Chastity Videos - Gay (1,900)

slave boy takes care of my new leather boots

HD 0:10 / 15:52

slave boy takes care of my new leather boots

LoyalFans 5 days ago

MILITARY SERVICE - Hot Soldiers in Action

HD 0:24 / 26:25

MILITARY SERVICE - Hot Soldiers in Action

DarkCruising 2 years ago

Training The Collared Chastity Boy Pt 1

71% HD 0:10 / 13:06

Training The Collared Chastity Boy Pt 1

LoyalFans 2 months ago

Homo In Denial

HD 0:10 / 13:54

LoyalFans 2 weeks ago

Prisoners Suck And Fuck

HD 0:10 / 14:46

Prisoners Suck And Fuck

LoyalFans 8 months ago

CUM LIKE A GIRL sissy

60% HD 0:10 / 13:47

CUM LIKE A GIRL sissy

LoyalFans 9 months ago

Gaydar Office EP2: Threesome with Chastity Slave

56% HD 1:21 / 1:04:09

Gaydar Office EP2: Threesome with Chastity Slave

Gayerdar 1 year ago

BIMBO FOR BBC

60% HD 0:10 / 9:26

LoyalFans 9 months ago

Making My Slave Masturbate to Gay Porn

66% HD 0:10 / 20:35

Making My Slave Masturbate to Gay Porn

LoyalFans 5 months ago

Slave Suffers In the Dog Cage

61% HD 0:10 / 18:39

Slave Suffers In the Dog Cage

LoyalFans 6 months ago

Chastity Muscle Worship 2 - With Caged Jock

45% HD 0:10 / 8:42

Chastity Muscle Worship 2 - With Caged Jock

LoyalFans 9 months ago

RIKKI wrapped MUMMIFICATION and nipples Sadduce 720p

HD 0:25 / 43:43

RIKKI wrapped MUMMIFICATION and nipples Sadduce 720p

Clips4sale 1 year ago

Sissy Fag Test

67% HD 0:10 / 13:04

LoyalFans 2 years 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

Dr Baker Examines the Chastity Boy Using Electrics (4K)

61% 4K 0:21 / 17:19

Dr Baker Examines the Chastity Boy Using Electrics (4K)

Clips4sale 1 year ago

Rewarded with a sissy blowjob by Matriarch Ezada Sinn and Mistress Lilse von Hitte

74% HD 0:50 / 12:27

Rewarded with a sissy blowjob by Matriarch Ezada Sinn and Mistress Lilse von Hitte

Clips4sale 1 year ago

Spiked Trainers Bastinado HD

HD 0:11 / 18:15

Spiked Trainers Bastinado HD

Clips4sale 2 years ago

Creating Cock Cravings with Chastity

Creating Cock Cravings with Chastity

LoyalFans 2 years ago

Ass Fucked and Drenched in Cum wmv

72% 0:59 / 48:57

Ass Fucked and Drenched in Cum wmv

Clips4sale 9 months ago

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

4K 0:22 / 15:34

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

Clips4sale 7 months ago

Soggy Diaper Chastity Squirts - Humiliating Ruined Vibrator Orgasm for Locktober

76% 4K 0:42 / 9:30

Soggy Diaper Chastity Squirts - Humiliating Ruined Vibrator Orgasm for Locktober

Clips4sale 1 year ago

GAYBDL: Chastity, Plugged and dIapered

54% 0:11 / 4:08

GAYBDL: Chastity, Plugged and dIapered

Clips4sale 2 years ago

Conversion Clinic - Pegging & Strapon Training

HD 0:10 / 24:52

Conversion Clinic - Pegging & Strapon Training

LoyalFans 1 month ago

Horror Hotel - Spreader Bar Edging HD Part 1

54% 4K 0:30 / 20:21

Horror Hotel - Spreader Bar Edging HD Part 1

Clips4sale 1 year ago

Rubber Bondage Pony get's put though his paces, Dominated by a cocky Jock Pup! Chastity and Edging :)

62% 4K 1:00 / 17:03

Rubber Bondage Pony get's put though his paces, Dominated by a cocky Jock Pup! Chastity and Edging :)

Clips4sale 5 months ago

Chastity Roulette - 2nd Jun 24 - Sole Roast Bastinado

48% 4K 0:30 / 9:04

Chastity Roulette - 2nd Jun 24 - Sole Roast Bastinado

Clips4sale 1 year ago

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

4K 1:00 / 25:49

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

Clips4sale 5 months ago

Caged And Ruined Orgasm In Tight Pallet Wrap(4K)

