Search results - Challenge

Total found: 435 videos (page 2)

Janitor is going to tap that juicy booty today7:53
1 years ago AnyGay

Janitor is going to tap that juicy booty today

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Cock Hero - Hard Challenge49:02
4 years ago xHamster

Cock Hero - Hard Challenge

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Challenge Accepted and completed0:31
4 years ago xHamster

Challenge Accepted and completed

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Ass stretching and hard anal in a hot porn movie7:43
1 years ago AnyGay

Ass stretching and hard anal in a hot porn movie

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College men fuck in group scenes at the showers7:49
1 years ago AnyGay

College men fuck in group scenes at the showers

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Edging challenge, jockstrap fuck, jocks9:51
4 years ago Gay Bingo

Edging challenge, jockstrap fuck, jocks

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4 years ago Gay Bingo

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4 years ago Gay Bingo

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playing Fap Hero Mango CG challenge9:26
3 years ago Gay Bingo

Playing Fap Hero Mango CG challenge

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3 years ago Gay Bingo

Redplusplus #3.2-1: forceps challenge

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I tried a try not to cum challenge Again6:11
3 years ago xHamster

I tried a try not to cum challenge Again

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Guy moaning, edging challenge, gay guy moaning17:45
3 years ago Gay Bingo

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Presentation my Viking body 1st video starting challenge1:01
3 years ago xHamster

Presentation my Viking body 1st video starting challenge

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Fattest penis Challenge- compare and frotting five19:42
10 years ago Gay CK

Fattest penis Challenge- compare and frotting five

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Steaming Strung Up Folks doing a Jizz Challenge! Guess who has the Fattest Shot!12:44
5 years ago Gay CK

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

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Edging challenge, pop-shot, twink22:30
3 years ago Gay Bingo

Edging challenge, pop-shot, twink

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3 years ago Gay Bingo

Gay edging challenge, edging, edging

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3 years ago Gay Bingo

Uncircumcised, gay jerk off challenge, strung up

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Anal Challenge - Chapter #0518:22
3 years ago xHamster

Anal Challenge - Chapter #05

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Boy tries Mirror Challenge0:25
3 years ago xHamster

Boy tries Mirror Challenge

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Fap challenge , jerking off in bed .1:33
3 years ago xHamster

Fap challenge , jerking off in bed .

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Edging challenge, carter bennett, edging23:15
3 years ago Gay Bingo

Edging challenge, carter bennett, edging

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Slow-mo Cumshot, Watch till the end, Cum challenge, Uncut dick, subscribe4:54
3 years ago xHamster

Slow-mo Cumshot, Watch till the end, Cum challenge, Uncut dick, subscribe

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Challenge: pump up a ball inside my ass with full bladder and pee and cum5:27
3 years ago xHamster

Challenge: pump up a ball inside my ass with full bladder and pee and cum

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Challenge: pump up a ball in my ass with a full bladder and piss3:08
3 years ago xHamster

Challenge: pump up a ball in my ass with a full bladder and piss

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Edge with me honey 30 day challenge day 1- Cummdrumm10:54
3 years ago xHamster

Edge with me honey 30 day challenge day 1- Cummdrumm

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Daddys jacking off dry day 3 of 30 day edging challenge10:13
3 years ago xHamster

Daddys jacking off dry day 3 of 30 day edging challenge

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Daddys edging like a champ 30 day edging challenge day 210:11
3 years ago xHamster

Daddys edging like a champ 30 day edging challenge day 2

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Bottom Games - Wrestling Challenge Ends Up With Hot Latino Boy Pounding His Friend's Pale Booty13:25
3 years ago xHamster

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

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challenge to squirt cum when girls show pussy to fuck1:13
3 years ago xHamster

Challenge to squirt cum when girls show pussy to fuck

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Masturbate, gay bald, edging challenge7:54
3 years ago Gay Bingo

Masturbate, gay bald, edging challenge

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Gay edging challenge, role play dirty talk, chinese guy10:38
3 years ago Gay Bingo

Gay edging challenge, role play dirty talk, chinese guy

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Selfie, m男, jerk off challenge8:33
3 years ago Gay Bingo

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Jerk off challenge, gay masturbation, m男11:09
3 years ago Gay Bingo

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First challenge: exhibiting myself in the streets 111:48
3 years ago xHamster

First challenge: exhibiting myself in the streets 11

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First challenge: exhibiting myself in the streets 101:04
3 years ago xHamster

