Chastity Training (91,925)

Lis Vega Private Show

Lis Vega Private Show

Camster 2 weeks ago

Katharine Cane Party on Jul 6, 2026 - Part 2

58% 4K 2:00 / 6:32

Katharine Cane Party on Jul 6, 2026 - Part 2

Camster 2 weeks ago

Chloe Riveiro Private Show

4K 2:00 / 1:02:26

Chloe Riveiro Private Show

Flirt4Free 1 week ago

Alma Luv Private Show

Alma Luv Private Show

Camster 1 week ago

Violetta Quin Private Show

Violetta Quin Private Show

Flirt4Free 6 days ago

Rush

65% HD 0:25 / 17:18

IWantClips 3 years ago

The Education of Chastity Lynn - Lesbian Reform Skool!

54% HD 1:01 / 1:18:47

The Education of Chastity Lynn - Lesbian Reform Skool!

FapHouse 2 months ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

64% HD 1:01 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 1 month ago

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

Cuckold Watches Anal Sex and Gets to Clean Up Afterwards

XHamster 6 months ago

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

55% HD 0:39 / 12:35

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

FapHouse 5 months 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 7 months ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

51% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 8 months ago

Grisha Mochka Private Show

69% 4K 2:00 / 19:56

Grisha Mochka Private Show

Camster 3 weeks ago

Edging and Sounding by Dominafire

61% 1:01 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 years ago

Chastity patient prostate exam by DominaFire 1/2

72% 0:39 / 5:05

Chastity patient prostate exam by DominaFire 1/2

FapHouse 3 years ago

Fun Feminization

53% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

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

62% HD 1:01 / 29:11

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

FapHouse 2 months ago

The Dominique Doll!

57% 4K 0:10 / 3:59

The Dominique Doll!

Clips4sale 1 year ago

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

63% HD 1:01 / 55:13

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

FapHouse 7 months ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Bi Domination: Not Entirely Straight

58% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 3 months ago

Sissy Training in Chastity

56% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 1 year ago

Wedding Bride Chastity Strapon Fuck | Mistress Nalini

68% HD 0:10 / 15:11

Wedding Bride Chastity Strapon Fuck | Mistress Nalini

LoyalFans 2 months ago

Size Queen Sissy Boy Training with CEI

HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Cuckold Cleanup Compilation Vol 1: Real Creampie Eating Sessions - The Cuckold Diary [4K Ultra HD]

73% 4K 0:46 / 27:47

Cuckold Cleanup Compilation Vol 1: Real Creampie Eating Sessions - The Cuckold Diary [4K Ultra HD]

Clips4sale 2 months ago

Viky & Mateo Private Show

58% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 6 months ago

Shivering and Leaking of Lust and Frustration! - Chastity Training, Pantyhose Domination and Orgasm Denial with Miss Adrastea

59% HD 0:39 / 16:47

Shivering and Leaking of Lust and Frustration! - Chastity Training, Pantyhose Domination and Orgasm Denial with Miss Adrastea

FapHouse 2 weeks ago

Dressing up Sissy

55% HD 0:39 / 10:15

Dressing up Sissy

FapHouse 1 year ago

Adara Smith & Elver Rodriguez Private Show

62% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 2 years ago

Khloe Clark Private Show

48% 4K 2:00 / 24:07

Khloe Clark Private Show

Camster 1 month ago

Viky & Mateo Private Show

52% HD 2:00 / 32:44

Viky & Mateo Private Show

Camster 6 months ago

Marta Klinta – nose chain

72% 4K 0:10 / 4:48

Marta Klinta – nose chain

Clips4sale 1 year ago

Strap-on fucking and latex sissy training: a day in the life of a Matriarch Ezada Sinn’s sissy husband

HD 0:10 / 15:10

Strap-on fucking and latex sissy training: a day in the life of a Matriarch Ezada Sinn’s sissy husband

LoyalFans 6 days ago

Testing My New house slave feat Bambi Femdom

61% HD 0:10 / 6:21

Testing My New house slave feat Bambi Femdom

LoyalFans 10 months ago

you were meant to be a girl: loving feminization and pov bj

54% HD 0:31 / 17:55

you were meant to be a girl: loving feminization and pov bj

IWantClips 1 year ago

Sweet & Daaniel Private Show

64% HD 2:00 / 14:05

Sweet & Daaniel Private Show

Camster 1 month ago

Dance Tights Training - Kendra James & Star Nine
Pantyhose Domination, Orgasm Control, Tights Fetish, Chastity, Femdom POV, Double Domination

