Chastity Training (50,073)

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Femdom POV Sissy Training Pleasure Him

FapHouse 4 weeks ago

Cuck Confessions Part 14! the Service Cuck Training the Perfect Bi Cuck

63% HD 1:01 / 29:11

Cuck Confessions Part 14! the Service Cuck Training the Perfect Bi Cuck

FapHouse 4 days ago

Femdom Humiliation: Sissy Cocksucker Sph

Femdom Humiliation: Sissy Cocksucker Sph

FapHouse 2 weeks ago

Lingerie Lover - Sissy Pegging POV

57% HD 1:01 / 15:30

Lingerie Lover - Sissy Pegging POV

FapHouse 1 year ago

Ache for My Ass in Chastity Tease

Ache for My Ass in Chastity Tease

LoyalFans 3 years ago

Nylon Ass Gooning Chastity Training

HD 0:10 / 14:47

Nylon Ass Gooning Chastity Training

LoyalFans 6 months ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

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Femdom Sissy Anal Training: Cum in Your Cage CEI

FapHouse 3 weeks ago

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xHamster 1 year ago

Lock and Key

xHamster 1 month ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 year ago

Bi Domination: Not Entirely Straight

HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 5 days ago

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A Week of Degrading Assignments - Humiliation JOI

FapHouse 2 weeks ago

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

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FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

LoyalFans 1 year ago

PUSSY FREE PUNISHMENT! - Chastity Discipline Pussy Denial Slave Training

PUSSY FREE PUNISHMENT! - Chastity Discipline Pussy Denial Slave Training

Pornzona 2 weeks ago

Femdom Sissy Humiliation: Emasculated and Impotent

62% HD 1:01 / 18:05

Femdom Sissy Humiliation: Emasculated and Impotent

FapHouse 4 weeks ago

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

xHamster 3 years ago

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

PornFreeNow 1 year ago

Ezada Sinn plays with me, Giada Da Vinci, teasing me in the gym with her stunning arse, arse worship, lesbian sex, arse licking, rimming, orgasm

66% HD 0:10 / 11:30

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LoyalFans 1 year ago

Sissygasm Training: My Cockhungry Femboi Learns to Serve and Suffer

Sissygasm Training: My Cockhungry Femboi Learns to Serve and Suffer

Pornzona 2 weeks ago

Maud Coppedge Private Show

65% 4K 2:00 / 18:49

Maud Coppedge Private Show

Flirt4Free 7 months ago

3 Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training

3 Ways to Cum in Chastity - Plapgasm, Anal Sissygasm and Vibegasm Jessica Bloom Sissy Training

SortPorn 2 weeks ago

I Own Your Cock - Femdom Goddess Maven

I Own Your Cock - Femdom Goddess Maven

Pornzona 2 weeks ago

Brunette and Chastity slave full

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Pornzona 1 week ago

Amelia Sweety Private Show

Amelia Sweety Private Show

Flirt4Free 1 week ago

Lady Caitlyn Party on Apr 15, 2026

HD 2:00 / 1:15:14

Lady Caitlyn Party on Apr 15, 2026

Flirt4Free 1 week ago

Adara Smith & Elver Rodriguez Private Show

45% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Flirt4Free 2 years ago

Rubber Pony Play: the Foal Got Saddled up and Milked by a Milking Machine

Rubber Pony Play: the Foal Got Saddled up and Milked by a Milking Machine

xHamster 2 years ago

Reprogrammed for Obedience

56% HD 0:39 / 7:55

Reprogrammed for Obedience

FapHouse 3 months ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

48% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 5 months ago

Sissy Cuck Gets Degraded and Films Us Fuck

61% HD 0:10 / 10:34

Sissy Cuck Gets Degraded and Films Us Fuck

LoyalFans 1 month ago

Best of Harmony Rose Volume 1

Best of Harmony Rose Volume 1

xHamster 4 years ago

Monika Schmidt Oral job Training Cuckolding Ding-dong Slut Spitting Verbal Humiliation

Monika Schmidt Oral job Training Cuckolding Ding-dong Slut Spitting Verbal Humiliation