63% 4K 0:22 / 20:17

Caged And Ruined Orgasm In Tight Pallet Wrap(4K)

Clips4sale 10 months ago

Teasing Broken The Slave's Locked and Frustrated Cock (4K)

68% 4K 0:24 / 17:08

Teasing Broken The Slave's Locked and Frustrated Cock (4K)

Clips4sale 11 months ago

SPH, Hardcore Degrading, Suit, Cigar

61% HD 0:10 / 13:08

SPH, Hardcore Degrading, Suit, Cigar

LoyalFans 4 years ago

WRAPPED PUPPIES ZIGFRID and FAWYAN FEET TICKLING 720p

HD 0:21 / 18:53

WRAPPED PUPPIES ZIGFRID and FAWYAN FEET TICKLING 720p

Clips4sale 1 year ago

I Tape Gag And Restrain My Chastity Boy (4K)

59% 4K 0:23 / 14:43

I Tape Gag And Restrain My Chastity Boy (4K)

Clips4sale 10 months ago

POV - Locktober Week Three - Objectification Is The Focus (4K)

63% 4K 0:23 / 16:23

POV - Locktober Week Three - Objectification Is The Focus (4K)

Clips4sale 6 months ago

Cum And Piss On My Cage Then Diaper Me

67% 0:30 / 15:49

Cum And Piss On My Cage Then Diaper Me

Clips4sale 1 year ago

Twink Slaves Muzzled And Locked In Chastity (4K)

66% 4K 0:22 / 15:49

Twink Slaves Muzzled And Locked In Chastity (4K)

Clips4sale 8 months ago

black straight boy experiences bdsm slavery for the first time

43% HD 0:30 / 33:10

black straight boy experiences bdsm slavery for the first time

Clips4sale 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 6 months ago

Follow Up Medical Examination For Inmate 25002 (4K)

4K 0:22 / 26:12

Follow Up Medical Examination For Inmate 25002 (4K)

Clips4sale 6 months ago

Medical Examination For Two Twink Inmates Pt 1 (4K)

4K 0:23 / 14:39

Medical Examination For Two Twink Inmates Pt 1 (4K)

Clips4sale 5 months ago

Predicament Bondage For The Chastity Twinks (4K)

4K 0:23 / 16:33

Predicament Bondage For The Chastity Twinks (4K)

Clips4sale 5 months ago

Mutual Ball-Crushing

50% HD 0:10 / 14:18

Mutual Ball-Crushing

LoyalFans 8 months ago

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

Born to be Man, Trained to **** on cocks

Born to be Man, Trained to **** on cocks

LoyalFans 4 months ago

Up To 50 Ball Hits With A Crop Till He Drops And Calls Red - Mistress Loow

52% HD 0:10 / 2:07

Up To 50 Ball Hits With A Crop Till He Drops And Calls Red - Mistress Loow

LoyalFans 1 year ago

Twink Slave Bound In Pallet Wrap For Orgasm Control

55% HD 0:10 / 19:57

Twink Slave Bound In Pallet Wrap For Orgasm Control

LoyalFans 2 months ago

Tom Baker Uses The Boy's Drool as Lube To Edge and Deny Him

HD 0:10 / 16:15

Tom Baker Uses The Boy's Drool as Lube To Edge and Deny Him

LoyalFans 10 months ago

I Will Turn You Into a Slave Dog Pt 1

54% HD 0:10 / 14:58

I Will Turn You Into a Slave Dog Pt 1

LoyalFans 10 months ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

44% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 1 year ago

Whored Out

HD 0:10 / 13:30

LoyalFans 1 year ago

ENCOURAGED BI!!! Miss Lilly and Mistress AE turn the rubber gimps gay for their entertainment!

56% HD 0:10 / 19:07

ENCOURAGED BI!!! Miss Lilly and Mistress AE turn the rubber gimps gay for their entertainment!

