Chastity Training Tube (22,666)

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

56% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 5 months ago

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 6 months ago

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

xHamster 4 months ago

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

63% HD 0:10 / 31:04

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

LoyalFans 5 months ago

Sissy Blaire_18 in chastity belt. Dominatrix Nika plays with his balls with a vibrator. Feminized man in pink skirt

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xHamster 9 months ago

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

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

aShemaleTube 9 months ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

69% HD 1:01 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 5 months ago

Sophia Loreen Party on Oct 23, 2025 - Part 2

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Sophia Loreen Party on Oct 23, 2025 - Part 2

Flirt4Free 3 months ago

Sophia Loreen Strip

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Sophia Loreen Strip

Flirt4Free 2 years ago

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Wild Sabrina Private Show

Flirt4Free 6 years ago

The Reward for the Locked-up Sissy

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The Reward for the Locked-up Sissy

FapHouse 3 months ago

Today Is Chastity Day! This Won't Be Fun for You

56% HD 1:01 / 16:20

Today Is Chastity Day! This Won't Be Fun for You

FapHouse 2 weeks ago

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Flirt4Free 4 years ago

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

ShemaleSin 4 years ago

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

TrannyGem 4 years ago

Roy & Hercules & Jamer Private Show

50% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 4 months ago

Sissys Dream 1

48% HD 1:01 / 13:14

FapHouse 8 months ago

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

xHamster 11 months ago

Basic training to become a sissy maid - Locked up and punished

Basic training to become a sissy maid - Locked up and punished

xHamster 2 weeks ago

Femboy sissy training rides BBC dildo

Femboy sissy training rides BBC dildo

aShemaleTube 1 year ago

Milking the Sissy Maid

56% HD 1:01 / 22:25

Milking the Sissy Maid

FapHouse 1 month ago

BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

Premium HD 32:52

BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

XVideosRed 1 month ago

My Nipples So Hard^^

My Nipples So Hard^^

Flirt4Free 10 months ago

Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole

xHamster 4 months ago

The Guests Are Already on Their Way, and the Sissy-vagina of the Young Beauty Is Still Not Ready to Meet!

The Guests Are Already on Their Way, and the Sissy-vagina of the Young Beauty Is Still Not Ready to Meet!

xHamster 3 days ago

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

xHamster 4 months ago

At Her Mercy: Hot Trans Domme Trains You

At Her Mercy: Hot Trans Domme Trains You

xHamster 10 months ago

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 3 months ago

femboy chastity dildo riding!!

femboy chastity dildo riding!!

xHamster 2 years ago

Treat Me Like a Sissy-slut

60% HD 1:01 / 18:39

Treat Me Like a Sissy-slut

FapHouse 3 months ago

Sissy in Office

Sissy in Office

xHamster 3 months ago

Maskedloki BBC breed trans sissies (Compilation)

Maskedloki BBC breed trans sissies (Compilation)

xHamster 1 year ago

Sophia Loreen Party on Sep 30, 2025 - Part 2

54% 4K 2:00 / 23:42

Sophia Loreen Party on Sep 30, 2025 - Part 2

Flirt4Free 4 months ago

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

Premium 50% 20:43

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

xnxxGold 1 year ago

Anal make me Squirt in chastity

Anal make me Squirt in chastity

xHamster 1 month ago

Locktober Sessions - a Vibrator for That Little Clitty

63% HD 1:01 / 9:54

Locktober Sessions - a Vibrator for That Little Clitty

FapHouse 4 months ago

Sissy Kanisa Is Playing with Her Pussy

64% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

FapHouse 9 months ago

POV: Young Gothic Sissy Girl Comes Home And Takes Care Of Your Cock

POV: Young Gothic Sissy Girl Comes Home And Takes Care Of Your Cock

xHamster 6 months ago

So hot cumming after 7 days in chastity and anal training

So hot cumming after 7 days in chastity and anal training

xHamster 1 year ago

having a fantastic sissy time

having a fantastic sissy time

TrannyGem 11 months ago

Orianna Dunn Private Show

46% HD 2:00 / 4:33

Orianna Dunn Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

49% HD 2:00 / 10:53

Sophia Loreen Private Show

Flirt4Free 3 years ago

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum

xHamster 7 months ago

I’ll Turn You Into My Sissy Slut!

63% HD 1:01 / 15:06

I’ll Turn You Into My Sissy Slut!

