Chastity Videos - Gay (34,992)

Elvis & Christian & Stivens Private Show

55% HD 2:00 / 10:39

Elvis & Christian & Stivens Private Show

Flirt4Free 3 years ago

November Live Cam Show - Part 4

HD 0:39 / 15:11

November Live Cam Show - Part 4

FapHouse 3 years ago

Rubber Biker Fuck

54% HD 0:39 / 19:31

Rubber Biker Fuck

FapHouse 8 months ago

Sissygasm Training

Sissygasm Training

xHamster 1 year ago

Taskcensored 2

HD 0:39 / 34:00

FapHouse 2 years ago

Femdom JOI - Gay Reprogramming Schedule

55% HD 1:01 / 10:37

Femdom JOI - Gay Reprogramming Schedule

FapHouse 1 month ago

I Will Turn You Into a Slave Pet Pt 1

I Will Turn You Into a Slave Pet Pt 1

xHamster 1 month ago

Sissy Schoolgurl Maddy Loves Drilling Her Ass With Big Toys And Going Ass To Mouth

Sissy Schoolgurl Maddy Loves Drilling Her Ass With Big Toys And Going Ass To Mouth

xHamster 3 months ago

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

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

xHamster 2 months ago

Fisting Myself for the First Time

63% HD 0:39 / 21:10

Fisting Myself for the First Time

FapHouse 1 year ago

Superman Submits

63% 0:39 / 27:41

Superman Submits

FapHouse 6 months ago

The encaged tart couldn't stand against the cigar smoker's pierced chisel and took his nectar in the booty

The encaged tart couldn't stand against the cigar smoker's pierced chisel and took his nectar in the booty

4Gay 1 year ago

Virgin Cock Sucker

69% 1:01 / 10:23

Virgin Cock Sucker

FapHouse 4 months ago

Bathing with Chastity Belt and Underwear on

Bathing with Chastity Belt and Underwear on

FapHouse 1 year ago

POV Cruel Boyfriend Series Pt 5 - Now the Fun Begins

52% 0:39 / 13:50

POV Cruel Boyfriend Series Pt 5 - Now the Fun Begins

FapHouse 3 weeks ago

Even More Chilling Out with Some Porn..

Even More Chilling Out with Some Porn..

xHamster 1 year ago

Straight Alpha Jack-off

67% HD 0:39 / 2:10

Straight Alpha Jack-off

FapHouse 10 months ago

Adam Awbride Humps Caged Jock

Adam Awbride Humps Caged Jock

2BGay 2 years ago

February 2023 Cam Show Part 2

HD 1:01 / 25:17

February 2023 Cam Show Part 2

FapHouse 2 years ago

Cumming in chastity cage after one week with foreskin stimulation and Ball slaps, Big Creamy load

Cumming in chastity cage after one week with foreskin stimulation and Ball slaps, Big Creamy load

xHamster 1 year ago

Caged Femboy Fucked by Best Friend Part 2

Caged Femboy Fucked by Best Friend Part 2

FapHouse 1 year ago

Matt & Oliver & Andres Private Show

53% HD 2:00 / 7:43

Matt & Oliver & Andres Private Show

Flirt4Free 3 years ago

Locked & Plugged Exhibitionist Mounts Hole

Locked & Plugged Exhibitionist Mounts Hole

DeegX 2 years ago

Locktober - 27 October urethral sounding play

Locktober - 27 October urethral sounding play

xHamster 2 years ago

Bound And Edged To Orgasm With Cum Eating

62% HD 0:10 / 13:04

Bound And Edged To Orgasm With Cum Eating

LoyalFans 2 months ago

Servicetop

FapHouse 3 months ago

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

69% HD 0:39 / 37:05

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

FapHouse 2 years ago

Big dick gets milked after 2 weeks in chastity belt

61% HD 1:01 / 14:41

Big dick gets milked after 2 weeks in chastity belt

FapHouse 4 years ago

Cage of Priapus Part 1

61% HD 1:01 / 13:16

Cage of Priapus Part 1

FapHouse 2 years ago

Boom Right in the Butthole

70% HD 0:39 / 11:29

Boom Right in the Butthole

FapHouse 2 years ago

Personal Training - Part 1

60% HD 1:01 / 15:12

Personal Training - Part 1

FapHouse 2 years ago

Two Leather Top Fucking Locked House Slave

55% HD 1:01 / 10:31

Two Leather Top Fucking Locked House Slave

FapHouse 7 months ago

Roy & Hercules & Jamer Private Show

54% HD 2:00 / 6:07

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Darkroom Bitch

57% HD 0:39 / 9:25

FapHouse 3 years ago

Chastity Slave Washes Himself.

