethral Play Extreme Challenge. Ep.3-4

xHamster 5 months ago

9 Inch Dildo

72% HD 1:01 / 13:43

FapHouse 1 month ago

Your Ass Now Belongs to Your Frat Bros

4K 1:06 / 20:21

Your Ass Now Belongs to Your Frat Bros

PigBottoms 6 days ago

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

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

HOMO.XXX 5 years ago

”Lucky Underwear”

”Lucky Underwear”

ThePornstar 1 year ago

Geek Twink Gets His Tight Ass Bareback At The Shower Room By Campus Bully

Geek Twink Gets His Tight Ass Bareback At The Shower Room By Campus Bully

TwinksNHunks 1 year ago

XXX-MEN EVOLUTION - I accepted the challenge of facing the fat guy's giant cock! - Hentai Bara Yaoi

XXX-MEN EVOLUTION - I accepted the challenge of facing the fat guy's giant cock! - Hentai Bara Yaoi

xHamster 2 years ago

Hole Stretching, Dildos and Slings! (part 2)

60% HD 0:39 / 37:30

Hole Stretching, Dildos and Slings! (part 2)

FapHouse 9 months ago

Plow dude nails fleshlight in tracksuit

Plow dude nails fleshlight in tracksuit

Gayhub 4 weeks ago

Stepdaddy's First Time with the Hottest Moroccan Beur

53% HD 0:39 / 16:42

Stepdaddy's First Time with the Hottest Moroccan Beur

FapHouse 1 year ago

The Audition of Enzo Lemercier

46% HD 1:01 / 30:09

The Audition of Enzo Lemercier

FapHouse 1 year ago

Elder Gardner: Covenant

55% 4K 1:30 / 27:14

Elder Gardner: Covenant

SayUncle 8 years ago

No.ksgh05 Climax Labs Ep.47 Shirt Boyfriend Dick. First Experience of Controlled Ejaculation Is a Continuous Eruption. Ep.3-4

No.ksgh05 Climax Labs Ep.47 Shirt Boyfriend Dick. First Experience of Controlled Ejaculation Is a Continuous Eruption. Ep.3-4

xHamster 2 months ago

The Challenge

HD 1:01 / 27:04

FapHouse 1 month ago

”Bottom Games - Wrestling Challenge Ends Up With Sexy Latino Boy Pounding”

”Bottom Games - Wrestling Challenge Ends Up With Sexy Latino Boy Pounding”

Faptor 2 years ago

Porn Superstar Christopher Daniels - Bound, Touched, and Edged

Porn Superstar Christopher Daniels - Bound, Touched, and Edged

xHamster 7 months ago

Fun-sized Latino twink takes a fucking monster cock up his ass!

Fun-sized Latino twink takes a fucking monster cock up his ass!

Yeswegays 3 years ago

Making love with PLEASURE (Chasen Hart and Alexander Greene)

Making love with PLEASURE (Chasen Hart and Alexander Greene)

HOMO.XXX 4 years ago

Straight man jerks his massive cock outside for a challenge gets caught

Straight man jerks his massive cock outside for a challenge gets caught

GayPornWatch 1 month ago

Giving Horny Tradie Bottom Lad 4 Dicks for Him to Handle Ass to Mouth

57% HD 0:39 / 34:16

Giving Horny Tradie Bottom Lad 4 Dicks for Him to Handle Ass to Mouth

FapHouse 10 months ago

Extreme Deepthroat Challenge of the Gagging Reflex - Pig Pushes Its Limits

Extreme Deepthroat Challenge of the Gagging Reflex - Pig Pushes Its Limits

FapHouse 2 weeks ago

amateur boys having a first one to piss on the other challenge to spice up a boring game of uno, and the winner gets sucked

HD 0:33 / 16:02

amateur boys having a first one to piss on the other challenge to spice up a boring game of uno, and the winner gets sucked

PornBox 1 year ago

The Slave Suffers in Predicament Bondage and Chastity

The Slave Suffers in Predicament Bondage and Chastity

xHamster 3 months ago

Slave Suffers in the Dog Cage

Slave Suffers in the Dog Cage

xHamster 1 month 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 5 years ago

Straight Stud Takes Clover Clamps to the Balls

HD 0:39 / 1:00:48

Straight Stud Takes Clover Clamps to the Balls

FapHouse 10 months ago

Undress Poker with My Pals

Undress Poker with My Pals

Gayhub 9 months ago

No.ksgh17 Climax Lab Ep.56 『super Stamina Stud’s First Controlled Release』ep.2-4

55% HD 0:39 / 16:52

No.ksgh17 Climax Lab Ep.56 『super Stamina Stud’s First Controlled Release』ep.2-4

FapHouse 6 months ago

Muscled God Robert Axel Takes the Challenge!

