Chastity Cage Videos - Gay (9,687)

Getting Used and Drained at Motel X

HD 1:01 / 1:00:33

Getting Used and Drained at Motel X

FapHouse 2 days ago

Feminization and cock cage chastity while trying on bras

Feminization and cock cage chastity while trying on bras

GayTube Unknown

March 2025 Live Show Part 2

HD 0:39 / 33:27

March 2025 Live Show Part 2

FapHouse 1 year ago

Hefty Booty Shackled Down Railing Schlong in Lil Sundress/Virginity Cell

Hefty Booty Shackled Down Railing Schlong in Lil Sundress/Virginity Cell

Gayhub 11 months ago

23 year old fat sissy attempts first sissygasm

23 year old fat sissy attempts first sissygasm

XHamster 1 year ago

Incontinence by wrecking the beefsticks from the inwards

Incontinence by wrecking the beefsticks from the inwards

4Gay 2 years ago

Horny frustrated heterosexual guy locked up in chastity anal dildo

Horny frustrated heterosexual guy locked up in chastity anal dildo

XHamster 2 months ago

La naturaleza siempre encuentra su camino muchos piensan que son heterosexuales hasta que prueban su primera verga y despu&eacute_s de eso no hay vuelta atr&aacute_s.

Premium HD 5:48

La naturaleza siempre encuentra su camino muchos piensan que son heterosexuales hasta que prueban su primera verga y despu&eacute_s de eso no hay vuelta atr&aacute_s.

XNXXGold 2 weeks ago

Breathless Like A Mutt And Abased By My Dominatrix

Breathless Like A Mutt And Abased By My Dominatrix

Gayhub 1 day ago

Trans is pissing over her prolapped ass

Trans is pissing over her prolapped ass

GayVids 9 months ago

Sucked off by My Sissy

Sucked off by My Sissy

Clips4sale 1 month ago

Jock pushes out ginormous ass inside-out whilst in chastity

Jock pushes out ginormous ass inside-out whilst in chastity

GayDudesFucking 1 year ago

Object857 pod okiem mastera

Object857 pod okiem mastera

Gayhub 10 months ago

Chacal prostituto se deja humillar por webcam por unos cuantos pesos

Chacal prostituto se deja humillar por webcam por unos cuantos pesos

XVideosRed 1 week ago

Morning walk to a lookout tower wearing a chastity belt

Morning walk to a lookout tower wearing a chastity belt

XHamster 1 year ago

Sucking My Boyfriend Until He Cums All Over My Cage

52% HD 0:39 / 6:51

Sucking My Boyfriend Until He Cums All Over My Cage

FapHouse 1 year ago

Self stinging nettles on cock with ruined orgasm cumshot

Self stinging nettles on cock with ruined orgasm cumshot

XHamster 5 years ago

Bootylicious femboy wants to stips for you while be chaste

Bootylicious femboy wants to stips for you while be chaste

Gayhub 5 days ago

Slave in Chastity Punished and Anal Dilated

Slave in Chastity Punished and Anal Dilated

XHamster 11 months ago

My very first ever tinkle in innocence in a active public shower!

My very first ever tinkle in innocence in a active public shower!

Gayhub 1 year ago

Derek Kage Caged and Used

Derek Kage Caged and Used

XHamster 8 months ago

POV - Cruel Boyfriend Series Pt 2 - Chastity and My Rules (4k)

44% 4K 1:01 / 14:32

POV - Cruel Boyfriend Series Pt 2 - Chastity and My Rules (4k)

FapHouse 5 months ago

Bros Reappropriating & Destigmatizing The Derogative Fagg.. Word

Bros Reappropriating & Destigmatizing The Derogative Fagg.. Word

BoyFriendTV 9 months ago

Guts Jizz in Purity Cell

Guts Jizz in Purity Cell

Gayhub 1 month ago

Tiny Sissy Dick

Tiny Sissy Dick

XHamster 9 months ago

Caged Femboy Anal Fucked by BBC Dildo Machine!

60% HD 0:39 / 7:41

Caged Femboy Anal Fucked by BBC Dildo Machine!

