Challenge Videos - Gay (9,557)

Office Pants Rotating Challenge

HD 1:01 / 20:16

Office Pants Rotating Challenge

FapHouse 10 months ago

Skater boys Joey Hard, Max Flint, Jayden Ellis get busy fuckin'

Skater boys Joey Hard, Max Flint, Jayden Ellis get busy fuckin'

HOMO.XXX 3 years ago

Edging Gone Wrong Super-steamy Youngster Couldnt Hold It!

Edging Gone Wrong Super-steamy Youngster Couldnt Hold It!

Gayhub 6 months ago

The Art of Breaking Up Part 1 The End

The Art of Breaking Up Part 1 The End

Analdin 5 years ago

Y'all Have Been Asking if I Can Keep on Stroking After I Cum.

61% HD 0:39 / 7:16

Y'all Have Been Asking if I Can Keep on Stroking After I Cum.

FapHouse 9 months ago

Rubbing one out while driving in my work truck

Rubbing one out while driving in my work truck

xHamster 3 years ago

HotHouse: Wooly dark-hued crossdresser delves bang-out

HotHouse: Wooly dark-hued crossdresser delves bang-out

UrGayPorn 1 year ago

Mad anal loving with Johnny V and Sebastian Kross

Mad anal loving with Johnny V and Sebastian Kross

HOMO.XXX 4 years ago

Young twinks share a hardcore dicking with their well-hung friends

Young twinks share a hardcore dicking with their well-hung friends

SleazyNEasy 3 weeks ago

Straight Kickboxer Gets Dunked While Shooting His Load

HD 1:01 / 53:47

Straight Kickboxer Gets Dunked While Shooting His Load

FapHouse 3 weeks ago

Mario Costa and Logan Drake are true gods of hardcore anal

Mario Costa and Logan Drake are true gods of hardcore anal

HOMO.XXX 3 years ago

Cum Challenge 2.0 - Hardcore Gloryhole Action

Cum Challenge 2.0 - Hardcore Gloryhole Action

xHamster 3 months ago

”Special Agent James Fox fucking newbie Bruce Jones.”

”Special Agent James Fox fucking newbie Bruce Jones.”

HQBang 1 year ago

Two crazy guys compete in mounting traffic cones!

Two crazy guys compete in mounting traffic cones!

Yeswegays 3 years ago

Tony vs Julian: Armwrestling

Premium HD 5:20

Tony vs Julian: Armwrestling

xnxxGold 5 months ago

”A Better Man - Seth Santoro, Jack Andy”

”A Better Man - Seth Santoro, Jack Andy”

ThePornstar 1 year ago

GayAsianNetwork - Chinese Japan together with Tetshi challenge

GayAsianNetwork - Chinese Japan together with Tetshi challenge

UrGayPorn 1 year ago

Taking Jacob's Monster

Taking Jacob's Monster

xHamster 2 years ago

Popperbator Trainer W/ Mega-BEAT Jizz Shot Bender: FAT PECKER Edition Vol.1

Popperbator Trainer W/ Mega-BEAT Jizz Shot Bender: FAT PECKER Edition Vol.1

GayCK 4 years ago

The Straight Bodybuilder

38% HD 0:39 / 31:40

The Straight Bodybuilder

FapHouse 1 year ago

Rico "The Rocket-Launcher" Romero vs Marcus "The Iceman" Isaacs

Premium 58% HD 47:57

Rico "The Rocket-Launcher" Romero vs Marcus "The Iceman" Isaacs

KinkMen 11 years ago

Challenging my sexy coworker into destroying my tight hole

Challenging my sexy coworker into destroying my tight hole

UrGayPorn 1 year ago

Smoking hot daddy scene with Johnny Ford and Skylar Finchh

Smoking hot daddy scene with Johnny Ford and Skylar Finchh

HOMO.XXX 1 year ago

30 Minutes Of Torment: Pain Slut Dakota Wolfe Takes The 30MT Challenge

HD 0:30 / 50:00

30 Minutes Of Torment: Pain Slut Dakota Wolfe Takes The 30MT Challenge

AEBN 2 years ago

Skinny boy tries 24h Edging challenge. 10 ruined orgasm compilation with precum. 2 cumshot. And

Skinny boy tries 24h Edging challenge. 10 ruined orgasm compilation with precum. 2 cumshot. And

