Chastity Videos - Gay (35,114)

Dick cumming like a pussy

Dick cumming like a pussy

xHamster 1 year ago

Stivens & Elvis & Stuard Private Show

59% HD 2:00 / 11:17

Stivens & Elvis & Stuard Private Show

Flirt4Free 2 years ago

Ricky Cage February 2026 Live Cam Show - Tech Jock Wearing Cap and Socks Gets Machine-pounded

69% HD 1:01 / 58:49

Ricky Cage February 2026 Live Cam Show - Tech Jock Wearing Cap and Socks Gets Machine-pounded

FapHouse 2 months ago

30 days of chastity

30 days of chastity

xHamster 2 years ago

Vibrating Wand Brings Extra Excitement With Alexis Clark

Vibrating Wand Brings Extra Excitement With Alexis Clark

MrGay 5 months ago

Asian Crossdresser's Prostate Fun in Chastity

Asian Crossdresser's Prostate Fun in Chastity

UrGayPorn 22 hours ago

Watching the Game

Watching the Game

xHamster 2 years ago

Walked around in penis cage with vibro egg and huge dildo

Walked around in penis cage with vibro egg and huge dildo

xHamster 3 years 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

Bi Training Femdom: Stupid for Cock (topless)

56% HD 1:01 / 14:50

Bi Training Femdom: Stupid for Cock (topless)

FapHouse 1 month ago

James Gray Private Show

62% HD 2:00 / 19:03

James Gray Private Show

Flirt4Free 1 year ago

Euro Model Zack Chats with Customer

HD 2:00 / 12:27

Euro Model Zack Chats with Customer

Flirt4Free 10 years ago

Salve with chastity cage outdoor public jerking show ❤️

Salve with chastity cage outdoor public jerking show ❤️

GayTube Unknown

RISKY GETTING OFF and V-CARD CONTRAPTION ON + STRENUOUS BALL STRETCHER at PUBLIC MOTEL'S GYM

RISKY GETTING OFF and V-CARD CONTRAPTION ON + STRENUOUS BALL STRETCHER at PUBLIC MOTEL'S GYM

GayCK 1 year ago

Cock and ball bound extremely tight with pink rope until they turn dark purple and go numb and cold

Cock and ball bound extremely tight with pink rope until they turn dark purple and go numb and cold

xHamster 3 years ago

Sissy whiteboi in cute stockings and chastity belt riding veiny BBC dildo stretching out his clitty (Part 2)

Sissy whiteboi in cute stockings and chastity belt riding veiny BBC dildo stretching out his clitty (Part 2)

xHamster 3 years ago

The teenager surrenders his bum chastity for a camper

The teenager surrenders his bum chastity for a camper

5Gays 9 months ago

It's so Delicious to Suck and Ride a Big Black Cock Part1

44% HD 0:39 / 7:33

It's so Delicious to Suck and Ride a Big Black Cock Part1

FapHouse 6 months ago

Mr Herst torments and fucks slave #860 locked in chastity

Premium 73% HD 59:44

Mr Herst torments and fucks slave #860 locked in chastity

KinkMen 12 years ago

Wanna Be Ricky’s New Sex Slave?

45% HD 0:12 / 11:51

Wanna Be Ricky’s New Sex Slave?

AdultPrime 6 years ago

How to wear chastity cage and butt plug

How to wear chastity cage and butt plug

xHamster 2 years ago

Woman Predominance Chastity Blowage and Prostate Orgasms from Online Mistress (Fapped Dry)

Woman Predominance Chastity Blowage and Prostate Orgasms from Online Mistress (Fapped Dry)

2BGay 2 years ago

Christian & Master & Kaled Private Show

67% HD 2:00 / 5:46

Christian & Master & Kaled Private Show

Flirt4Free 1 year ago

Chastity with ball bondage and extreme nipple clamps

Chastity with ball bondage and extreme nipple clamps

FapHouse 6 months ago

Fisting Session with Arty Boer and Jona Ortiz

67% HD 0:39 / 7:33

Fisting Session with Arty Boer and Jona Ortiz

FapHouse 2 months ago

Seus & Luccas & Junnior Private Show

HD 2:00 / 18:21

Seus & Luccas & Junnior Private Show

Flirt4Free 2 months ago

SISSIE IN PANTYHOSE AND CHASTITY BELT

SISSIE IN PANTYHOSE AND CHASTITY BELT

GayXPS 2 years ago

Heterosexual in homosexual porn like a total faggot with a chastity cage on his little jock

Heterosexual in homosexual porn like a total faggot with a chastity cage on his little jock

