Chastity Videos - Gay (38,122)

Suited Businessmen squirts milk from his malepussy and rides the dildo in the forest till getting anal orgasm

Suited Businessmen squirts milk from his malepussy and rides the dildo in the forest till getting anal orgasm

XHamster 3 years ago

Patric & Jack Private Show

43% HD 2:00 / 12:34

Patric & Jack Private Show

Flirt4Free 2 years ago

NO WANKING - ONLY BUSTING THE BALLS TILL EXPLOSION

NO WANKING - ONLY BUSTING THE BALLS TILL EXPLOSION

XHamster 1 year ago

Samuel & Zeuv Private Show

59% 4K 2:00 / 26:46

Samuel & Zeuv Private Show

Flirt4Free 1 year ago

Tiara Rossi Private Show

Tiara Rossi Private Show

Camster 2 years ago

Slave Tied Up Cumshot Cumshot Face Face Torture Milking Anal Vibrator Dildo Estim KG Penis Cage Chastitiy BDSM Gagging

Slave Tied Up Cumshot Cumshot Face Face Torture Milking Anal Vibrator Dildo Estim KG Penis Cage Chastitiy BDSM Gagging

XHamster 7 months ago

Maximo Ston Members-Only Show

Maximo Ston Members-Only Show

Flirt4Free 1 year ago

Thumper First Time (scene 1 - Leather and Pup)

61% HD 1:01 / 18:32

Thumper First Time (scene 1 - Leather and Pup)

FapHouse 3 years ago

Elder Call: The Endownment

59% 4K 1:30 / 25:29

Elder Call: The Endownment

SayUncle 7 years ago

My Hole Looks Horny Today

74% HD 1:01 / 11:49

My Hole Looks Horny Today

FapHouse 1 year ago

Mastersim & Cagedmask

66% HD 1:01 / 20:23

Mastersim & Cagedmask

FapHouse 4 weeks ago

”Breaking the Rules of Chastity”

”Breaking the Rules of Chastity”

Trashreality 1 year ago

Chasity Bottom Footballplayer in soccer socks is streching his ass till anal orgasm and cumshot

59% HD 0:39 / 15:20

Chasity Bottom Footballplayer in soccer socks is streching his ass till anal orgasm and cumshot

FapHouse 2 years ago

Keeping Long Dildo All in Until I Cum Masturbating

62% HD 1:01 / 10:50

Keeping Long Dildo All in Until I Cum Masturbating

FapHouse 1 year ago

Huge Orgy

57% 1:01 / 20:59

FapHouse 2 months ago

Nasty Cop and the Sex Offender

Nasty Cop and the Sex Offender

XHamster 7 months ago

Franco Gets FUCKED: New Slave Flogged and Fucked by Sharok

Premium HD 56:45

Franco Gets FUCKED: New Slave Flogged and Fucked by Sharok

KinkMen 6 years ago

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

61% 1:01 / 15:07

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

FapHouse 2 years ago

Eli Shaw squirts getting his gaping cunt ffucked and ffisted by Ty Santana for Studfist

Eli Shaw squirts getting his gaping cunt ffucked and ffisted by Ty Santana for Studfist

BoyFriendTV 2 years ago

Sissy Maddy Blonde CD Anal Training

Sissy Maddy Blonde CD Anal Training

XHamster 8 months ago

Submissive Training III

48% HD 0:10 / 10:29

Submissive Training III

LoyalFans 10 months ago

Derek Pain

Premium 65% HD 53:21

KinkMen 17 years ago

Are You A FAG BOY

Are You A FAG BOY

XHamster 1 year ago

Brat Gets Milked and Teased by Hot Police Officer

Brat Gets Milked and Teased by Hot Police Officer

FapHouse 4 days ago

Threesome of Monks Lose Control

HD 0:39 / 16:23

Threesome of Monks Lose Control

FapHouse 7 months ago

Ruined Orgasm for Tom Baker's Chastity Slave (4k)