BoyFriendTV 8 months ago

Fetish Twink Has a Nice Big Dick Ep.1-4

Fetish Twink Has a Nice Big Dick Ep.1-4

xHamster 1 year ago

I challenged a satan and we had an hump in the castle in Scotland

I challenged a satan and we had an hump in the castle in Scotland

Gayhub 5 months ago

Wesley Woods calling the shots with Greg Mckeon and Felix Maze

Wesley Woods calling the shots with Greg Mckeon and Felix Maze

HOMO.XXX 4 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

Rip And Strip Wrestling Match2

Rip And Strip Wrestling Match2

AbGay 1 year ago

Try not to sperm challenge: strong gay triplet

Try not to sperm challenge: strong gay triplet

ManPorn 4 years ago

Japanese Xxl Flow JISM SHOT Salami and Nut Wringing

Japanese Xxl Flow JISM SHOT Salami and Nut Wringing

4Gay 2 years 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

Pervclips 2 months ago

Family anal with Rob Quin, Muscled Madison, Donovin Rece

Family anal with Rob Quin, Muscled Madison, Donovin Rece

HOMO.XXX 2 years ago

Brogan suspends Miles Fallon for wild rope bondage anal destruction

Brogan suspends Miles Fallon for wild rope bondage anal destruction

GayTap 5 months ago

That guy's Hugry For Me. This chab's Looking at Me • Cummed All Over My Abdomen

That guy's Hugry For Me. This chab's Looking at Me • Cummed All Over My Abdomen

Amateur8 2 months ago

”Jesse Stone bottoms for his frat pals in exchange for losing the game”

”Jesse Stone bottoms for his frat pals in exchange for losing the game”

Trashreality 6 months ago

Dominic Santos returns!

Dominic Santos returns!

xHamster 9 months ago

Sporty Bet Jules and Justin together for the first time

Sporty Bet Jules and Justin together for the first time

xHamster 5 years 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 2 years ago

Muddy Chatting Stroke Contest - Heterosexual, Trans or Homo

Muddy Chatting Stroke Contest - Heterosexual, Trans or Homo

4Gay 1 year ago

BLACKS ON BOYS Riley Mitchel, Fame, Knockout, Leon Redd & Ray Diesel

BLACKS ON BOYS Riley Mitchel, Fame, Knockout, Leon Redd & Ray Diesel

4Wank 2 years ago

”Devan Meji challenged himself to endure two throbbing dicks plowing his butt”

”Devan Meji challenged himself to endure two throbbing dicks plowing his butt”

Trashreality 5 months ago

Fabio beats Yuri in arm wrestling and dares him to suck him

Fabio beats Yuri in arm wrestling and dares him to suck him

Yeswegays 2 years ago

Sebastian Keys Pits Subs Tony Orlando and Sherman Maus Against Each Other in BDSM Competition

Sebastian Keys Pits Subs Tony Orlando and Sherman Maus Against Each Other in BDSM Competition

Eporner 1 month ago

On Edge Try Not To Cum Challenge - SlugsOfCumGuy

On Edge Try Not To Cum Challenge - SlugsOfCumGuy

xHamster 5 months ago

Guy 39 - Straight, 7 Day Load, and 2 Ruined Orgasms Leading up to Big Finish

63% HD 0:39 / 1:01:09

Guy 39 - Straight, 7 Day Load, and 2 Ruined Orgasms Leading up to Big Finish

FapHouse 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 2 years ago

Realitydudes.com - Chinese Max Blairwood bang-out in the kitchen

Realitydudes.com - Chinese Max Blairwood bang-out in the kitchen

GayDudesFucking 1 year 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 6 months ago

Gay Neighbor Cheats with Sexy Latina Babe

Gay Neighbor Cheats with Sexy Latina Babe

FapCat 2 years ago

Sexual delight with horny Steven Ponce and Chasen Hart

Sexual delight with horny Steven Ponce and Chasen Hart

HOMO.XXX 3 years ago

evil mommy diaper sissy cuckold faggot catheter incontinence challenge ch24

evil mommy diaper sissy cuckold faggot catheter incontinence challenge ch24

AbGay 1 year ago

Dick Swallowing Challenge - smallest to largest

Dick Swallowing Challenge - smallest to largest

xHamster 1 month ago

Maskurbate: Nice feels up to handjob

Maskurbate: Nice feels up to handjob

GayPornoTube 3 years ago

Wet Dream Challenge - No Nut Until I Get Nocturnal Emissions - Day 14

Wet Dream Challenge - No Nut Until I Get Nocturnal Emissions - Day 14

xHamster 1 year ago

Physically challenging scene with Phenix Saint and Trenton Ducati

Physically challenging scene with Phenix Saint and Trenton Ducati

HOMO.XXX 2 years ago

Ass Torment

HD 1:01 / 58:23

FapHouse 2 months ago

Rourke & Zilv In Shampoo Bottle Challenge: Bareback

Rourke & Zilv In Shampoo Bottle Challenge: Bareback

PornUse 2 months ago

House dom Trenton Ducati taking the 30MT challenge

House dom Trenton Ducati taking the 30MT challenge

Yeswegays 1 year ago

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

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

xHamster 2 weeks ago

College man and his BBC tutor having gay sex - Brody Fox , Jake Waters

College man and his BBC tutor having gay sex - Brody Fox , Jake Waters

Fapnado 2 years ago

MUST SEE! Daddy is hung like a fucking donkey! Can his boy take it all?

