Chastity Videos - Gay (36,094)

jerking his cage

jerking his cage

BoyFriendTV 4 months ago

Chastity Boy Bred by Two Black Tops

Chastity Boy Bred by Two Black Tops

AbGay 2 years ago

CEI & JOI in Chastity - Audio

CEI & JOI in Chastity - Audio

Amateur8 1 month ago

Watch Jeremy Stevens and Caleb Colton dominate & punish the naughty cop

Watch Jeremy Stevens and Caleb Colton dominate & punish the naughty cop

AllBoner 2 months ago

My puppy dude is truly excellent at oral and he got his prize on his face

My puppy dude is truly excellent at oral and he got his prize on his face

4Gay 4 months ago

two bald hungry daddies enjoy caged whore

two bald hungry daddies enjoy caged whore

BoyFriendTV 4 months ago

Sissy Aubrey Forgot to Apply Lubricant

Sissy Aubrey Forgot to Apply Lubricant

xHamster 1 week ago

Fuck toy in chastity gets used

Fuck toy in chastity gets used

TwinksNHunks 4 months ago

”Gay stepson makes stepdaddy happy while stepmom is away”

”Gay stepson makes stepdaddy happy while stepmom is away”

4Wank 3 years ago

Kuangku-兩隻肌肉犬再一起會玩些甚麼

Kuangku-兩隻肌肉犬再一起會玩些甚麼

BoyFriendTV 4 years ago

Ty breeds two times - Part two

Ty breeds two times - Part two

Gayhub 4 months ago

Caged Cock & Milking Prostate

Caged Cock & Milking Prostate

xHamster 3 years ago

Slave Suffers in the Dog Cage

Slave Suffers in the Dog Cage

xHamster 3 weeks 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

Just A Hole

BoyFriendTV 9 months ago

Leaking in V-Card Cell Taunted by Estim Nip Absorption Bowls for an Hour

Leaking in V-Card Cell Taunted by Estim Nip Absorption Bowls for an Hour

GayCK 6 years ago

Bottom slut Tonedstoner takes raw latino cock in his bussy

Bottom slut Tonedstoner takes raw latino cock in his bussy

BoyFriendTV 7 months ago

Muscle_bottom_Caged_vs_Big_Dick_Andres_Vergel

Muscle_bottom_Caged_vs_Big_Dick_Andres_Vergel

BoyFriendTV 2 years ago

Sexy perversions in hot bondage with Ayden Brooks and Gabriel Parker

Sexy perversions in hot bondage with Ayden Brooks and Gabriel Parker

AnyGay 4 months ago

Two gentleman in suits and long black sheer socks are fucking around

Two gentleman in suits and long black sheer socks are fucking around

xHamster 1 year ago

Chastity and anal (ass-to-mouth) 5

Chastity and anal (ass-to-mouth) 5

GayCK 2 weeks ago

011223-5

BoyFriendTV 3 years ago

Big Black Booty Fucked by Butt Machine

Big Black Booty Fucked by Butt Machine

xHamster 3 months ago

Chastity and assplay

Chastity and assplay

xHamster 4 months ago

Chub unlocked from chastity cage to be edged for an hour and locked back in

Chub unlocked from chastity cage to be edged for an hour and locked back in

GayTube Unknown

Bobby's Gangbang In Chastity

Bobby's Gangbang In Chastity

GayXo 2 years ago

GONZO BOINK BAREBACK WITH A SERVANT SISSY

GONZO BOINK BAREBACK WITH A SERVANT SISSY

4Gay 1 week ago

Arty Boer fucks Cole McKenna (postcoleonmain)

Arty Boer fucks Cole McKenna (postcoleonmain)

BoyFriendTV 3 months ago

Japanese nyotaimori group dinner's well oiled figure used as sushi plate

Japanese nyotaimori group dinner's well oiled figure used as sushi plate

WebcamBros 2 weeks ago

Anal Gape Training in chastity cage

Anal Gape Training in chastity cage

xHamster 5 months ago

Chastity fag destroyed by huge dildo

Chastity fag destroyed by huge dildo

BoyFriendTV 3 months ago

turning the slave into my bondage object

turning the slave into my bondage object

xHamster 3 years ago

ASIAN Boy Took It All [ONLYFANS]

ASIAN Boy Took It All [ONLYFANS]

