Search results - Challenge

Total found: 575 videos (page 3)

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First challenge: exhibiting myself in the streets 24

1:14

3 years ago xHamster

First challenge: exhibiting myself in the streets 24

Third challenge: ejaculate in a park 4

2:05

3 years ago xHamster

Third challenge: ejaculate in a park 4

Third challenge: ejaculate in a park 3

1:56

3 years ago xHamster

Third challenge: ejaculate in a park 3

Third challenge: ejaculate in a park 2

4:03

3 years ago xHamster

Third challenge: ejaculate in a park 2

Second challenge: Naked in the garage of my home 6

1:27

3 years ago xHamster

Second challenge: Naked in the garage of my home 6

Twaaaaa, twa-twa-twa, twa-twa-challenge

5:16

3 years ago Gay Bingo

Twaaaaa, twa-twa-twa, twa-twa-challenge

Challenge, games, porn-stars

20:05

3 years ago Gay Bingo

Challenge, games, porn-stars

Anal Challenge Without Condom - Scene #02

29:41

3 years ago xHamster

Anal Challenge Without Condom - Scene #02

Anal Challenge Without Condom

28:01

3 years ago xHamster

Anal Challenge Without Condom

Challenge: 10min ride in chastity failed.

8:03

3 years ago xHamster

Challenge: 10min ride in chastity failed.

Challenge punishment: Used and abused sissy

12:55

3 years ago xHamster

Challenge punishment: Used and abused sissy

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)

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)

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)

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

1:59

2 years ago xHamster

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

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

9:23

2 years ago xHamster

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

One meal a day CHALLENGE - body recomposition

25:08

2 years ago xHamster

One meal a day CHALLENGE - body recomposition

Gay big cock, edging, edging challenge

10:25

2 years ago Gay Bingo

Gay big cock, edging, edging challenge

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

2 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.

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE

53:45

2 years ago xHamster

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE

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

6:00

2 years ago xHamster

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

assfuck challenge without Condom - Scene #02

29:51

2 years ago Gay Bingo

Assfuck challenge without Condom - Scene #02

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

13:25

2 years ago GayGo.tv

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

red boy xl the challenge Buttplug

1:59

2 years ago xHamster

Red boy xl the challenge Buttplug

Geile Deutsche WICHSANLEITUNG mit CHALLENGE bis zum ABSPRITZEN

6:50

2 years ago xHamster

Geile Deutsche WICHSANLEITUNG mit CHALLENGE bis zum ABSPRITZEN

Geile Deutsche WICHSANLEITUNG mit challenge bis zum ABSPRITZEN

7:00

2 years ago Gay Bingo

Geile Deutsche WICHSANLEITUNG mit challenge bis zum ABSPRITZEN

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

6:10

2 years ago Gay Bingo

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

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

12:31

2 years ago xHamster

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

Gay celeb, edging challenge, jerk

17:52

2 years ago Gay Bingo

Gay celeb, edging challenge, jerk

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

16:40

2 years ago xHamster

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

I Failed Try Not to Cum Challenge and make Huge Cumshot I Kama for You

6:53

2 years ago xHamster

I Failed Try Not to Cum Challenge and make Huge Cumshot I Kama for You

Cock Sucking Challenge

10:08

2 years ago xHamster

Cock Sucking Challenge

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)

Don't touch your dick until i touch mine - Challenge

10:03

2 years ago xHamster

Don't touch your dick until i touch mine - Challenge

Public video challenge - balls licking

1:35

2 years ago xHamster

Public video challenge - balls licking

Locktober challenge - chastity locked bear 'jerks off' dildo

1:00

2 years ago xHamster

Locktober challenge - chastity locked bear 'jerks off' dildo

Video challenge - pants down when train doors open!

2:07

2 years ago xHamster

Video challenge - pants down when train doors open!

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE CUMSHOT

1:01:02

2 years ago xHamster

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE CUMSHOT

Twa-twa-challenge, nolly, nollywood

5:12

2 years ago Gay Bingo

Twa-twa-challenge, nolly, nollywood

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?

CUMMING IN LESS THAN A MINUTE - Fast Cumshot Challenge

1:29

2 years ago xHamster

CUMMING IN LESS THAN A MINUTE - Fast Cumshot Challenge

Challenge #3: College: Student - twice cumshot, Ruined orgasm, Post orgasm, VERY HOT)))

29:41

2 years ago xHamster

Challenge #3: College: Student - twice cumshot, Ruined orgasm, Post orgasm, VERY HOT)))