First challenge: exhibiting myself in the streets 10

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First challenge: exhibiting myself in the streets 62:00
3 years ago xHamster

First challenge: exhibiting myself in the streets 6

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First challenge: exhibiting myself in the streets 31:11
3 years ago xHamster

First challenge: exhibiting myself in the streets 3

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First challenge: exhibiting myself in the streets 21:13
3 years ago xHamster

First challenge: exhibiting myself in the streets 2

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First challenge: exhibiting myself in the streets 172:24
3 years ago xHamster

First challenge: exhibiting myself in the streets 17

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First challenge: exhibiting myself in the streets 143:47
3 years ago xHamster

First challenge: exhibiting myself in the streets 14

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First challenge: exhibiting myself in the streets 182:35
3 years ago xHamster

First challenge: exhibiting myself in the streets 18

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First challenge: exhibiting myself in the streets 212:08
3 years ago xHamster

First challenge: exhibiting myself in the streets 21

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First challenge: exhibiting myself in the streets 201:26
3 years ago xHamster

First challenge: exhibiting myself in the streets 20

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First challenge: exhibiting myself in the streets 191:11
3 years ago xHamster

First challenge: exhibiting myself in the streets 19

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Second challenge: Naked in the garage of my home 21:52
3 years ago xHamster

Second challenge: Naked in the garage of my home 2

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First challenge: exhibiting myself in the streets 241:14
3 years ago xHamster

First challenge: exhibiting myself in the streets 24

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Third challenge: ejaculate in a park 42:05
3 years ago xHamster

Third challenge: ejaculate in a park 4

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Third challenge: ejaculate in a park 31:56
3 years ago xHamster

Third challenge: ejaculate in a park 3

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Third challenge: ejaculate in a park 24:03
3 years ago xHamster

Third challenge: ejaculate in a park 2

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Second challenge: Naked in the garage of my home 61:27
3 years ago xHamster

Second challenge: Naked in the garage of my home 6

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Twaaaaa, twa-twa-twa, twa-twa-challenge5:16
3 years ago Gay Bingo

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Challenge, games, porn-stars20:05
3 years ago Gay Bingo

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POV PILLOW HUMPING (TRY TO CUM CHALLENGE) (I DARE YOU TO CUM) (I PROMISE YOU WON'T) (Geraldo Rivera - jankASMR)4:28
3 years ago xHamster

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

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POV You Made Me Cum and I'm MAD (TRY TO CUM CHALLENGE 2) (INSANE DIFFICULTY) (SCHIZOPHRENIC MODE) (GUILT SIMULATOR)18:53
3 years ago xHamster

POV You Made Me Cum and I'm MAD (TRY TO CUM CHALLENGE 2) (INSANE DIFFICULTY) (SCHIZOPHRENIC MODE) (GUILT SIMULATOR)

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POV you're a waste of space and I have absolutely zero respect for you. please leave. (Waste Your Life Cum Challenge)1:09:00
3 years ago xHamster

POV you're a waste of space and I have absolutely zero respect for you. please leave. (Waste Your Life Cum Challenge)

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First challenge: exhibiting myself in the streets 23: Surprised and ejaculated1:59
3 years ago xHamster

First challenge: exhibiting myself in the streets 23: Surprised and ejaculated

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Daddy Cum Challenge, Can you out last daddy watching big cock9:23
3 years ago xHamster

Daddy Cum Challenge, Can you out last daddy watching big cock

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Gay big cock, edging, edging challenge10:25
3 years ago Gay Bingo

Gay big cock, edging, edging challenge

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While his pulsing, perfect, pretty penis was Jasper's most obvious tell, it was a challenge for me to get a read on him.3:54
3 years ago xHamster

While his pulsing, perfect, pretty penis was Jasper's most obvious tell, it was a challenge for me to get a read on him.

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1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE53:45
3 years ago xHamster

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE

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Eli Hunter Wins The Challenge With Max Blairwood Takes The Bottom's Ass As A Reward - Reality Dudes6:00
3 years ago xHamster

Eli Hunter Wins The Challenge With Max Blairwood Takes The Bottom's Ass As A Reward - Reality Dudes

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assfuck challenge without Condom - Scene #0229:51
3 years ago Gay Bingo

Assfuck challenge without Condom - Scene #02

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Geile Deutsche WICHSANLEITUNG mit CHALLENGE bis zum ABSPRITZEN6:50
3 years ago xHamster