Ruined Orgasm for Tom Baker's Chastity Slave (4k)

XHamster 4 weeks ago

passivo vendado e fodido por varios caras sem ver quem e

passivo vendado e fodido por varios caras sem ver quem e

PissVids 1 year ago

Trigger Discipline

62% HD 1:01 / 15:30

Trigger Discipline

FapHouse 2 years ago

Oiled Zeus Tickling Session Stress Pose, Cyber Skin Gloves & Sensual Overload

53% HD 1:01 / 23:01

Oiled Zeus Tickling Session Stress Pose, Cyber Skin Gloves & Sensual Overload

FapHouse 2 months ago

CagedMask getting fucked by Twinkbig9 in chastity

Premium HD 23:17

CagedMask getting fucked by Twinkbig9 in chastity

XVideosRed 4 months ago

Bitch Boy Twink Ball Kicking Squeezing Hitting and Stomping!

67% 0:30 / 8:22

Bitch Boy Twink Ball Kicking Squeezing Hitting and Stomping!

Clips4sale 3 months ago

Tattooed Muscle Japanese Sub Yoshi Kawasaki Bound in Extreme Shibari

Tattooed Muscle Japanese Sub Yoshi Kawasaki Bound in Extreme Shibari

HesGay 4 months ago

A Stud Wants to Be a Whore in a Sex Shop.

56% HD 0:39 / 44:14

A Stud Wants to Be a Whore in a Sex Shop.

FapHouse 6 months ago

Training the Gimp Cock Sucker

Training the Gimp Cock Sucker

XHamster 2 months ago

POV - Dehumanized and Paraded

POV - Dehumanized and Paraded

XHamster 1 month ago

Mdfvibed Outdoors to an Intense Orgasm

51% 0:39 / 16:16

Mdfvibed Outdoors to an Intense Orgasm

FapHouse 3 months ago

"Life is Not Fair" - Live Shoot

Premium HD 1:48:23

"Life is Not Fair" - Live Shoot

KinkMen 13 years ago

Simon & Juseph & Alejandro Private Show

56% HD 2:00 / 1:02:40

Simon & Juseph & Alejandro Private Show

Flirt4Free 2 years ago

Superman fucking bareback

Superman fucking bareback

ManUpFilms 1 year ago

COCK BALL TORTURE and JIZM Indignity for Innocence Marionette Puppy

COCK BALL TORTURE and JIZM Indignity for Innocence Marionette Puppy

Gayhub 1 year ago

Fisting Cagedpussyboy`s Hungry Gaping Hole!

75% HD 1:01 / 28:38

Fisting Cagedpussyboy`s Hungry Gaping Hole!

FapHouse 1 year ago

Afternoon Cocktail on The Upper Floor Live Shoot

Premium 56% HD 1:18:15

Afternoon Cocktail on The Upper Floor Live Shoot

KinkMen 16 years ago

Slutclosetedfag Desecrating My Wedding Ring Inside My Ass

HD 1:01 / 11:53

Slutclosetedfag Desecrating My Wedding Ring Inside My Ass

FapHouse 2 years ago

Patric & Enzon Private Show

66% HD 2:00 / 4:38

Patric & Enzon Private Show

Flirt4Free 2 months ago

Training of Superman

60% 1:01 / 27:51

Training of Superman

FapHouse 8 months ago

Superman Humiliation and ***

54% HD 0:39 / 35:03

Superman Humiliation and ***

FapHouse 6 months ago

Help for Bored Slave

60% HD 1:01 / 17:13

Help for Bored Slave

FapHouse 2 years ago

Qutoys Big Daddy's Dildo Review

70% 0:39 / 8:04

Qutoys Big Daddy's Dildo Review

FapHouse 7 months ago

No v-card cage can stop me from spunking: prostate tugging to handsfree ejaculation

