Male Chastity Videos (22,803)

Jord James & Harv Bridgestone Private Show

45% HD 2:00 / 18:48

Jord James & Harv Bridgestone Private Show

Flirt4Free 3 years ago

Training the Collared Chastity Boy Pt 3

Training the Collared Chastity Boy Pt 3

FapHouse 1 week ago

FELLOW TO HOMO SISSY CONCLUDE PROCESS AND GUIDE

FELLOW TO HOMO SISSY CONCLUDE PROCESS AND GUIDE

GayCK 7 months ago

Rubber Gear Fisting Fun on the Sling Caged Pig: Toys, Fisting, DP, Double Punches, Piss and Cum

67% HD 1:01 / 45:43

Rubber Gear Fisting Fun on the Sling Caged Pig: Toys, Fisting, DP, Double Punches, Piss and Cum

FapHouse 1 year ago

MAKING HIM CUM WITH A DILDO IN HIS ASSHOLE

MAKING HIM CUM WITH A DILDO IN HIS ASSHOLE

BoyFriendTV 1 week ago

I tied up and creampied a sissy sub

I tied up and creampied a sissy sub

XHamster 2 months ago

Paulo & Jose & Sander Private Show

53% HD 2:00 / 15:24

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

Watch Sissy Daniella83 teach a crossdressing joi to his client with a hot sissy dildo

Watch Sissy Daniella83 teach a crossdressing joi to his client with a hot sissy dildo

GayVD 3 weeks ago

Elvis Rey & Andres & Aron Private Show

73% HD 2:00 / 16:32

Elvis Rey & Andres & Aron Private Show

Flirt4Free 3 years ago

WORLD'S MOST POWERFUL FUCKMACHINE EVER DEMOLISHES THIS LIL YOUNGSTER

WORLD'S MOST POWERFUL FUCKMACHINE EVER DEMOLISHES THIS LIL YOUNGSTER

4Gay 1 year ago

Bareback Rough Fuck Smooth Caged Submissive Twink

62% HD 1:01 / 44:45

Bareback Rough Fuck Smooth Caged Submissive Twink

FapHouse 10 months ago

Penectomy Pet: Trained, Tamed, and Obedient

Penectomy Pet: Trained, Tamed, and Obedient

WebcamBros 9 months ago

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

XHamster 8 months ago

Two Chastity Twinks Get Teased

Two Chastity Twinks Get Teased

XHamster 2 months ago

POV Cruel Boyfriend Series Pt 4 - Chastity and Throat Training

POV Cruel Boyfriend Series Pt 4 - Chastity and Throat Training

XHamster 5 months ago

Simon & Briian Private Show

54% HD 2:00 / 6:53

Simon & Briian Private Show

Flirt4Free 10 months ago

Samuel & Zeuv Private Show

46% 4K 2:00 / 32:56

Samuel & Zeuv Private Show

Flirt4Free 1 year ago

Gdsr-001-2 Gaydar Office Ep2: Threesome with Chastity Slave

Gdsr-001-2 Gaydar Office Ep2: Threesome with Chastity Slave

XHamster 3 weeks ago

Watch as this kinky guy gets his cock ball tortured while wearing a chastity device & gloves

Watch as this kinky guy gets his cock ball tortured while wearing a chastity device & gloves

GayVD 1 week ago

My Rubber Gimp Eagerly Worships (4K)

4K 0:22 / 15:36

My Rubber Gimp Eagerly Worships (4K)

Clips4sale 1 year ago

Feet Tickling and Footjob

56% HD 2:00 / 27:36

Feet Tickling and Footjob

Flirt4Free 3 years ago

Demolishing my slot with a XXL black fake penis

Demolishing my slot with a XXL black fake penis

4Gay 1 month ago

Brat in Chastity Cage Gets Teased by Hot Police Officer

59% HD 0:39 / 5:07

Brat in Chastity Cage Gets Teased by Hot Police Officer

FapHouse 2 months ago

Luccas & Archie & Jose Private Show

56% HD 2:00 / 37:06

Luccas & Archie & Jose Private Show

Flirt4Free 8 months ago

Incontinence by wrecking the beefsticks from the inwards

Incontinence by wrecking the beefsticks from the inwards

4Gay 2 years ago

I Tape Gag and Restrain My Chastity Slave (4k)

