Chastity Training (9,257)

The best and newest chastity training videos

Day 5 of 7: CBT Day

55% HD 1:01 / 14:25

Day 5 of 7: CBT Day

FapHouse 4 months ago

Lady Mons Private Show

HD 2:00 / 19:58

Lady Mons Private Show

Flirt4Free 4 years ago

Reprogrammed for Obedience

52% HD 0:39 / 7:55

Reprogrammed for Obedience

FapHouse 3 months ago

Aiden Starrs Submissive Training

Aiden Starrs Submissive Training

Fapcat 3 weeks ago

Atenea Hott & Evelyn Thomsons Private Show

61% 4K 2:00 / 9:50

Atenea Hott & Evelyn Thomsons Private Show

Flirt4Free 7 months ago

Chastity Training

Chastity Training

xHamster 2 months ago

Bar Flirt Fantasy: Chastity and Sissy Transformation

Bar Flirt Fantasy: Chastity and Sissy Transformation

xHamster 8 months ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

Lesbian8 2 weeks ago

Chastity Training

51% HD 1:01 / 13:30

Chastity Training

FapHouse 7 months ago

Dare to Come Closer?

67% HD 2:00 / 2:20

Dare to Come Closer?

Flirt4Free 1 year ago

Eva Wells Private Show

Eva Wells Private Show

Flirt4Free 7 years ago

Chair Alive, Denied and Humiliated

Chair Alive, Denied and Humiliated

xHamster 3 months ago

Viuda Nagra Private Show

47% HD 2:00 / 9:57

Viuda Nagra Private Show

Flirt4Free 3 years ago

Viuda Nagra Private Show

57% HD 2:00 / 9:51

Viuda Nagra Private Show

Flirt4Free 3 years ago

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Pornzona 2 weeks ago

Eva Wells Private Show

Eva Wells Private Show

Flirt4Free 7 months ago

POV Cuckold vol 30

POV Cuckold vol 30

xHamster 3 months ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

xHamster 9 months ago

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

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

xHamster 1 year ago

I lock my husband's cock in a chastity cage

I lock my husband's cock in a chastity cage

xHamster 1 year ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

xHamster 2 years 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

Electrocuting Slave's While Doing My Homework

Electrocuting Slave's While Doing My Homework

FapHouse 2 weeks ago

Using Lowly Servant for My Pleasure! Erotica! *custom Clip*

66% HD 1:01 / 9:28

Using Lowly Servant for My Pleasure! Erotica! *custom Clip*

FapHouse 10 months ago

Femdom POV Sissy Training Pleasure Him

57% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 weeks ago

My husband has a new cock

My husband has a new cock

xHamster 1 year ago

Real Life BDSM Couple

Real Life BDSM Couple

xHamster 9 months ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

xHamster 3 weeks ago

From Worthless to Worthy in Five Mistresses Episode 3, "chastity CBT"

From Worthless to Worthy in Five Mistresses Episode 3, "chastity CBT"

xHamster 3 months ago

Femdom Sissy Humiliation: Emasculated and Impotent

62% HD 1:01 / 18:05

Femdom Sissy Humiliation: Emasculated and Impotent

FapHouse 3 weeks ago

30 Days Chastity Follow up

52% 1:01 / 6:47

30 Days Chastity Follow up

FapHouse 1 month ago

Sissy Training in Chastity

57% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 1 year ago

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 6 months ago

Akari Niimura, Ena Satsuki (RM) Parasitic Swapping Play

Akari Niimura, Ena Satsuki (RM) Parasitic Swapping Play

Eporner 1 month ago

Bizarre StepMom Mouth Training: Enormous Gagging, ATM, Giant Anal Toys, Sissification, CBT and Golden Shower Finale! Heartless SADOMASOCHISM big beautiful woman Dominatrix-bitch

Bizarre StepMom Mouth Training: Enormous Gagging, ATM, Giant Anal Toys, Sissification, CBT and Golden Shower Finale! Heartless SADOMASOCHISM big beautiful woman Dominatrix-bitch

Amateur8 2 days ago

Femdom and Cuckold Humiliation Compilation

Femdom and Cuckold Humiliation Compilation

xHamster 11 months ago

Trained to Obey: the Start of His New Life

Trained to Obey: the Start of His New Life

xHamster 8 months ago

Femdom POV Sissy Training Pleasure Him

61% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 weeks ago

Sitting on My Face and Causing Pain, I Go About My Business.