BoyFriendTV 2 years ago

Tied Femboy Despretly Trying To Cum While In Chastity Cage

Tied Femboy Despretly Trying To Cum While In Chastity Cage

Itsrealamateurs 4 days ago

Mario's big cock power

Mario's big cock power

BoyFriendTV 7 months ago

Wooly bottom nail his thirsty crevasse stiff with mrhankeystoys THIAGO

Wooly bottom nail his thirsty crevasse stiff with mrhankeystoys THIAGO

4Gay 1 year ago

Pseudo-S's Crazy Night

Pseudo-S's Crazy Night

BoyFriendTV 2 months ago

Elixxxoffics steamy bareback session with babe-asaurusrex in hd!

Elixxxoffics steamy bareback session with babe-asaurusrex in hd!

SexTubeSpot 1 year ago

Chastity Slave Orgasm Edging Training

Chastity Slave Orgasm Edging Training

GayTube Unknown

POV Tom Baker - Chastity Is Not a Choice (4k)

POV Tom Baker - Chastity Is Not a Choice (4k)

xHamster 3 months ago

Couple 08

BoyFriendTV 7 months ago

Straight Man Riding Cock While in Chastity

Straight Man Riding Cock While in Chastity

xHamster 3 weeks ago

The new cock cage

The new cock cage

xHamster 4 days ago

HOW TO Lock Yourself in a Purity Box

HOW TO Lock Yourself in a Purity Box

GayCK 4 years ago

Bull Barrett (bullbarrett) pounds Adam Cain (adamcainxxx)

Bull Barrett (bullbarrett) pounds Adam Cain (adamcainxxx)

BoyFriendTV 1 year ago

Long edging anal vibrator in a chastity cage

Long edging anal vibrator in a chastity cage

xHamster 3 months ago

Sissy Doggy Style with Aneros Prostate Toy in Chastity Cage

Sissy Doggy Style with Aneros Prostate Toy in Chastity Cage

UrGayPorn 3 weeks ago

Aquaponey In The Jacuzzi - Chastity Cage On !

Aquaponey In The Jacuzzi - Chastity Cage On !

MrGay 1 month ago

Holy very first Time Purity Cell & spunk Plus Pump Stretcher bum

Holy very first Time Purity Cell & spunk Plus Pump Stretcher bum

Gay4Porn 4 years ago

Viktor fuck masked boy

Viktor fuck masked boy

BoyFriendTV 9 months ago

XOXOXO

BoyFriendTV 3 months ago

Slut Gets Spunked in Both Holes

63% HD 1:01 / 16:37

Slut Gets Spunked in Both Holes

FapHouse 1 year ago

12 Fists in Berlin

12 Fists in Berlin

BoyFriendTV 1 month ago

Johnny unleashes series of torments on poor Derek

Johnny unleashes series of torments on poor Derek

PornGem 1 year ago

Domiaddict - Nick

Domiaddict - Nick

BoyFriendTV 3 years ago

Sissy cuck in chastity gets fucked

Sissy cuck in chastity gets fucked

DrTuber 6 years ago

Assension 2

BoyFriendTV 1 year ago

Chastity Play - Alexis Calls the Shots

Chastity Play - Alexis Calls the Shots

IGaySEXTV 1 year ago

femboy chastity dildo riding!!

femboy chastity dildo riding!!

xHamster 2 years ago

Missionary Boys: Missionaries Lose Their Vow of Chastity

Missionary Boys: Missionaries Lose Their Vow of Chastity

GayPorn.video 1 year ago

Stomach erection teaser – legitimate y.o. uber-cute sissy guy drinks ginormous lengthy ass-fuck faux-cock and finishes off

Stomach erection teaser – legitimate y.o. uber-cute sissy guy drinks ginormous lengthy ass-fuck faux-cock and finishes off

Gayhub 6 months ago

JT & Caged jock

JT & Caged jock

GayOh 7 months ago

Mr Herst Torments and Fucks Slave #860 Locked in Chastity

Mr Herst Torments and Fucks Slave #860 Locked in Chastity

xHamster 1 month ago

Teen boy couple into bdsm fucks hardcore! chastity, breeding, face banging...

Teen boy couple into bdsm fucks hardcore! chastity, breeding, face banging...