No v-card cage can stop me from spunking: prostate tugging to handsfree ejaculation

2BGay 2 years ago

Trying a new dildo with roommate

Trying a new dildo with roommate

XHamster 2 years ago

Luis & Raffaelo Private Show

63% HD 2:00 / 4:21

Luis & Raffaelo Private Show

Flirt4Free 4 years ago

NO GRACE HANDBALLING TILL HE BLOOMED

NO GRACE HANDBALLING TILL HE BLOOMED

GayDudesFucking 1 month ago

Italian locked fag plays with dildos, fist, feet while on video call

Italian locked fag plays with dildos, fist, feet while on video call

XHamster 3 months ago

Cagedmask & Robertroyal: Obey and Be His Fuck Toy

Cagedmask & Robertroyal: Obey and Be His Fuck Toy

FapHouse 3 months ago

Ty breeds two times - Part two

Ty breeds two times - Part two

Gayhub 5 months ago

Aroon & Nestor & Santiago Private Show

51% HD 2:00 / 13:48

Aroon & Nestor & Santiago Private Show

Flirt4Free 4 years ago

Greedy Boy Zak Bishop Fucked Raw by Stepdaddy Trent Summers

HD 0:39 / 36:05

Greedy Boy Zak Bishop Fucked Raw by Stepdaddy Trent Summers

FapHouse 1 month ago

The Puzzle Box: Marco Napoli Dominates Zed Sheng Into Another Dimension

The Puzzle Box: Marco Napoli Dominates Zed Sheng Into Another Dimension

XHamster 1 month ago

Rikki Stretched & Teased: Screw Gag, Clothespins, Nipple & Ass Play

63% HD 1:01 / 32:48

Rikki Stretched & Teased: Screw Gag, Clothespins, Nipple & Ass Play

FapHouse 4 months ago

Mature Brit babe gets his ass slammed while locked up in chastity while getting his dildo fix

Mature Brit babe gets his ass slammed while locked up in chastity while getting his dildo fix

GayVD 4 days ago

POV - the Office Boss Will Keep You in Chastity

46% 1:01 / 14:34

POV - the Office Boss Will Keep You in Chastity

FapHouse 2 months ago

FEMBOY PUBLIC SISSYGASM

FEMBOY PUBLIC SISSYGASM

Gayhub 1 month ago

ManUpFilms - Queer Michael dressed in spandex chastity dehumanization

ManUpFilms - Queer Michael dressed in spandex chastity dehumanization

UrGayPorn 2 years ago

Feet Tickling and Footjob

57% HD 2:00 / 27:36

Feet Tickling and Footjob

Flirt4Free 3 years ago

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

62% 0:39 / 11:25

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

FapHouse 4 months ago

Fetish cub Devin Franco in purity cage and hooter have fun

Fetish cub Devin Franco in purity cage and hooter have fun

GayCK 1 year ago

Suck Roulette

80% HD 0:39 / 25:17

FapHouse 10 months ago

YesFather: Young Dakota's Wicked Gay Adventures with Horny Priests

YesFather: Young Dakota's Wicked Gay Adventures with Horny Priests

GayPorn 1 year ago

February 2025 Live Show (part 2)

72% HD 1:01 / 32:45

February 2025 Live Show (part 2)

FapHouse 1 year ago

Intense Anal Training Gooner Compilation - Creamy and Gaped

HD 1:01 / 23:54

Intense Anal Training Gooner Compilation - Creamy and Gaped

FapHouse 5 months ago

Junior & Seus & Master Private Show

63% HD 2:00 / 10:53

Junior & Seus & Master Private Show

Flirt4Free 3 months ago

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and Estim Part 3

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and Estim Part 3

FapHouse 1 year ago

I Will Turn You Into a Slave Pet Pt 1

I Will Turn You Into a Slave Pet Pt 1

XHamster 3 months ago

Medical Examination for Two Twink Inmates Pt 1

Medical Examination for Two Twink Inmates Pt 1

XHamster 3 weeks ago

He so Wants to Cum, but His Hands and Head Are Shackled!