FapHouse 1 year ago

LADY SCARLET - HOMOSEXUAL BLOWJOB SHOW hd - POMPINO OMOSESSUALE

66% HD 0:10 / 14:15

LADY SCARLET - HOMOSEXUAL BLOWJOB SHOW hd - POMPINO OMOSESSUALE

LoyalFans 1 year ago

Leather worshiper: Breaking a Pathetic Gooner

45% 0:30 / 21:07

Leather worshiper: Breaking a Pathetic Gooner

Clips4sale 1 year ago

Oradrone 2

63% HD 0:39 / 31:14

FapHouse 6 months 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

Plumb machine sesh blasting with v-card box on and completing with a cum shot Jona Ortiz Ortizjona

Plumb machine sesh blasting with v-card box on and completing with a cum shot Jona Ortiz Ortizjona

GayDudesFucking 2 months ago

RUBBER BIKER SESH [Gay Leather, Latex, Fetish]

HD 0:30 / 18:45

RUBBER BIKER SESH [Gay Leather, Latex, Fetish]

Clips4sale 1 year ago

Slutty wolf gets his ass destroyed by XL toys and Fist

Slutty wolf gets his ass destroyed by XL toys and Fist

GayJack 3 years ago

Folsom Warm up

XHamster 3 months ago

POV - You Begin Your Life as Tom Baker's Chastity Slave

51% 1:01 / 11:57

POV - You Begin Your Life as Tom Baker's Chastity Slave

FapHouse 1 month ago

Extreme Anal Dildo Fucking While Locked in Chastity for British Dilf Mike Essex

HD 0:39 / 20:12

Extreme Anal Dildo Fucking While Locked in Chastity for British Dilf Mike Essex

FapHouse 1 year ago

Unshaved bottom poke his greedy fuckhole firm with mrhankeystoys THIAGO

Unshaved bottom poke his greedy fuckhole firm with mrhankeystoys THIAGO

Gayhub 1 year ago

Pleasure and Pain For Tom Baker’s Leather Gimp

56% HD 0:10 / 15:21

Pleasure and Pain For Tom Baker’s Leather Gimp

LoyalFans 10 months ago

group bi training with my three girlfriends

HD 0:30 / 22:38

group bi training with my three girlfriends

PornBox 3 days ago

Twink in Pink Chastity Cage Sucks Amateur Dick

Twink in Pink Chastity Cage Sucks Amateur Dick

UrGayPorn 6 days ago

May 2023 Live Cam Show part 1

68% HD 1:01 / 33:36

May 2023 Live Cam Show part 1

FapHouse 2 years ago

Pussyboy 101: Pussygasm Primer

Pussyboy 101: Pussygasm Primer

4Gay 2 years ago

Two Cocks at Once on the Fuck Machine -- January 2026 Live Cam Show

58% HD 0:39 / 1:02:25

Two Cocks at Once on the Fuck Machine -- January 2026 Live Cam Show

FapHouse 7 months ago

Femboy Raine railing cowgirl and screwed no condom by Flare Wolfsbane!

Femboy Raine railing cowgirl and screwed no condom by Flare Wolfsbane!

Gay4Porn 3 weeks ago

chastity locked Pup Davey rides huge fantasy toys and prolapses

Premium HD 25:02

chastity locked Pup Davey rides huge fantasy toys and prolapses

XNXXGold 10 months 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

Squeezing hard clit into a tiny chastity cage

Squeezing hard clit into a tiny chastity cage

XHamster 3 years ago

V-card chick displaying locked joy button and fuckhole

V-card chick displaying locked joy button and fuckhole

Gayhub 11 months ago

Enslavement Package

60% 0:06 / 10:38

Enslavement Package

Clips4sale 8 months ago

Come join me, a Femboy, having fun with my dildo in a bathtub

Come join me, a Femboy, having fun with my dildo in a bathtub

XHamster 1 year ago

How to educate your love glove chick - Domina Tatjana

How to educate your love glove chick - Domina Tatjana

4Gay 1 year ago

Chacal prostituto es contratado para hacer show en webcam meti&eacute_ndose un enorme dildo en su apretado culo heterosexual

Chacal prostituto es contratado para hacer show en webcam meti&eacute_ndose un enorme dildo en su apretado culo heterosexual

XVideosRed 4 months ago

the xxl seahorse!

68% HD 0:48 / 16:06

the xxl seahorse!

PornBox 2 years ago

Hardcore cuckolding, sph, chastity, cigar!

Hardcore cuckolding, sph, chastity, cigar!

XHamster 4 months ago

Training of Superman

Training of Superman

XHamster 6 months ago

Chastity fag slave rides his dildo

Chastity fag slave rides his dildo

XHamster 7 months ago

Do you like how I rail?

Do you like how I rail?