FapHouse 2 months ago

A Rewarding Morning Awakening: Blowjob, Fist, Pegging, Chastity Release and Handjob : Mistress Julia

A Rewarding Morning Awakening: Blowjob, Fist, Pegging, Chastity Release and Handjob : Mistress Julia

xHamster 1 year ago

Cute Dance with Naughty Girl

Cute Dance with Naughty Girl

Flirt4Free 1 year ago

Viky & Master Private Show

51% HD 2:00 / 7:04

Viky & Master Private Show

Flirt4Free 2 months ago

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

57% HD 0:39 / 10:12

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

FapHouse 3 months ago

Sophia Loreen Party on Oct 4, 2024 - Part 4

47% HD 2:00 / 59:33

Sophia Loreen Party on Oct 4, 2024 - Part 4

Flirt4Free 1 year ago

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 year ago

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Happy sissy perplexed by multiple sissygasms riding enormous 12.5”/32cm Yam-sized Father faux shaft

Transvids.tv 1 year ago

Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity

Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity

xHamster 3 weeks ago

Humiliation on the beach

Humiliation on the beach

xHamster 10 months ago

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

Domme Mercer Sissy Virginity Sub Teased and Humiliated, Denied and Locked in The Vice

TransTube.tv 1 year ago

Sissy pegging sessions by DominaFire

Sissy pegging sessions by DominaFire

FapHouse 3 years ago

Mommy Ruby first time with a t-girl

Mommy Ruby first time with a t-girl

xHamster 1 month ago

Sophia Loreen Private Show

57% 4K 2:00 / 58:12

Sophia Loreen Private Show

Flirt4Free 7 months ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

63% 1:01 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 3 months ago

Sophia Loreen Private Show

55% HD 2:00 / 12:52

Sophia Loreen Private Show

Flirt4Free 6 months ago

I'll Turn You Into My Sissy Slut!

I'll Turn You Into My Sissy Slut!

xHamster 2 months ago

Sissy Slut Training 3

Sissy Slut Training 3

xHamster 11 months ago

Submissive femboy is feminized and fucked

Submissive femboy is feminized and fucked

xHamster 1 year ago

Sophia Loreen Party on May 8, 2025 - Part 2

56% 4K 2:00 / 1:03:20

Sophia Loreen Party on May 8, 2025 - Part 2

Flirt4Free 9 months ago

Treat Me Like a Sissy-slut

66% HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 3 months ago

Sissy Fuck Training

Sissy Fuck Training

aShemaleTube 3 years ago

TS Nadia Love dominated by Goddess Tangent

71% HD 1:01 / 41:43

TS Nadia Love dominated by Goddess Tangent

FapHouse 5 years ago

squirt - Part 2

64% 4K 2:00 / 9:52

squirt - Part 2

Flirt4Free 8 months ago

Chained Innocence Sissy Marionette takes Supah-Sized Faux-Cock and female dominance Spandex Going Knuckle Deep by Domina Mercer

Chained Innocence Sissy Marionette takes Supah-Sized Faux-Cock and female dominance Spandex Going Knuckle Deep by Domina Mercer