Lesbian8 3 days ago

Gwen Drew Private Show

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Gwen Drew Private Show

Flirt4Free 4 months ago

Elvia Anness Private Show

4K 2:00 / 18:28

Elvia Anness Private Show

Flirt4Free 6 days ago

Relaxed Stupid And Obedient

HD 0:10 / 13:36

Relaxed Stupid And Obedient

LoyalFans 2 years ago

Ares & Adara Private Show

53% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Bye Bye Pussy

Pornzona 5 days ago

Sunday Humiliation for Sissy spouse Full

Sunday Humiliation for Sissy spouse Full

FreePorn8 1 year ago

Men are made to be used by Matriarch Ezada Sinn remastered

Men are made to be used by Matriarch Ezada Sinn remastered

LoyalFans 1 year ago

Sissy Cumslut for Asian Homewrecker CEI

45% HD 0:10 / 19:57

Sissy Cumslut for Asian Homewrecker CEI

LoyalFans 1 year ago

3 ruined orgasms in a row! Obedient cuckold in chastity cage & lace panties gets intense handjob with urethral sounding

3 ruined orgasms in a row! Obedient cuckold in chastity cage & lace panties gets intense handjob with urethral sounding

xHamster 3 years ago

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

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xHamster 1 year ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

xHamster 3 weeks ago

Arse licking, foot worship, and denial: Giada is locked in chastity to worship Matriarch Ezada Sinn’s body

61% HD 0:10 / 10:05

Arse licking, foot worship, and denial: Giada is locked in chastity to worship Matriarch Ezada Sinn’s body

LoyalFans 1 month ago

2 Mean Girls - His first Day as a Slave

2 Mean Girls - His first Day as a Slave

xHamster 3 months ago

Weights on nipple clamps

46% HD 0:10 / 6:46

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LoyalFans 6 months ago

Meryem Basharaa Private Show

50% HD 2:00 / 4:00

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Flirt4Free 1 year ago

From Worthless to Worthy in Five Mistresses Episode 4 "chastity Woes"

From Worthless to Worthy in Five Mistresses Episode 4 "chastity Woes"

xHamster 3 months ago

Matriarch Ezada Sinn’s strap-on training: from anal obsession to full toilet servitude

71% HD 0:10 / 13:33

Matriarch Ezada Sinn’s strap-on training: from anal obsession to full toilet servitude

LoyalFans 1 year ago

The pony files

57% HD 0:10 / 1:02:46

LoyalFans 2 years ago

Testing My New house slave feat Bambi Femdom

60% HD 0:10 / 6:21

Testing My New house slave feat Bambi Femdom

LoyalFans 7 months ago

SOCK TRAINING 1: RUINED FOR MY SWEATY GYM SOCKS

64% HD 0:10 / 10:53

SOCK TRAINING 1: RUINED FOR MY SWEATY GYM SOCKS

LoyalFans 3 months ago

He Tries to Escape When Trapped for Anal Penetration

58% HD 0:39 / 25:39

He Tries to Escape When Trapped for Anal Penetration

FapHouse 1 year ago

Leena Sky Private Show

61% HD 2:00 / 4:57

Leena Sky Private Show

Flirt4Free 4 years ago

Locked in chastity by your cruel mistress Natalie

Locked in chastity by your cruel mistress Natalie

xHamster 11 years ago

For My Chastity Cage Slave: Increasing Frustration

For My Chastity Cage Slave: Increasing Frustration

xHamster 1 year ago

Mistress Gives Strict Training to Slave on How to Polish and Clean the Floor

66% HD 1:01 / 17:08

Mistress Gives Strict Training to Slave on How to Polish and Clean the Floor

FapHouse 1 year ago

Redhead Femdom Destroys Ass with Inflatable Fisting Electro Gapes

Redhead Femdom Destroys Ass with Inflatable Fisting Electro Gapes

DarkFetishTube 1 week ago

CHASTITY MAKES HIM IMPOTENT

HD 0:11 / 10:55

CHASTITY MAKES HIM IMPOTENT

Clips4sale 3 days ago

The Mistress Slaps the Domestic Slave Across the Cheek More Than 100 Times for No Reason and Smiles

60% HD 0:39 / 9:28

The Mistress Slaps the Domestic Slave Across the Cheek More Than 100 Times for No Reason and Smiles