LoyalFans 5 months ago

Turned into a Piggy Slave by Tom Baker

61% HD 0:10 / 15:47

Turned into a Piggy Slave by Tom Baker

LoyalFans 3 months ago

Gay Puppy in Chastity Fucked in Woods - Project Y DarkCruising Hardcore

66% HD 0:30 / 10:35

Gay Puppy in Chastity Fucked in Woods - Project Y DarkCruising Hardcore

DarkCruising 1 year ago

Bound And Edged To Orgasm With Cum Eating

HD 0:10 / 13:04

Bound And Edged To Orgasm With Cum Eating

LoyalFans 1 month ago

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

60% HD 0:10 / 14:58

Step by step Chastity Sissy Makeover: My Perfect Creation 🔐✨💄

LoyalFans 7 months ago

Hot Tub Payback Time Underwater Edit

Hot Tub Payback Time Underwater Edit

LoyalFans 9 months ago

Training The Collared Chastity Boy Pt 3

HD 0:10 / 17:29

Training The Collared Chastity Boy Pt 3

LoyalFans 2 months ago

SMALL AND FLACCID

38% HD 0:10 / 14:48

SMALL AND FLACCID

LoyalFans 3 years ago

APOLLO : Metronome Inhaling & Cum Countdown

64% HD 0:23 / 30:15

APOLLO : Metronome Inhaling & Cum Countdown

Clips4sale 8 months ago

Enslavement Package

57% HD 0:10 / 10:38

Enslavement Package

LoyalFans 4 months ago

Slave Selection With 6 Boys (4K)

4K 0:24 / 12:42

Slave Selection With 6 Boys (4K)

Clips4sale 5 months ago

Ball Kicking Ruined Orgasm (Closer Look)

56% HD 0:10 / 1:59

Ball Kicking Ruined Orgasm (Closer Look)

LoyalFans 11 months ago

MILITARY SERVICE - Hot Soldiers in Action

48% 4K 0:24 / 26:25

MILITARY SERVICE - Hot Soldiers in Action

AndoliniXXL 2 years ago

Disgusting Femdom Bi Boys HD

57% HD 0:25 / 25:07

Disgusting Femdom Bi Boys HD

Clips4sale 5 months ago

Fuck My Socks Off HD Full Video 54 Mins

Premium HD 54:14

Fuck My Socks Off HD Full Video 54 Mins

Clips4sale 2 years ago

Cruel Boyfriend Series - Chastity And My Rules

47% HD 0:10 / 14:26

Cruel Boyfriend Series - Chastity And My Rules

LoyalFans 3 months ago

Enslavement Package

Enslavement Package

Clips4sale 4 months ago

Ass Fucked and Drenched in Cum

62% 0:59 / 48:57

Ass Fucked and Drenched in Cum

Clips4sale 9 months ago

I Control Every Aspect Of Your Life, Not Just Your Orgasms (4K)

4K 0:23 / 16:02

I Control Every Aspect Of Your Life, Not Just Your Orgasms (4K)

Clips4sale 5 months ago

Initial Medical Examination For New Inmate 25001 (4K)

53% 4K 0:23 / 20:10

Initial Medical Examination For New Inmate 25001 (4K)

Clips4sale 10 months ago

Dr Baker Reprogrammes His Chastity Boy With Electrics

60% HD 0:10 / 17:11

Dr Baker Reprogrammes His Chastity Boy With Electrics

LoyalFans 1 month ago

BDSM Gay - Part 2 bound in bed wearing a chastity belt with a locked plug inside

BDSM Gay - Part 2 bound in bed wearing a chastity belt with a locked plug inside

Clips4sale 3 months ago

Estrogen Cream Lube Sissy Training FEMINIZATION

66% HD 0:10 / 10:08

Estrogen Cream Lube Sissy Training FEMINIZATION

LoyalFans 9 months ago

Double Anal Bi Threesome with Caged Hubby

65% 0:21 / 17:50

Double Anal Bi Threesome with Caged Hubby

Clips4sale 10 months ago

The Chastity Boy Gets To Worship My Feet (4K)

4K 0:25 / 15:55

The Chastity Boy Gets To Worship My Feet (4K)

Clips4sale 8 months ago

Horror Hotel - Bench Shaving, Beating and Fuck HD

53% 4K 0:11 / 12:25

Horror Hotel - Bench Shaving, Beating and Fuck HD

Clips4sale 1 year ago

Bound, Sucking Cock And Machine Fucked (4K)

4K 0:23 / 18:23

Bound, Sucking Cock And Machine Fucked (4K)

Clips4sale 5 months ago

BDSM gay petplay. Tied to a chair wearing a chastity belt gets stimulated.

BDSM gay petplay. Tied to a chair wearing a chastity belt gets stimulated.