TrannyGem 4 months ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

66% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 4 months ago

Sophia Loreen Private Show

58% HD 2:00 / 13:50

Sophia Loreen Private Show

Flirt4Free 7 months ago

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

TrannyGem 3 years ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

63% 0:39 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 3 months ago

Sissy Training by Queen Daralis Part 5

57% HD 0:39 / 4:59

Sissy Training by Queen Daralis Part 5

FapHouse 3 weeks ago

Sophia Loreen Party on Aug 30, 2025 - Part 2

62% 4K 2:00 / 40:49

Sophia Loreen Party on Aug 30, 2025 - Part 2

Flirt4Free 5 months ago

Viky & Emma Private Show

Viky & Emma Private Show

Flirt4Free 3 weeks ago

Trans Sissy Whore tutored by Mastix Murmur compilation

Trans Sissy Whore tutored by Mastix Murmur compilation

Amateur8 2 months ago

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

xHamster 1 year ago

Viky & Master Private Show

65% HD 2:00 / 6:55

Viky & Master Private Show

Flirt4Free 2 months ago

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

TrannyGem 4 years ago

Chastity Sissy Maid Service Training With Ria Bentley

Chastity Sissy Maid Service Training With Ria Bentley

Amateur8 3 months ago

Sissy Slut Training Part 6

Sissy Slut Training Part 6

xHamster 1 year ago

Fun Trans Cheerleader Plays with Her Soft Cock

Fun Trans Cheerleader Plays with Her Soft Cock

xHamster 2 weeks ago

Nyxi Leon Does a Hot Solo with Her New Rubberized Chastity

Nyxi Leon Does a Hot Solo with Her New Rubberized Chastity

FapHouse 1 year ago

Sissy CEI Suck your Panties Clean SLUT

51% HD 0:10 / 8:49

Sissy CEI Suck your Panties Clean SLUT

LoyalFans 2 years ago

Wild Sabrina Members-Only Show

45% HD 2:00 / 12:20

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow

Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow

xHamster 4 months ago

Sissys Dream 1

59% HD 0:39 / 13:14

FapHouse 8 months ago

Seduced By Silk - Star Nine

58% HD 0:10 / 13:41

Seduced By Silk - Star Nine

LoyalFans 2 years ago

Sissy Anal Invasion Fuckslut Locked Down on Giant Fake Penis One Pub Jail Strapped & Taunted in Virginity Box by Domme

Sissy Anal Invasion Fuckslut Locked Down on Giant Fake Penis One Pub Jail Strapped & Taunted in Virginity Box by Domme

TrannyGem 3 years ago

Sissy Anal Training by Latex Dommes

Sissy Anal Training by Latex Dommes

FapHouse 8 months ago

Sissy Chastity Maid Service Training With Ria Bentley

Sissy Chastity Maid Service Training With Ria Bentley

xHamster 3 months ago

Sissy Feminization

Sissy Feminization

xHamster 2 years ago

Mature Mistress fucks a girl slave here male slave must watch her

Mature Mistress fucks a girl slave here male slave must watch her

12Milf 1 year ago

Elias & Elix Private Show

55% HD 2:00 / 37:58

Elias & Elix Private Show

Flirt4Free 6 months ago

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 3 months ago

Sissycdmish - Double Stuffed Butt Slut

56% HD 1:01 / 13:05

Sissycdmish - Double Stuffed Butt Slut

FapHouse 1 week ago

Transformed husband into a slut and four more cocks and two dominatrixes

Transformed husband into a slut and four more cocks and two dominatrixes

xHamster 1 year ago

Slap My Horny Ass ^^

Slap My Horny Ass ^^

Flirt4Free 1 year ago

Viky & Master Private Show

60% HD 2:00 / 10:29

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Flirt4Free 2 months ago

Shemale sissy slave ball busting

Shemale sissy slave ball busting

xHamster 1 month ago

Warning on Chastity Pt. 2

68% HD 0:39 / 7:25

Warning on Chastity Pt. 2

FapHouse 1 year ago

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

TrannyMovs 5 months ago

AB104 Sex toy tester surrender (English subtitles)

AB104 Sex toy tester surrender (English subtitles)

Tranny.one 1 year ago

Viky & Master Private Show

58% HD 2:00 / 14:49

Viky & Master Private Show

Flirt4Free 4 months ago

Glazing Her Lil' Inverted Pearl In Sissy Juices

Glazing Her Lil' Inverted Pearl In Sissy Juices

TrannyGem 1 year ago

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Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

xHamster 1 year ago

Sophia Loreen Private Show

50% 4K 2:00 / 22:28

Sophia Loreen Private Show

Flirt4Free 8 months ago

Spit on My Sweet Boobs

Spit on My Sweet Boobs

Flirt4Free 1 year ago

Sissy pegging sessions by DominaFire

Sissy pegging sessions by DominaFire

xHamster 2 weeks ago

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Inflatable plug to make my sissy ejaculate

xHamster 3 months ago

Mistress Gives Her Caged Sissy a little Spanking - Obedience and Discipline Lesson

Mistress Gives Her Caged Sissy a little Spanking - Obedience and Discipline Lesson

xHamster 4 months ago

Femdom Real Couple female domination pegging & ding-knob mastix & sissy cuck feminization FULL movie scene

Femdom Real Couple female domination pegging & ding-knob mastix & sissy cuck feminization FULL movie scene

Dafreeporn 1 year ago

Sissy Step 3

45% HD 0:10 / 13:08

LoyalFans 1 year ago

Sissys Dream 2

66% HD 0:39 / 10:58

FapHouse 8 months ago

AB104 Fuckfest fucktoy tester surrender (Japanese and English subtitles)

AB104 Fuckfest fucktoy tester surrender (Japanese and English subtitles)

TransTube.tv 1 year ago

Sophia Loreen Private Show

4K 2:00 / 1:13:28

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Sexy sissy slut nun in chastity celebrates her slutty mass, begging to be blessed with lots of BBC to serve

Sexy sissy slut nun in chastity celebrates her slutty mass, begging to be blessed with lots of BBC to serve

xHamster 2 months ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

xHamster 1 year ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

xHamster 1 year ago

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