I Tape Gag and Restrain My Chastity Slave (4k)

XHamster 1 month ago

CUM LIKE A GIRL sissy

59% HD 0:10 / 13:47

CUM LIKE A GIRL sissy

LoyalFans 1 year ago

The Doctor Thinks Chastity Is the Only Option (4k)

58% 4K 0:39 / 15:40

The Doctor Thinks Chastity Is the Only Option (4k)

FapHouse 1 month ago

Domestic Foot Worship with My Slave

Domestic Foot Worship with My Slave

XHamster 4 months ago

Usual morning when you’re permanently locked in a chastity cage

Usual morning when you’re permanently locked in a chastity cage

Itsrealamateurs 2 weeks ago

Asian Man is Fisted (@FPorcus)

Asian Man is Fisted (@FPorcus)

BoyFriendTV 9 months ago

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

GayCK 6 years ago

The Man was Corded up and Boinked in the Donk on a Computer Stool

The Man was Corded up and Boinked in the Donk on a Computer Stool

Gay4Porn 5 years ago

Twink in bikini and chastity fucks his ass

Twink in bikini and chastity fucks his ass

Itsrealamateurs 3 days ago

APOLLO : Metronome Inhaling & Cum Countdown

61% HD 0:23 / 30:15

APOLLO : Metronome Inhaling & Cum Countdown

Clips4sale 1 year ago

I love to piss with my sissy chastity belt on ❤️

I love to piss with my sissy chastity belt on ❤️

Itsrealamateurs 1 week ago

Lian & Aron & Elvis Private Show

43% HD 2:00 / 5:33

Lian & Aron & Elvis Private Show

Flirt4Free 3 years ago

Gay chastity belt bondage We commence out with the guy bound and with his tight tiny slot

Gay chastity belt bondage We commence out with the guy bound and with his tight tiny slot

Eporner 2 years ago

Superman Submits

38% 0:12 / 27:35

Superman Submits

AdultPrime 8 years ago

Watch this Asian dude in chastity belt pees while doing an awkward anal stretch on his dildo

Watch this Asian dude in chastity belt pees while doing an awkward anal stretch on his dildo

GayVD 2 weeks ago

college femboy struggles to fit in chastity cage

college femboy struggles to fit in chastity cage

Itsrealamateurs 1 week ago

You Are A Sissy In Permanent Chastity

HD 0:20 / 10:29

You Are A Sissy In Permanent Chastity

Clips4sale 2 years ago

Jord James & Harv Bridgestone Private Show

52% HD 2:00 / 7:54

Jord James & Harv Bridgestone Private Show

Flirt4Free 4 years ago

Anal orgasm Piss squirt through the chastity cage Bi slut Jockstrap

Anal orgasm Piss squirt through the chastity cage Bi slut Jockstrap

XHamster 3 years ago

Walking Dickless Through the City (chastity, Fufu-clip)

Walking Dickless Through the City (chastity, Fufu-clip)

FapHouse 7 months ago

Chastity fag slave humiliation pet play bondage

Chastity fag slave humiliation pet play bondage

XHamster 8 months ago

L3aped's Fresh XL toy gets him off in glasses and lingerie

L3aped's Fresh XL toy gets him off in glasses and lingerie

GayVD 3 weeks ago

Fresh innocence box and fucktoys.

Fresh innocence box and fucktoys.

5Gays 1 year ago

man In V-Card drilled naked

man In V-Card drilled naked

GayCK 8 years ago

Edged and Locked up by Alexa_Smith on Chaturbate. Cum in Chastity!