SortPorn 3 months ago

Owen & Elvis & Aron Private Show

Owen & Elvis & Aron Private Show

Flirt4Free 3 years ago

Sissbeq Is Preparing Her Gaping Boypussy In Adult Theater

Sissbeq Is Preparing Her Gaping Boypussy In Adult Theater

xHamster 4 years ago

Elias & Elix Private Show

53% HD 2:00 / 19:15

Elias & Elix Private Show

Flirt4Free 7 months ago

Nicco & Christian & Charl Darwin Private Show

Nicco & Christian & Charl Darwin Private Show

Flirt4Free 1 year ago

Sissy Hubby Caught and Penalized by Mistress Wifey

Sissy Hubby Caught and Penalized by Mistress Wifey

WebcamBros 1 month ago

the xxl seahorse!

67% HD 0:48 / 16:06

the xxl seahorse!

PornBox 2 years ago

Chubby sissy panty haul try on

Chubby sissy panty haul try on

xHamster 1 year ago

Trans Venus Lux plows Reed Jameson till he is covered with her cum

Trans Venus Lux plows Reed Jameson till he is covered with her cum

UrGayPorn 7 months ago

Suck and fuck Bandit dildo while in chastity

Suck and fuck Bandit dildo while in chastity

xHamster 9 years ago

Cum Like a Girl pt.5

Cum Like a Girl pt.5

xHamster 3 months ago

full - worship my bare feet while you re locked in chastity, sissy

HD 0:30 / 13:34

full - worship my bare feet while you re locked in chastity, sissy

PornBox 4 months ago

TS Natalie Mars fisted and stretched by MILF Penny Barber

TS Natalie Mars fisted and stretched by MILF Penny Barber

UrGayPorn 9 months ago

Bastian Gate And Ray Diesel In Amazing Porn Clip Gay Big Ass Greatest Only For You

Bastian Gate And Ray Diesel In Amazing Porn Clip Gay Big Ass Greatest Only For You

PePorn 7 months ago

BEST EXTREME ANAL STRETCHING. BISEXUAL HUBBY IN CHASTITY BELT AS HE GETS FUCKED BY MISTRESS!

Premium HD 19:54

BEST EXTREME ANAL STRETCHING. BISEXUAL HUBBY IN CHASTITY BELT AS HE GETS FUCKED BY MISTRESS!

xnxxGold 3 years ago

Christian & Stuard & Jhordy Private Show

63% HD 2:00 / 9:58

Christian & Stuard & Jhordy Private Show

Flirt4Free 2 years ago

COCK AND BALL TORTURE torture ep3 Torment the urethra with

COCK AND BALL TORTURE torture ep3 Torment the urethra with

4Gay 1 year ago

Prisoners Suck And Fuck

61% HD 0:10 / 14:46

Prisoners Suck And Fuck

LoyalFans 9 months ago

Master Makes you HIS SLAVE - Gay Bdsm Obedience Training

Master Makes you HIS SLAVE - Gay Bdsm Obedience Training

xHamster 1 year ago

Little sissy slut in high heels enjoying a little wank

Little sissy slut in high heels enjoying a little wank

xHamster 3 years ago

Exploring New Sensations with an Unusual Toy

Exploring New Sensations with an Unusual Toy

xHamster 1 month ago

cagedmask - the only way a chastity slave is allowed to cum.

63% HD 0:21 / 7:01

cagedmask - the only way a chastity slave is allowed to cum.

AnalVids 1 month ago

Sissy slave edging multiple times for over 15 min watching VR porn

Sissy slave edging multiple times for over 15 min watching VR porn

xHamster 4 months ago

Encaged Puppy Gets Strapped Up, Eyes Covered, and Taunted

Encaged Puppy Gets Strapped Up, Eyes Covered, and Taunted

GayCK 4 years ago

Magno Moreno, Augusto Phellipe And Henry Ebano In Astonishing Sex Movie Latina Unbelievable Youve Seen

Magno Moreno, Augusto Phellipe And Henry Ebano In Astonishing Sex Movie Latina Unbelievable Youve Seen

PePorn 8 months ago

Crossdresser Violeta plays with chastity device - Pantyhose and ballettutu

Crossdresser Violeta plays with chastity device - Pantyhose and ballettutu

FapHouse 8 years ago

ManUpFilms - Prettily-Shaped Tony Orlando in fishnets POINT OF VIEW indignity

ManUpFilms - Prettily-Shaped Tony Orlando in fishnets POINT OF VIEW indignity

UrGayPorn 1 year ago

Bondage Session in Full Body Shackles

Bondage Session in Full Body Shackles

xHamster 9 months ago

”Pure & Untainted Body”

”Pure & Untainted Body”

Rainblow 1 year ago

How to wear a chastity cage

How to wear a chastity cage

xHamster 3 years ago

Sissy Fist While in Chastity Caged

Sissy Fist While in Chastity Caged

FapHouse 2 years ago

These Are My Balls!