65% HD 1:01 / 5:26

Chastity Slave Washes Himself.

FapHouse 4 months ago

Slave Lettering Marking Anal Hook Dildo Plug Milking Fucked Winch Penis Cage Shower Outdoor Street

Slave Lettering Marking Anal Hook Dildo Plug Milking Fucked Winch Penis Cage Shower Outdoor Street

xHamster 4 months ago

Cocksucker Training Live November 2023 (part 2)

66% HD 0:39 / 25:33

Cocksucker Training Live November 2023 (part 2)

FapHouse 2 years ago

Sub Puppy Explodes Cum After Release of His Chastity Cage

Sub Puppy Explodes Cum After Release of His Chastity Cage

xHamster 2 months ago

Horny Exhibitionist College Boy Takes Risky Elevator Ride Naked with Dildo

Horny Exhibitionist College Boy Takes Risky Elevator Ride Naked with Dildo

GayXPS 2 years ago

Castity Sissy gets intens fuck by machine

Castity Sissy gets intens fuck by machine

xHamster 1 year ago

bound and ready, legs up, handcuffed and locked clit.

HD 0:30 / 23:59

bound and ready, legs up, handcuffed and locked clit.

PornBox 1 month ago

Beautiful Blonde Sissy Maddy Stuffing Her Ass With Big Toys

Beautiful Blonde Sissy Maddy Stuffing Her Ass With Big Toys

xHamster 5 months ago

Big Black Booty Fucked by Butt Machine

Big Black Booty Fucked by Butt Machine

xHamster 2 months ago

POV Locktober - Chastity Check with Dr Baker (4k)

POV Locktober - Chastity Check with Dr Baker (4k)

xHamster 2 months ago

Supertop

FapHouse 3 years ago

Sissy In A Green Bikini Riding A Black Dildo

Sissy In A Green Bikini Riding A Black Dildo

xHamster 11 months ago

Young Sissy Slut gets Fucked by bbc Daddy

Young Sissy Slut gets Fucked by bbc Daddy

xHamster 3 years ago

chastity belt<br />
貞操帯

chastity belt<br /> 貞操帯

xHamster 3 months ago

Ice Torment - Bound Gods Live Show

Premium 63% HD 1:29:27

Ice Torment - Bound Gods Live Show

KinkMen 11 years ago

Eunuch Unveiled Penectomy and Very first Cell Ritual

Eunuch Unveiled Penectomy and Very first Cell Ritual

Gayhub 9 months ago

Straight Alpha God-king

71% HD 0:39 / 33:35

Straight Alpha God-king

FapHouse 1 year ago

Doggy and Chastity Belt Masturbation

Doggy and Chastity Belt Masturbation

FapHouse 1 week ago

Slave Auction - Live Shoot

Premium 65% HD 1:24:38

Slave Auction - Live Shoot

KinkMen 13 years ago

Sex machine fucking my tight ass and cumming handsfree.

Sex machine fucking my tight ass and cumming handsfree.