Geile Deutsche WICHSANLEITUNG mit CHALLENGE bis zum ABSPRITZEN

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Eli Hunter Wins The challenge With Max Blairwood And Takes The Bottom's ass As A prize - Reality Dudes6:10
3 years ago Gay Bingo

Eli Hunter Wins The challenge With Max Blairwood And Takes The Bottom's ass As A prize - Reality Dudes

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Geile Deutsche WICHSANLEITUNG mit challenge bis zum ABSPRITZEN7:00
3 years ago Gay Bingo

Geile Deutsche WICHSANLEITUNG mit challenge bis zum ABSPRITZEN

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GERMAN Dirtytalk with CHALLENGE - Let's jerk off together with pee and cum EVERYWHERE!12:31
3 years ago xHamster

GERMAN Dirtytalk with CHALLENGE - Let's jerk off together with pee and cum EVERYWHERE!

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The Banana Challenge - Dex Parker, Thyle Knoxx, Derek Thibea25:18
3 years ago GayGo.tv

The Banana Challenge - Dex Parker, Thyle Knoxx, Derek Thibea

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Gay celeb, edging challenge, jerk17:52
3 years ago Gay Bingo

Gay celeb, edging challenge, jerk

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Part 2: I failed MsBottomHalf's challenge, so it's time to pay up! A deal is a deal.16:40
3 years ago xHamster

Part 2: I failed MsBottomHalf's challenge, so it's time to pay up! A deal is a deal.

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Edge with me honey 30 day challenge day 1- Cummdrumm10:54
3 years ago GayGo.tv

Edge with me honey 30 day challenge day 1- Cummdrumm

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Cock Sucking Challenge10:08
3 years ago xHamster

Cock Sucking Challenge

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Rhythm JOI: ASMR Stroke to the beat - (Try Not To Cum Challenge)11:00
2 years ago xHamster

Rhythm JOI: ASMR Stroke to the beat - (Try Not To Cum Challenge)

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Public video challenge - balls licking1:35
2 years ago xHamster

Public video challenge - balls licking

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Video challenge - pants down when train doors open!2:07
2 years ago xHamster

Video challenge - pants down when train doors open!

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Twa-twa-challenge, nolly, nollywood5:12
2 years ago Gay Bingo

Twa-twa-challenge, nolly, nollywood

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Challenge How many minutes can you ejaculate if you bully a wimpy dick with a lot of lotion?4:41
2 years ago xHamster

Challenge How many minutes can you ejaculate if you bully a wimpy dick with a lot of lotion?

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Cock Hero - Hard Challenge49:02
2 years ago GayGo.tv

Cock Hero - Hard Challenge

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CUMMING IN LESS THAN A MINUTE - Fast Cumshot Challenge1:29
2 years ago xHamster

CUMMING IN LESS THAN A MINUTE - Fast Cumshot Challenge

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Challenge #6 BDSM: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm26:05
2 years ago xHamster

Challenge #6 BDSM: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm

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Challenge #7 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm25:57
2 years ago xHamster

Challenge #7 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm

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Challenge #9 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm22:52
2 years ago xHamster

Challenge #9 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm

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Challenge #10:BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined, Post orgasm26:19
2 years ago xHamster

Challenge #10:BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined, Post orgasm

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Challenge #10 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm19:54
2 years ago xHamster

Challenge #10 BDSM and Femdom: College: Student - twice cumshot, VERY BIG Ruined orgasm, Post orgasm

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Following the instruction and complete the cum control challenge2:06
2 years ago xHamster

Following the instruction and complete the cum control challenge

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I Tried a "try not to Come challenge" Again8:36
2 years ago xHamster

I Tried a "try not to Come challenge" Again

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I challenge you to watch the video without masturbating0:18
2 years ago xHamster

I challenge you to watch the video without masturbating

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I challenge you to come before I do, I don't think you can0:17
2 years ago xHamster

I challenge you to come before I do, I don't think you can

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I challenge you to come watch the video if you succeed leave a comment0:24
2 years ago xHamster

I challenge you to come watch the video if you succeed leave a comment

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Maybe next time I will finish the Challenge4:34
2 years ago xHamster

Maybe next time I will finish the Challenge

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Challenge will I able to fill my meat2:01
2 years ago FapHouse

Challenge will I able to fill my meat

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Zeus nacked bondage challenge10:27
2 years ago FapHouse

Zeus nacked bondage challenge

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Fit guy jerks off a dick and fails a challenge when a powerful orgasm5:28
2 years ago FapHouse

