Chastity Videos - Gay (22,725)

Stuard & Briann & Stivens Private Show

63% HD 2:00 / 4:15

Stuard & Briann & Stivens Private Show

Flirt4Free 3 years ago

suck and dirty show

46% HD 2:00 / 14:52

suck and dirty show

Flirt4Free 2 years ago

Simon & Briian Private Show

56% HD 2:00 / 6:16

Simon & Briian Private Show

Flirt4Free 10 months ago

Stivens & Elvis & Stuard Private Show

67% HD 2:00 / 5:01

Stivens & Elvis & Stuard Private Show

Flirt4Free 2 years ago

Jhordy & Maxx Private Show

64% HD 2:00 / 1:24:58

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Ricck Smith Premiere Show

57% 4K 2:00 / 13:55

Ricck Smith Premiere Show

Flirt4Free 3 months ago

Nicco & Enzon & Patric Private Show

57% HD 2:00 / 6:32

Nicco & Enzon & Patric Private Show

Flirt4Free 2 years ago

Enzon & Kaled Private Show

52% HD 2:00 / 33:32

Enzon & Kaled Private Show

Flirt4Free 2 years ago

Hard Spanking Chasitity Slave Cagedmask From His Master

75% HD 1:01 / 26:59

Hard Spanking Chasitity Slave Cagedmask From His Master

FapHouse 7 months ago

Patric & Enzon Private Show

60% HD 2:00 / 55:23

Patric & Enzon Private Show

Flirt4Free 2 months ago

Thumper First Time (scene 1 - Leather and Pup)

64% HD 1:01 / 18:32

Thumper First Time (scene 1 - Leather and Pup)

FapHouse 3 years ago

Big Bugle

60% HD 2:00 / 4:39

Flirt4Free 3 years ago

Jamer & Owen & Hercules Private Show

54% HD 2:00 / 10:23

Jamer & Owen & Hercules Private Show

Flirt4Free 3 years ago

BBC 9 inches, Colombian hung looking forward to meet new persons! Lets have fun only guilty pleasure

60% HD 2:00 / 55:33

BBC 9 inches, Colombian hung looking forward to meet new persons! Lets have fun only guilty pleasure

Flirt4Free 2 years ago

Top Cop

61% HD 0:39 / 27:56

FapHouse 2 months ago

Aroon & Nestor & Santiago Private Show

51% HD 2:00 / 13:48

Aroon & Nestor & Santiago Private Show

Flirt4Free 4 years ago

Keeping Long Dildo All in Until I Cum Masturbating

62% HD 1:01 / 10:50

Keeping Long Dildo All in Until I Cum Masturbating

FapHouse 1 year ago

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

76% HD 1:01 / 1:17:48

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

FapHouse 5 months ago

Mdf:: Teased and Fucked, Liam Is in Despair

69% 0:39 / 9:12

Mdf:: Teased and Fucked, Liam Is in Despair

FapHouse 10 months ago

Mike Swift & David Golden Private Show

57% HD 2:00 / 11:49

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master's Cock.

50% HD 0:39 / 10:23

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master's Cock.