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

26:05

2 years ago xHamster

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

Jerk off challenge - Hot Nudist Men

3:45

2 years ago GayGo.tv

Jerk off challenge - Hot Nudist Men

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

25:57

2 years ago xHamster

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

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

22:52

2 years ago xHamster

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

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

26:19

2 years ago xHamster

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

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

19:54

2 years ago xHamster

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

Following the instruction and complete the cum control challenge

2:06

2 years ago xHamster

Following the instruction and complete the cum control challenge

I challenge you to watch the video without masturbating

0:18

2 years ago xHamster

I challenge you to watch the video without masturbating

I Tried a "try not to Come challenge" Again

8:36

2 years ago xHamster

I Tried a "try not to Come challenge" Again

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

0:17

2 years ago xHamster

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

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

0:24

2 years ago xHamster

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

Maybe next time I will finish the Challenge

4:34

2 years ago xHamster

Maybe next time I will finish the Challenge

0:12

2 years ago xHamster

Cum challenge

Try not to cum on daddy. Metronome challenge

5:15

2 years ago xHamster

Try not to cum on daddy. Metronome challenge

The Cum Countdown Challenge Blasted A Nice Cumshot From My Big Cock

3:16

2 years ago xHamster

The Cum Countdown Challenge Blasted A Nice Cumshot From My Big Cock

Challenge will I able to fill my meat

2:01

2 years ago FapHouse

Challenge will I able to fill my meat

Zeus nacked bondage challenge

10:27

2 years ago FapHouse

Zeus nacked bondage challenge

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

5:28

2 years ago FapHouse

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

Goldy Nicky rope challenge cam1

11:35

2 years ago FapHouse

Goldy Nicky rope challenge cam1

Goldy Nicky rope challenge camera 3

6:28

2 years ago FapHouse

Goldy Nicky rope challenge camera 3

Fucked by 2 straights boys friends for challenge

17:30

3 years ago FapHouse

Fucked by 2 straights boys friends for challenge

Straight boy fucked by his friend for challenge lost

19:48

3 years ago FapHouse

Straight boy fucked by his friend for challenge lost

The all American challenge

4:58

4 years ago FapHouse

The all American challenge

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

20:09

4 years ago FapHouse

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

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

20:10

4 years ago FapHouse

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

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

20:17

4 years ago FapHouse

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

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

20:42

4 years ago FapHouse

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

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

9:57

4 years ago FapHouse

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

Intense Sybian prostate stimulation guy - 13 min riding challenge

12:56

4 years ago FapHouse

Intense Sybian prostate stimulation guy - 13 min riding challenge

2 straigths accept to fuck for challenge fun

18:55

4 years ago FapHouse

2 straigths accept to fuck for challenge fun

Moving huge coconut great challenge

7:34

2 years ago xHamster

Moving huge coconut great challenge

May 3 2023 - MudHuns Raingear Chestwaders Straitjacket Challenge

6:58

2 years ago xHamster

May 3 2023 - MudHuns Raingear Chestwaders Straitjacket Challenge

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

9:36

2 years ago xHamster

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

Leos long hard cock presents a challenge for Trents throat

6:01

2 years ago Gay Ck

Leos long hard cock presents a challenge for Trents throat

Push up Challenge

0:35

2 years ago xHamster

Push up Challenge

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!

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

1:05:23

2 years ago Gay Bingo

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

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?

SUPAH HERO CUM-SHOT CHALLENGE AND BATE COACHING

4:08

2 years ago Gay Ck

SUPAH HERO CUM-SHOT CHALLENGE AND BATE COACHING

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

54:06

2 years ago Gay Bingo

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

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

5:25

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

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

5:33

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

Hot Boy CUM TWICE in a ROW / BIG DICK (23cm) / Perfect Body / Challenge /

22:49

2 years ago GayGo.tv

Hot Boy CUM TWICE in a ROW / BIG DICK (23cm) / Perfect Body / Challenge /

Edge me please, edging masturbation, gay edging challenge

6:55

2 years ago Gay Bingo

Edge me please, edging masturbation, gay edging challenge

Personal Challenge

8:12

1 year ago xHamster

Personal Challenge

challenge go back and forth on the stairs of the building

2:25

1 year ago xHamster

Challenge go back and forth on the stairs of the building

GayRoom Compilation: Hung guys dominate deepthroat challenge with success!

12:09

1 year ago Gay Bingo

GayRoom Compilation: Hung guys dominate deepthroat challenge with success!

Daddy takes on an enormous challenge in a condomless motel fuck

30:10

1 year ago Gay Bingo

Daddy takes on an enormous challenge in a condomless motel fuck

Challenge with me in game, I will make you naked come and play we will fuck and play

3:10

1 year ago xHamster

Challenge with me in game, I will make you naked come and play we will fuck and play

I challenge myself to edge for a full hour and explode in ecstasy!

59:05

1 year ago Gay Bingo

I challenge myself to edge for a full hour and explode in ecstasy!