ManPorn 3 years ago

hogtied chastity twink struggle to get free

HD 0:30 / 11:11

hogtied chastity twink struggle to get free

PornBox 2 days ago

Jock Cock Caged Cumming Hands Free by Fuck Machine and Dildo

Jock Cock Caged Cumming Hands Free by Fuck Machine and Dildo

xHamster 6 months ago

Domme xxxbat uses a XXL speculum to teach his bf

Domme xxxbat uses a XXL speculum to teach his bf

4Gay 4 months ago

Three's A Party

Three's A Party

BoyFriendTV 1 year ago

pennyworth274

BoyFriendTV 2 years ago

His friend was hiding something under his underwear that drove them crazy

His friend was hiding something under his underwear that drove them crazy

TwinksNHunks 5 months ago

College girl sissy tramp frolicking with her booty, God I enjoy to view wonderful

College girl sissy tramp frolicking with her booty, God I enjoy to view wonderful

Gayhub 8 months ago

Amateur hunk gives a late night BJ in chastity cage & gets a huge dick in his mouth

Amateur hunk gives a late night BJ in chastity cage & gets a huge dick in his mouth

GayVD 9 months ago

Helping a friend

Helping a friend

BoyFriendTV 8 months ago

From Chastity Hell to Climax Heaven with Ares

From Chastity Hell to Climax Heaven with Ares

IGaySEXTV 1 year ago

New Blue Speedo and Chastity Cage

New Blue Speedo and Chastity Cage

xHamster 5 days ago

Size queen Raine riding HUGE toys (20+ MINUTES)!

Size queen Raine riding HUGE toys (20+ MINUTES)!

Pornzona 1 month ago

Slave Boy Bound, Shaved and Put in Chastity by His Bearded Master

Slave Boy Bound, Shaved and Put in Chastity by His Bearded Master

xHamster 1 year ago

Submissive Derek Licks Colt Spence's Feet, Armpits, Ass & Dick, Before Letting Him Smash His Butthole

Submissive Derek Licks Colt Spence's Feet, Armpits, Ass & Dick, Before Letting Him Smash His Butthole

XGroovy 1 year ago

Filled set of holes extreme fisting gay anal rosebud monster ass stuffed

Filled set of holes extreme fisting gay anal rosebud monster ass stuffed

GayPornWatch 2 days ago

Three Caged Boys

Three Caged Boys

BoyFriendTV 1 month ago

Plugged CD Femboy teasing Chastity Cage With Wand

Plugged CD Femboy teasing Chastity Cage With Wand

Pornzona 1 month ago

Submissive Artemis Faux whipped by trans Jessy Dubais massive cock

Submissive Artemis Faux whipped by trans Jessy Dubais massive cock

UrGayPorn 11 months ago

Flat Cage Whiteboys Ending Their Bloodline For BNWO

Flat Cage Whiteboys Ending Their Bloodline For BNWO

Eporner 8 months ago

Ray Diesel breeds Adam Cain with his giant cock

Ray Diesel breeds Adam Cain with his giant cock

BoyFriendTV 3 months ago

Diaper Boy Tied to the Bed

Diaper Boy Tied to the Bed

xHamster 1 year ago

BBC Dildo Trainer for Slut Boys - S1 Ep. 3 - Big Black Cocks

BBC Dildo Trainer for Slut Boys - S1 Ep. 3 - Big Black Cocks

BoyFriendTV 3 years ago

Pizza

BoyFriendTV 11 months ago

Watch this kinky couple indulge in wild anal play with a sex machine and fake penis

Watch this kinky couple indulge in wild anal play with a sex machine and fake penis

GayVD 6 days ago

Bottom in the cage as it should be 15

Bottom in the cage as it should be 15

BoyFriendTV 1 month ago

Ty breeds two times - Part 1

Ty breeds two times - Part 1

WebcamBros 1 month ago

Anal training with butt plug and "slut" socks

Anal training with butt plug and "slut" socks

xHamster 1 year ago

Gay Gay

BoyFriendTV 8 months ago

LATINO Dildo Trainer for Slut Boys 6 (Gold Edition)

LATINO Dildo Trainer for Slut Boys 6 (Gold Edition)