Clips4sale 7 months ago

Tiny Cage Slave - Luna Lain HDMP4

Tiny Cage Slave - Luna Lain HDMP4

Clips4sale 3 years ago

Sissy Turned Gay 'Cause It's A Girls Only Vay-Cay (SD MP4)

4K 0:32 / 15:17

Sissy Turned Gay 'Cause It's A Girls Only Vay-Cay (SD MP4)

Clips4sale 2 years ago

LUDOVICA LUXURY -PLEASE MY SLAVE! -MOBILE

67% 0:11 / 12:04

LUDOVICA LUXURY -PLEASE MY SLAVE! -MOBILE

Clips4sale 2 years ago

Follow Up Medical Examination For Inmate 25001 (4K)

60% 4K 0:23 / 23:53

Follow Up Medical Examination For Inmate 25001 (4K)

Clips4sale 10 months ago

Dominating My Slave With Boots (4K)

4K 0:23 / 15:48

Dominating My Slave With Boots (4K)

Clips4sale 7 months ago

Femdom Bi Hierarchy Enforcement - Diana Von Rigg & Mistress Zara Fox

HD 0:33 / 14:54

Femdom Bi Hierarchy Enforcement - Diana Von Rigg & Mistress Zara Fox

Clips4sale 2 months ago

Shine And Worship My Rubber (4K)

Shine And Worship My Rubber (4K)

Clips4sale 5 months ago

Bisexual Cuck Threesome with Chastity Cage Creampie Cleanup

67% 0:21 / 28:23

Bisexual Cuck Threesome with Chastity Cage Creampie Cleanup

Clips4sale 10 months ago

The Rubber boy Worships With His Tongue (4K)

4K 0:21 / 15:23

The Rubber boy Worships With His Tongue (4K)

Clips4sale 5 months ago

TONY CHAINED IN STRESS POSE with BALLS STRETCHING 1080p

61% HD 0:29 / 21:09

TONY CHAINED IN STRESS POSE with BALLS STRETCHING 1080p

Clips4sale 1 year ago

THUMPER FIRST TIME (SCENE 1 - LEATHER AND PUP) [Gay Rubber, Latex, Fetish]

65% HD 0:30 / 18:26

THUMPER FIRST TIME (SCENE 1 - LEATHER AND PUP) [Gay Rubber, Latex, Fetish]

Clips4sale 2 years ago

VIRGIN COCK SUCKER (4K)

4K 0:23 / 10:17

VIRGIN COCK SUCKER (4K)

Clips4sale 1 year ago

THUMPER FIRST TIME (SCENE 3 - MACHINES AND CUM) [Gay Rubber, Latex, Fetish]

HD 0:30 / 11:41

THUMPER FIRST TIME (SCENE 3 - MACHINES AND CUM) [Gay Rubber, Latex, Fetish]

Clips4sale 2 years ago

Kiss His Cum from My Mouth Cuck with Charlotte Sartre

72% 0:30 / 13:34

Kiss His Cum from My Mouth Cuck with Charlotte Sartre

Clips4sale 10 months ago

Twink Rides A Dildo Gag To Climax (4K)

4K 0:22 / 16:04

Twink Rides A Dildo Gag To Climax (4K)

Clips4sale 6 months ago

Making Use of You

Making Use of You

Clips4sale 1 month ago

CHASTITY SHRINKAGE PROGRAM PT 1

61% HD 0:10 / 8:09

CHASTITY SHRINKAGE PROGRAM PT 1

LoyalFans 10 months ago

Rubber Bondage Pup Jaden’s RUINED CHASTITY ORGASM Christmas present!

63% 4K 0:42 / 15:01

Rubber Bondage Pup Jaden’s RUINED CHASTITY ORGASM Christmas present!

Clips4sale 1 year ago

Leather worshiper: Breaking a Pathetic Gooner

45% 0:30 / 21:07

Leather worshiper: Breaking a Pathetic Gooner

Clips4sale 1 year ago

RIKKI LATEX FEET TICKLING AND FIXATION UNCOMFORTABLE POSE (FHD mp4)

54% 0:29 / 21:06

RIKKI LATEX FEET TICKLING AND FIXATION UNCOMFORTABLE POSE (FHD mp4)

Clips4sale 3 years ago

It's all GAY Goddess Natasha XHD (MP4)

It's all GAY Goddess Natasha XHD (MP4)