57% HD 0:39 / 2:18

He so Wants to Cum, but His Hands and Head Are Shackled!

FapHouse 2 years ago

Last Day of Locktober, chastity slave release in the style of Casino Royale

Last Day of Locktober, chastity slave release in the style of Casino Royale

XHamster 4 months ago

Crossdresser Bondage Hard Machine Fuck

Crossdresser Bondage Hard Machine Fuck

FapHouse 2 years ago

Nightmares of Chris - Pinhead Turn

54% HD 0:39 / 5:54

Nightmares of Chris - Pinhead Turn

FapHouse 7 months ago

Struggling in full chastity belt with dildo locked up my ass

Struggling in full chastity belt with dildo locked up my ass

XHamster 5 years ago

Sissy crossdresser struggles in heavy chain selfbondage

Sissy crossdresser struggles in heavy chain selfbondage

XHamster 3 months ago

My Ass is My Pussy

My Ass is My Pussy

XHamster 11 months ago

Afternoon on the Upper Floor Live Shoot

Afternoon on the Upper Floor Live Shoot

XHamster 9 months ago

Chastity on Good Friday with the Penis Cage

Chastity on Good Friday with the Penis Cage

FapHouse 1 year ago

CHASTITY TURNS YOU GAY - Gay Humiliation POV - Encouraged Bi Denial POV

HD 0:10 / 17:54

CHASTITY TURNS YOU GAY - Gay Humiliation POV - Encouraged Bi Denial POV

LoyalFans 2 weeks ago

August 2022 Live cam show. Part 1

66% HD 1:01 / 35:48

August 2022 Live cam show. Part 1

FapHouse 3 years ago

October 2023 Live Cam Show part 2 - Superhero Gets Machine-fucked!

52% HD 1:01 / 37:05

October 2023 Live Cam Show part 2 - Superhero Gets Machine-fucked!

FapHouse 2 years ago

superman needs some attention

superman needs some attention

ManUpFilms 2 years ago

Feet and Chastity

HD 0:39 / 20:14

Feet and Chastity

FapHouse 2 years ago

Powergamer Hotline

71% HD 1:01 / 21:59

Powergamer Hotline

FapHouse 2 years ago

Chastity slave with catheter

Chastity slave with catheter

XHamster 6 months ago

Pup Davey gets BELLY BULGED by powerful fuckmachine

Premium HD 12:07

Pup Davey gets BELLY BULGED by powerful fuckmachine

XVideosRed 11 months ago

Cum Squirting Sissy

Cum Squirting Sissy

XHamster 11 months ago

Hogtied Rikki: Extreme Tape Bondage & Intense Tickling

HD 0:39 / 24:58

Hogtied Rikki: Extreme Tape Bondage & Intense Tickling

FapHouse 14 hours ago

MUSCLE JOCK ANAL INVASION INSTRUCTING IN INNOCENCE

MUSCLE JOCK ANAL INVASION INSTRUCTING IN INNOCENCE

4Gay 1 year ago

Femboy Princess Rides Dildo in Chastity

55% HD 0:39 / 8:16

Femboy Princess Rides Dildo in Chastity

FapHouse 2 years ago

Twink Slave Drinks Piss and Serves His Dominant Master

Twink Slave Drinks Piss and Serves His Dominant Master

Gay3X 1 year ago

”Unlock My Chastity Cage - Dane Jaxson, Braxton Cruz”

”Unlock My Chastity Cage - Dane Jaxson, Braxton Cruz”