Fleshlight, solo male fleshlight, stamina challenge

11:27

1 year ago Gay Bingo

Fleshlight, solo male fleshlight, stamina challenge

Toilet paper holder challenge

2:37

1 year ago xHamster

Toilet paper holder challenge

Achievement Unlocked - very old toy finally beaten, onto the next challenge

1:07

1 year ago xHamster

Achievement Unlocked - very old toy finally beaten, onto the next challenge

Inflatable but plug challenge

2:56

1 year ago xHamster

Inflatable but plug challenge

Big Black Dildo and Massive Bad Dragon give my hole a challenge

18:29

1 year ago xHamster

Big Black Dildo and Massive Bad Dragon give my hole a challenge

Day 3/10 of the intense EDGING challenge: Pleasuring my manhood with a stimulating ring

15:04

1 year ago Gay Bingo

Day 3/10 of the intense EDGING challenge: Pleasuring my manhood with a stimulating ring

Challenge: tie the xxl dildo to the chair, bury it deep in her ass and then dance -for you- on it

4:03

1 year ago xHamster

Challenge: tie the xxl dildo to the chair, bury it deep in her ass and then dance -for you- on it

PAPI - Armando De Armas delights Leo Vice's tight backdoor with a surprise veggie challenge!

10:03

1 year ago Gay Bingo

PAPI - Armando De Armas delights Leo Vice's tight backdoor with a surprise veggie challenge!

Hot Guy Jerks Off His 23cm Dick - Try Not To Cum Challenge Compilation "-" Horny "-" Naughty "-" Big Loads

5:34

1 year ago xHamster

Hot Guy Jerks Off His 23cm Dick - Try Not To Cum Challenge Compilation "-" Horny "-" Naughty "-" Big Loads

Zentai spin head round challenge with blindfolded tied hand

2:19

1 year ago xHamster

Zentai spin head round challenge with blindfolded tied hand

Pinoy challenge nagjakol sa buko tapos ininom ang tamod

7:38

1 year ago xHamster

Pinoy challenge nagjakol sa buko tapos ininom ang tamod

Double challenge!

5:41

1 year ago xHamster

Double challenge!

LATEXCYBERDOLL - 15 Minutes self milking challenge bound to chair

15:52

1 year ago xHamster

LATEXCYBERDOLL - 15 Minutes self milking challenge bound to chair

Challenge Accepted.. Walking Outside Naked with Breasts

2:26

1 year ago xHamster

Challenge Accepted.. Walking Outside Naked with Breasts

Desi Try not to cum challenge

5:16

1 year ago xHamster

Desi Try not to cum challenge

Locked up clothes , blindfolded masturbation and cum in public. Risky cruising challenge outdoor. Exhibitionist Tobi00815

38:22

1 year ago xHamster

Locked up clothes , blindfolded masturbation and cum in public. Risky cruising challenge outdoor. Exhibitionist Tobi00815

Edging challenge: Mr. Moose jerks off 3 times before a massive cumshot!

7:50

1 year ago Gay Bingo

Edging challenge: Mr. Moose jerks off 3 times before a massive cumshot!

Massive cum load exploded all over my friend's bed while edging challenge with hot guy

11:06

1 year ago Gay Bingo

Massive cum load exploded all over my friend's bed while edging challenge with hot guy

Naughty lad can't resist the challenge of taking a massive ebony sausage in his tight hole

8:22

1 year ago Gay Bingo

Naughty lad can't resist the challenge of taking a massive ebony sausage in his tight hole

The uncircumcised challenge: A Halloween treat for gay twink first-timers!

5:31

1 year ago Gay Bingo

The uncircumcised challenge: A Halloween treat for gay twink first-timers!

My inexperienced hole takes on the challenge of a massive black dildo and an enormous Bad Dragon toy

18:39

1 year ago Gay Bingo

My inexperienced hole takes on the challenge of a massive black dildo and an enormous Bad Dragon toy

The 8.5cm challenge: Watch as an inexperienced twink attempts to take in an extreme anal toy!

27:22

1 year ago Gay Bingo

The 8.5cm challenge: Watch as an inexperienced twink attempts to take in an extreme anal toy!

Adorable Femboy Fails No Nut November Challenge, Can't Resist the Pleasure Ride!

6:18

1 year ago Gay Bingo

Adorable Femboy Fails No Nut November Challenge, Can't Resist the Pleasure Ride!

For me it is always a challenge, but I like to break good horses.

7:47

1 year ago xHamster

For me it is always a challenge, but I like to break good horses.

Daddy Failing the NNN challenge

3:23

1 year ago xHamster

Daddy Failing the NNN challenge

Hand job 356 days challenge INDxdesi xhamster video

5:07

1 year ago xHamster

Hand job 356 days challenge INDxdesi xhamster video

I fail NO NUT NOVEMBER challenge cause I need to cum so bad after dry humping bed in white underwear NO NUT NOVEMBER fail, boys

15:48

1 year ago xHamster

I fail NO NUT NOVEMBER challenge cause I need to cum so bad after dry humping bed in white underwear NO NUT NOVEMBER fail, boys

Cum asap challenge solo male jerkoff on oneshot video

5:07

1 year ago xHamster

Cum asap challenge solo male jerkoff on oneshot video

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