FapHouse 3 months ago

Mastersim & Cagedmask

75% HD 1:01 / 20:23

Mastersim & Cagedmask

FapHouse 3 months ago

Cum with Nettles Inside Dick

65% HD 1:01 / 17:55

Cum with Nettles Inside Dick

FapHouse 4 months ago

Cagedmask Beg for Freedom but the Tighter the Ropes, the Harder I Moan

67% HD 1:01 / 51:41

Cagedmask Beg for Freedom but the Tighter the Ropes, the Harder I Moan

FapHouse 6 months ago

My First Sex Video

63% HD 0:39 / 1:55

My First Sex Video

FapHouse 5 months ago

Football Coach Shocks Fucks, and Fists His Star Quarterback

55% HD 0:39 / 1:09:58

Football Coach Shocks Fucks, and Fists His Star Quarterback

FapHouse 11 months ago

Zack Blitz Private Show

Zack Blitz Private Show

Flirt4Free 3 weeks ago

Bound, Sucking Cock and Machine Fucked

63% 0:39 / 18:29

Bound, Sucking Cock and Machine Fucked

FapHouse 3 months ago

Locked in Chastity Sissy Gives the Wettest Blowjob

Locked in Chastity Sissy Gives the Wettest Blowjob

FapHouse 1 month ago

Cagedmask - Locked Pup in Chastity Under His Master’s Control

62% HD 0:39 / 12:02

Cagedmask - Locked Pup in Chastity Under His Master’s Control

FapHouse 6 months ago

I Will Turn You Into a Slave Pt 2

63% 1:01 / 16:10

I Will Turn You Into a Slave Pt 2

FapHouse 7 months ago

Cuckolding

Premium 52% HD 51:33

Kink 11 years ago

Brat Gets Milked and Teased by Hot Police Officer

42% 0:39 / 5:58

Brat Gets Milked and Teased by Hot Police Officer

FapHouse 2 months ago

Training of Superman

55% 1:01 / 27:51

Training of Superman

FapHouse 10 months ago

Master & Junior Private Show

61% HD 2:00 / 1:48:15

Master & Junior Private Show

Flirt4Free 2 months ago

Master Collins & Elvis Private Show

59% HD 2:00 / 4:26

Master Collins & Elvis Private Show

Flirt4Free 4 years ago

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

68% HD 1:01 / 39:28

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

FapHouse 8 months ago

Suck Roulette

81% HD 0:39 / 25:17

FapHouse 1 year ago

Hogtied chastity twink struggle to get free

Premium HD 11:11

Hogtied chastity twink struggle to get free

Sheer 4 months ago

Brayan Andrade Private Show

66% HD 2:00 / 8:02

Brayan Andrade Private Show

Flirt4Free 11 months ago

24 - Joshreaperx Came Back and Begged Me to Sound Him.

57% 0:39 / 38:47

24 - Joshreaperx Came Back and Begged Me to Sound Him.

FapHouse 8 months ago

Ricck Smith Premiere Show

64% 4K 2:00 / 25:26

Ricck Smith Premiere Show

Flirt4Free 7 months ago

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

66% 1:01 / 16:02

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

FapHouse 2 months ago

Ricky Cage February 2026 Live Cam Show - Tech Jock Wearing Cap and Socks Gets Machine-pounded

74% HD 0:39 / 58:49

Ricky Cage February 2026 Live Cam Show - Tech Jock Wearing Cap and Socks Gets Machine-pounded

FapHouse 7 months ago

Master & Chris & Elvis Rey Private Show

64% HD 2:00 / 10:11

Master & Chris & Elvis Rey Private Show

Flirt4Free 4 years ago

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

68% HD 1:01 / 1:02:25

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

FapHouse 9 months ago

Elvis & Stuard & Owen Private Show

54% HD 2:00 / 1:17:56

Elvis & Stuard & Owen Private Show

Flirt4Free 3 years ago

Spanked in a Humbler

58% 1:01 / 14:33

Spanked in a Humbler

FapHouse 1 month ago

Master & Junior Private Show

61% HD 2:00 / 9:33

Master & Junior Private Show

Flirt4Free 2 months ago

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

45% 0:39 / 13:37

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

FapHouse 3 weeks ago

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

67% HD 1:01 / 25:49

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

FapHouse 2 months ago

Patric & Enzon Private Show

63% HD 2:00 / 7:59

Patric & Enzon Private Show

Flirt4Free 2 months ago

Gape Slave

64% HD 1:01 / 25:49

FapHouse 3 years ago

Luis & Raffaelo Private Show

68% HD 2:00 / 4:21

Luis & Raffaelo Private Show

Flirt4Free 4 years ago

Vertifucked

61% HD 0:39 / 10:22

FapHouse 2 years ago

Master & Junior Private Show

72% HD 2:00 / 32:56

Master & Junior Private Show

Flirt4Free 5 months ago

Nicco & Christian & Charl Darwin Private Show

50% HD 2:00 / 26:10

Nicco & Christian & Charl Darwin Private Show

Flirt4Free 2 years ago

Chastity Shrinkage Program Pt 2 (4k)

47% 4K 1:01 / 8:09

Chastity Shrinkage Program Pt 2 (4k)

FapHouse 9 months ago

Frederick & Aleex & Daaniel Private Show

55% HD 2:00 / 4:03

Frederick & Aleex & Daaniel Private Show

Flirt4Free 1 year ago

Patric & Enzon Private Show

60% HD 2:00 / 11:09

Patric & Enzon Private Show

Flirt4Free 5 months ago

CagedMask getting fucked by Twinkbig9 in chastity

Premium HD 23:17

CagedMask getting fucked by Twinkbig9 in chastity

XNXXGold 6 months ago

You're mine now, stepdad (part 1)

71% HD 1:01 / 13:21

You're mine now, stepdad (part 1)

FapHouse 3 years ago

Suspended in Rope Bondage for Cock

Suspended in Rope Bondage for Cock

FapHouse 2 months ago

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master's Cock.

50% HD 1:01 / 10:23

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master's Cock.