Clips4sale 1 year ago

RIKKI TOTAL GAG TEST multicam (HD mp4) 720p

HD 0:23 / 16:34

RIKKI TOTAL GAG TEST multicam (HD mp4) 720p

Clips4sale 2 years ago

Chastity Diaper Brat Begs To Be Unlocked But Ends Up Humping Boyfriend's Leg And Giving A Blowjob

61% 0:11 / 9:44

Chastity Diaper Brat Begs To Be Unlocked But Ends Up Humping Boyfriend's Leg And Giving A Blowjob

Clips4sale 2 years ago

POV Tom Baker - Chastity is NOT a Choice (4K)

POV Tom Baker - Chastity is NOT a Choice (4K)

Clips4sale 1 year ago

You are a dirty whore and a waiter today! And you will serve my guests for more than just dinner! 22 min

HD 0:30 / 21:24

You are a dirty whore and a waiter today! And you will serve my guests for more than just dinner! 22 min

Clips4sale 10 months ago

I've been controlling your orgasm with a chastity belt for a week now and fucking your hole with a strapon!! 27 min

HD 0:30 / 27:28

I've been controlling your orgasm with a chastity belt for a week now and fucking your hole with a strapon!! 27 min

Clips4sale 6 months ago

APOLLO : Metronome Inhale Destruction: Sub Training

51% 4K 0:25 / 15:40

APOLLO : Metronome Inhale Destruction: Sub Training

Clips4sale 1 year ago

Nylon Sissy Slave - Candle Boxxx HDMP4

42% 0:14 / 13:03

Nylon Sissy Slave - Candle Boxxx HDMP4

Clips4sale 2 years ago

Life Is Not Fair - Live Shoot

Life Is Not Fair - Live Shoot

Clips4sale 2 years ago

POV - Chastity Is Your Life Now (4K)

62% 4K 0:24 / 13:15

POV - Chastity Is Your Life Now (4K)

Clips4sale 11 months ago

Waking up as a Chastity Diaper boy with a Ruined Orgasm in your tight cage and little training pants

Waking up as a Chastity Diaper boy with a Ruined Orgasm in your tight cage and little training pants

Clips4sale 2 years ago

Bondage Chastity PUP's DOM cums on his belly, leaving him tied up and denied

Premium 4K 12:52

Bondage Chastity PUP's DOM cums on his belly, leaving him tied up and denied

Clips4sale 2 years ago

Horror Hotel - Meeting Master David HD Part 2

66% HD 0:11 / 21:58

Horror Hotel - Meeting Master David HD Part 2

Clips4sale 2 years ago

CHASTITY SHRINKAGE PROGRAM PT 1 (4K)

CHASTITY SHRINKAGE PROGRAM PT 1 (4K)

Clips4sale 1 year ago

Lock Your Dick Up For Cock

Lock Your Dick Up For Cock

Clips4sale 2 years ago

Scared not Straight

57% HD 0:24 / 6:12

Scared not Straight

Clips4sale 3 years ago

Hex caught and traps Caio upside down in biker suit (1080p ENG-sub) Chain Bondage - Bondage Male - Gay Bondage - Gay Domination - Male Domination

67% HD 0:22 / 18:12

Hex caught and traps Caio upside down in biker suit (1080p ENG-sub) Chain Bondage - Bondage Male - Gay Bondage - Gay Domination - Male Domination

Clips4sale 8 months ago

Milos Chastity Slave HD Full Video 102 Mins

63% HD 0:30 / 1:41:41

Milos Chastity Slave HD Full Video 102 Mins

Clips4sale 9 months ago

Bound and Breathing Scent Through a Gas Mask (4K)

70% 4K 0:19 / 15:06

Bound and Breathing Scent Through a Gas Mask (4K)

Clips4sale 1 year ago

Chef's Special

Clips4sale 4 years ago

MISTRESS GAIA - ULTIMATE PUSSY LICKING - HD

HD 0:10 / 17:38

MISTRESS GAIA - ULTIMATE PUSSY LICKING - HD

LoyalFans 8 months ago

Chastity Twink Gets To Cum While Still Caged (4K)

Premium 4K 16:28

Chastity Twink Gets To Cum While Still Caged (4K)

Clips4sale 4 months ago

Humiliween 2024 (4KUHD MP4)

HD 0:31 / 15:30

Humiliween 2024 (4KUHD MP4)

Clips4sale 1 year ago

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1,900 results found

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