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Chastity Training (159 735)

Female Instructors Have Slaves Lick Their Pussies, Claiming It Is licking Practice, but in Reality Just Enjoying Pleasure

45% HD 0:39 / 26:04

Female Instructors Have Slaves Lick Their Pussies, Claiming It Is licking Practice, but in Reality Just Enjoying Pleasure

FapHouse 2 år sedan

Mistress Transfers Two Slaves to Pussy and Anus Licking Training Center

66% HD 0:39 / 16:44

Mistress Transfers Two Slaves to Pussy and Anus Licking Training Center

FapHouse 2 år sedan

Female Instructors Make Slaves Jerk off in Front of Them, Put Ice on Dicks Just Before Cum, and Put on Chastity Belts

59% HD 0:39 / 16:13

Female Instructors Make Slaves Jerk off in Front of Them, Put Ice on Dicks Just Before Cum, and Put on Chastity Belts

FapHouse 2 år sedan

Female Instructors Make Slaves Lick Their Pussies While They Eat

55% HD 1:01 / 5:11

Female Instructors Make Slaves Lick Their Pussies While They Eat

FapHouse 2 år sedan

Female Instructors Make Slaves Jerk off in Front of Them, Put Ice on Dicks Just Before Cum, and Put on Chastity Belts

47% HD 1:01 / 16:13

Female Instructors Make Slaves Jerk off in Front of Them, Put Ice on Dicks Just Before Cum, and Put on Chastity Belts

FapHouse 2 år sedan

Slaves Must Lick Pussy and Anus of Female Instructor Every Time They Do Sit-ups and Push-ups to Strengthen Their Stamina

55% HD 1:01 / 32:26

Slaves Must Lick Pussy and Anus of Female Instructor Every Time They Do Sit-ups and Push-ups to Strengthen Their Stamina

FapHouse 2 år sedan

The Female Instructors Repeatedly Tease and Denial the Slave, Bringing His Sexual Desire to the Peak, Then Leave Laughing

HD 8:43 / 16:28

The Female Instructors Repeatedly Tease and Denial the Slave, Bringing His Sexual Desire to the Peak, Then Leave Laughing

FapHouse 2 år sedan

Mistress Transfers Two Slaves to Pussy and Anus Licking Training Center

HD 8:51 / 16:44

Mistress Transfers Two Slaves to Pussy and Anus Licking Training Center

FapHouse 2 år sedan

Mistress Makes Masochist Wear Chastity Belt and Locks It, Then Puts the Key on Her Necklace and Controls Him

HD 1:01 / 34:38

Mistress Makes Masochist Wear Chastity Belt and Locks It, Then Puts the Key on Her Necklace and Controls Him

FapHouse 10 månader sedan

The Female Instructors Repeatedly Tease and Denial the Slave, Bringing His Sexual Desire to the Peak, Then Leave Laughing

58% HD 0:39 / 16:28

The Female Instructors Repeatedly Tease and Denial the Slave, Bringing His Sexual Desire to the Peak, Then Leave Laughing

FapHouse 2 år sedan

Female Instructor at the Pussy and Anus Licking Training School Shows Her Pussy to Slaves so They Can Learn Its Anatomy

37% HD 0:39 / 15:46

Female Instructor at the Pussy and Anus Licking Training School Shows Her Pussy to Slaves so They Can Learn Its Anatomy

FapHouse 2 år sedan

Slave Make Memorize Smell of Young Lady's Boots, High Heels, Panties, Feet While Fapping, and Cum Denial by Chastity Belt

Slave Make Memorize Smell of Young Lady's Boots, High Heels, Panties, Feet While Fapping, and Cum Denial by Chastity Belt

XHamster 1 år sedan

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

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

XHamster 1 år sedan

Female Instructors at the Pussy and Anal Licking Training Center Train Slaves to Be Pets for Licking Service

HD 0:39 / 23:02

Female Instructors at the Pussy and Anal Licking Training Center Train Slaves to Be Pets for Licking Service

FapHouse 2 år sedan

Mistress Makes Masochist Wear Chastity Belt and Locks It, Then Puts the Key on Her Necklace and Controls Him

Mistress Makes Masochist Wear Chastity Belt and Locks It, Then Puts the Key on Her Necklace and Controls Him

XHamster 9 månader sedan

Female Instructor at the Pussy and Anus Licking Training School Shows Her Pussy to Slaves so They Can Learn Its Anatomy

