Search results - Challenge

Total found: 513 videos (page 4)

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1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE CUMSHOT

1:01:02

1 year ago xHamster

1 HOUR CUMSHOT CHALLENGE - MILKING GLORYHOLE TABLE CUMSHOT

Twa-twa-challenge, nolly, nollywood

5:12

1 year 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

1 year ago xHamster

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

Cum-challenge, pete-buttigieg, response

1:21:03

1 year ago Gay Bingo

Cum-challenge, pete-buttigieg, response

Cock Hero - Hard Challenge

49:02

1 year ago GayGo.tv

Cock Hero - Hard Challenge

CUMMING IN LESS THAN A MINUTE - Fast Cumshot Challenge

1:29

1 year 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

1 year 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

1 year ago xHamster

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

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

25:57

1 year 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

1 year 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

1 year 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

1 year 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

1 year ago xHamster

Following the instruction and complete the cum control challenge

Jerk off videos, gay vids, jerk off challenge

6:59

1 year ago Gay Bingo

Jerk off videos, gay vids, jerk off challenge

Unexperienced, gay jerk off challenge, gay dick flash

7:19

1 year ago Gay Bingo

Unexperienced, gay jerk off challenge, gay dick flash

I Tried a "try not to Come challenge" Again

8:36

1 year ago xHamster

I Tried a "try not to Come challenge" Again

I challenge you to watch the video without masturbating

0:18

1 year ago xHamster

I challenge you to watch the video without masturbating

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

0:17

1 year 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

1 year 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

1 year ago xHamster

Maybe next time I will finish the Challenge

Jerk off, gay cum, jerk off challenge

8:54

1 year ago Gay Bingo

Jerk off, gay cum, jerk off challenge

Youngster, school, jerk off challenge

5:45

1 year ago Gay Bingo

Youngster, school, jerk off challenge

0:12

1 year ago xHamster

Cum challenge

CBT outdoor challenge with nettles on my cock makes me cum hard

15:06

1 year ago Gay Bingo

CBT outdoor challenge with nettles on my cock makes me cum hard

Brave bottom boy Valentino Sistor is up for the massive challenge

28:19

1 year ago Boy Friend TV

Brave bottom boy Valentino Sistor is up for the massive challenge

Try not to cum on daddy. Metronome challenge

5:15

1 year ago xHamster

Try not to cum on daddy. Metronome challenge

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

3:16

1 year ago xHamster

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

Challenge will I able to fill my meat

2:01

1 year ago FapHouse

Challenge will I able to fill my meat

Cum control challenge

16:01

1 year ago FapHouse

Cum control challenge

Zeus nacked bondage challenge

10:27

1 year ago FapHouse

Zeus nacked bondage challenge

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

5:28

1 year ago FapHouse

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

Goldy Nicky rope challenge cam1

11:35

1 year ago FapHouse

Goldy Nicky rope challenge cam1

Goldy Nicky rope challenge camera 3

6:28

1 year ago FapHouse

Goldy Nicky rope challenge camera 3

Fucked by 2 straights boys friends for challenge

17:30

2 years ago FapHouse

Fucked by 2 straights boys friends for challenge

Straight boy fucked by his friend for challenge lost

19:48

2 years ago FapHouse

Straight boy fucked by his friend for challenge lost

The all American challenge

4:58

2 years ago FapHouse

The all American challenge

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

20:09

3 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

3 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

3 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

3 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

3 years ago FapHouse

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

Intense Sybian prostate stimulation guy - 13 min riding challenge

12:56

3 years ago FapHouse

Intense Sybian prostate stimulation guy - 13 min riding challenge

2 straigths accept to fuck for challenge fun

18:55

3 years ago FapHouse

2 straigths accept to fuck for challenge fun

Hershey syrup feet challenge for foot gay

22:53

5 years ago FapHouse

Hershey syrup feet challenge for foot gay

Moving huge coconut great challenge

7:34

1 year ago xHamster

Moving huge coconut great challenge

May 3 2023 - MudHuns Raingear Chestwaders Straitjacket Challenge

6:58

1 year 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

11 months 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

6:00

11 months ago Boy Friend TV

Leos long hard cock presents a challenge for Trents throat

Challenge 26onz bottle

2:34

11 months ago xHamster

Challenge 26onz bottle

Leos long hard cock presents a challenge for Trents throat

6:01

11 months ago Gay CK

Leos long hard cock presents a challenge for Trents throat

Push up Challenge

0:35

11 months ago xHamster

Push up Challenge

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

20:02

11 months ago Gay Bingo

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

European twunks Matty and Aiden take a risky deep throat challenge in the great outdoors!

7:06

11 months ago Gay Bingo

European twunks Matty and Aiden take a risky deep throat challenge in the great outdoors!

Failed Cum Challenge Punishment: Slave Training with Nettles, Edging, and Spanking

20:15

11 months ago Gay Bingo

Failed Cum Challenge Punishment: Slave Training with Nettles, Edging, and Spanking

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

1:05:23

11 months 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

11 months ago Gay Bingo

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

SUPAH HERO CUM-SHOT CHALLENGE AND BATE COACHING

4:08

1 year 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

10 months ago Gay Bingo

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

The Yura Challenge - Round 1

7:51

10 months ago Boy Friend TV

The Yura Challenge - Round 1

The Yura Challenge - Round 2

7:51

10 months ago Boy Friend TV

The Yura Challenge - Round 2

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

10 months 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

10 months 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

Edge me please, edging masturbation, gay edging challenge

6:55

10 months ago Gay Bingo

Edge me please, edging masturbation, gay edging challenge

Personal Challenge

8:12

9 months ago xHamster

Personal Challenge

challenge go back and forth on the stairs of the building

2:25

9 months ago xHamster

Challenge go back and forth on the stairs of the building

Jerk OFF CHALLENGE

6:23

9 months ago Boy Friend TV

Jerk OFF CHALLENGE

GayRoom Compilation: Hung guys dominate deepthroat challenge with success!

