Chastity Cage Videos - Gay (9,630)

Locktober Day 9 - Horny Puppy in Chastity Self Spanking and Nipple Play

Locktober Day 9 - Horny Puppy in Chastity Self Spanking and Nipple Play

XHamster 9 months ago

POV - I'm Going to Tease You at Your Work Party (4k)

50% 4K 0:39 / 15:05

POV - I'm Going to Tease You at Your Work Party (4k)

FapHouse 1 week ago

Suspended Gimp Machine Fucked and Estim to Hands Free Orgasm

Suspended Gimp Machine Fucked and Estim to Hands Free Orgasm

XHamster 3 years ago

Camilo Brown & Nico Mucci Review The Bad Peach Staff Magic Wand 10/10 + Sovereign Cage – Raw Anal Ride & Handsfree Cum

Camilo Brown & Nico Mucci Review The Bad Peach Staff Magic Wand 10/10 + Sovereign Cage – Raw Anal Ride & Handsfree Cum

FreePorn8 1 week ago

Pig-fuckhole Ricky Box gets slobber-roasted by 2 pummel machines at the same time! Inhaling, assfucking

Pig-fuckhole Ricky Box gets slobber-roasted by 2 pummel machines at the same time! Inhaling, assfucking

4Gay 2 years ago

Cum Like a Girl 2

Cum Like a Girl 2

XHamster 9 months ago

Pantieboy taking long BC and fat BC dildo. Filling panties with cum.

Pantieboy taking long BC and fat BC dildo. Filling panties with cum.

XHamster 7 months ago

Asian Hunk Cunt Expansion Training

Asian Hunk Cunt Expansion Training

BoyFriendTV 1 year ago

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 FULL VID on LayneLovee Manyvids

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 FULL VID on LayneLovee Manyvids

XHamster 2 years ago

April 2026 Live Cam Show - Chatting About Favorite Porn While Getting Machine-fucked!

April 2026 Live Cam Show - Chatting About Favorite Porn While Getting Machine-fucked!

XHamster 3 months ago

SISSYGASM IN INNOCENCE

SISSYGASM IN INNOCENCE

GayDudesFucking 7 months ago

Chav-lad in a Tracksuit and White Socks Outside in Public Fun

58% 1:01 / 12:58

Chav-lad in a Tracksuit and White Socks Outside in Public Fun

FapHouse 3 weeks ago

Listen To Me Whimper As I Attempt To Rail Nothosaur Alla BOLD Up-Close POINT OF VIEW

Listen To Me Whimper As I Attempt To Rail Nothosaur Alla BOLD Up-Close POINT OF VIEW

Gayhub 3 weeks ago

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

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

LesbianBliss 5 months ago

Submissive ABDL and chastity

Submissive ABDL and chastity

XHamster 1 year ago

Unwrap with femboy lad

Unwrap with femboy lad

4Gay 1 year ago

Slave Suffers in the Dog Cage

50% 1:01 / 18:53

Slave Suffers in the Dog Cage

FapHouse 4 months ago

Hardcore Cuckold Part 2

Premium 56% HD 26:11

Hardcore Cuckold Part 2

Men 5 years ago

FISHNETS SELF DOMINANCE & SUBORDINATION (ORDERS)

FISHNETS SELF DOMINANCE & SUBORDINATION (ORDERS)

WebcamBros 4 months ago

Promiscuous grizzly gets his backside demolished by XL playthings and Fist

Promiscuous grizzly gets his backside demolished by XL playthings and Fist

2BGay 3 years 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 1 year ago

Baxter Report

XHamster 2 years ago

Cumshot in a cage for mistress with wholesale tunnel plug

Cumshot in a cage for mistress with wholesale tunnel plug

XHamster 9 months ago

Putting on micro chastity cage, sounding and peeing throug urethra tube part 1

Putting on micro chastity cage, sounding and peeing throug urethra tube part 1

XHamster 2 years ago

Faint__4's enormous dildo cage gets deep in his furry, cage-bound partner's ballsack

Faint__4's enormous dildo cage gets deep in his furry, cage-bound partner's ballsack

GayVD 1 month ago

Femboy in virginity cage gets knotted by Fat Bad Dragon Bishop on his pummel machine.