WebcamBros 1 week ago

July 2023 Live Cam Show part 2

HD 0:39 / 30:05

July 2023 Live Cam Show part 2

FapHouse 2 years ago

Football jock slave gets machine fucked in socks and shoes. Double penetration! -- Ricky Cage

Football jock slave gets machine fucked in socks and shoes. Double penetration! -- Ricky Cage

XHamster 4 years ago

Fuck machine session squirting with chastity cage on and ending with a jizz flow Jona Ortiz Ortizjona

Fuck machine session squirting with chastity cage on and ending with a jizz flow Jona Ortiz Ortizjona

PornFreeNow 10 months 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 4 months ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

XHamster 3 months ago

Anal gape training in chastity cage

Anal gape training in chastity cage

XHamster 11 months ago

Bound in the Medical Chair for a Chastity Check-up with Electrics

66% 0:39 / 22:00

Bound in the Medical Chair for a Chastity Check-up with Electrics

FapHouse 5 months ago

Innocence Cell Challange - Day 1/ten

Innocence Cell Challange - Day 1/ten

Gayhub 1 year ago

Naughty Nick Fitt fucks his caged stepdaddy, Killian Knox

Naughty Nick Fitt fucks his caged stepdaddy, Killian Knox

HOMO.XXX 4 years ago

Queer Innocence 11 - Loyal and Desperate

Queer Innocence 11 - Loyal and Desperate

Gayhub 9 months 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

Mancunt show wearing white shirt with a tie and white sheer socks while beeing in chastity

Mancunt show wearing white shirt with a tie and white sheer socks while beeing in chastity

XHamster 2 years ago

Huge Orgy

59% 1:01 / 20:59

FapHouse 2 months ago

Flat chastity cage penis check

Flat chastity cage penis check

XHamster 2 years ago

Logan's Triple Load Return pp Training pre-released Video

Logan's Triple Load Return pp Training pre-released Video

XHamster 1 month ago

Chained up for Tom Baker's Electric Play

Chained up for Tom Baker's Electric Play

XHamster 4 months ago

Tom Dominates the Chastity Slave with Leather Boots (4k)

Tom Dominates the Chastity Slave with Leather Boots (4k)

XHamster 2 months ago

Watch me take this big dildo and stretch my spread hole to the max with some hot cum

Watch me take this big dildo and stretch my spread hole to the max with some hot cum

GayVD 1 week ago

Guy in stockings rip his asshole big zucchini - riding and moaning in chastity belt

Guy in stockings rip his asshole big zucchini - riding and moaning in chastity belt

XHamster 3 years ago

Virginity father ravaging his fuckhole with a massive butt-plug

Virginity father ravaging his fuckhole with a massive butt-plug

Gayhub 11 months ago

Barefoot Bastinado Chastity Challenge HD Day 1

HD 0:11 / 37:44

Barefoot Bastinado Chastity Challenge HD Day 1

Clips4sale 2 years ago

Big step brutha made a juice pie out of the bum of his caged lean boy

Big step brutha made a juice pie out of the bum of his caged lean boy

2BGay 2 years ago

Cagedmask Pray for Freedom but the Harder the Straps, the Tighter I Squeal

Cagedmask Pray for Freedom but the Harder the Straps, the Tighter I Squeal

MenGem 1 month ago

Fat Retention Clyster 02

Fat Retention Clyster 02

GayCK 5 years ago

Locked plugged naked slave doing a workout

Locked plugged naked slave doing a workout

XHamster 3 years ago

FistingInferno - Sub Derek Cage Deliciously Dommed By Hunks & Creampied

FistingInferno - Sub Derek Cage Deliciously Dommed By Hunks & Creampied

Some.Porn 1 year ago

A fellow dressed in a virginity cell ambles thru a woods

A fellow dressed in a virginity cell ambles thru a woods

Gayhub 1 month ago

The Chastity Boy Is Ordered To Worship Feet (4K)

4K 0:25 / 16:45

The Chastity Boy Is Ordered To Worship Feet (4K)

Clips4sale 1 year ago

straights men get nosey to...more than people realize. pt. five (ultra-cute femboy)

straights men get nosey to...more than people realize. pt. five (ultra-cute femboy)

4Gay 1 week 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 1 week ago

Cagedmask & Callmekevin

Cagedmask & Callmekevin

XHamster 1 month ago

Strung up Pornography Starlet Derek Kage Anonymously Humps Blinded Rump Up CagedJock in Motel Guest room

Strung up Pornography Starlet Derek Kage Anonymously Humps Blinded Rump Up CagedJock in Motel Guest room

Gayhub 3 weeks ago

This babe prostitutes herself for a hardly any pesos to a homo audience as a yielding slut in chastity on her petite weenie

This babe prostitutes herself for a hardly any pesos to a homo audience as a yielding slut in chastity on her petite weenie

Amateur8 1 week ago

Cumming for you through the chastity cage is all your sissy boy craves - HornyJohny66

Cumming for you through the chastity cage is all your sissy boy craves - HornyJohny66

Dafreeporn 2 weeks ago

Bathroom Slut

XHamster 2 years ago

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

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

XHamster 2 months ago

The Muscle Slave Gets Bound In Rope Bondage And Edged (4K)