31% HD 1:01 / 15:46

Female Instructor at the Pussy and Anus Licking Training School Shows Her Pussy to Slaves so They Can Learn Its Anatomy

FapHouse 2 år sedan

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 år sedan

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

57% HD 1:01 / 18:54

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

FapHouse 2 månader sedan

Obey and Swallow

58% HD 1:01 / 12:12

Obey and Swallow

FapHouse 3 veckor sedan

Anal Training Progress

Anal Training Progress

XHamster 2 veckor sedan

Paulo & Jose & Sander Private Show

55% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

Flirt4Free 5 månader sedan

Paulo & Jose & Sander Private Show

53% HD 2:00 / 15:24

Paulo & Jose & Sander Private Show

Flirt4Free 5 månader sedan

Maid to Suck

54% HD 0:39 / 16:15

FapHouse 4 månader sedan

Feminized Sasha De Sade

71% HD 1:01 / 24:42

Feminized Sasha De Sade

FapHouse 1 månad sedan

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

45% HD 0:39 / 13:18

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

FapHouse 2 månader sedan

Samuel & Zeuv Private Show

52% 4K 2:00 / 32:56

Samuel & Zeuv Private Show

Flirt4Free 1 år sedan

ride dildo

56% HD 2:00 / 6:53

Flirt4Free 5 år sedan

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 år sedan

Absolute Obedience 2

57% HD 0:39 / 12:14

Absolute Obedience 2

FapHouse 1 år sedan

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 år sedan

Sophia Loreen Private Show

52% HD 2:00 / 4:58

Sophia Loreen Private Show

Flirt4Free 5 månader sedan

Trans Bunnygirl Buttplug Bonanza

Trans Bunnygirl Buttplug Bonanza

XHamster 2 veckor sedan

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

68% HD 1:01 / 11:28

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

FapHouse 4 månader sedan

Caged TS Gray Perrier Submits to Sadistic Sir

Caged TS Gray Perrier Submits to Sadistic Sir

XHamster 2 månader sedan

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 10 månader sedan

femdom sex orgasms pegging reverse anal pegging - anal strapon tease & denial

femdom sex orgasms pegging reverse anal pegging - anal strapon tease & denial

AnalVids 1 vecka sedan

BIANCA BLACK TRAINS SYDNEY SUMMERS HOW TO FUCK!

BIANCA BLACK TRAINS SYDNEY SUMMERS HOW TO FUCK!

MyTransfix 1 månad sedan

Sissy Kanisa Is Playing with Her Pussy

62% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

FapHouse 1 år sedan

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

Axel Reigns _Anal-Training-amp-Creampie-for-Pup-Sasha-De-Sade

AShemaleTube 1 år sedan

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 1 år sedan

Sophia Loreen Private Show

53% HD 2:00 / 18:04

Sophia Loreen Private Show

Flirt4Free 6 månader sedan

Part 3 of 3: Training Coach

66% HD 0:39 / 10:53

Part 3 of 3: Training Coach

FapHouse 8 månader sedan

Sophia Loreen Party on Apr 25, 2026 - Part 3

56% HD 2:00 / 1:59:26

Sophia Loreen Party on Apr 25, 2026 - Part 3

Flirt4Free 6 månader sedan

Sophia Loreen Private Show

69% 4K 2:00 / 14:01

Sophia Loreen Private Show

Flirt4Free 3 månader sedan

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 år sedan

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 år sedan

Caged & Plugged Sissy Try to Cum

66% HD 0:25 / 28:37

Caged & Plugged Sissy Try to Cum

C4S 1 dag sedan

Balls and Hard Cock Worked Over with Spiked Ring

59% HD 1:01 / 14:32

Balls and Hard Cock Worked Over with Spiked Ring

FapHouse 1 månad sedan

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 1 år sedan

Subservient Cuckquean

HD 0:29 / 13:47

Subservient Cuckquean

Clips4sale 2 månader sedan

Sissy Training in Chastity

65% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 år sedan

Chastity patient prostate exam by DominaFire 1/2

69% 0:39 / 5:05

Chastity patient prostate exam by DominaFire 1/2

FapHouse 3 år sedan

Rubber doll is is Locked up in a Chastity as punishment

Rubber doll is is Locked up in a Chastity as punishment

XHamster 1 månad sedan

2 Gimps - One Sir

2 Gimps - One Sir

MenGem 2 veckor sedan

Roy & Hercules & Jamer Private Show

46% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 4 år sedan

Orianna Dunn Private Show

52% HD 2:00 / 4:33

Orianna Dunn Private Show

Flirt4Free 3 år sedan

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined

XHamster 6 månader sedan

Getting Ready with Sissy Maid Candy!