4Wank 1 year ago

Femboy Sounding in Chastity

Femboy Sounding in Chastity

XHamster 2 years ago

Hercules Roman Private Show

48% HD 2:00 / 5:07

Hercules Roman Private Show

Flirt4Free 4 years ago

Mike Essex machine fucked by huge anal dildo whilst locked in chastity

66% HD 1:01 / 8:22

Mike Essex machine fucked by huge anal dildo whilst locked in chastity

FapHouse 3 years ago

Cagedmask Beg for Freedom but the Tighter the Ropes, the Harder I Moan

64% HD 1:01 / 51:41

Cagedmask Beg for Freedom but the Tighter the Ropes, the Harder I Moan

FapHouse 3 months ago

I Didn't Think My Beef Whistle Would Fit Into This Masculine Innocence Instrument A Aficionado Sent To Me

I Didn't Think My Beef Whistle Would Fit Into This Masculine Innocence Instrument A Aficionado Sent To Me

4Gay 2 years ago

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

60% HD 0:10 / 14:58

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

LoyalFans 10 months ago

Some Cock and balls torture for Mistress

Some Cock and balls torture for Mistress

XHamster 3 years ago

He so Wants to Cum, but His Hands and Head Are Shackled!

He so Wants to Cum, but His Hands and Head Are Shackled!

XHamster 2 years ago

Bullying Chastity Briefs boy - Exposure, Ruined Orgasm and Wedgies in Cartoon Briefs

69% 4K 1:01 / 16:23

Bullying Chastity Briefs boy - Exposure, Ruined Orgasm and Wedgies in Cartoon Briefs

Clips4sale 2 years ago

Sissy Slut Training 3

Sissy Slut Training 3

XHamster 1 year ago

Hotwife gets fucked while cuck is locked in chastity

Hotwife gets fucked while cuck is locked in chastity

XVideosRed 1 year ago

You Really Want See This !!! Jumm

50% HD 2:00 / 11:30

You Really Want See This !!! Jumm

Flirt4Free 11 years ago

Hooded. Caged. Tied Down

57% HD 0:39 / 35:12

Hooded. Caged. Tied Down

FapHouse 10 months ago

Yoshikawasakixxx - Bound Yoshi Kawasaki Enjoys Extreme Shibari Session

62% HD 1:01 / 26:24

Yoshikawasakixxx - Bound Yoshi Kawasaki Enjoys Extreme Shibari Session

FapHouse 3 months ago

Waking up as a Chastity Diaper boy with a Ruined Orgasm in your tight cage and little training pants

Waking up as a Chastity Diaper boy with a Ruined Orgasm in your tight cage and little training pants

Clips4sale 2 years ago

Master Collins & Elvis Private Show

54% HD 2:00 / 4:26

Master Collins & Elvis Private Show

Flirt4Free 3 years ago

Sex Mashine Fucked My Male-pussy Till Cum Flowed Through the Chastity Belt

55% 0:39 / 17:30

Sex Mashine Fucked My Male-pussy Till Cum Flowed Through the Chastity Belt

FapHouse 1 year ago

Yeral Smiick & Raul Corso Private Show

56% HD 2:00 / 12:08

Yeral Smiick & Raul Corso Private Show

Flirt4Free 4 months ago

Anything for a Raise

HD 1:01 / 11:46

Anything for a Raise

FapHouse 3 years ago

Missionary Boys: Missionaries Lose Their Vow of Chastity

Missionary Boys: Missionaries Lose Their Vow of Chastity

GayPorn.video 1 year ago

CagedMask &amp_ RoughDomTopXXX Used. Owned. No regrets.

Premium HD 27:07

CagedMask &amp_ RoughDomTopXXX Used. Owned. No regrets.

XVideosRed 4 months ago

CUM LIKE A GIRL sissy

61% HD 0:10 / 13:47

CUM LIKE A GIRL sissy

LoyalFans 1 year ago

Watch this Japanese slave get tied up, restrained & punished with a metal chastity belt & legcuff

Watch this Japanese slave get tied up, restrained & punished with a metal chastity belt & legcuff

GayVD 1 month ago

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38,122 results found

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