Edged and Locked up by Alexa_Smith on Chaturbate. Cum in Chastity!

Itsrealamateurs 1 week ago

”Katie's Epic Bday Bash: A Cuckold's Dream Filled with Tease & Ultimate Humiliation”

”Katie's Epic Bday Bash: A Cuckold's Dream Filled with Tease & Ultimate Humiliation”

429Men 2 weeks ago

Submissive Artemis Faux whipped by trans Jessy Dubais massive cock

Submissive Artemis Faux whipped by trans Jessy Dubais massive cock

UrGayPorn 1 year ago

Caged sissy pushes out a load after a quick pump and dump (watch longer vids on OF: h.harryryan)

Caged sissy pushes out a load after a quick pump and dump (watch longer vids on OF: h.harryryan)

XHamster 2 years ago

I Trample Your Nut sack With Boots Socks And Nude Soles

I Trample Your Nut sack With Boots Socks And Nude Soles

Gayhub 9 months ago

Derek Kage gets bred by KyleDomX/bigcockdude

Derek Kage gets bred by KyleDomX/bigcockdude

BoyFriendTV 1 week ago

Rikki Gas Mask Session Latex Suit, Sex Machine, Drooling & Full Restraint

75% HD 1:01 / 25:55

Rikki Gas Mask Session Latex Suit, Sex Machine, Drooling & Full Restraint

FapHouse 5 months ago

BDSM Gay Desperate puppy humping in chastity

HD 0:30 / 20:56

BDSM Gay Desperate puppy humping in chastity

Clips4sale 1 year ago

I Tape Gag and Restrain My Chastity Slave (4k)

54% 4K 1:01 / 14:49

I Tape Gag and Restrain My Chastity Slave (4k)

FapHouse 2 months ago

King Danny Private Show

65% HD 2:00 / 22:34

King Danny Private Show

Flirt4Free 2 years ago

Teaching Zero Surprise Butt sex Douche Pegging

Teaching Zero Surprise Butt sex Douche Pegging

4Gay 1 month ago

Harris Morrison Private Show

60% 4K 2:00 / 6:17

Harris Morrison Private Show

Flirt4Free 1 month ago

Patric & Simon & Frederick Private Show

55% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Cuckold gets stuck in a wooden cage, calls the locksmith for help and pays with his wife's pussy.

Cuckold gets stuck in a wooden cage, calls the locksmith for help and pays with his wife's pussy.

BoyFriendTV 2 weeks ago

”Rachael Cavalli's Bold Transformation: From Boredom to Bliss with Kris K While Jake Alexa Watches”

”Rachael Cavalli's Bold Transformation: From Boredom to Bliss with Kris K While Jake Alexa Watches”

429Men 1 week ago

Slut in chastity cage ride BBC dildo end with intense handsfree orgasm [MattAnalSlut]

Slut in chastity cage ride BBC dildo end with intense handsfree orgasm [MattAnalSlut]

Itsrealamateurs 1 day ago

Ky'el's test ride: Innocent cage with Ky'el in hot femboy action!

Ky'el's test ride: Innocent cage with Ky'el in hot femboy action!

GayVD 4 weeks ago

Locked in Carrara chastity belt PLUS Rubber Hood

Locked in Carrara chastity belt PLUS Rubber Hood

GayTube Unknown

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

Zack Blitz Private Show

HD 2:00 / 15:25

Zack Blitz Private Show

Flirt4Free 1 month ago

Genetically Inferior: Lord Maria and MontrealBBC tease caged beta male slave in ultimate BBC worship scene

61% 0:30 / 11:57

Genetically Inferior: Lord Maria and MontrealBBC tease caged beta male slave in ultimate BBC worship scene

Clips 2 months ago

Rubber Puppy Electro Milking After Chastity

Rubber Puppy Electro Milking After Chastity

AbGay 2 weeks ago

Submissive aspirant gets his ass and hands ready for work with a hot cleaning and a hot load on his V-card