These Are My Balls!

xHamster 2 months ago

POV Tom Baker - Your Cock Is Disgusting (4k)

66% 4K 1:01 / 6:28

POV Tom Baker - Your Cock Is Disgusting (4k)

FapHouse 4 months ago

”JJ Lake Gives Asher Day The Full Fuck Treatment”

”JJ Lake Gives Asher Day The Full Fuck Treatment”

Zatube 1 year ago

Sissy in permanent chastity!? 5

Sissy in permanent chastity!? 5

GayCK 3 years ago

Charl & Klay Private Show

67% HD 2:00 / 6:36

Charl & Klay Private Show

Flirt4Free 2 years ago

crossdresser swimsuit & machine fuck

crossdresser swimsuit & machine fuck

xHamster 2 years ago

My puppy man is really fine at blowage and he got his reward on his face

My puppy man is really fine at blowage and he got his reward on his face

GayDudesFucking 1 year ago

He Can Take the Whole Dildo

He Can Take the Whole Dildo

Flirt4Free 2 years ago

[Teaser] [CagedMask] Hard Spanking from his Master

[Teaser] [CagedMask] Hard Spanking from his Master

BoyFriendTV 2 months ago

Master & Junior Private Show

HD 2:00 / 11:10

Master & Junior Private Show

Flirt4Free 2 weeks ago

Some sissy training!

Some sissy training!

xHamster 5 months ago

July 2023 Live Cam Show part 2

HD 0:39 / 30:05

July 2023 Live Cam Show part 2

FapHouse 2 years ago

Frederick & Aleex & Daaniel Private Show

57% HD 2:00 / 13:00

Frederick & Aleex & Daaniel Private Show

Flirt4Free 8 months ago

Davidedpxxx Fist Fuck Hot Geek Boy, Ff, Big Toys

50% HD 0:39 / 32:06

Davidedpxxx Fist Fuck Hot Geek Boy, Ff, Big Toys

FapHouse 1 year ago

Banging machine sesh in purity

Banging machine sesh in purity

4Gay 4 months ago

Dirk Groten from Amsterdam exposed by Fagspose (fag-id F117)

Dirk Groten from Amsterdam exposed by Fagspose (fag-id F117)

Xfeed 1 year ago

Locked Sub Walk of Shame

Locked Sub Walk of Shame

xHamster 3 months ago

Slutty gentleman's Ass training in public spaces in suit

Slutty gentleman's Ass training in public spaces in suit

xHamster 1 year ago

Locked Group Game, Looser Will Be Gangbanged

54% HD 1:01 / 17:20

Locked Group Game, Looser Will Be Gangbanged

FapHouse 2 years ago

Fit gay chastity slave unlocked and edged

Fit gay chastity slave unlocked and edged

xHamster 3 years ago

Jhordy & Cody & Archie Private Show

56% HD 2:00 / 8:58

Jhordy & Cody & Archie Private Show

Flirt4Free 3 months ago

Chained up for Tom Baker's Electric Play

Chained up for Tom Baker's Electric Play

xHamster 2 months ago

Bukkake Sissy chastity

Bukkake Sissy chastity

xHamster 1 year ago

Tommy Iron Party on Dec 27, 2020

72% HD 2:00 / 1:29:52

Tommy Iron Party on Dec 27, 2020

Flirt4Free 5 years ago

Sissy crossdresser playing with toys

Sissy crossdresser playing with toys

xHamster 1 year ago

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 1

Tom Baker Trains His Slave to Be World Class at Sucking Cock Pt 1

FapHouse 1 month ago

Christian Levine Private Show

63% 4K 2:00 / 29:23

Christian Levine Private Show

Flirt4Free 4 months ago

Latex Chastity Cage Sissy on Sex Machine Pillory and Double Part 2

Latex Chastity Cage Sissy on Sex Machine Pillory and Double Part 2

xHamster 10 months ago

Megan Sissy doggy-style BBC, Dressed & caged.

Megan Sissy doggy-style BBC, Dressed & caged.

xHamster 1 year ago

Yoshikawasakixxx - Yoshi Kawasaki Dominated by Axel Abysse

Yoshikawasakixxx - Yoshi Kawasaki Dominated by Axel Abysse

BoyFriendTV 9 months ago

Leather-Clad Man Trains Pup in Chastity: Boot Worship & Muscle Play

Leather-Clad Man Trains Pup in Chastity: Boot Worship & Muscle Play

ManPorn 2 years ago

Patric & Jack Private Show

51% HD 2:00 / 4:49

Patric & Jack Private Show

Flirt4Free 2 years ago

MY HOODED SUBORDINATED AFICIONADO IS BUGGERED, DROOL ON, ABJECTED & PORKED HUMID!!