Getting Ready with Sissy Maid Candy!

XHamster 7 månader sedan

Sophia Loreen Party on Jul 29, 2026 - Part 3

59% 4K 2:00 / 1:17:55

Sophia Loreen Party on Jul 29, 2026 - Part 3

Flirt4Free 3 månader sedan

The Chastity Boy Gets to Worship My Feet

68% 0:39 / 16:01

The Chastity Boy Gets to Worship My Feet

FapHouse 3 månader sedan

The Chastity Fuck

67% HD 1:01 / 13:07

The Chastity Fuck

FapHouse 1 månad sedan

Caged TS Gray Perrier Submits to Sadistic Sir

63% HD 1:01 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 3 månader sedan

Archie Blossom Private Show

59% HD 2:00 / 11:08

Archie Blossom Private Show

Flirt4Free 8 månader sedan

The Education of Chastity Lynn - Lesbian Reform Skool!

53% HD 1:01 / 1:18:47

The Education of Chastity Lynn - Lesbian Reform Skool!

FapHouse 5 månader sedan

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 9 månader sedan

Step-stepmommy's Secret Sissy (full) Sissy Slut Exposed and Punished with Femdom Pegging, Anal Fisting & Humiliating Spankings

Step-stepmommy's Secret Sissy (full) Sissy Slut Exposed and Punished with Femdom Pegging, Anal Fisting & Humiliating Spankings

XHamster 1 vecka sedan

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

Mdf: Valentin Gets His Prostate Milked Like a True Chaste-boy!

XHamster 7 månader sedan

Sophia Loreen Party on May 28, 2026 - Part 3

64% HD 2:00 / 49:53

Sophia Loreen Party on May 28, 2026 - Part 3

Flirt4Free 5 månader sedan

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

PissVids 1 år sedan

Caged TS Gray Perrier Submits to Sadistic Sir

Caged TS Gray Perrier Submits to Sadistic Sir

XHamster 3 månader sedan

Sissy Femboy Teases Her Tight Hole

Sissy Femboy Teases Her Tight Hole

XHamster 2 veckor sedan

Sophia Loreen Private Show

50% HD 2:00 / 10:53

Sophia Loreen Private Show

Flirt4Free 3 år sedan

German Mistress Cock Downsizing In A Smaller Cage With Red Long Nails, Ballbusting, Humiliation, Scratching And More

German Mistress Cock Downsizing In A Smaller Cage With Red Long Nails, Ballbusting, Humiliation, Scratching And More

XHamster 2 veckor sedan

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

65% HD 1:01 / 1:13:02

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

FapHouse 2 månader sedan

sandwich with trippel Dommes.mp4

sandwich with trippel Dommes.mp4

XHamster 2 veckor sedan

Sophia Loreen Party on Apr 18, 2026 - Part 3

61% HD 2:00 / 44:10

Sophia Loreen Party on Apr 18, 2026 - Part 3

Flirt4Free 6 månader sedan

Shock therapy

XHamster 3 veckor sedan

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

53% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 11 månader sedan

Jake & Mathias Private Show

50% HD 2:00 / 6:17

Jake & Mathias Private Show

Flirt4Free 1 år sedan

Slave Broken by Goddess Draya's Cruel Training Regime

Slave Broken by Goddess Draya's Cruel Training Regime

Fetishpapa 5 månader sedan

Sophia Loreen Party on Oct 31, 2025 - Part 2

56% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 1 år sedan

Locktober Leather Chastity Training Day 6

Locktober Leather Chastity Training Day 6

XHamster 1 månad sedan

Rewarding My Best Slutty Secretary! - Sissy Training with Cum in Chastity and Pantyhose Domination with Miss Adrastea

70% HD 1:01 / 22:57

Rewarding My Best Slutty Secretary! - Sissy Training with Cum in Chastity and Pantyhose Domination with Miss Adrastea

FapHouse 6 dagar sedan

Sissy Slut Training

Sissy Slut Training

XHamster 2 år sedan

Helpless Hard-on between Hellish Heels (1080p)

HD 0:25 / 12:54

Helpless Hard-on between Hellish Heels (1080p)