HD 0:39 / 47:31

Muscled God Robert Axel Takes the Challenge!

FapHouse 2 months ago

Beating the Heat

Beating the Heat

Fapnado 1 year ago

dalawang demand na naman ang natupad, dami ko namang tamod ang nilabas

dalawang demand na naman ang natupad, dami ko namang tamod ang nilabas

4Gay 11 months ago

Man 35 - Fat Dicked Twunk Bottom (My Fav) Comebacks to Attempt out the Stroking Chair and BLOWS 2 EXPLOSION

Man 35 - Fat Dicked Twunk Bottom (My Fav) Comebacks to Attempt out the Stroking Chair and BLOWS 2 EXPLOSION

5Gays 9 months ago

Pup play edging deny orgasms gushing cum fountain until leaking

Pup play edging deny orgasms gushing cum fountain until leaking

GayPornWatch 1 month ago

Bearded WantBottom gets elbow deep and double fisted by Amerifist and FistBttmDK

Bearded WantBottom gets elbow deep and double fisted by Amerifist and FistBttmDK

Fapnado 1 year 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 8 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 11 months ago

Truly impressive anal vid starring Cory Kane and Luca Beckham

Truly impressive anal vid starring Cory Kane and Luca Beckham

HOMO.XXX 5 years ago

Papi Kocic promises to treat Justin Jett like a tramp

Papi Kocic promises to treat Justin Jett like a tramp

HOMO.XXX 3 years ago

You will be put in Hot Male Prison!

You will be put in Hot Male Prison!

DeegX 2 years ago

Be a good boy and cum for my fat cock Kummdrumm compilation

Be a good boy and cum for my fat cock Kummdrumm compilation

xHamster 3 years ago

Cunt Wreckers

AbGay 1 year ago

The Tight Hole of the Banana Tree Is Delicious

63% HD 0:39 / 6:05

The Tight Hole of the Banana Tree Is Delicious

FapHouse 10 months ago

Sensitive Sub-Boy Fails 45min Edge Challenge with Ruined Orgasm

Sensitive Sub-Boy Fails 45min Edge Challenge with Ruined Orgasm

Pornzona 1 day ago

PSMTickling - Straight Latin Hunk Arley’s Ticklish Weakness Exposed Maddening but Playful Challenge

PSMTickling - Straight Latin Hunk Arley’s Ticklish Weakness Exposed Maddening but Playful Challenge

Pornicom 1 week ago

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

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

Eporner 8 months ago

Another Hilarious Sex Challenge I Came Across Today

Another Hilarious Sex Challenge I Came Across Today

BoyFriendTV 1 year ago

Freestyle Top | LOGAN CROSS Vol. 2

56% HD 1:09 / 24:57

Freestyle Top | LOGAN CROSS Vol. 2

TwinkTop 3 years ago

Two Studs in Love - Andy Mcbride Stretches Out Jeremiah Cruz with His Big Fat Cock

52% HD 0:39 / 31:18

Two Studs in Love - Andy Mcbride Stretches Out Jeremiah Cruz with His Big Fat Cock

FapHouse 1 year ago

GAAAASP! Twink struggles to down dick!

GAAAASP! Twink struggles to down dick!

ALOTPorn 4 months ago

POV PILLOW HUMPING (TRY TO CUM CHALLENGE) (I DARE YOU TO CUM) (I PROMISE YOU WON'T) (Geraldo Rivera - jankASMR)

POV PILLOW HUMPING (TRY TO CUM CHALLENGE) (I DARE YOU TO CUM) (I PROMISE YOU WON'T) (Geraldo Rivera - jankASMR)

xHamster 4 years ago

Edging Pop-Shot Compilation (WITH PP)

Edging Pop-Shot Compilation (WITH PP)

GayCK 4 years ago

Heavyhitterboxer’s Domination: the Ultimate Submission Challenge

62% 1:01 / 18:05

Heavyhitterboxer’s Domination: the Ultimate Submission Challenge

FapHouse 1 year ago

POURING SPUNK @AngryBarks edges with you to denied ejaculation over and over until both of you..