FapHouse 3 months ago

Pupfucked (vintage, Remastered)

58% 1:01 / 5:16

Pupfucked (vintage, Remastered)

FapHouse 2 years ago

Slave Selection With 6 Boys (4K)

55% 4K 0:24 / 12:42

Slave Selection With 6 Boys (4K)

Clips4sale 11 months ago

Cagedmask: Just a Toy for Him to Break. Locked in Chastity and Serving Daddy's Every Whim

62% 1:01 / 26:55

Cagedmask: Just a Toy for Him to Break. Locked in Chastity and Serving Daddy's Every Whim

FapHouse 7 months ago

Patric & Stivens & Gustavo Private Show

55% HD 2:00 / 9:25

Patric & Stivens & Gustavo Private Show

Flirt4Free 3 years ago

Disgusting Femdom Bi Boys HD

67% 4K 0:25 / 25:07

Disgusting Femdom Bi Boys HD

Clips4sale 11 months ago

Cagedmask & Jepoy7real: Total Chastity Submission for His Hot Asian Master

HD 1:01 / 11:21

Cagedmask & Jepoy7real: Total Chastity Submission for His Hot Asian Master

FapHouse 4 months ago

Colombian Boys Private Show

47% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 2 years ago

Roy & Hercules & Jamer Private Show

57% HD 2:00 / 6:07

Roy & Hercules & Jamer Private Show

Flirt4Free 4 years ago

Troy Khalil Private Show

63% HD 2:00 / 11:57

Troy Khalil Private Show

Flirt4Free 2 years ago

Liam Foox Private Show

HD 2:00 / 14:56

Liam Foox Private Show

Flirt4Free 2 years ago

Christian & Nicco & Stuard Private Show

57% HD 2:00 / 6:33

Christian & Nicco & Stuard Private Show

Flirt4Free 2 years ago

Wearing Leather, Flexing, and Hard

55% HD 2:00 / 8:06

Wearing Leather, Flexing, and Hard

Flirt4Free 9 years ago

Very Gay Assignments Gay Femdom

49% HD 1:01 / 14:55

Very Gay Assignments Gay Femdom

FapHouse 4 months ago

POV Tom Baker - Your Cock Is Disgusting (4k)

66% 4K 1:01 / 6:28

POV Tom Baker - Your Cock Is Disgusting (4k)

FapHouse 9 months ago

Training the Collared Chastity Boy Pt 2

Training the Collared Chastity Boy Pt 2

FapHouse 3 weeks ago

Waiting for permission to cum

Waiting for permission to cum

FapHouse 5 years ago

Showing Off for You!

57% HD 2:00 / 15:21

Showing Off for You!

Flirt4Free 3 years ago

Hercules Roman Private Show

61% HD 2:00 / 5:46

Hercules Roman Private Show

Flirt4Free 4 years ago

Colombian Boys Private Show

55% 4K 2:00 / 37:54

Colombian Boys Private Show

Flirt4Free 3 months ago

Alexin Foster Private Show

65% 4K 2:00 / 9:21

Alexin Foster Private Show

Flirt4Free 3 weeks ago

July 2025 Live Bonus Show (part 1)

HD 0:39 / 35:05

July 2025 Live Bonus Show (part 1)

FapHouse 1 year ago

Genesis Hall Private Show

Genesis Hall Private Show

Flirt4Free 3 years ago

Harris Morrison Private Show

59% 4K 2:00 / 14:28

Harris Morrison Private Show

Flirt4Free 6 months ago

October 2023 Live Cam Show part 1 - Superhero Gets Machine-fucked!

58% HD 1:01 / 37:10

October 2023 Live Cam Show part 1 - Superhero Gets Machine-fucked!