BoyFriendTV 2 years ago

Mdfvibed Outdoors to an Intense Orgasm

62% 0:39 / 16:16

Mdfvibed Outdoors to an Intense Orgasm

FapHouse 1 month ago

Dirty Twinks

BoyFriendTV 1 year ago

Sissy In Tartan Outfit Trying Several Dildos

Sissy In Tartan Outfit Trying Several Dildos

xHamster 1 year ago

Chastity cage after a week of sissy training, dreaming of a daddy's cock

Chastity cage after a week of sissy training, dreaming of a daddy's cock

xHamster 3 years ago

Cam model with huge dildo

Cam model with huge dildo

BoyFriendTV 2 years ago

Aiden Ward and Finn August

Aiden Ward and Finn August

BoyFriendTV 2 years ago

Going in deep. Fisting pigs. Dildos, fisting and big Latino cock breeding a gaping cum pit

Going in deep. Fisting pigs. Dildos, fisting and big Latino cock breeding a gaping cum pit

xHamster 4 years ago

RalfCbt goes wild with his asian boyfriend and gets a hot cumshot on the beefsticks

RalfCbt goes wild with his asian boyfriend and gets a hot cumshot on the beefsticks

GayVD 9 months ago

Locktober Fest

xHamster 6 months ago

chastity guy tied to the bed, allowed to cum and locked again

HD 0:30 / 23:43

chastity guy tied to the bed, allowed to cum and locked again

PornBox 2 days 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

New chastity cage and toys.

New chastity cage and toys.

Itsrealamateurs 2 days ago

Stud Wrecking Caged Clit Pussy Fag Till FAGASM

Stud Wrecking Caged Clit Pussy Fag Till FAGASM

BoyFriendTV 5 months ago

Breeding Caged-Clit Pussy Fag Greedy Gaping Cunt

Breeding Caged-Clit Pussy Fag Greedy Gaping Cunt

BoyFriendTV 7 months ago

Pissing on this nasty sub in public

Pissing on this nasty sub in public

xHamster 3 years ago

Pussyboy 101: Pussygasm Primer

Pussyboy 101: Pussygasm Primer

4Gay 1 year ago

Rubber pig in a sling

Rubber pig in a sling

BoyFriendTV 1 year ago

Trying my new torture toy - Ballbusting

Trying my new torture toy - Ballbusting

xHamster 2 years ago

Chastity 20th Day Caged Prostate Milking

Chastity 20th Day Caged Prostate Milking

Eporner 3 years ago

Tattooed Hunk Ass Gets Wrecked

Tattooed Hunk Ass Gets Wrecked

BoyFriendTV 7 months ago

[Teaser] CagedMask get destroyed by DADDYBLACKBU - Holes wrecked, legs shaking

[Teaser] CagedMask get destroyed by DADDYBLACKBU - Holes wrecked, legs shaking

BoyFriendTV 3 months ago

ညီူစ

BoyFriendTV 1 year ago

Erik The Master Of Edging With Erik Devil And Axel Rubberax

Erik The Master Of Edging With Erik Devil And Axel Rubberax

MrGay 6 months ago

Mdf: Twink Enjoys His Boyfriend's Chastity and Makes Him Shiver with Pleasure!

Mdf: Twink Enjoys His Boyfriend's Chastity and Makes Him Shiver with Pleasure!

xHamster 9 months ago

Bang toy in chastity gets used

Bang toy in chastity gets used

FreePorn8 2 months ago

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

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

xHamster 2 weeks ago

The Unstoppable Climax of Ares and Erik

The Unstoppable Climax of Ares and Erik

GayMenSexTube 1 year ago

3 4 5 6 7

36,094 results found

Related categories

Chastity Cage Dominatrix BDSM Slave Clamp Slave Humiliation Chastity Belt Leashed Denial Slave Training Bondage Pegging Gagging Caning Cage Slave Suspension Whip Femdom Humiliation Mistress Dungeon

Narrow your search

chastity cage chastity fuck chastity cum chastity slave chastity twink chastity gangbang chastity training chastity femboy 18+ chastity sissygasm bbc chastity chastity humiliation chastity belt chastity bdsm chastity sissy twink chastity flat chastity chastity pegging inverted chastity chastity compilation femboy chastity 18+

Categories Pornstars

Categories Pornstars

Parents

hookupcritic.org 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 hookupcritic.org. All rights reserved.

© 2026 hookupcritic.org. All rights reserved.