Femboy in virginity cage gets knotted by Fat Bad Dragon Bishop on his pummel machine.

4Gay 10 months ago

Slutty Babe Face Sits and Takes a Raw Dick in Her Ass

Slutty Babe Face Sits and Takes a Raw Dick in Her Ass

XXXShake 1 year ago

Eating own cum out of condom after ruined orgasm in chastity cage

Eating own cum out of condom after ruined orgasm in chastity cage

XHamster 1 year ago

Brat Gets Milked and Teased by Hot Police Officer

54% 0:39 / 5:58

Brat Gets Milked and Teased by Hot Police Officer

FapHouse 1 week ago

No chastity cage can stop me from cumming: prostate milking to handsfree orgasm

No chastity cage can stop me from cumming: prostate milking to handsfree orgasm

GayTube Unknown

2023 (so far!) Chastity Compilation

2023 (so far!) Chastity Compilation

XHamster 3 years ago

Horny Stud Anal Creampies Cute Femboy

Horny Stud Anal Creampies Cute Femboy

BoyFriendTV 7 months ago

Sissy Feminization (wmv)

66% 0:29 / 10:13

Sissy Feminization (wmv)

Clips4sale 11 months ago

Femboy Raine riding cowgirl and fucked bareback by Flare Wolfsbane!

Femboy Raine riding cowgirl and fucked bareback by Flare Wolfsbane!

XHamster 3 years ago

cagedmask & roughdomtopxxx used. owned. no regrets.

HD 0:30 / 27:07

cagedmask & roughdomtopxxx used. owned. no regrets.

PornBox 4 months ago

Caged Femboy Fucks Big Dildos And Toy

Caged Femboy Fucks Big Dildos And Toy

XHamster 3 weeks ago

Sucking My Boyfriend Until He Cums All Over My Cage

63% HD 1:01 / 6:51

Sucking My Boyfriend Until He Cums All Over My Cage

FapHouse 1 year ago

Cock in the Penis Cage I Am Allowed to Open at the Gloryhole

Cock in the Penis Cage I Am Allowed to Open at the Gloryhole

XHamster 3 weeks ago

Brit MILF gets locked in innocence box & destroyed by Enormous Black Fake Penis

Brit MILF gets locked in innocence box & destroyed by Enormous Black Fake Penis

GayVD 2 months ago

May 2026 Live - Ricky Cage Deepthroats Machine Cock

65% HD 0:39 / 1:03:37

May 2026 Live - Ricky Cage Deepthroats Machine Cock

FapHouse 1 month ago

Twink in chastity cage sneaks into construction site & fucks his boyhole with giant dildo in public

Twink in chastity cage sneaks into construction site & fucks his boyhole with giant dildo in public

GayJaVu 10 months ago

Anal Training Huge Xxl Toys Plugs Latex Pant Stockings Gaping Anal Orgasmn Cumshot Chastity Cage

HD 0:39 / 29:49

Anal Training Huge Xxl Toys Plugs Latex Pant Stockings Gaping Anal Orgasmn Cumshot Chastity Cage