FapHouse 2 years ago

Jhordy & Patric & Liam Private Show

64% HD 2:00 / 23:46

Jhordy & Patric & Liam Private Show

Flirt4Free 2 years ago

Rubber Gimp Bound and Used by Two Latex Guys Part 2

HD 0:39 / 17:31

Rubber Gimp Bound and Used by Two Latex Guys Part 2

FapHouse 2 months ago

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

68% HD 1:01 / 11:15

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

FapHouse 3 months ago

Lance & Christian & Master Private Show

66% HD 2:00 / 9:19

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Tomax Hollan Private Show

56% HD 2:00 / 7:06

Tomax Hollan Private Show

Flirt4Free 3 years ago

Latex Sissy Tries Breathplay for the First Time

Latex Sissy Tries Breathplay for the First Time

FapHouse 6 months ago

Elvis & Stuard & Owen Private Show

41% HD 2:00 / 14:48

Elvis & Stuard & Owen Private Show

Flirt4Free 3 years ago

Colombian Boys Private Show

56% HD 2:00 / 16:12

Colombian Boys Private Show

Flirt4Free 1 year ago

Preparing for Workday - Chastity and Estim Plug

58% HD 1:01 / 10:45

Preparing for Workday - Chastity and Estim Plug

FapHouse 1 year ago

Aiden Ward Fucks Jona Ortiz Until Make Him Squirt

69% 1:01 / 25:12

Aiden Ward Fucks Jona Ortiz Until Make Him Squirt

FapHouse 6 months ago

I Want You to Eat Your Cum for Me

I Want You to Eat Your Cum for Me

Flirt4Free 1 year ago

Two Chastity Twinks Get Teased

63% 1:01 / 11:00

Two Chastity Twinks Get Teased

FapHouse 3 months ago

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

62% 1:01 / 15:07

Suited Businessmen Squirts Milk From His Malepussy and Rides the Dildo in the Forest Till Getting Anal Orgasm

FapHouse 2 years ago

Play with Dildo, the Best Cum Ever and After I Eat My Cum !!!!

Play with Dildo, the Best Cum Ever and After I Eat My Cum !!!!

Flirt4Free 13 years ago

Heavy Chain Bondage Fox: Tight Corset, Leather Mask & Endurance Challenge

61% HD 0:39 / 40:25

Heavy Chain Bondage Fox: Tight Corset, Leather Mask & Endurance Challenge

FapHouse 2 months ago

Monster Cock vs Caged Small Dick

Monster Cock vs Caged Small Dick

DarkCruising 4 years ago

Sub twink struggles in bondage again

Premium HD 11:43

Sub twink struggles in bondage again

Sheer 1 week ago

Jose & Richard Private Show

55% HD 2:00 / 6:00

Jose & Richard Private Show

Flirt4Free 5 months ago

POV - I'm Going To Tease You At your Work Party (4K)

53% 4K 0:24 / 14:59

POV - I'm Going To Tease You At your Work Party (4K)

Clips4sale 1 year ago

Jord James & Harv Bridgestone Private Show

45% HD 2:00 / 5:30

Jord James & Harv Bridgestone Private Show

Flirt4Free 3 years ago

Caged Boy Part 1

68% HD 0:39 / 8:24

Caged Boy Part 1

FapHouse 1 month ago

Sucked to Climax by the Gimp

69% 0:39 / 17:39

Sucked to Climax by the Gimp

FapHouse 3 months ago

Fisting Session with Arty Boer and Jona Ortiz

71% HD 0:39 / 7:33

Fisting Session with Arty Boer and Jona Ortiz

FapHouse 7 months ago

Femboy Sounding in Chastity

Femboy Sounding in Chastity

FapHouse 2 years ago

Diego Phoenix Private Show

57% 4K 2:00 / 13:55

Diego Phoenix Private Show

Flirt4Free 11 months ago

Red Converse

70% HD 1:01 / 12:13

FapHouse 1 year ago

Christian & Jamer & Francesco Private Show

56% HD 2:00 / 17:15

Christian & Jamer & Francesco Private Show

Flirt4Free 3 years ago

Jack & Patric & Ale Private Show

60% HD 2:00 / 4:54

Jack & Patric & Ale Private Show

Flirt4Free 2 years ago

The Cunting

HD 0:39 / 11:00

FapHouse 3 years ago

How Do I Break My 40 Day Chastity?

68% HD 1:01 / 5:31

How Do I Break My 40 Day Chastity?

FapHouse 1 year ago

Verbal Chastity Slave Rides Fuck Machine

Verbal Chastity Slave Rides Fuck Machine

FapHouse 2 years ago

Spider-Man in trouble - Unload his Web Shooter

Spider-Man in trouble - Unload his Web Shooter

FapHouse 3 years ago

3 4 5 6 7

22,725 results found

Related categories

Chastity Cage Dominatrix Mistress Femdom Humiliation Chastity Belt Femdom Pegging BDSM Slave POV Femdom Femdom Slave Humiliation Strap-On Femdom Pegging Clamp Collar Hogtied Bondage Orgasm Whip Bondage Leashed Slave

Narrow your search

chastity fuck chastity slave twink chastity chastity cum chastity belt flat chastity chastity twink bbc chastity chastity creampie femboy chastity 18+ chastity gangbang chastity humiliation chastity cage permanent chastity asian chastity chastity bbc chastity blowjob chastity public chastity cuck chastity asian

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.