FapHouse 1 year ago

Lord Maria Introduces her Caged Sub to Her Training Tools

Lord Maria Introduces her Caged Sub to Her Training Tools

Amateur8 4 months ago

AFTERNOON PEGGING: feminized boyfriend gets his ass pounded by mommy

AFTERNOON PEGGING: feminized boyfriend gets his ass pounded by mommy

xHamster 10 months ago

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

xHamster 3 months ago

LOCKTOBER MILKING / HUCOW

51% HD 0:10 / 9:28

LOCKTOBER MILKING / HUCOW

LoyalFans 6 months ago

Kandy Turns Another Man Into Her Bitch:Chastity Edition

HD 0:27 / 13:24

Kandy Turns Another Man Into Her Bitch:Chastity Edition

Clips4sale 4 days ago

MOMMY'S BASEMENT SLAVE

HD 0:11 / 11:56

MOMMY'S BASEMENT SLAVE

Clips4sale 4 days ago

Medical Edging & Sounding by Dominafire

Medical Edging & Sounding by Dominafire

xHamster 1 month ago

Rubber Sissy Fuck Training

57% HD 1:00 / 10:26

Rubber Sissy Fuck Training

RubberEmpire 2 years ago

Thaliana Jones & Camila Cooper Private Show

4K 2:00 / 29:53

Thaliana Jones & Camila Cooper Private Show

Flirt4Free 11 months ago

Cuckold Clean Up or Stay Locked: The Ultimate Chastity Cuckold Dilemma [4K Ultra HD]

70% 4K 0:30 / 31:09

Cuckold Clean Up or Stay Locked: The Ultimate Chastity Cuckold Dilemma [4K Ultra HD]

Clips4sale 1 week ago

Happy Hour with Apologetic Domme - a short chastity love story

Happy Hour with Apologetic Domme - a short chastity love story

xHamster 3 years ago

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sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

Pregnant Cuckoldress Doctor

66% HD 0:11 / 19:03

Pregnant Cuckoldress Doctor

Clips4sale 4 years ago

Raw BBC Cuckold Humiliation Foursome: Alpha Bulls Pound Our Pussies – Beta Cuck Serves & Takes Dirty Talk SPH Tease [HD 1080p]

HD 0:30 / 36:09

Raw BBC Cuckold Humiliation Foursome: Alpha Bulls Pound Our Pussies – Beta Cuck Serves & Takes Dirty Talk SPH Tease [HD 1080p]

Clips4sale 6 months ago

Breaking Her Sissy Doll Part 4 of 4: Anal Training with Fuck Machine, Huge Cock & Cum Eating with Mistress Stellina Obscura (1080p)

53% HD 0:30 / 27:09

Breaking Her Sissy Doll Part 4 of 4: Anal Training with Fuck Machine, Huge Cock & Cum Eating with Mistress Stellina Obscura (1080p)

Clips4sale 9 months ago

My Wife Turned Me Into a Sissy Cock Sucking & FUCKING Whore! I Get Pegged, FISTED & Trained for BBC

My Wife Turned Me Into a Sissy Cock Sucking & FUCKING Whore! I Get Pegged, FISTED & Trained for BBC

Pornzona 2 weeks ago

Breaking Her Sissy Doll Part 2 of 4: Sissy Whore gets her Pussy Fisted & Sucks Cock with Mistress Stellina Obscura (1080p)

76% HD 0:30 / 6:54

Breaking Her Sissy Doll Part 2 of 4: Sissy Whore gets her Pussy Fisted & Sucks Cock with Mistress Stellina Obscura (1080p)

Clips4sale 9 months ago

CEI Counseling

65% HD 0:10 / 18:19

LoyalFans 1 year ago

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

xHamster 3 months ago

Premature Ruined Orgasms for chastity slave

Premature Ruined Orgasms for chastity slave

xHamster 2 weeks ago

Before Your Session - Part I

HD 0:10 / 11:58

Before Your Session - Part I

LoyalFans 1 week ago

My owner becomes my SIssy

My owner becomes my SIssy

xHamster 2 years ago

No More Key

HD 0:10 / 13:17

LoyalFans 1 week ago

Sub Tasks

HD 0:10 / 15:52

LoyalFans 1 week ago

Sweet & Daaniel Private Show

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Sweet & Daaniel Private Show

Flirt4Free 1 month ago

Viky & Mateo Private Show

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Viky & Mateo Private Show

Flirt4Free 3 months ago

Gwen Drew Private Show

61% 4K 2:00 / 5:08

Gwen Drew Private Show

Flirt4Free 4 months ago

Obedient Sissy Slave Gets Turned Into a Real Girl: Nipple, Cage Cock Tease & Upside-down Pegging

HD 1:01 / 11:16

Obedient Sissy Slave Gets Turned Into a Real Girl: Nipple, Cage Cock Tease & Upside-down Pegging

