Chastity Training Porn (103,958)

Nurse's Master Key

66% HD 0:39 / 10:22

Nurse's Master Key

FapHouse 4 months ago

Conquered by a Goddess! (feminine Beauty, Power and Muscle Flexing)

55% HD 1:01 / 18:54

Conquered by a Goddess! (feminine Beauty, Power and Muscle Flexing)

FapHouse 1 month ago

Slut Hole: Femdom Pegging in Bondage, Ass-to-mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina O

HD 1:01 / 50:56

Slut Hole: Femdom Pegging in Bondage, Ass-to-mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina O

FapHouse 4 days ago

Rubber doll is is Locked up in a Chastity as punishment

Rubber doll is is Locked up in a Chastity as punishment

XHamster 5 days ago

The Education of Chastity Lynn - Lesbian Reform Skool!

50% HD 1:01 / 1:18:47

The Education of Chastity Lynn - Lesbian Reform Skool!

FapHouse 4 months ago

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

FapHouse 3 days ago

Anally Wrecked by Mistress (full) Femdom Pegging, Anal Fisting, Edging & Orgasm Denial with Mistress Stellina Obscura Copy 1

HD 0:39 / 54:35

Anally Wrecked by Mistress (full) Femdom Pegging, Anal Fisting, Edging & Orgasm Denial with Mistress Stellina Obscura Copy 1

FapHouse 1 week ago

My Bull Called, He Wants Us Both to Prepare Our Asses

51% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 9 months ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 years ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Educating a Bitchboy Episode: 2

Educating a Bitchboy Episode: 2

XHamster 1 year ago

Edging and Sounding by Dominafire

60% 0:39 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 years ago

Long-term Training! Spitting in Your Mouth, Ring Gag, Anal Plug, Cock Cage, Floor Stocks Play-lady Victoria Valente

HD 1:01 / 18:33

Long-term Training! Spitting in Your Mouth, Ring Gag, Anal Plug, Cock Cage, Floor Stocks Play-lady Victoria Valente

FapHouse 1 month ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

52% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 10 months ago

Caged & Anally Ruined: Mistress Stellina Obscura Femdom Pegging and Anal Training with big cocks

Caged & Anally Ruined: Mistress Stellina Obscura Femdom Pegging and Anal Training with big cocks

XHamster 2 months ago

Group Bi Training with My Three Girlfriends

Group Bi Training with My Three Girlfriends

XHamster 4 days ago

The slave training of Bobbi Starr: Day 2

59% HD 1:01 / 43:44

The slave training of Bobbi Starr: Day 2

FapHouse 9 years ago

The Education of Chastity Lynn - Lesbian Reform Skool!

The Education of Chastity Lynn - Lesbian Reform Skool!

XHamster 4 months ago

Chastity tutorial - how to wear a chastity cage - part 1

Chastity tutorial - how to wear a chastity cage - part 1

XHamster 7 months ago

Viky & Mateo Private Show

60% HD 2:00 / 11:13

Viky & Mateo Private Show

Camster 8 months ago

Bondage Slave Suffering (full): Femdom Pegging, Anal Fisting & Double Penetration in Strict Bondage with Mistress Stellina Obscu

HD 1:01 / 1:07:28

Bondage Slave Suffering (full): Femdom Pegging, Anal Fisting & Double Penetration in Strict Bondage with Mistress Stellina Obscu

FapHouse 1 week ago

Violetta Quin Private Show

HD 2:00 / 32:44

Violetta Quin Private Show

Camster 1 week ago

Edging and Sounding by Dominafire

64% 1:01 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 years ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

Slave Learns the Mindset for Being a Human Toilet

Slave Learns the Mindset for Being a Human Toilet

XHamster 4 days ago

Bootlicker's Doggy Day IV - ENTIRE

55% HD 0:10 / 1:03:22

Bootlicker's Doggy Day IV - ENTIRE

LoyalFans 1 month ago

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 year ago

how much could you withstand? 😛 anal training.

how much could you withstand? 😛 anal training.