Submissive aspirant gets his ass and hands ready for work with a hot cleaning and a hot load on his V-card

GayX 3 weeks ago

Cuckholding video

Cuckholding video

GaysTubes 5 years ago

"at least one of us got to JISM" V-Card Pup Jaden get's BEEF WHISTLE'D on all 4s, left needy & denied

"at least one of us got to JISM" V-Card Pup Jaden get's BEEF WHISTLE'D on all 4s, left needy & denied

4Gay 2 years ago

Tiara Rossi Private Show

Tiara Rossi Private Show

Camster 2 years ago

Alien Invasion - What's Inside Me HD

45% HD 0:30 / 4:59

Alien Invasion - What's Inside Me HD

Clips4sale 1 year ago

Patric & Andres & Matheo Private Show

60% HD 2:00 / 8:26

Patric & Andres & Matheo Private Show

Flirt4Free 3 years ago

Corno fica preso na gaiola de pau, chama o chaveiro pra ajudar e paga com a buceta da esposa COMPLETO NO SHEER/RED

Corno fica preso na gaiola de pau, chama o chaveiro pra ajudar e paga com a buceta da esposa COMPLETO NO SHEER/RED

XVideos 2 weeks ago

Jhordy & Maxx Private Show

70% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Aleex & Paulo Private Show

49% HD 2:00 / 8:12

Aleex & Paulo Private Show

Flirt4Free 1 year ago

Say Super-Gay Things Until You Sissygasm (4KUHD MP4)

63% HD 0:30 / 15:09

Say Super-Gay Things Until You Sissygasm (4KUHD MP4)

Clips4sale 2 years ago

Feminized For The BNWO (4KUHD MP4)

60% HD 0:32 / 16:06

Feminized For The BNWO (4KUHD MP4)

Clips4sale 2 years ago

Sending Him Home with Busted Balls

Sending Him Home with Busted Balls

XVideos 2 years ago

The Chastity Boy Gets to Worship My Feet

65% 0:39 / 16:01

The Chastity Boy Gets to Worship My Feet

FapHouse 1 month ago

Rubber Chastity Overload

58% HD 1:01 / 15:56

Rubber Chastity Overload

FapHouse 1 year ago

Bound in a Leather Sack for Estim (4k)

4K 0:39 / 15:04

Bound in a Leather Sack for Estim (4k)

FapHouse 4 months ago

Straight Alpha Jack-off

67% HD 0:39 / 2:10

Straight Alpha Jack-off

FapHouse 1 year ago

Chastity Slave Orgasm Edging Training

Chastity Slave Orgasm Edging Training

YouPorn Unknown

Brandon Charlie Aggressive Dom Session

52% HD 2:00 / 22:40

Brandon Charlie Aggressive Dom Session

Flirt4Free 3 years ago

The Chastity Boy Gets to Worship My Feet

63% 1:01 / 16:01

The Chastity Boy Gets to Worship My Feet

FapHouse 1 month ago

the caged bitch couldn t resist the cigar smoker s pierced cock and took his seed in the ass

the caged bitch couldn t resist the cigar smoker s pierced cock and took his seed in the ass

PissVids 1 year ago

Aiden Ward Fist Jona Ortiz

67% 0:39 / 21:27

Aiden Ward Fist Jona Ortiz

FapHouse 5 months ago

Logan's Triple Load Return [pp Training]

64% HD 0:39 / 22:12

Logan's Triple Load Return [pp Training]