xHamster 6 years ago

Sexy Crossdresser Xl Toys Anal Workout

HD 0:39 / 11:57

Sexy Crossdresser Xl Toys Anal Workout

FapHouse 2 years ago

Sex object 669

62% HD 1:01 / 17:25

FapHouse 3 years ago

Sissy Training

xHamster 1 year ago

Straight Alpha God-king Repeater

Straight Alpha God-king Repeater

FapHouse 10 months ago

A Sailor in the Brig Part 1

66% HD 1:01 / 15:46

A Sailor in the Brig Part 1

FapHouse 3 years ago

Malik & Benedict Private Show

53% 4K 2:00 / 4:17

Malik & Benedict Private Show

Flirt4Free 6 months ago

Harris Morrison Private Show

61% 4K 2:00 / 14:28

Harris Morrison Private Show

Flirt4Free 1 month ago

Just Get Fucked Boy

67% HD 1:01 / 22:38

Just Get Fucked Boy

FapHouse 6 months ago

A Sailor in the Brig Part 2

54% HD 0:39 / 10:15

A Sailor in the Brig Part 2

FapHouse 3 years ago

Serving my subscribers with my ass and mouth! – Episode 7

Serving my subscribers with my ass and mouth! – Episode 7

FapHouse 4 years ago

5 Gay Triggers Femdom Bi Training

HD 0:39 / 15:34

5 Gay Triggers Femdom Bi Training

FapHouse 1 month ago

Puppy Walk

HD 0:39 / 10:39

FapHouse 1 year ago

Taskcensored

66% HD 1:01 / 30:14

FapHouse 1 year ago

Pup Giving Me a Blowjob and Showing off

Pup Giving Me a Blowjob and Showing off

FapHouse 3 months ago

River porn

xHamster 2 years ago

Master Collins & Elvis Private Show

48% HD 2:00 / 28:07

Master Collins & Elvis Private Show

Flirt4Free 3 years ago

Pinkish Pantie Pegging

Pinkish Pantie Pegging

4Gay 1 year ago

Sissy/feminization/humiliation

53% HD 0:39 / 14:30

Sissy/feminization/humiliation

FapHouse 4 years ago

Hairy Otter Became My Whore - Part 1

62% HD 0:39 / 21:18

Hairy Otter Became My Whore - Part 1

FapHouse 6 months ago

Sissy cockslut Is What you Will Always Be

Sissy cockslut Is What you Will Always Be

Transvids.tv 7 months ago

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

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

xHamster 4 months ago

Tim the fag Bitch

70% HD 1:01 / 9:21

Tim the fag Bitch

FapHouse 2 years ago

Cumshot from vibrator in chastity belt

Cumshot from vibrator in chastity belt

xHamster 4 years ago

Hairy Stepdaddy

66% HD 0:39 / 4:05

Hairy Stepdaddy

FapHouse 2 years ago

The Sex Addict and Tommy

Premium 65% HD 1:15:06

The Sex Addict and Tommy

KinkMen 16 years ago

Making My Wedding Ring Disappear Inside My Ass

Making My Wedding Ring Disappear Inside My Ass

FapHouse 2 years ago

Frustrated Horny Rubber Gimp in Chastity

Frustrated Horny Rubber Gimp in Chastity

FapHouse 1 year ago

Fag Purity Sub Stud Wide Open Boypussy with Phat Donk Ass-Plug in Grappling Singlet and Socks

Fag Purity Sub Stud Wide Open Boypussy with Phat Donk Ass-Plug in Grappling Singlet and Socks

GayCK 3 years ago

Horny -- cock-locked slave sniffs pits and struggles in chastity

74% HD 0:39 / 1:30

Horny -- cock-locked slave sniffs pits and struggles in chastity

FapHouse 4 years 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

Caged Femboy in Slutty Outfit Riding Fantasy Toys!

Caged Femboy in Slutty Outfit Riding Fantasy Toys!

FapHouse 1 year ago

Caning Slave Tj

Caning Slave Tj

xHamster 1 month ago

Subscriber snapslave 1

66% HD 1:01 / 16:18

Subscriber snapslave 1

FapHouse 3 years ago

Fisting Cagedpussyboy`s Hungry Gaping Hole!

75% HD 1:01 / 28:38

Fisting Cagedpussyboy`s Hungry Gaping Hole!