PornBox 2 weeks ago

Beta Cuck University (full) Femdom Cuck Training, Pegging, Anal Fisting & Complete Degradation with Mistress Stellina Obscura

HD 0:39 / 1:38:17

Beta Cuck University (full) Femdom Cuck Training, Pegging, Anal Fisting & Complete Degradation with Mistress Stellina Obscura

FapHouse 1 week ago

DOMINATRIX PEGGING CHASTITY FAGGOT

DOMINATRIX PEGGING CHASTITY FAGGOT

XHamster 2 years ago

Handjob With My Long Nails Make Him Cum After Chastity Release I MyNastyFantasy

Handjob With My Long Nails Make Him Cum After Chastity Release I MyNastyFantasy

XHamster 3 years ago

Red Lips Tease and Pussyplay

61% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 years ago

Perverted Anal Task Femdom POV

57% HD 0:39 / 18:58

Perverted Anal Task Femdom POV

FapHouse 5 months ago

Small Dick in Cage Humiliation. Femdom POV. Small Penis Chastity Punishment. Beta Male Training. SPH Sexual Rejection. Middle Finger Flip Off Loser

Small Dick in Cage Humiliation. Femdom POV. Small Penis Chastity Punishment. Beta Male Training. SPH Sexual Rejection. Middle Finger Flip Off Loser

Itsrealamateurs 4 days ago

training zero - making slave keep his asshole open anal fisting & gaping

training zero - making slave keep his asshole open anal fisting & gaping

AnalVids 1 month ago

Kendall Joyce Private Show

Kendall Joyce Private Show

Camster 2 weeks ago

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 year ago

Bi Domination: Not Entirely Straight

52% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 5 months ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 7 months ago

POV Cuckold volume 20

POV Cuckold volume 20

XHamster 4 years ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 2 years ago

Suffer Day - Spiked wheel shoes

77% 4K 0:58 / 55:49

Suffer Day - Spiked wheel shoes

Clips4sale 1 year ago

Femdom Pegging Latex Sissy by Dominafire

Femdom Pegging Latex Sissy by Dominafire

XHamster 2 years ago

Violeth Mora Private Show

4K 2:00 / 11:00

Violeth Mora Private Show

Flirt4Free 4 weeks ago

Viky & Mateo Private Show

51% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 8 months ago

Prejac Training and Tiny Mushroom

Prejac Training and Tiny Mushroom

XHamster 1 month ago

dominican black mistress trains white sissy to take bbc

dominican black mistress trains white sissy to take bbc

AnalVids 2 weeks ago

Viky & Mateo Private Show

59% HD 2:00 / 19:22

Viky & Mateo Private Show

Flirt4Free 8 months ago

Divorce Settlement: BBC Gangbang

57% HD 0:10 / 21:35

Divorce Settlement: BBC Gangbang

IWantClips 3 years ago

Kendall Joyce Party on Sep 22, 2026 - Part 5

4K 2:00 / 55:01

Kendall Joyce Party on Sep 22, 2026 - Part 5

Flirt4Free 4 days ago

Lady Caitlyn Party on Jun 30, 2026

52% HD 2:00 / 1:00:18

Lady Caitlyn Party on Jun 30, 2026

Camster 2 months ago

Anna Lemon – slave display unit

67% 4K 0:11 / 6:40

Anna Lemon – slave display unit

Clips4sale 1 year ago

Insu Young Private Show

53% HD 2:00 / 4:05

Insu Young Private Show

Flirt4Free 13 years ago

Spit-roasting My Locked Boyfriend While I Cum on My Satisfyer

Spit-roasting My Locked Boyfriend While I Cum on My Satisfyer

XHamster 1 month ago

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

62% HD 0:39 / 29:11

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

FapHouse 5 months ago

Locked in Chastity While I Ride His Cage & Train His Throat

Locked in Chastity While I Ride His Cage & Train His Throat

XHamster 2 months ago

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

XHamster 11 months ago

Rubber doll is is Locked up in a Chastity as torture

Rubber doll is is Locked up in a Chastity as torture

Amateur8 5 days ago

part 2: supervised anal training

part 2: supervised anal training

PornBox 2 days ago

caged, fucked, gaped, and plapped by bbc

caged, fucked, gaped, and plapped by bbc

PornBox 2 weeks ago

Learning to CUM from the ASS... First PROSTATE ORGASM!