46% HD 0:10 / 14:42

Dance Tights Training - Kendra James & Star Nine Pantyhose Domination, Orgasm Control, Tights Fetish, Chastity, Femdom POV, Double Domination

LoyalFans 1 month ago

Nurse's Master Key

65% HD 0:39 / 10:22

Nurse's Master Key

FapHouse 2 months ago

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

HD 0:39 / 16:15

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

FapHouse 18 hours ago

Chastity patient prostate exam by DominaFire 1/2

51% 1:01 / 5:05

Chastity patient prostate exam by DominaFire 1/2

FapHouse 3 years ago

Alisa – slave post

78% 4K 0:10 / 4:51

Alisa – slave post

Clips4sale 1 year ago

7-day Foot Obedience Trial

HD 1:01 / 14:03

7-day Foot Obedience Trial

FapHouse 2 weeks ago

Toilet Must Swallow

50% HD 1:01 / 13:06

Toilet Must Swallow

FapHouse 2 months ago

LOCKTOBER MILKING / HUCOW

51% HD 0:10 / 9:28

LOCKTOBER MILKING / HUCOW

LoyalFans 9 months ago

Edging and Sounding by Dominafire

60% 0:39 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 years ago

Chastity Belt Rubber Prisoner’s Anal Training and Huge Squirting!

51% HD 0:10 / 12:58

Chastity Belt Rubber Prisoner’s Anal Training and Huge Squirting!

LoyalFans 1 year ago

Sophie Elodie – steel ballet heels

80% 4K 0:10 / 4:53

Sophie Elodie – steel ballet heels

Clips4sale 1 year ago

Female Instructors Make Slaves Lick Their Pussies While They Eat

49% HD 0:39 / 5:11

Female Instructors Make Slaves Lick Their Pussies While They Eat

FapHouse 1 year ago

Gwen Drew Private Show

54% 4K 2:00 / 1:22:02

Gwen Drew Private Show

Flirt4Free 7 months ago

The slave training of Bobbi Starr: Day 2

64% HD 1:01 / 43:44

The slave training of Bobbi Starr: Day 2

FapHouse 8 years ago

Making My Husband into a Cuckold Sissy!

49% 0:11 / 9:49

Making My Husband into a Cuckold Sissy!

Clips4sale 2 years ago

USING lowly servant for MY pleasure! EROTICA! *CUSTOM CLIP* (sex, part 2)

77% 0:33 / 9:23

USING lowly servant for MY pleasure! EROTICA! *CUSTOM CLIP* (sex, part 2)

Clips4sale 1 year ago

Brittney & Elvis Private Show

68% HD 2:00 / 6:22

Brittney & Elvis Private Show

Camster 2 years ago

Chastity Bi Training (WL1711)

70% HD 0:10 / 15:09

Chastity Bi Training (WL1711)

LoyalFans 6 months ago

Chastity Belts Plus Verbal Training

56% HD 1:01 / 1:18:34

Chastity Belts Plus Verbal Training

FapHouse 4 months ago

Anna Lemon – slave display unit

66% 4K 0:11 / 6:40

Anna Lemon – slave display unit

Clips4sale 1 year ago

Her Boyfriend Gifts Me to His Dominant Wife: Cage, Strap-on & Extreme Dilation

64% HD 1:01 / 35:00

Her Boyfriend Gifts Me to His Dominant Wife: Cage, Strap-on & Extreme Dilation

FapHouse 2 months ago

Passing the Torch: Anal Pornstar Ava Devine Breeds a New Anal Slut

65% HD 0:10 / 37:16

Passing the Torch: Anal Pornstar Ava Devine Breeds a New Anal Slut

LoyalFans 9 months ago

🌺 Sissy Training - Learn to suck dick! 🌺

66% HD 0:10 / 7:33

🌺 Sissy Training - Learn to suck dick! 🌺

LoyalFans 9 months ago

Chaste & Sissified

45% HD 0:10 / 7:19

Chaste & Sissified

LoyalFans 1 month ago

Total Transformation - HD

42% HD 0:10 / 5:28

Total Transformation - HD

LoyalFans 1 year ago

Japanese Femdom Human Chair and Ponyboy

64% HD 0:39 / 14:46

Japanese Femdom Human Chair and Ponyboy

FapHouse 2 years ago

The Education of Chastity Lynn - Lesbian Reform Skool!

63% HD 0:39 / 1:18:47

The Education of Chastity Lynn - Lesbian Reform Skool!