MY HOODED SUBORDINATED AFICIONADO IS BUGGERED, DROOL ON, ABJECTED & PORKED HUMID!!

MenGem 2 years ago

LOCKTOBER 2025 RUINED ORGASM

LOCKTOBER 2025 RUINED ORGASM

xHamster 7 months ago

ZIGFRID CHAINED GAGGED and PUNISHED HD 50fps 720p

HD 0:34 / 18:41

ZIGFRID CHAINED GAGGED and PUNISHED HD 50fps 720p

Clips4sale 1 year ago

mummified slave boy just existing and struggling for 20 minutes

mummified slave boy just existing and struggling for 20 minutes

xHamster 2 years ago

Security Upgrade

Security Upgrade

xHamster 2 years ago

Jacob Malik Party on Aug 18, 2024

71% HD 2:00 / 1:10:04

Jacob Malik Party on Aug 18, 2024

Flirt4Free 1 year ago

ManUpFilms: Gay Ricky Larkin with Tony Orlando ballbusting

ManUpFilms: Gay Ricky Larkin with Tony Orlando ballbusting

GaysTubes 3 years ago

masturbation without mistress was his biggest mistake

52% HD 0:30 / 10:18

masturbation without mistress was his biggest mistake

PornBox 1 year ago

Presidential Upgrade -- Banging my Crevices for AMERICA!

Presidential Upgrade -- Banging my Crevices for AMERICA!

Gay4Porn 4 years ago

Putting on urethral chastity: a how-to guide

Putting on urethral chastity: a how-to guide

SexTubeSpot 2 years ago

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

74% 1:01 / 14:16

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

FapHouse 4 years ago

Anything for a Raise

Anything for a Raise

xHamster 2 years ago

Nightmares of Chris - Pinhead Turn

Nightmares of Chris - Pinhead Turn

xHamster 3 months ago

Close up virginity cell guts wanking locked and lactating rigid

Close up virginity cell guts wanking locked and lactating rigid

Gayhub 1 year ago

Man in diapers puts on anal plug with chastity lock

Man in diapers puts on anal plug with chastity lock

GayTube Unknown

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

xHamster 2 years ago

Stivens & Elvis & Stuard Private Show

56% HD 2:00 / 8:22

Stivens & Elvis & Stuard Private Show

Flirt4Free 2 years ago

Christian & Patric & Santiago Private Show

49% HD 2:00 / 40:02

Christian & Patric & Santiago Private Show

Flirt4Free 2 years ago

Sissy Fuckdoll 2

Sissy Fuckdoll 2

xHamster 6 months ago

Straight Alpha Jack-off

Straight Alpha Jack-off

FapHouse 11 months ago

Boy in chastity plays with buttplug on the train

Boy in chastity plays with buttplug on the train

DeegX 2 years ago

Luccas & Jhordy & Master Private Show

61% HD 2:00 / 14:28

Luccas & Jhordy & Master Private Show

Flirt4Free 3 months ago

Meaty jugs Sissy Crossdressor in chastity cell using Superb-sized Bad Dragon Fake-boner seen from below

Meaty jugs Sissy Crossdressor in chastity cell using Superb-sized Bad Dragon Fake-boner seen from below

GayDudesFucking 6 months ago

Jacob Malik Private Show

64% HD 2:00 / 8:00

Jacob Malik Private Show

Flirt4Free 6 months ago

Sissified For BBC

HD 0:10 / 17:05

Sissified For BBC

LoyalFans 9 months ago

Joel Callvil Private Show

Joel Callvil Private Show

Flirt4Free 1 month ago

Caged Bubble Butt Boy Gets Pussy Pounded By Fuck Machine

Caged Bubble Butt Boy Gets Pussy Pounded By Fuck Machine

xHamster 1 year ago

Jacob Malik Private Show

58% HD 2:00 / 11:23

Jacob Malik Private Show

Flirt4Free 2 months ago

ASS-TO-MOUTH Machine -- Fellow-stepbro jock heads booty-to-jaws on ample fuck sticks, dp

ASS-TO-MOUTH Machine -- Fellow-stepbro jock heads booty-to-jaws on ample fuck sticks, dp

Gayhaus 5 months ago

Asian Crossdresser Andrea's Anal Toy Play

Asian Crossdresser Andrea's Anal Toy Play

Eporner 1 year ago

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