FapHouse 1 day ago

Wedding Bride Chastity Strapon Fuck | Mistress Nalini

HD 0:10 / 15:11

Wedding Bride Chastity Strapon Fuck | Mistress Nalini

LoyalFans 1 day ago

Betty Sandra Private Show

Betty Sandra Private Show

Flirt4Free 2 years ago

Betty Sandra Private Show

Betty Sandra Private Show

Flirt4Free 5 years ago

ULTIMATE SISSY DIAPER SLUT TRAINING for step-Daddy Dick

49% HD 0:10 / 34:12

ULTIMATE SISSY DIAPER SLUT TRAINING for step-Daddy Dick

LoyalFans 4 months ago

Kiara Lovee Private Show

64% HD 2:00 / 15:46

Kiara Lovee Private Show

Flirt4Free 2 years ago

!!! MUST WATCH!!! Perfectly ruined orgasm

!!! MUST WATCH!!! Perfectly ruined orgasm

xHamster 4 years ago

Educating a Bitchboy: Episode 5 "ultimate Denial"

Educating a Bitchboy: Episode 5 "ultimate Denial"

xHamster 8 months ago

Ares & Adara Private Show

42% HD 2:00 / 4:54

Ares & Adara Private Show

Flirt4Free 1 year ago

Nazanin Hunter Private Show

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Flirt4Free 1 year ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Flirt4Free 4 weeks ago

Caught & Caged: Wife Discovers Husband's Diapers | Femdom, Chastity, Sissy Training, ABDL

57% HD 0:10 / 8:02

Caught & Caged: Wife Discovers Husband's Diapers | Femdom, Chastity, Sissy Training, ABDL

LoyalFans 3 weeks ago

Sissy Training Session - Anna Blake

Sissy Training Session - Anna Blake

Pornzona 1 week ago

Gwen Drew Private Show

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Gwen Drew Private Show

Flirt4Free 2 weeks ago

Masked Eva - Ruined By My Amazing Breasts 4 - MP4 1920x1080 HD

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Masked Eva - Ruined By My Amazing Breasts 4 - MP4 1920x1080 HD

Clips4sale 3 years ago

HARD FEMDOM DESTROYING HIS ASS. ROUGH PEGGING AMATEUR CHASTITY BELT FEMDOM FISTING

Premium HD 10:53

HARD FEMDOM DESTROYING HIS ASS. ROUGH PEGGING AMATEUR CHASTITY BELT FEMDOM FISTING

XVideosRed 3 years ago

Sissy Training Bundle

HD 0:10 / 34:42

Sissy Training Bundle

LoyalFans 3 months ago

More anal training and orgasms for my chained slut 😈 Inflatable toys, gigantic dildos, fisting

More anal training and orgasms for my chained slut 😈 Inflatable toys, gigantic dildos, fisting

Pornzona 2 weeks ago

Katharine Cane Members-Only Show

HD 2:00 / 50:20

Katharine Cane Members-Only Show

Flirt4Free 7 years ago

Femdom POV Tease and Pussy Denial with Chastity Training

Femdom POV Tease and Pussy Denial with Chastity Training

Pornzona 1 week ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

PornFreeNow 3 weeks ago

Domestic Slave Husband Fucked in the Kitchen

Domestic Slave Husband Fucked in the Kitchen

xHamster 1 year ago

Locktober Day 15 - Washing Chastity Cage | MistressLongNails

Locktober Day 15 - Washing Chastity Cage | MistressLongNails

Pornzona 1 week ago

Cornelia Adams Private Show

HD 2:00 / 15:21

Cornelia Adams Private Show

Flirt4Free 1 week ago

Chastity 4 Girls

Chastity 4 Girls

Pornzona 6 days ago

Every Single Week Anal Training for Lana Trap

Every Single Week Anal Training for Lana Trap

SortPorn 4 years ago

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evil woman latex pegging with mirror view porn video

BDSMShip 1 year ago

Training the Cock Cage Slave, Leather Bondage Set, Lady Victoria Valente

Training the Cock Cage Slave, Leather Bondage Set, Lady Victoria Valente

xHamster 11 months ago

Sophia Truee Humiliates Virgins with Erectile Dysfunction

Sophia Truee Humiliates Virgins with Erectile Dysfunction

Pornzona 1 week ago

Five Ways to Ruin His Orgasm: Femdom Milking Compilation

63% HD 0:10 / 17:02

Five Ways to Ruin His Orgasm: Femdom Milking Compilation

LoyalFans 6 months ago

My Husband Sissified: A Female Latex Slave Doll Pegged - Mistress Julia feat. Sukeban

58% 4K 0:10 / 20:46

My Husband Sissified: A Female Latex Slave Doll Pegged - Mistress Julia feat. Sukeban

LoyalFans 7 months ago

Nasty Chastity Teasing for the Slave

Nasty Chastity Teasing for the Slave

xHamster 4 years ago

Leena Sky Private Show

Leena Sky Private Show

Flirt4Free 4 years ago

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