Sitting on My Face and Causing Pain, I Go About My Business.

FapHouse 3 days ago

Chastity Cage, Pegging, Xxl Toys and Deep Fisting with a French MILF

Chastity Cage, Pegging, Xxl Toys and Deep Fisting with a French MILF

xHamster 2 months ago

Lingerie Lover - Sissy Pegging POV

59% HD 1:01 / 15:30

Lingerie Lover - Sissy Pegging POV

FapHouse 1 year ago

forbidden to for my cuckold in a chastity cage

forbidden to for my cuckold in a chastity cage

xHamster 7 months ago

Using Lowly Servant for My Pleasure! Erotica! *custom Clip*

65% HD 0:39 / 9:28

Using Lowly Servant for My Pleasure! Erotica! *custom Clip*

FapHouse 10 months ago

Boyfriend's Discipline

Boyfriend's Discipline

xHamster 2 years ago

Slave Training in a Cock Cage, POV, JOI, Lady Victoria Valente

Slave Training in a Cock Cage, POV, JOI, Lady Victoria Valente

xHamster 5 months ago

Femdom MILF pegging and dildo fucking her chastity sub

Femdom MILF pegging and dildo fucking her chastity sub

xHamster 1 month ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

xHamster 10 months ago

DOMINATRIX PEGGING CHASTITY FAGGOT

DOMINATRIX PEGGING CHASTITY FAGGOT

xHamster 2 years ago

Sissy training changes your pathetic life forever

Sissy training changes your pathetic life forever

Pornzona 2 weeks ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

53% HD 1:01 / 11:10

Femdom Sissy Anal Training: Cum in Your Cage CEI

FapHouse 3 weeks ago

Electrocuting Slave's While Doing My Homework

60% 1:01 / 28:07

Electrocuting Slave's While Doing My Homework

FapHouse 2 weeks ago

My husband's penis frozen

My husband's penis frozen

xHamster 5 months ago

ASMR sloppy caged cuck chastity cum (locktober final reward)

ASMR sloppy caged cuck chastity cum (locktober final reward)

xHamster 2 years ago

The Training of Slave S - Locked in Chastity

The Training of Slave S - Locked in Chastity

PornFreeNow 1 year ago

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

xHamster 2 years ago

The Ultimate Taboo Cuckold Experience: MommyDomme and Your Bully

HD 0:10 / 25:33

The Ultimate Taboo Cuckold Experience: MommyDomme and Your Bully

LoyalFans 1 week ago

Bye Bye Pussy

Pornzona 1 day ago

Extreme StepMom Throat Training: Heavy Gagging, ATM, Huge Anal Toys, Sissification, CBT and Golden Shower Finale! Cruel BDSM BBW Domme

Extreme StepMom Throat Training: Heavy Gagging, ATM, Huge Anal Toys, Sissification, CBT and Golden Shower Finale! Cruel BDSM BBW Domme

Juicexxx 2 days ago

The evolution of the size of a chastity cage cock

The evolution of the size of a chastity cage cock

xHamster 1 year ago

Compilation d'humiliation femdom

Compilation d'humiliation femdom

xHamster 1 year ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

xHamster 3 weeks ago

Junior & Brittney Private Show

58% HD 2:00 / 13:13

Junior & Brittney Private Show

Flirt4Free 1 year ago

Facesitters in Heat Volume 3

Facesitters in Heat Volume 3

xHamster 4 years ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

PornFreeNow 2 weeks ago

For My Chastity Cage Slave: Increasing Frustration

For My Chastity Cage Slave: Increasing Frustration

xHamster 1 year ago

Feminization of the cuckold in a chastity cage

Feminization of the cuckold in a chastity cage

PornFreeNow 8 months ago

Maisa Pravo - Make me bi and chastity domination training

Maisa Pravo - Make me bi and chastity domination training

Nuvid 6 months ago

Slave Doll Aaruna Diary 2 (endless moans from electric metal butt plug and chastity belt)