FapHouse 2 months ago

Shivering and Leaking of Lust and Frustration! - Chastity Training, Pantyhose Domination and Orgasm Denial with Miss Adrastea

HD 1:01 / 16:47

Shivering and Leaking of Lust and Frustration! - Chastity Training, Pantyhose Domination and Orgasm Denial with Miss Adrastea

FapHouse 2 weeks ago

30 Minutes of Masturbation Torture After Orgasm

30 Minutes of Masturbation Torture After Orgasm

XHamster 6 days ago

Anita – Ballet Stocks

54% 4K 0:10 / 4:37

Anita – Ballet Stocks

Clips4sale 1 year ago

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

54% HD 0:10 / 2:40:24

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

LoyalFans 5 months ago

Female Instructors Make Slaves Lick Their Pussies While They Eat

59% HD 1:01 / 5:11

Female Instructors Make Slaves Lick Their Pussies While They Eat

FapHouse 1 year ago

Ariel Anderssen, Zoe Page in You Stole My Boyfriend! (VID0951, 4K MP4)

59% 4K 0:25 / 18:42

Ariel Anderssen, Zoe Page in You Stole My Boyfriend! (VID0951, 4K MP4)

Clips4sale 1 year ago

How I Destroyed My Cock (REAL Soft Cock Training) [MOV Format]

58% 1:00 / 10:40

How I Destroyed My Cock (REAL Soft Cock Training) [MOV Format]

Clips4sale 4 months ago

Viky & Mateo Private Show

56% HD 2:00 / 32:44

Viky & Mateo Private Show

Flirt4Free 6 months ago

He Tries to Escape When Trapped for Anal Penetration

56% HD 0:39 / 25:39

He Tries to Escape When Trapped for Anal Penetration

FapHouse 1 year ago

Life in My cage

49% HD 0:10 / 6:07

Life in My cage

LoyalFans 3 years ago

THE COCK SOUNDRESS nice pee hole lets fuck it

68% HD 0:26 / 18:29

THE COCK SOUNDRESS nice pee hole lets fuck it

Clips4sale 4 months ago

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

65% HD 1:01 / 9:28

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

FapHouse 1 year ago

Suffer Day - Spiked wheel shoes

77% 4K 0:58 / 55:49

Suffer Day - Spiked wheel shoes

Clips4sale 1 year ago

6 inches of metal: Mistress Ezada training Her slave how to worship Her super fetish high heels

61% HD 0:10 / 6:04

6 inches of metal: Mistress Ezada training Her slave how to worship Her super fetish high heels

LoyalFans 5 years ago

Naughty Maids

55% 0:30 / 16:41

Clips4sale 5 months ago

Femdom POV Sissy Training Pleasure Him

46% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Viky & Mateo Private Show

66% HD 2:00 / 4:48

Viky & Mateo Private Show

Camster 6 months ago

$let\'s get naughty - Part 2$ 4K 2:00 / 4:52

let\'s get naughty - Part 2

Camster 1 week ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

50% HD 0:39 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 1 month ago

Ruined Orgasm in Strict Hogtied Position

Ruined Orgasm in Strict Hogtied Position

XHamster 1 week ago

Lucy Lauren Punished In Chastity For A Week (VID0921, 1080p MP4)

65% HD 0:29 / 33:35

Lucy Lauren Punished In Chastity For A Week (VID0921, 1080p MP4)

Clips4sale 1 year ago

Chastity belt girl outfit vlog

53% HD 0:41 / 25:42

Chastity belt girl outfit vlog

Clips4sale 2 years ago

Gimp Fisted Orgasms (iPhone, Mobile)

59% 0:11 / 8:15

Gimp Fisted Orgasms (iPhone, Mobile)

Clips4sale 3 years ago

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

XHamster 3 years ago

Nora Sparkle – Lips and Tongue Press

75% 4K 0:10 / 4:52

Nora Sparkle – Lips and Tongue Press

Clips4sale 1 year 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 2 months ago

Alma Luv Private Show

57% 4K 2:00 / 8:14

Alma Luv Private Show

Camster 2 weeks ago

Nylon Fetish Chastity Mantra Training: Worship My Pantyhose Covered Feet POV

Nylon Fetish Chastity Mantra Training: Worship My Pantyhose Covered Feet POV

LoyalFans 1 month ago

Sexual Slavery & Kyaaism - Religious Orgasm Denial

53% HD 0:39 / 10:23

Sexual Slavery & Kyaaism - Religious Orgasm Denial

FapHouse 3 months ago

Using male objects at the OWK

70% HD 0:10 / 7:59

Using male objects at the OWK

LoyalFans 5 years ago

My New Office Sissy

61% HD 0:10 / 16:55

My New Office Sissy

LoyalFans 1 year ago

Training Zero Femdom Ball Crushing Tease & Denial Ballbusting CBT

Training Zero Femdom Ball Crushing Tease & Denial Ballbusting CBT

XHamster 6 days ago

Dominatrix Mistress April - Slave training

Dominatrix Mistress April - Slave training

FapHouse 1 week ago

BG redhead latex domme fists sissy for the first time pt 1 - full video on Veggiebabyy Manyvids