Clips4sale 6 dagar sedan

POV Cuckold volume 20

POV Cuckold volume 20

XHamster 4 år sedan

Prejac Training and Tiny Mushroom

Prejac Training and Tiny Mushroom

XHamster 3 månader sedan

Strapon Bitch - Fucked with 3 Dildos on Gyn Chair

66% HD 1:01 / 10:31

Strapon Bitch - Fucked with 3 Dildos on Gyn Chair

FapHouse 3 veckor sedan

Turning My Boyfriend Into A Sissy

Turning My Boyfriend Into A Sissy

XHamster 5 månader sedan

Total Sissification & PEGGING

65% HD 0:46 / 13:38

Total Sissification & PEGGING

C4S 2 veckor sedan

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

66% HD 1:01 / 29:11

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

FapHouse 6 månader sedan

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

PornoXO 1 år sedan

Sophia Loreen Private Show

65% 4K 2:00 / 9:47

Sophia Loreen Private Show

Flirt4Free 2 månader sedan

Nazanin Hunter Private Show

51% HD 2:00 / 19:16

Nazanin Hunter Private Show

Flirt4Free 2 år sedan

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

49% HD 0:39 / 4:03

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

FapHouse 6 månader sedan

Sophia Loreen Private Show

76% 4K 2:00 / 5:21

Sophia Loreen Private Show

Flirt4Free 2 månader sedan

Miss Adrastea is riding your face while you’re in chastity

Miss Adrastea is riding your face while you’re in chastity

XHamster 5 år sedan

Brides Hands-free BBC Cumshots

80% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

FapHouse 5 månader sedan

Edging and Sounding by Dominafire

62% 1:01 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 år sedan

Sophia Loreen Private Show

62% HD 2:00 / 4:58

Sophia Loreen Private Show

Flirt4Free 6 månader sedan

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 3 år sedan

Alisa Fresh Private Show

60% 4K 2:00 / 8:38

Alisa Fresh Private Show

Flirt4Free 4 månader sedan

She Locked Me in Chastity and Showed Me How She Fucks

She Locked Me in Chastity and Showed Me How She Fucks

XHamster 4 månader sedan

30-minute anal training session

30-minute anal training session

XHamster 2 månader sedan

Slave Filo is bent over a bar and struggles

Slave Filo is bent over a bar and struggles

XHamster 1 vecka sedan

Red Lips Tease and Pussyplay

60% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 år sedan

Calisa Bliss versus 30 kilos of steel

66% HD 0:12 / 4:20

Calisa Bliss versus 30 kilos of steel

Clips4sale 2 veckor sedan

Mean Wife locked me in chastity and mads to fuck her with a strap on

Mean Wife locked me in chastity and mads to fuck her with a strap on

XHamster 1 år sedan

2 Mean Girls - His first Day as a Slave

2 Mean Girls - His first Day as a Slave

XHamster 9 månader sedan

Anamahl's Slut Training: Body Stocking Demon Dick Blow Job and Ass Fucking in Bondage pt 1 4k

4K 0:29 / 15:23

Anamahl's Slut Training: Body Stocking Demon Dick Blow Job and Ass Fucking in Bondage pt 1 4k

C4S 1 dag sedan

Sophia Loreen Party on Sep 9, 2026 - Part 3

66% 4K 2:00 / 29:56

Sophia Loreen Party on Sep 9, 2026 - Part 3

Flirt4Free 2 månader sedan

Sophia Loreen Strip

55% HD 2:00 / 4:00

Sophia Loreen Strip

Flirt4Free 3 år sedan

Amelia Sweety Private Show

55% HD 2:00 / 4:47

Amelia Sweety Private Show

Flirt4Free 1 år sedan

Obedient Tgirl Follows Orders

66% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

FapHouse 6 månader sedan

Viky & Mateo Private Show

56% HD 2:00 / 32:44

Viky & Mateo Private Show

Flirt4Free 10 månader sedan

Sophia Loreen Private Show

55% HD 2:00 / 10:44

Sophia Loreen Private Show

Flirt4Free 2 år sedan

Sissy Clit Versus Big Black Cock

64% HD 1:01 / 17:12

Sissy Clit Versus Big Black Cock

FapHouse 2 månader sedan

Jord James & Harv Bridgestone Private Show

57% HD 2:00 / 7:54

Jord James & Harv Bridgestone Private Show

Flirt4Free 4 år sedan

Sub Maya – the Halo Frame

59% HD 0:11 / 5:32

Sub Maya – the Halo Frame

Clips4sale 5 månader sedan

Goddess Zephy TAKES what SHE wants! CUSTOM CLIP

Goddess Zephy TAKES what SHE wants! CUSTOM CLIP

XHamster 2 veckor sedan

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