66% 4K 0:27 / 19:04

The Muscle Slave Gets Bound In Rope Bondage And Edged (4K)

Clips4sale 1 year ago

Waiting for permission to cum

60% HD 1:01 / 7:21

Waiting for permission to cum

FapHouse 5 years ago

ポジマンフィストしたい男子

ポジマンフィストしたい男子

5Gays 10 months ago

Assfucking Hook, Virginity Box, Ball-gagged, Manacled to Conform

Assfucking Hook, Virginity Box, Ball-gagged, Manacled to Conform

Gayhub 8 months ago

Alpha Male Frat Folks' Fag Smash-Out Sub [M4M Audio Story]

Alpha Male Frat Folks' Fag Smash-Out Sub [M4M Audio Story]

GayDudesFucking 1 year ago

June 2024 Live (part 2)

HD 0:39 / 24:13

June 2024 Live (part 2)

FapHouse 2 years ago

Purity and Pantyhose Good Angle Bathroom Glass 4K 2160p UHD Fat Fuck Stick Screw Widely Opened Fuck-Hole Fledgling

Purity and Pantyhose Good Angle Bathroom Glass 4K 2160p UHD Fat Fuck Stick Screw Widely Opened Fuck-Hole Fledgling

4Gay 1 year ago

Cigar smoking boss JOI and ruined orgasm PREVIEW

Cigar smoking boss JOI and ruined orgasm PREVIEW

XHamster 1 year ago

Tutorial: How to put on a chastity cage

Tutorial: How to put on a chastity cage

XHamster 5 months ago

Horny Gentleman in Suit and Tie Gets Fucked on the Table

Horny Gentleman in Suit and Tie Gets Fucked on the Table

XHamster 2 weeks ago

Crossdressing twink has anal sissygasm in chastity cage

Crossdressing twink has anal sissygasm in chastity cage

Gay3X 4 years ago

Urethral sounding while being in chastity cage

Urethral sounding while being in chastity cage

XHamster 2 years ago

Pegging You Into A Prostate Princess (SD MP4)

64% 4K 0:30 / 14:16

Pegging You Into A Prostate Princess (SD MP4)

Clips4sale 3 years ago

Locked in glow in the dark chastity getting machine fucked by glowing alien dildo

Locked in glow in the dark chastity getting machine fucked by glowing alien dildo

XHamster 4 years ago

November 2023 Live Cam Show

HD 0:39 / 19:30

November 2023 Live Cam Show

FapHouse 2 years ago

Encaged and Railing the Pony Plaything on the Sofa

Encaged and Railing the Pony Plaything on the Sofa

GayCK 5 years ago

Rough XXL uncut dick threesome with Cutler and Miguel DPing Nate's Cunt at Cutlers Den

Rough XXL uncut dick threesome with Cutler and Miguel DPing Nate's Cunt at Cutlers Den

BoyFriendTV 2 years 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 7 months ago

Sissy puts on her latex and accessories

Sissy puts on her latex and accessories

XHamster 1 year ago

Huge parmanent catheter with chastity cage and butt plug. Clip 1

Huge parmanent catheter with chastity cage and butt plug. Clip 1

XHamster 3 weeks ago

CBT torment ep3 Torture the urethra with

CBT torment ep3 Torture the urethra with

Gayhub 1 year ago

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

Premium HD 9:12

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

Sheer 3 years ago

Virginity Cell Challange - Day three/30

Virginity Cell Challange - Day three/30

Gayhub 1 year ago

Powergamer Hotline

71% HD 1:01 / 21:59

Powergamer Hotline

FapHouse 2 years ago

Extreme Fisting, Caged, Prostate Squirt & Bareback Creampie Hot Daddies Camilo Brown & Rigo Avela

61% HD 1:01 / 35:18

Extreme Fisting, Caged, Prostate Squirt & Bareback Creampie Hot Daddies Camilo Brown & Rigo Avela

FapHouse 2 months ago

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

64% HD 0:39 / 37:05

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

FapHouse 2 years ago

Bound and Ready, Legs up, Handcuffed and Locked Clit.

Bound and Ready, Legs up, Handcuffed and Locked Clit.

XHamster 2 months ago

7 8 9 10 11

9,687 results found

Related categories

Chastity Chastity Belt Collar Leashed Cage Dungeon Suspension Orgasm Torture (BDSM) Gagged (Bit or Ball) Flogger Whip Caning Dominatrix Slave Training Clamp Slave Humiliation Bondage Orgasm Handcuffed Clothespin Torture (BDSM) Femdom Humiliation

Narrow your search

chastity cage cum

Categories Pornstars

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.