FapHouse 2 years ago

Bisexual Cuck Threesome with Chastity Cage Creampie Cleanup

64% 0:21 / 28:23

Bisexual Cuck Threesome with Chastity Cage Creampie Cleanup

Clips4sale 1 year ago

Locktober Release - Finally Allowed To Cum

Locktober Release - Finally Allowed To Cum

XHamster 1 year ago

Extreme Nipple Pump Tit Milking PIG

Extreme Nipple Pump Tit Milking PIG

XHamster 1 year ago

Femboy Sissy with Fufu Clip Fucks a Dildo

76% HD 1:01 / 21:17

Femboy Sissy with Fufu Clip Fucks a Dildo

FapHouse 3 years ago

Locked and tethered puppyboy learning to gargle

Locked and tethered puppyboy learning to gargle

Gayhub 1 week ago

Ruining your orgasm they way a sissy sub should

Ruining your orgasm they way a sissy sub should

XHamster 1 month ago

Purity Box Challange - Day two/ten

Purity Box Challange - Day two/ten

Gayhub 1 year ago

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

44% HD 0:39 / 4:03

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

FapHouse 3 months ago

whimpery femboy gets his fuck-hole creamed n opened up, greatest of 2025

whimpery femboy gets his fuck-hole creamed n opened up, greatest of 2025

Gayhub 7 months ago

Fellow wears 3 nappies and a innocence lock to couch

Fellow wears 3 nappies and a innocence lock to couch

GayCK 3 years ago

Horny boy twink dressed in lingerie fucks his butt with cock caged

Horny boy twink dressed in lingerie fucks his butt with cock caged

XHamster 1 year ago

Watch as a cute femboy fails to spunk while getting locked in chastity cage for 7m

Watch as a cute femboy fails to spunk while getting locked in chastity cage for 7m

GayVD 3 weeks ago

Using A Screw Machine To Breed My Fuck-hole Until I'm A Shaky Filthy Mess

Using A Screw Machine To Breed My Fuck-hole Until I'm A Shaky Filthy Mess

GayDudesFucking 7 months ago

Shine and Worship My Rubber

Shine and Worship My Rubber

XHamster 1 month ago

FEMBOYISH - Obedient Femboy Kayla La Soumise Lets School Man Clark Delgaty RIDE His Bum

FEMBOYISH - Obedient Femboy Kayla La Soumise Lets School Man Clark Delgaty RIDE His Bum

Gayhaus 7 months ago

Chastity and BBC Fuckingmachine

Chastity and BBC Fuckingmachine

XHamster 3 weeks ago

Mike locked in Chastity and machine fucked by big black dildo

Mike locked in Chastity and machine fucked by big black dildo

XHamster 3 years ago

River porn

XHamster 2 years ago

”Suited President Oaks pounds his huge dick into the smooth butt of hot Cole Blue”

”Suited President Oaks pounds his huge dick into the smooth butt of hot Cole Blue”

ThePornstar 1 year ago

Sissy femboy Raine fucked in flat chastity by Flare Wolfsbane - Teaser Video!

Sissy femboy Raine fucked in flat chastity by Flare Wolfsbane - Teaser Video!

XHamster 10 months ago

Locktober cum from cbt estim in chastity and ball cage

Locktober cum from cbt estim in chastity and ball cage

XHamster 4 years ago

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage

XHamster 2 years ago

"Edge-O-Matic 3000" Edging Machine vs 1 needy Bondage Pup! all tied up and helpless

66% 4K 1:00 / 25:49

"Edge-O-Matic 3000" Edging Machine vs 1 needy Bondage Pup! all tied up and helpless

Clips4sale 8 months ago

Compra este video y descubre la identidad de este puto chacal mexicano que hace contenido gay perdiendo su hombr&iacute_a y dignidad

Compra este video y descubre la identidad de este puto chacal mexicano que hace contenido gay perdiendo su hombr&iacute_a y dignidad

XNXXGold 1 month ago

Cagedjock gets publicly gobbling a cum-hungry Asian's big dick

Cagedjock gets publicly gobbling a cum-hungry Asian's big dick

GayVD 4 months ago

Lust Village 2 - Faphouse Edition

68% HD 1:01 / 8:12

Lust Village 2 - Faphouse Edition

FapHouse 3 months ago

Encaged Murrsuiter fucktoys with XXL Weredog Nile

Encaged Murrsuiter fucktoys with XXL Weredog Nile

GayCK 3 years ago

Initial Medical Examination For New Inmate 25002 (4K)

4K 0:24 / 24:10

Initial Medical Examination For New Inmate 25002 (4K)

Clips4sale 10 months ago

Horny chastity

XHamster 4 weeks ago

Ty breeds two times - Part 1

Ty breeds two times - Part 1

WebcamBros 3 months ago

Wanna Observe Me Squash Out a Huge Lengthy Run in rivulets of Precum From My Lil Cell?