MUST SEE! Daddy is hung like a fucking donkey! Can his boy take it all?

VikiPorn 1 year ago

Legrand Wolf hones bareback skills on my willing tight ass

Legrand Wolf hones bareback skills on my willing tight ass

Wankoz 1 month ago

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

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

GayJaVu 2 months ago

THE EDGING GAME (Cum Control, Medium Mode)

THE EDGING GAME (Cum Control, Medium Mode)

xHamster 1 year 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

UrGayPorn 1 year ago

BlacksOnBoys: Riley Mitchel compete in the gym

BlacksOnBoys: Riley Mitchel compete in the gym

GayVids 1 year ago

Ethan Playing with 2 Muscle Daddies

Ethan Playing with 2 Muscle Daddies

BigTitsLust 1 month ago

Loser Sucks!

66% 4K 1:37 / 15:01

SayUncle 6 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

Dakota Lovell and Amone Bane joins a porn game show with Jonah Wheeler

Dakota Lovell and Amone Bane joins a porn game show with Jonah Wheeler

VikiPorn 7 months ago

Super-Hot Building: Enormous latino cowboy railing thick bone on the table

Super-Hot Building: Enormous latino cowboy railing thick bone on the table

GayDudesFucking 1 year ago

FEMDOM CUM FEEDING CHALLENGE NEXT STEP

FEMDOM CUM FEEDING CHALLENGE NEXT STEP

xHamster 1 year ago

Rusty Stevens Vs Ben Deep

Rusty Stevens Vs Ben Deep

xHamster 2 months ago

Record-breaking Gloryhole Challenge - Measured Live

Record-breaking Gloryhole Challenge - Measured Live

xHamster 1 month ago

HOW LONG CAN YOU GOON? Edging til you can't take it anymore day FIVE

HOW LONG CAN YOU GOON? Edging til you can't take it anymore day FIVE

WebcamBros 2 months ago

Thirsty dudes Tegan Zayne and JJ Knight fuck at the office

Thirsty dudes Tegan Zayne and JJ Knight fuck at the office

HOMO.XXX 4 years 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

Yeswegays 2 months ago

Father's day foursome with Ryan Jacobs and others

Father's day foursome with Ryan Jacobs and others

HOMO.XXX 1 year ago

Injured twink Scott Finn fucked by Hayden Brier

Injured twink Scott Finn fucked by Hayden Brier

HOMO.XXX 5 years ago

Rocky, the king of size difference, takes on young twink's tight asshole and begs for more!

Rocky, the king of size difference, takes on young twink's tight asshole and begs for more!

Yeswegays 1 week ago

Jay Tee And Caleb Anthony In Virgin Breeding Challenge

Jay Tee And Caleb Anthony In Virgin Breeding Challenge

MrGay 3 years ago

Wonderful anal scene with Trey Turner and Jessie Colter

Wonderful anal scene with Trey Turner and Jessie Colter

HOMO.XXX 3 years ago

The Head Alone Is a Challenge to Get a Mouth Around - Tinytwink

The Head Alone Is a Challenge to Get a Mouth Around - Tinytwink

GayxXxWorld 1 week ago

Challenge Accepted Rafael Lords Takes Leo Alexanders Monster Penis

Challenge Accepted Rafael Lords Takes Leo Alexanders Monster Penis

MrGay 3 years ago

”Van Darkholme takes full control tormenting Sebastian Keys”

”Van Darkholme takes full control tormenting Sebastian Keys”

Trashreality 7 months ago

Rick Takes The Tickle Challenge

Rick Takes The Tickle Challenge

AbGay 10 months ago

Puppy davey: challenges part 1

Puppy davey: challenges part 1

SexTubeSpot 2 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

GaySearch 2 months ago

Behind Bars - Chapter 2

Behind Bars - Chapter 2

xHamster 1 month ago

Uncut Bodybuilder - the Wall - the Pit - the Bamboo Garden

67% HD 0:39 / 53:50

Uncut Bodybuilder - the Wall - the Pit - the Bamboo Garden

FapHouse 3 months ago

ASS FUCKER CHALLENGE

HD 0:46 / 22:51

ASS FUCKER CHALLENGE

DarkCruising 1 year ago

BrotherCrush: Naughty likes plowing hard

BrotherCrush: Naughty likes plowing hard

IceGayPorn 3 years ago

Haariger Türke Mastubiert und Spritzt ab

Haariger Türke Mastubiert und Spritzt ab

GayCK 2 years ago

Nude Yoga - 8 Mins Tantric Getting Off, Kegel Exercises and Six Pack Exercise - Sport Compete