BG redhead latex domme fists sissy for the first time pt 1 - full video on Veggiebabyy Manyvids

XHamster 2 years ago

Gyros Girls - Platonische Liebe im Olivenhain - GERMAN

69% 0:23 / 18:54

Gyros Girls - Platonische Liebe im Olivenhain - GERMAN

Clips4sale 2 years ago

Gwen Drew Private Show

56% 4K 2:00 / 15:44

Gwen Drew Private Show

Flirt4Free 5 months ago

Chastity Come Back

HD 0:10 / 15:49

Chastity Come Back

LoyalFans 1 month ago

Anal JOI Ruined Orgasm

Anal JOI Ruined Orgasm

LoyalFans 2 years ago

Japanese Femdom Human Chair and Ponyboy

62% HD 1:01 / 14:46

Japanese Femdom Human Chair and Ponyboy

FapHouse 2 years ago

I’m back on the terrace with my husband, doing a weighted endurance workout while wearing two extremely heavy chains locked around my body

HD 0:10 / 34:08

I’m back on the terrace with my husband, doing a weighted endurance workout while wearing two extremely heavy chains locked around my body

LoyalFans 3 weeks ago

slave girl labor house EP29 (Bitch can't orgasm)

74% 1:00 / 17:40

slave girl labor house EP29 (Bitch can't orgasm)

Clips4sale 3 years ago

Chastity Slave Training: Skylar Rene And Domina Andrea Rosu lock his cock while he worships our perfect bodies - Chastity & Muscle Worship

58% HD 0:10 / 14:57

Chastity Slave Training: Skylar Rene And Domina Andrea Rosu lock his cock while he worships our perfect bodies - Chastity & Muscle Worship

LoyalFans 1 year ago

Bimbo rubber doll - Chastity and dick sucking

65% 0:30 / 9:47

Bimbo rubber doll - Chastity and dick sucking

Clips4sale 1 year ago

Jasmine James – nipple weight lifting

57% HD 0:22 / 10:57

Jasmine James – nipple weight lifting

Clips4sale 1 year ago

Grisha Mochka Private Show

59% 4K 2:00 / 19:56

Grisha Mochka Private Show

Flirt4Free 3 weeks ago

Puppy Play With Bella Bare

HD 0:10 / 18:33

Puppy Play With Bella Bare

LoyalFans 2 months ago

Lis Vega Private Show

59% 4K 2:00 / 8:50

Lis Vega Private Show

Camster 1 month ago

Fusion Ryzen Private Show

60% HD 2:00 / 16:43

Fusion Ryzen Private Show

Flirt4Free 1 year ago

Tyna Doll Private Show

Tyna Doll Private Show

Camster 4 months ago

Femdom POV Sissy Training Pleasure Him

52% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Cuckold Sissy Maid in Training (4K)

65% 4K 0:13 / 10:36

Cuckold Sissy Maid in Training (4K)

Clips4sale 2 months ago

Making Him Sissy - Queen Ava and Glenn - A sissification scene featuring: sissy, feminization, face fucking, big dicks, strap-on, chastity, and BNWO - 1080 MP4

68% HD 0:30 / 13:27

Making Him Sissy - Queen Ava and Glenn - A sissification scene featuring: sissy, feminization, face fucking, big dicks, strap-on, chastity, and BNWO - 1080 MP4

Clips4sale 1 year ago

Sissy Huren Ausbildung Incl Sperma schlucken (deutsch) /Sissy Hure Training, including to swallow sperm (german)

54% HD 0:10 / 13:14

Sissy Huren Ausbildung Incl Sperma schlucken (deutsch) /Sissy Hure Training, including to swallow sperm (german)

LoyalFans 3 years ago

Part 2: How Do You Reframe a Disobedient Hairy Slave? Turn Him Into a Pet- Maitresse Julia

65% 0:39 / 5:48

Part 2: How Do You Reframe a Disobedient Hairy Slave? Turn Him Into a Pet- Maitresse Julia

FapHouse 1 year ago

The slave training of Bobbi Starr: Day 1

61% HD 0:39 / 1:22:11

The slave training of Bobbi Starr: Day 1

FapHouse 8 years ago

Chelsea Roset Private Show

56% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 2 years ago

Viky & Mateo Private Show

63% HD 2:00 / 19:22

Viky & Mateo Private Show

Flirt4Free 6 months ago

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