POURING SPUNK @AngryBarks edges with you to denied ejaculation over and over until both of you..

5Gays 9 months ago

Edging before bed. Dripping cumshot on ginger pubes

Edging before bed. Dripping cumshot on ginger pubes

Pornzona 2 months ago

I gave my ass to the English teacher

I gave my ass to the English teacher

xHamster 1 year ago

”Dakota’s Hole Hazing With Teabagging & Fizzy Water”

”Dakota’s Hole Hazing With Teabagging & Fizzy Water”

Rainblow 1 year ago

Naghahamon si classmate ng jakol, talo tuloy ako sa No Sack November

Naghahamon si classmate ng jakol, talo tuloy ako sa No Sack November

GayCK 2 years ago

Patriarch knows all about the boys, including their secrets

Patriarch knows all about the boys, including their secrets

GayXPS 4 months ago

Teen Pisses 5 Times at the Public Toilets in One Day Challenge

Teen Pisses 5 Times at the Public Toilets in One Day Challenge

FapHouse 2 years ago

PSMTickling - Straight Latin Hunk Arley’s Ticklish Weakness Exposed Maddening but Playful Challenge

PSMTickling - Straight Latin Hunk Arley’s Ticklish Weakness Exposed Maddening but Playful Challenge

SleazyNEasy 1 week ago

Bareback loving with Leo Grand and Leo Louis

Bareback loving with Leo Grand and Leo Louis

HOMO.XXX 4 years ago

Trying not to cum, I have so much pre-cum and cum leaking out of my edged cock...long edging session

Trying not to cum, I have so much pre-cum and cum leaking out of my edged cock...long edging session

Pornzona 1 day ago

”Lucky Underwear”

”Lucky Underwear”

Trashreality 1 year ago

Czech Hunter - Fucking Amateur Dude Face and Ass

57% HD 0:39 / 37:54

Czech Hunter - Fucking Amateur Dude Face and Ass

FapHouse 3 weeks ago

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

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

Eporner 9 months ago

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds)

NAKED PINOY HUNKS 2012 - Cumshot Challenge (10 Rounds)

GayXo 8 months ago

prostate massage in chastity cage PART 1

prostate massage in chastity cage PART 1

xHamster 1 year ago

Muscled God Robert Axel Takes the Challenge!

Muscled God Robert Axel Takes the Challenge!

xHamster 1 month ago

Jules' First Piss Desperation Challenge After Being Trained Many Times by His Flatmate Simon to Pee Himself, He Is Now Dared to

53% HD 1:01 / 6:00

Jules' First Piss Desperation Challenge After Being Trained Many Times by His Flatmate Simon to Pee Himself, He Is Now Dared to

FapHouse 5 months ago

2019'S Best #4: Your Japanboyz Dick-Stroking Faves

Premium 58% 20:57

2019'S Best #4: Your Japanboyz Dick-Stroking Faves

JapanBoyz 1 year ago

Popperbator trainer with 11 hit challenge

Popperbator trainer with 11 hit challenge

AbGay 1 year ago

Logan Cross and Dallas Steele workout and fuck together

Logan Cross and Dallas Steele workout and fuck together

GayXPS 1 month ago

I'm Jizzing for My Step Uncle Ray

I'm Jizzing for My Step Uncle Ray

WebcamBros 6 months ago

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink's Urethral Play Extreme Challenge. Ep.4-4

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink's Urethral Play Extreme Challenge. Ep.4-4

xHamster 6 months ago

Beefy black dude finds his target in the locker room

HD 0:39 / 25:31

Beefy black dude finds his target in the locker room

FapHouse 7 years ago

3 4 5 6 7

12,017 results found

Related categories

Nipple Piercing Edging Piercing WTF Kinky Gagging Braces Milking Table Freak Pierced Nipples Fetish Competition Encouragement Submissive Weird Dangling CFNM Cockring Edging Blowjob Mud

Narrow your search

try not to cum challenge edging challenge cock hero challenge goon challenge cum challenge edge challenge joi challenge masturbation challenge jerk off challenge dont cum challenge stroke challenge dildo challenge do not cum challenge escape challenge tickle challenge jerk challenge no fap challenge cum twice challenge naked challenge anal challenge

Categories Pornstars

Categories Pornstars

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.

© 2026 Pornmd.com. All rights reserved.