Wanna Observe Me Squash Out a Huge Lengthy Run in rivulets of Precum From My Lil Cell?

Gayhub 1 week ago

Locked Stud takes Node and recieves Jizm in his Butt

Locked Stud takes Node and recieves Jizm in his Butt

GayCK 3 years ago

Huge Orgy

58% 0:39 / 20:59

FapHouse 2 months ago

Greedy Destroyed Fuck hole Gets Wrecked by Meaty Fuck stick

Greedy Destroyed Fuck hole Gets Wrecked by Meaty Fuck stick

Gayhub 3 months ago

【Total Movie】Creaming and Blasting

【Total Movie】Creaming and Blasting

5Gays 8 months ago

Milos Chastity Slave HD Full Video 102 Mins

62% HD 0:30 / 1:41:41

Milos Chastity Slave HD Full Video 102 Mins

Clips4sale 1 year ago

I Verbally Humiliate This Chastity Slave

I Verbally Humiliate This Chastity Slave

XHamster 4 months ago

Macho heterosexual en porno gay como toda una puta marica en castidad

Premium HD 10:36

Macho heterosexual en porno gay como toda una puta marica en castidad

XVideosRed 6 months ago

Rex Makes me Groan

Rex Makes me Groan

Gayhub 1 year ago

Playing in chastity while wearing the locking buttplug with a timelock

Playing in chastity while wearing the locking buttplug with a timelock

XHamster 2 years ago

jizz-shotgun Box XXL O -Linzy19

jizz-shotgun Box XXL O -Linzy19

TransTube.tv 9 months ago

Training The Collared Chastity Boy Pt 4 (4K)

69% 4K 0:21 / 17:42

Training The Collared Chastity Boy Pt 4 (4K)

Clips4sale 1 year ago

Slutclosetedfag Dildo Training Fuck

Slutclosetedfag Dildo Training Fuck

FapHouse 2 years ago

FEMBOY PUBLIC SISSYGASM

FEMBOY PUBLIC SISSYGASM

Gayhub 1 month ago

Training with Plug Grip134 - ridden 250 times

Training with Plug Grip134 - ridden 250 times

XHamster 1 year ago

The most complete way to turn him gay. Fuck him in chastity and let him suck. Clip 1

The most complete way to turn him gay. Fuck him in chastity and let him suck. Clip 1

XHamster 3 months ago

Set of Candles and Chastity Cage Candle Wax Sealing

Set of Candles and Chastity Cage Candle Wax Sealing

XHamster 3 weeks ago

Chained Up Gimp Gets Teased And Denied (4K)

66% 4K 0:21 / 16:36

Chained Up Gimp Gets Teased And Denied (4K)

Clips4sale 1 year ago

Femboy Piss and Flash Her Hot Feminized Body Outdoor Piss While in Chastity Cage and Rub Her Small Flaccid Cock

Femboy Piss and Flash Her Hot Feminized Body Outdoor Piss While in Chastity Cage and Rub Her Small Flaccid Cock

XHamster 1 year ago

Slut Locked in Flat Cage, Riding Xxxl Dildos

66% HD 0:39 / 7:08

Slut Locked in Flat Cage, Riding Xxxl Dildos

FapHouse 2 years ago

Eunuch Unveiled Penectomy and Very first Cell Ritual

Eunuch Unveiled Penectomy and Very first Cell Ritual

Gayhub 1 year ago

LOGAN'S TRIPLE LOAD

LOGAN'S TRIPLE LOAD

XHamster 9 months ago

Sissyslut Jenny is putting her worthless Sissycock in a permanent virginity box

Sissyslut Jenny is putting her worthless Sissycock in a permanent virginity box

GayVD 4 months ago

POV your bearded master is proud of you

POV your bearded master is proud of you

Clips4sale 2 years ago

Deep ass-fuck Teaching ( Murrsuiter in fever )