Learning to CUM from the ASS... First PROSTATE ORGASM!

XHamster 2 years ago

Thaliana Jones & Camila Cooper Private Show

55% 4K 2:00 / 29:52

Thaliana Jones & Camila Cooper Private Show

Flirt4Free 1 year ago

Female Instructors Make Slaves Lick Their Pussies While They Eat

53% HD 0:39 / 5:11

Female Instructors Make Slaves Lick Their Pussies While They Eat

FapHouse 2 years ago

INSTITUTION X - Prostate Milking Butthole Training Pspot Cumming COMPILATION 1-2

INSTITUTION X - Prostate Milking Butthole Training Pspot Cumming COMPILATION 1-2

KAMS 1 year ago

Beta Cuck University (full) Femdom Cuck Training, Pegging, Anal Fisting & Complete Degradation with Mistress Stellina Obscura

HD 1:01 / 1:38:17

Beta Cuck University (full) Femdom Cuck Training, Pegging, Anal Fisting & Complete Degradation with Mistress Stellina Obscura

FapHouse 1 week ago

Femdom Pegging Gangbang

52% 0:39 / 11:17

Femdom Pegging Gangbang

FapHouse 6 months 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

Mistressae & Lady Valeska’s Anal Stretching School: Second Semester

62% HD 0:39 / 8:37

Mistressae & Lady Valeska’s Anal Stretching School: Second Semester

FapHouse 1 year ago

Madison & Roberth Private Show

55% HD 2:00 / 14:09

Madison & Roberth Private Show

Flirt4Free 3 years ago

Venus Garcia Private Show

Venus Garcia Private Show

Flirt4Free 4 years ago

FULL SERVICE FROM SISSY BITCH: Milking, Pegging & Mouth Fucking 4k MahoganyQen

4K 0:25 / 34:01

FULL SERVICE FROM SISSY BITCH: Milking, Pegging & Mouth Fucking 4k MahoganyQen

Clips4sale 1 week ago

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

XHamster 2 days ago

MLDO-150 Masochist Are Managed in a Chastity Belt

MLDO-150 Masochist Are Managed in a Chastity Belt

XHamster 8 years ago

Pegging my Sissy Slut

Pegging my Sissy Slut

XHamster 3 days ago

PART 1: Supervised Anal Training

Premium HD 10:49

PART 1: Supervised Anal Training

Sheer 5 days ago

Femdom POV Sissy Training Pleasure Him

50% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

TheSweetMartini's Chastity Belts and Edging Desperation

TheSweetMartini's Chastity Belts and Edging Desperation

EpicGFs 4 weeks ago

The slave training of Bobbi Starr: Day 1

The slave training of Bobbi Starr: Day 1

XHamster 6 months ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

XHamster 4 months ago

Chastity Anal Training

66% HD 0:10 / 16:12

Chastity Anal Training

LoyalFans 1 month ago

Sissy Training in Chastity

57% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 2 years ago

Latex Mistress Pegging Chastity Sissy

Latex Mistress Pegging Chastity Sissy

XHamster 10 months ago

teaseandthankyou - mandy marx look into my gorgeous eyes while im pegging you but dont shoot too soon porn video

teaseandthankyou - mandy marx look into my gorgeous eyes while im pegging you but dont shoot too soon porn video

BDSMShip 1 year ago

Chastity Lynn returns to The Upper Floor for foursome ride slave training

Chastity Lynn returns to The Upper Floor for foursome ride slave training

Eporner 1 year ago

Girl plays sexually with a dick in a chastity belt - Lots of sperm!

Girl plays sexually with a dick in a chastity belt - Lots of sperm!