Slave Doll Aaruna Diary 2 (endless moans from electric metal butt plug and chastity belt)

xHamster 2 years ago

Sissy Dreamland Femdom Mistress fucks hot femboy's ass with her big black cock strapon - Part 2 MILF pegs & Dominates cuck loser

Sissy Dreamland Femdom Mistress fucks hot femboy's ass with her big black cock strapon - Part 2 MILF pegs & Dominates cuck loser

xHamster 1 year ago

Sissy Training And Encouragement Lesson

Premium HD 9:33

Sissy Training And Encouragement Lesson

XVideosRed 4 weeks ago

Goddess Finally Got Her First Female Sub (you, Sissy)

Goddess Finally Got Her First Female Sub (you, Sissy)

xHamster 10 months ago

Training Zero New House Tour - Face Reveal - NOW MASKLESS CHANNEL

Training Zero New House Tour - Face Reveal - NOW MASKLESS CHANNEL

xHamster 4 weeks ago

Caged Clitty Ruined

Caged Clitty Ruined

xHamster 1 month ago

Betty Sandra Private Show

53% HD 2:00 / 14:37

Betty Sandra Private Show

Flirt4Free 4 years ago

Day 5 of 7: CBT Day

Day 5 of 7: CBT Day

xHamster 4 months ago

I fuck a stranger in a parking lot to humiliate my husband

I fuck a stranger in a parking lot to humiliate my husband

xHamster 2 years ago

Cali Carter Trains Chastity Slave To Worship Ass

Cali Carter Trains Chastity Slave To Worship Ass

AbXXX 1 year ago

Chastity slave today is leather ass pampering day!

Chastity slave today is leather ass pampering day!

xHamster 2 years ago

Sitting on My Face and Causing Pain, I Go About My Business.

Sitting on My Face and Causing Pain, I Go About My Business.

FapHouse 3 days ago

Chastity Slave Fucked - Looser Training

Chastity Slave Fucked - Looser Training

xHamster 3 years ago

Taboo Female Supremacy - Penny Barber

Taboo Female Supremacy - Penny Barber

Lesbian8 2 months ago

Examining the Teachers Pet: Episode 4 "the Eastern European Dominatrix"

Examining the Teachers Pet: Episode 4 "the Eastern European Dominatrix"

xHamster 7 months ago

Electrocuting Slave's While Doing My Homework

Electrocuting Slave's While Doing My Homework

xHamster 2 weeks ago

Carina Callejas Private Show

HD 2:00 / 21:42

Carina Callejas Private Show

Flirt4Free 1 week ago

kandiss kiss Femdom Chastity Cage CEI Training

kandiss kiss Femdom Chastity Cage CEI Training

VipTube 2 years ago

Educating a Bitchboy: Episode 5 "ultimate Denial"

Educating a Bitchboy: Episode 5 "ultimate Denial"

xHamster 8 months ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

HD 0:39 / 11:10

Femdom Sissy Anal Training: Cum in Your Cage CEI

FapHouse 3 weeks ago

Chastity Training With Your Slutty Girlfriend

Chastity Training With Your Slutty Girlfriend

AbXXX 2 years ago

Beta Cuck University (FULL): Femdom Cuck Training, Pegging, Anal **** & Complete Degradation with Mistress Stellina Obscura

HD 0:10 / 1:38:11

Beta Cuck University (FULL): Femdom Cuck Training, Pegging, Anal **** & Complete Degradation with Mistress Stellina Obscura

LoyalFans 1 month ago

Pussy-Free Cuck Training: Pegging, Anal Fisting, Humiliation & Pussy Deprivation with Mistress Stellina Obscura