12:09

9 months 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

9 months ago Gay Bingo

Daddy takes on an enormous challenge in a condomless motel fuck

Bottom boy Valentino Sistor is up for the massive challenge

27:59

9 months ago Boy Friend TV

Bottom boy Valentino Sistor is up for the massive challenge

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

3:10

9 months ago xHamster

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

Gay russian 18, jerk off challenge, jerking off

7:36

1 year ago Gay Bingo

Gay russian 18, jerk off challenge, jerking off

Ultimate challenge: Resist the urge to cum with a young, legal nubile boy!

9:31

9 months ago Gay Bingo

Ultimate challenge: Resist the urge to cum with a young, legal nubile boy!

Naughty schoolgirl takes on the challenge of fucking a well-endowed white stud

5:32

9 months ago Gay Bingo

Naughty schoolgirl takes on the challenge of fucking a well-endowed white stud

Fleshlight, solo male fleshlight, stamina challenge

11:27

9 months ago Gay Bingo

Fleshlight, solo male fleshlight, stamina challenge

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

59:05

9 months ago Gay Bingo

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

Gay Anal Fun: Daft Punk-themed Manstick Hero Challenge Compilation

20:08

9 months ago Gay Bingo

Gay Anal Fun: Daft Punk-themed Manstick Hero Challenge Compilation

Toilet paper holder challenge

2:37

9 months ago xHamster

Toilet paper holder challenge

NutADay Challenge Cumpilation

18:35

8 months ago Boy Friend TV

NutADay Challenge Cumpilation

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

1:07

8 months ago xHamster

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

Inflatable but plug challenge

2:56

8 months ago xHamster

Inflatable but plug challenge

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

18:29

8 months ago xHamster

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

Intense challenge: Resisting the urge to climax with a vibrator attached to my throbbing member

7:02

8 months ago Gay Bingo

Intense challenge: Resisting the urge to climax with a vibrator attached to my throbbing member

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

15:04

8 months 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

8 months ago xHamster

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

I try not to cum challenge

6:30

8 months ago xHamster

I try not to cum challenge

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

10:03

7 months ago Gay Bingo

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

Getting fucked by Devon is quite a challenge but Seth was so excited to get bred by that mas

20:59

7 months ago Boy Friend TV

Getting fucked by Devon is quite a challenge but Seth was so excited to get bred by that mas

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

5:34

7 months 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

7 months ago xHamster

Zentai spin head round challenge with blindfolded tied hand

Filthy conversation challenge: Naughty handjob with a sexy stud!

6:40

7 months ago Gay Bingo

Filthy conversation challenge: Naughty handjob with a sexy stud!

Pinoy challenge nagjakol sa buko tapos ininom ang tamod

7:38

7 months ago xHamster

Pinoy challenge nagjakol sa buko tapos ininom ang tamod

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

5:29

7 months ago Boy Friend TV

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

Double challenge!

5:41

7 months ago xHamster

Double challenge!

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

48:06

7 months ago Boy Friend TV

Icebreaker Challenge With Dutch Weaver FUCKING Jacob Booker

Naughty compilation of hot boys jerking off their massive dicks - try not to cum challenge!

5:43

7 months ago Gay Bingo

Naughty compilation of hot boys jerking off their massive dicks - try not to cum challenge!

LATEXCYBERDOLL - 15 Minutes self milking challenge bound to chair

15:52

6 months ago xHamster

LATEXCYBERDOLL - 15 Minutes self milking challenge bound to chair

Challenge Accepted.. Walking Outside Naked with Breasts

2:26

6 months ago xHamster

Challenge Accepted.. Walking Outside Naked with Breasts

The Naked Challenge

7:51

6 months ago Boy Friend TV

The Naked Challenge

Desi Try not to cum challenge

5:16

6 months 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

6 months 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

6 months 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

6 months 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

6 months ago Gay Bingo

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

No nut November Challenge gone wrong

6:05

5 months ago xHamster

No nut November Challenge gone wrong

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

5:31

5 months 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

5 months 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

5 months 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

5 months 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

5 months ago xHamster

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

Daddy Failing the NNN challenge

3:23

5 months ago xHamster

Daddy Failing the NNN challenge

Hand job 356 days challenge INDxdesi xhamster video

5:07

5 months 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

5 months 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

The Naked Challenge

7:51

4 months ago Boy Friend TV

The Naked Challenge

Bearhug Challenge

9:43

1 year ago Boy Friend TV

Bearhug Challenge

Francisco Sants and Adam Sahar are the perfect big cocked duo for that challenge

25:13

3 months ago Boy Friend TV

Francisco Sants and Adam Sahar are the perfect big cocked duo for that challenge

Roman Todd and Cliff Jensen challenge the living The Easy Life

6:15

3 months ago Boy Friend TV

Roman Todd and Cliff Jensen challenge the living The Easy Life

Gay slave's daring challenge: swallowing 1.5 liters of water on repeat!

6:04

3 months ago Gay Bingo

Gay slave's daring challenge: swallowing 1.5 liters of water on repeat!

Cum asap challenge solo male jerkoff on oneshot video

5:07

3 months ago xHamster

Cum asap challenge solo male jerkoff on oneshot video

Cum control, gay big dick, dont cum challenge

10:38

3 months ago Gay Bingo

Cum control, gay big dick, dont cum challenge

Ice penis challenge

12:46

3 months ago xHamster

Ice penis challenge

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