Nude Yoga - 8 Mins Tantric Getting Off, Kegel Exercises and Six Pack Exercise - Sport Compete

4Gay 1 year ago

JockBreeders - Johnny V enjoying huge balls Joey D

JockBreeders - Johnny V enjoying huge balls Joey D

GaysTubes 2 years ago

SayUncle Labs: JP Philips alongside wild Phillip Logan shared

SayUncle Labs: JP Philips alongside wild Phillip Logan shared

IGaySEXTV 4 years ago

Curious Hetero - First Gay Blowjob by Cocksucker

66% HD 1:01 / 12:53

Curious Hetero - First Gay Blowjob by Cocksucker

FapHouse 9 months ago

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink’s Urethral Play Extreme Challenge. Ep.1-4

HD 0:39 / 17:13

No. Ksgh14 Climax Lab Ep.54 Foreskin Twink’s Urethral Play Extreme Challenge. Ep.1-4

FapHouse 5 days ago

LARGE EBONY MANMEAT Athlete gets Edged and Stroked

LARGE EBONY MANMEAT Athlete gets Edged and Stroked

2BGay 2 years ago

Colby Chambers and Mickey Knox in a crazy outdoor poolside orgy

Colby Chambers and Mickey Knox in a crazy outdoor poolside orgy

HOMO.XXX 1 year ago

Nice 3some with Colby Chambers, Mickey Knox, Myott Hunter

Nice 3some with Colby Chambers, Mickey Knox, Myott Hunter

HOMO.XXX 3 years ago

Facials and passionate butt fucking with Dustin Hazel and Dutch Weaver

Facials and passionate butt fucking with Dustin Hazel and Dutch Weaver

HOMO.XXX 5 years ago

Twink Mauri was the chosen one by the masked group Sploogers

Twink Mauri was the chosen one by the masked group Sploogers

Pornwhite 6 months ago

Up For The Challenge With Mike Chambers And Steve Stiffer

Up For The Challenge With Mike Chambers And Steve Stiffer

AbGay 10 months ago

MissionaryBoys: Elder Dobrovnik first time caged video

MissionaryBoys: Elder Dobrovnik first time caged video

GayMenSexTube 4 years ago

Jeremy Barker getting ready for a fetish encounter (BTS)

Jeremy Barker getting ready for a fetish encounter (BTS)

HOMO.XXX 4 years ago

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

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

GayVids 1 year ago

Tiffany Tatum's intense workout session with rough anal and cbt action

Tiffany Tatum's intense workout session with rough anal and cbt action

Wankoz 1 week ago

[Japanese man] Prone getting off is too stimulating, so I contest Edging with handjob [Homemade]

[Japanese man] Prone getting off is too stimulating, so I contest Edging with handjob [Homemade]

2BGay 1 year ago

ButtMachineBoys: Machine Challenge Dak Ramsey

ButtMachineBoys: Machine Challenge Dak Ramsey

OurGay 1 year ago

Office Hot Desk Fuck

Office Hot Desk Fuck

TwinksNHunks 2 years ago

Elder Ence: Interrogation Benediction

47% 4K 1:50 / 15:55

Elder Ence: Interrogation Benediction

SayUncle 9 years ago

The Best Hipster Showdown - Intense Vs Deluge Ep.1-4

The Best Hipster Showdown - Intense Vs Deluge Ep.1-4

xHamster 2 months ago

Master Sebastian Keys pits slaves Tony Orlando and Sherman Maus featuring CBT and suspension

Master Sebastian Keys pits slaves Tony Orlando and Sherman Maus featuring CBT and suspension

Eporner 2 months ago

Grip Syndrome

57% HD 0:39 / 2:25

FapHouse 10 months ago

Wilfried Knight - Leo Forte's Dream Comes True

HD 0:39 / 57:58

Wilfried Knight - Leo Forte's Dream Comes True

FapHouse 1 week ago

TWINKPOP - Groups Of School College Girls Determine To Have A Challenge On Who Has The Thickest Beefstick But Completes Up In A Three Way

TWINKPOP - Groups Of School College Girls Determine To Have A Challenge On Who Has The Thickest Beefstick But Completes Up In A Three Way

MenGem 1 year ago

”Religious Worthiness Interview Turns Into Full Blown Fuck Sesh”

”Religious Worthiness Interview Turns Into Full Blown Fuck Sesh”

Rainblow 1 year ago

7 8 9 10 11

9,557 results found

Related categories

Weird Bizarre Freak Competition WTF Messy Kinky Stretching Edging Nipple Piercing Funny Hazing Instructions Fisting Tease Dare Nerdy Barebacking Bitch Tutorial

Narrow your search

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

© 2025 Pornmd.com. All rights reserved.