Pussy-Free Cuck Training: Pegging, Anal Fisting, Humiliation & Pussy Deprivation with Mistress Stellina Obscura

xHamster 1 month ago

chastity training

chastity training

IcePorn 2 weeks ago

Ruined Orgasm JOI for loked up sissies

Ruined Orgasm JOI for loked up sissies

xHamster 2 years ago

Betty Sandra Private Show

64% HD 2:00 / 7:08

Betty Sandra Private Show

Flirt4Free 4 years ago

Pretty Panties Please: Dommy's Perfect Punishment

59% HD 0:10 / 29:27

Pretty Panties Please: Dommy's Perfect Punishment

LoyalFans 1 year ago

Elis Belle Private Show

Elis Belle Private Show

Flirt4Free 2 weeks ago

Bye Bye Vagina

MatureTubeHere 4 years ago

Femdom Dominating Mistress An Li shows her boy's dick chastity

Femdom Dominating Mistress An Li shows her boy's dick chastity

MyLust 3 years ago

Paintedrose.live - Taboo Milf Rosie: Cuckold Training: Cuck Serve Fluff Chastity Eat Cum

Paintedrose.live - Taboo Milf Rosie: Cuckold Training: Cuck Serve Fluff Chastity Eat Cum

XMilf 3 years ago

Latex Domination: Goddess Sassy Feet's CBT and Boot Worship for Her Caged Beta Slave Pup

Latex Domination: Goddess Sassy Feet's CBT and Boot Worship for Her Caged Beta Slave Pup

Pornzona 4 days ago

Chastity Affirmations: Caged Cuckold 4K

4K 0:10 / 14:44

Chastity Affirmations: Caged Cuckold 4K

LoyalFans 3 years ago

Queen Paris Trains Her Disobedient Chastity Slave

Queen Paris Trains Her Disobedient Chastity Slave

xHamster 2 months ago

Chastity Games 13 - 7 Seconds in Heaven - Clara Dee JOI Game

Chastity Games 13 - 7 Seconds in Heaven - Clara Dee JOI Game

xHamster 5 years ago

Femdom Humiliation: Sissy Cocksucker Sph

Femdom Humiliation: Sissy Cocksucker Sph

FapHouse 1 week ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

Femdom Sissy Anal Training: Cum in Your Cage CEI

xHamster 2 weeks ago

Guiding you through chastity - Countess Diamond's Chastity Training Program

Guiding you through chastity - Countess Diamond's Chastity Training Program

Pornzona 1 week ago

Mion husband wears girl panties

Mion husband wears girl panties

xHamster 1 year ago

Goddess Worship Submission - Candle Boxxx Findom Slave Training

Goddess Worship Submission - Candle Boxxx Findom Slave Training

LoyalFans 2 years ago

Femdom Humiliation: Sissy Cocksucker Sph

Femdom Humiliation: Sissy Cocksucker Sph

FapHouse 1 week ago

FEMALE-DOM PEGGING CHASTITY FAGGOT

FEMALE-DOM PEGGING CHASTITY FAGGOT

SortPorn 4 years ago

Adara Smith & Elver Rodriguez Private Show

45% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Flirt4Free 2 years ago

The Training of Slave S - Locked in Chastity

The Training of Slave S - Locked in Chastity

Lesbian8 1 year ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

SNIFFING IN A DIAPER FOR GODDESS

SNIFFING IN A DIAPER FOR GODDESS

LoyalFans 2 days ago

Worshi My Legs and Ass in Pantyhose

59% 4K 2:00 / 2:59

Worshi My Legs and Ass in Pantyhose

Flirt4Free 8 months ago

Chastity Dressage Training

Chastity Dressage Training

AbBDSM 1 year ago

From Worthless to Worthy in Five Mistresses Episode 3, chastity CBT

59% HD 1:01 / 55:13

From Worthless to Worthy in Five Mistresses Episode 3, chastity CBT

FapHouse 4 months ago

Permanent Chastity Servant: MILF trains submissive in chastity cage

Permanent Chastity Servant: MILF trains submissive in chastity cage

FapNFuck 9 months ago

ShopGirl Too: Patient, Obedient, Pleasing In Panties

HD 0:10 / 36:00

ShopGirl Too: Patient, Obedient, Pleasing In Panties

LoyalFans 2 weeks ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

xHamster 1 year ago

Training Zero Femdom Sissy Feminization Slave Bondage Cum Orgasm Humiliation BDSM Real Homemade Miilf Stepmom

Training Zero Femdom Sissy Feminization Slave Bondage Cum Orgasm Humiliation BDSM Real Homemade Miilf Stepmom

xHamster 1 year ago

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