Deep ass-fuck Teaching ( Murrsuiter in fever )

4Gay 2 years ago

Double tunnel plug to cum in a cage

Double tunnel plug to cum in a cage

XHamster 5 months ago

four Ejaculations Palms-free-for-all Held Humping Machine Guts Jerking Female domination

four Ejaculations Palms-free-for-all Held Humping Machine Guts Jerking Female domination

Gayhub 2 months ago

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

62% HD 1:01 / 15:20

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

FapHouse 2 years ago

Caged Femboy Frieren Fucks Ass And Cums In Chastity

Caged Femboy Frieren Fucks Ass And Cums In Chastity

XHamster 3 months ago

May 2024 Live Cam Show (part 1)

HD 0:39 / 24:39

May 2024 Live Cam Show (part 1)

FapHouse 2 years ago

whimpery femboy gets his fuckhole creamed n spread, best of 2025

whimpery femboy gets his fuckhole creamed n spread, best of 2025

WebcamBros 6 months ago

Pissing in Chastity Cage

61% HD 1:01 / 5:40

Pissing in Chastity Cage

FapHouse 1 year ago

Red Converse

XHamster 1 year ago

HOW TO ESCAPE CHASTITY CAGE? TUTORIAL

HOW TO ESCAPE CHASTITY CAGE? TUTORIAL

XHamster 3 years ago

World Record Ejaculation - nine Seconds Jizz flow Lil Meatpipe in Innocence

World Record Ejaculation - nine Seconds Jizz flow Lil Meatpipe in Innocence

Gayhub 1 year ago

Chinese Dressed in Baby Cobra Virginity

Chinese Dressed in Baby Cobra Virginity

5Gays 10 months ago

Ruined & electric climax

Ruined & electric climax

Gay4Porn 10 months ago

Chastity slave with catheter

Chastity slave with catheter

XHamster 6 months ago

Riley Boi gets off with a wild anal ride & handjob from a hung guy

Riley Boi gets off with a wild anal ride & handjob from a hung guy

GayX 3 weeks ago

Struggling in Hogtie Selfbondage

Struggling in Hogtie Selfbondage

XHamster 2 weeks ago

Encounter with a Werewolf , Femboy Unshaved twunk gets fisted and gaped by Werewolf

Encounter with a Werewolf , Femboy Unshaved twunk gets fisted and gaped by Werewolf

4Gay 5 months ago

Locked chinese lad teaches to satiate ginormous pricks with 12-inch fuck stick

Locked chinese lad teaches to satiate ginormous pricks with 12-inch fuck stick

Gayhub 1 month ago

POV - Small Dick Chastity Slaves Deserve Humiliation (4K)

43% 4K 0:23 / 14:04

POV - Small Dick Chastity Slaves Deserve Humiliation (4K)

Clips4sale 1 year ago

Cum on Cock Cage

57% HD 1:01 / 7:07

Cum on Cock Cage

FapHouse 9 months ago

Redhead Sissy's desires for anal encouragement Part 1

Redhead Sissy's desires for anal encouragement Part 1

XHamster 2 years ago

Get ready to cum as Axel Rubberax, Nathan Devos, Erik Devil, and Ares Reiv take turns fucking in chastity for their virginity comp

Get ready to cum as Axel Rubberax, Nathan Devos, Erik Devil, and Ares Reiv take turns fucking in chastity for their virginity comp

GayVD 2 weeks ago

30 minutes of electro chastity no cum denial

30 minutes of electro chastity no cum denial

XHamster 5 years ago

needy femboy slut cant get enough sloppy cock

needy femboy slut cant get enough sloppy cock

GayJaVu 10 months ago

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