Fit guy jerks off a dick and fails a challenge when a powerful orgasm

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Goldy Nicky rope challenge cam111:35
2 years ago FapHouse

Goldy Nicky rope challenge cam1

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Goldy Nicky rope challenge camera 36:28
3 years ago FapHouse

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Fucked by 2 straights boys friends for challenge17:30
3 years ago FapHouse

Fucked by 2 straights boys friends for challenge

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Straight boy fucked by his friend for challenge lost19:48
4 years ago FapHouse

Straight boy fucked by his friend for challenge lost

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The all American challenge4:58
4 years ago FapHouse

The all American challenge

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Fucking machine 4 orgasms in 20 min challenge - prostate milking anal orgasm in chastity20:09
4 years ago FapHouse

Fucking machine 4 orgasms in 20 min challenge - prostate milking anal orgasm in chastity

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Straight guy fucking machine 4 orgasms in 20 min challenge - prostate milking anal orgasm in chastity20:10
4 years ago FapHouse

Straight guy fucking machine 4 orgasms in 20 min challenge - prostate milking anal orgasm in chastity

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20 min max power challenge - straight guy Sybian prostate orgasms in chastity20:17
4 years ago FapHouse

20 min max power challenge - straight guy Sybian prostate orgasms in chastity

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20 min edging challenge - restrained straight guy + chastity + prostate vibrator torment20:42
4 years ago FapHouse

20 min edging challenge - restrained straight guy + chastity + prostate vibrator torment

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Sybian prostate orgasms - 10 min max power challenge - straight twink9:57
4 years ago FapHouse

Sybian prostate orgasms - 10 min max power challenge - straight twink

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Intense Sybian prostate stimulation guy - 13 min riding challenge12:56
4 years ago FapHouse

Intense Sybian prostate stimulation guy - 13 min riding challenge

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2 straigths accept to fuck for challenge fun18:55
4 years ago FapHouse

2 straigths accept to fuck for challenge fun

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Moving huge coconut great challenge7:34
2 years ago xHamster

Moving huge coconut great challenge

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May 3 2023 - MudHuns Raingear Chestwaders Straitjacket Challenge6:58
2 years ago xHamster

May 3 2023 - MudHuns Raingear Chestwaders Straitjacket Challenge

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The Joys of Self-Pleasure: My Big Cock and the Challenge of Controlling My Climax9:36
2 years ago xHamster

The Joys of Self-Pleasure: My Big Cock and the Challenge of Controlling My Climax

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Leos long hard cock presents a challenge for Trents throat6:01
2 years ago Gay CK

Leos long hard cock presents a challenge for Trents throat

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Cock teasing in tight jeans - a no-hands masturbation challenge!20:02
2 years ago Gay Bingo

Cock teasing in tight jeans - a no-hands masturbation challenge!

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Day 6 of a week long abstinence challenge - Testing my stamina by fucking my Fleshlight for an hour straight1:05:23
2 years ago Gay Bingo

Day 6 of a week long abstinence challenge - Testing my stamina by fucking my Fleshlight for an hour straight

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Sugoroku Game for Women: Can You Beat the Masturbation Challenge?17:09
2 years ago Gay Bingo

Sugoroku Game for Women: Can You Beat the Masturbation Challenge?

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SUPAH HERO CUM-SHOT CHALLENGE AND BATE COACHING4:08
3 years ago Gay CK

SUPAH HERO CUM-SHOT CHALLENGE AND BATE COACHING

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Chubby gay man attempts to cum from e-stim plug after completing #locktober challenge54:06
2 years ago Gay Bingo

Chubby gay man attempts to cum from e-stim plug after completing #locktober challenge

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Deepthroating slim twink Magic C until he fills my mouth with his thick cum. His massive cock was a challenge for my throat5:25
2 years ago xHamster

Deepthroating slim twink Magic C until he fills my mouth with his thick cum. His massive cock was a challenge for my throat

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Deepthroating Slim Twink Magic C Until He Fills My Mouth With His Thick Cum. His Massive Cock Was a Challenge for My Throat5:33
2 years ago xHamster

Deepthroating Slim Twink Magic C Until He Fills My Mouth With His Thick Cum. His Massive Cock Was a Challenge for My Throat

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2 years ago Gay Bingo

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2 years ago xHamster

Personal Challenge

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2 years ago Gay Bingo

GayRoom Compilation: Hung guys dominate deepthroat challenge with success!

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2 years ago Gay Bingo

Daddy takes on an enormous challenge in a condomless motel fuck

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