FapHouse 3 months ago

Rubber Gimp Bound and Used by Two Latex Guys Part 2

55% HD 1:01 / 17:31

Rubber Gimp Bound and Used by Two Latex Guys Part 2

FapHouse 1 month ago

Mike Swift & David Golden Private Show

70% HD 2:00 / 14:34

Mike Swift & David Golden Private Show

Flirt4Free 1 month ago

Slutty Gentleman Gets Screwed on a Bench in Public and Is Squirting Like a Gurl

48% 0:39 / 13:37

Slutty Gentleman Gets Screwed on a Bench in Public and Is Squirting Like a Gurl

FapHouse 2 weeks ago

Jord James & Harv Bridgestone Private Show

Jord James & Harv Bridgestone Private Show

Flirt4Free 3 years ago

Transformation of the Groom in Suit and Tie to the Sissy Bride in White Stockings

Transformation of the Groom in Suit and Tie to the Sissy Bride in White Stockings

FapHouse 1 month ago

Seus & Archie & Dairon Private Show

56% HD 2:00 / 10:26

Seus & Archie & Dairon Private Show

Flirt4Free 7 months ago

Danniel Hotts Private Show

62% HD 2:00 / 16:15

Danniel Hotts Private Show

Flirt4Free 2 years ago

Troy & Kiros Private Show

60% HD 2:00 / 5:11

Troy & Kiros Private Show

Flirt4Free 3 years ago

Huge Orgy

58% 0:39 / 20:59

FapHouse 4 months ago

Chastity Guy Tied to the Bed, Allowed to Cum and Locked Again

67% HD 1:01 / 23:49

Chastity Guy Tied to the Bed, Allowed to Cum and Locked Again

FapHouse 1 week ago

Training the Collared Chastity Boy Pt 4

Training the Collared Chastity Boy Pt 4

FapHouse 5 days ago

I tie-up and slap this caged sissy's balls before turning her asshole into a gaping pussy

I tie-up and slap this caged sissy's balls before turning her asshole into a gaping pussy

XHamster 1 month ago

He so Wants to Cum, but His Hands and Head Are Shackled!

63% HD 0:39 / 2:18

He so Wants to Cum, but His Hands and Head Are Shackled!

FapHouse 2 years ago

Locked bottom rides dildo 2

Locked bottom rides dildo 2

XHamster 1 year ago

Bound and fucked by random guys,they controlled my machine ...

Bound and fucked by random guys,they controlled my machine ...

XHamster 4 years ago

Dickless Night (2) (chastity, Fufu-clip)

Dickless Night (2) (chastity, Fufu-clip)

XHamster 5 months ago

Hillbilly Hunk Adam Crew Jerks Off

HD 2:00 / 13:27

Hillbilly Hunk Adam Crew Jerks Off

Flirt4Free 9 years ago

Simon & Briian Private Show

65% HD 2:00 / 14:48

Simon & Briian Private Show

Flirt4Free 10 months ago

Secret sexual affairs at St. Thomas Catholic School

Secret sexual affairs at St. Thomas Catholic School

GayXPS 1 year ago

Nicco & Michael & Santiago Private Show

53% HD 2:00 / 6:03

Nicco & Michael & Santiago Private Show

Flirt4Free 2 years ago

Adan Reilly Private Show

4K 2:00 / 1:00:34

Adan Reilly Private Show

Flirt4Free 5 months ago

Horny Neoprene Puppy Humping and Teasing Himself

Horny Neoprene Puppy Humping and Teasing Himself

FapHouse 6 months ago

Master Collins & Elvis Private Show

53% HD 2:00 / 12:06

Master Collins & Elvis Private Show

Flirt4Free 4 years ago

Zack Blitz Private Show

65% HD 2:00 / 10:50

Zack Blitz Private Show

Flirt4Free 1 month ago

Aroon & Nestor & Santiago Private Show

51% HD 2:00 / 13:48

Aroon & Nestor & Santiago Private Show

Flirt4Free 4 years ago

Aron & Master & Elvis Private Show

65% HD 2:00 / 4:58

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Hooded, Used, Sent Home

Hooded, Used, Sent Home

XHamster 6 days ago

1 2 3 4 5

22,803 results found

Related searches

chastity diaper sex maid diaper cuckold otter smoking cum drinking pinoy drinking pissing smoking fetish

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.