FapHouse 1 year ago

May 2025 Live Show Part 2

72% HD 0:39 / 22:47

May 2025 Live Show Part 2

FapHouse 1 year ago

Italian chastity fag uses dildo, self-fists, and shows feet

Italian chastity fag uses dildo, self-fists, and shows feet

xHamster 4 weeks ago

Samuel & Zeuv Private Show

62% 4K 2:00 / 21:59

Samuel & Zeuv Private Show

Flirt4Free 8 months ago

Sissy Cow Maddy Loves Tasting Her Own Ass

Sissy Cow Maddy Loves Tasting Her Own Ass

xHamster 3 months ago

Too rad to record

66% HD 1:01 / 17:36

Too rad to record

FapHouse 3 years ago

Nicco & Junior Private Show

49% HD 2:00 / 9:59

Nicco & Junior Private Show

Flirt4Free 1 year ago

Simon & Briian Private Show

52% HD 2:00 / 6:53

Simon & Briian Private Show

Flirt4Free 6 months ago

Nacho Vidal Party on May 19, 2022

57% HD 2:00 / 18:12

Nacho Vidal Party on May 19, 2022

Flirt4Free 4 years ago

Straight Video Game Nerd

66% HD 1:01 / 32:33

Straight Video Game Nerd

FapHouse 2 years ago

Bound and Breathing Scent Through a Gas Mask

63% 1:01 / 15:21

Bound and Breathing Scent Through a Gas Mask

FapHouse 1 month ago

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

55% HD 0:39 / 44:14

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

FapHouse 4 months ago

Nasty Cop and the Sex Offender

Nasty Cop and the Sex Offender

xHamster 4 months ago

Horny Rubber Gimp in Chastity Teasing Himself

HD 1:01 / 12:09

Horny Rubber Gimp in Chastity Teasing Himself

FapHouse 1 month ago

Making a sandwich - riding dildo on the kitchen counter

69% HD 0:39 / 4:08

Making a sandwich - riding dildo on the kitchen counter

FapHouse 3 years ago

Straight Alpha God-king Trainer

Straight Alpha God-king Trainer

FapHouse 10 months ago

Christian Mckenzie Private Show

53% HD 2:00 / 11:09

Christian Mckenzie Private Show

Flirt4Free 5 years ago

Lock. Him. Up! -- hole-slave gets anally wrecked while waiting for chastity keys

69% HD 1:01 / 7:14

Lock. Him. Up! -- hole-slave gets anally wrecked while waiting for chastity keys

FapHouse 5 years ago

Lad in v-card cell creeps into construction website & plows his boy-hole with fat fuck stick in public

Lad in v-card cell creeps into construction website & plows his boy-hole with fat fuck stick in public

5Gays 7 months ago

Simon & Briian Private Show

55% HD 2:00 / 6:14

Simon & Briian Private Show

Flirt4Free 5 months ago

He Fucks Me Hard Like a Slut

65% HD 1:01 / 32:10

He Fucks Me Hard Like a Slut

FapHouse 2 months ago

February 2025 Live Show (part 2)

70% HD 1:01 / 32:45

February 2025 Live Show (part 2)

FapHouse 1 year ago

Anything for a Raise

Anything for a Raise

xHamster 2 years ago

Sissy in Chastity Cage Gets Anal Gasm with Huge Dildo – 9 Min

Sissy in Chastity Cage Gets Anal Gasm with Huge Dildo – 9 Min

GayxXxWorld 9 months ago

Endurance Training - Ricky Cage

66% HD 1:01 / 15:52

Endurance Training - Ricky Cage

FapHouse 2 years ago

Jhordy & Diego & Patric Private Show

52% HD 2:00 / 5:27

Jhordy & Diego & Patric Private Show

Flirt4Free 1 year ago

Denied Pleasure Featuring Sinn Sage

Denied Pleasure Featuring Sinn Sage

xHamster 1 month ago

Footbeast

66% HD 0:39 / 13:50

FapHouse 3 years ago

Hard Spanking Chasitity Slave Cagedmask From His Master

66% HD 0:39 / 26:59

Hard Spanking Chasitity Slave Cagedmask From His Master

FapHouse 2 months ago

Ass to mouth: Devolution

Ass to mouth: Devolution

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

xHamster 1 month ago

Fuck and Fist Caged Submissive Bottom

Fuck and Fist Caged Submissive Bottom

xHamster 1 year ago

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

53% HD 0:07 / 0:46

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

FapHouse 1 year ago

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