Fetishpapa 1 week ago

She Locked Me in Chastity and Showed Me How She Fucks

She Locked Me in Chastity and Showed Me How She Fucks

XHamster 3 months ago

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 year ago

Dominatrix Date Loose Slave Gets What He Deserves

Dominatrix Date Loose Slave Gets What He Deserves

XHamster 1 month ago

A chastity punishment for the fuck slave

A chastity punishment for the fuck slave

XHamster 1 month ago

Thigh High Love with Green Envy

60% HD 2:00 / 22:14

Thigh High Love with Green Envy

Flirt4Free 4 years ago

Premature Ruined Orgasms for chastity slave

Premature Ruined Orgasms for chastity slave

XHamster 5 months ago

training zero you don t get to watch pegging

training zero you don t get to watch pegging

PornBox 2 weeks ago

Violeth Mora Private Show

Violeth Mora Private Show

Camster 4 days ago

Naked Body Worship, before I piss into his mouth

Naked Body Worship, before I piss into his mouth

XHamster 1 year ago

Teen slave girl locked in chastity belt sucks obediently

Teen slave girl locked in chastity belt sucks obediently

SexPester 1 year ago

Femdom Pegging Gangbang Slave Kassie

Femdom Pegging Gangbang Slave Kassie

XHamster 4 days ago

Viky & Mateo Private Show

70% HD 2:00 / 7:37

Viky & Mateo Private Show

Flirt4Free 7 months ago

Locktober 2026

Clips4sale 6 days 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

David Chase’s training in chastity turns kinky with gagging and deep throat

David Chase’s training in chastity turns kinky with gagging and deep throat

AbXXX 2 years ago

The Education of Chastity Lynn - Lesbian Reform Skool!

The Education of Chastity Lynn - Lesbian Reform Skool!

Dafreeporn 3 months ago

Today, You Get to Cum Inside Your Cock Cage with Your Asshole Spread Wide! Lady Victoria Valente

Today, You Get to Cum Inside Your Cock Cage with Your Asshole Spread Wide! Lady Victoria Valente

XHamster 1 month ago

Her ass burns red under the paddle slave girl begs for more chastity denial

Her ass burns red under the paddle slave girl begs for more chastity denial

AveXXX 1 month ago

Slut Hole: Femdom Pegging in Bondage, Ass-to-mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina O

HD 0:39 / 50:56

Slut Hole: Femdom Pegging in Bondage, Ass-to-mouth Dildo Sucking, Cum Eating & Strict Female Domination with Mistress Stellina O

FapHouse 4 days ago

Grisha Mochka Private Show

54% 4K 2:00 / 19:56

Grisha Mochka Private Show

Camster 2 months ago

No Erections - Week 4

No Erections - Week 4

LoyalFans 3 years ago

German MILF teases and humiliates slave with cock cage

German MILF teases and humiliates slave with cock cage

DesiresXL 1 year ago

Sissy Training - Feminization

Sissy Training - Feminization

BigTitsLust 2 years ago

Trained to Fear Arousal

Trained to Fear Arousal

Fetishpapa 4 days ago

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

XHamster 8 months ago

hands free cum in cage with new toy

hands free cum in cage with new toy

Fetishpapa 1 month ago

Made to Swallow Piss After Breathing Difficulties

Made to Swallow Piss After Breathing Difficulties

XHamster 3 days ago

J.o.i. Stroke It, Jerk-off Instructions

68% 4K 2:00 / 2:09

J.o.i. Stroke It, Jerk-off Instructions

Flirt4Free 8 years ago

Chastity Sissy Slut Training

HD 0:10 / 21:25

Chastity Sissy Slut Training

IWantClips 1 year ago

How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

Xfeed 1 week ago

Sandals Endurance Test

HD 0:25 / 18:21

Sandals Endurance Test

Clips4sale 6 days ago

training zero - making slave keep his asshole open anal fisting & gaping

HD 2:25 / 30:23

training zero - making slave keep his asshole open anal fisting & gaping

PornBox 1 month ago

Testing My New house slave feat Bambi Femdom

62% HD 0:10 / 6:21

Testing My New house slave feat Bambi Femdom

LoyalFans 1 year ago

FEMDOM CUCKOLDING: Double Domme Chastity Cage Training & BBC Creampie Cleanup for My Locked Cuck Husband With Alexandra Wildfire [4K Ultra HD]

75% 4K 0:30 / 24:03

FEMDOM CUCKOLDING: Double Domme Chastity Cage Training & BBC Creampie Cleanup for My Locked Cuck Husband With Alexandra Wildfire [4K Ultra HD]

Clips4sale 2 months ago

Lock and Key

XHamster 6 months ago

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