Sissy Training Tube (58,673)

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 8 months ago

Between the Lines & Between My Legs

Between the Lines & Between My Legs

xHamster 3 months ago

Submissive Asian Ladyboy Anal Casting & Slave Training

54% HD 1:01 / 39:45

Submissive Asian Ladyboy Anal Casting & Slave Training

FapHouse 4 months ago

Fucked by Old Man Behind the Scenes

60% 1:01 / 28:00

Fucked by Old Man Behind the Scenes

FapHouse 1 year ago

Bimbo Takes on BBC

Bimbo Takes on BBC

xHamster 3 months ago

Double Fuck for Sissy Hole

64% 1:01 / 17:31

Double Fuck for Sissy Hole

FapHouse 2 months ago

Double Fuck for Sissy Hole

Double Fuck for Sissy Hole

xHamster 2 months ago

Blacked Big Ass Trans Samus Anal Creampie and Huge Cumfarts

Blacked Big Ass Trans Samus Anal Creampie and Huge Cumfarts

xHamster 1 month ago

Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show

Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show

xHamster 1 month ago

G094 - Back to Back Swallows!

76% HD 0:39 / 4:38

G094 - Back to Back Swallows!

FapHouse 1 month ago

Worship Superior Foreskin

Worship Superior Foreskin

xHamster 1 month ago

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 6 months ago

Kept by Jessica Blake Part 4

Kept by Jessica Blake Part 4

xHamster 1 week ago

Sissy Cumslut Training - Teaching You How to Suck and Swallow

56% HD 1:01 / 14:46

Sissy Cumslut Training - Teaching You How to Suck and Swallow

FapHouse 11 months ago

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

67% HD 1:01 / 23:05

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

FapHouse 3 months ago

My Neighbor Fisting My Ass

My Neighbor Fisting My Ass

xHamster 5 months ago

Bunny-butler Reina Hanno Sucking Two Dildos

Bunny-butler Reina Hanno Sucking Two Dildos

xHamster 4 months ago

Amateur Sissy hoe deep-throat that big black cock and got culo total rock-hard pummeled

Amateur Sissy hoe deep-throat that big black cock and got culo total rock-hard pummeled

4Gay 5 months ago

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

Anal Exam

66% HD 1:01 / 25:02

FapHouse 3 days ago

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 2 months ago

Lesbian Shemale Making Love in Japanese College Uniform

62% 1:01 / 35:44

Lesbian Shemale Making Love in Japanese College Uniform

FapHouse 11 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

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

xHamster 9 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

xHamster 4 weeks ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

Eporner 2 years ago

G065 - Chinese Princess Swallow Jerkoff

60% HD 0:39 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 8 months ago

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

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

xHamster 9 months ago

Sophia Loreen Party on Oct 23, 2025 - Part 2

58% 4K 2:00 / 23:12

Sophia Loreen Party on Oct 23, 2025 - Part 2

Flirt4Free 3 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

Sasha's Morning Spitroast

Sasha's Morning Spitroast

xHamster 7 months ago

Sophia Loreen Strip

53% HD 2:00 / 4:00

Sophia Loreen Strip

Flirt4Free 2 years ago

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Lesbian8 6 months ago

Cute Naked Sissy Dildo Fuck and Dirty Talk

73% HD 0:39 / 26:55

Cute Naked Sissy Dildo Fuck and Dirty Talk

FapHouse 1 year ago

Femboy in thong pounding gaping ass with real dildo and jerking off big cock

Femboy in thong pounding gaping ass with real dildo and jerking off big cock

xHamster 1 year 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

Busty whore and a horny shemale teach their male colleague to be obedient right in the office

Busty whore and a horny shemale teach their male colleague to be obedient right in the office

XGroovy 2 years 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

ride dildo

54% HD 2:00 / 6:53

Flirt4Free 4 years ago

G065 - Chinese Princess Swallow Jerkoff

61% HD 1:01 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 8 months ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

aShemaleTube 1 year ago

Day 9 of Sissy Training - Makeup Melts Your Masculinity

62% HD 1:01 / 21:08

Day 9 of Sissy Training - Makeup Melts Your Masculinity

FapHouse 1 month ago

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

68% HD 0:39 / 27:11

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

FapHouse 3 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

Making My Cock Explode

Making My Cock Explode

xHamster 3 months ago

Two dominating girlfriends and fucking a common sissy slut

Two dominating girlfriends and fucking a common sissy slut

xHamster 9 months ago

Petra back in the boom room

Petra back in the boom room

xHamster 4 months ago

Sissy Training by Queen Daralis Part 2

68% HD 0:39 / 7:16

Sissy Training by Queen Daralis Part 2

FapHouse 3 weeks ago

Dressed Up And Bullied

49% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

milf trans submissa apanhando nas bolas e bebendo mijo

milf trans submissa apanhando nas bolas e bebendo mijo

PissVids 11 months ago

Roy & Hercules & Jamer Private Show

50% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

The Reward for the Locked-up Sissy

50% HD 1:01 / 12:56

The Reward for the Locked-up Sissy

FapHouse 3 months ago

Bi Slaves Bareback - Blowjobs and Arse Fucking

Bi Slaves Bareback - Blowjobs and Arse Fucking

xHamster 1 month ago

Wild Sabrina Private Show

54% HD 2:00 / 16:26

Wild Sabrina Private Show

Flirt4Free 6 years ago

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

54% HD 0:39 / 2:06

Daphne Trans Shaking the Ass of a Naughty Femboy on the Male's Cock - Ai Arte

FapHouse 1 month ago

TURNING YOU IN A SLUTTY SISSY READY FOR A HOT PARTY

TURNING YOU IN A SLUTTY SISSY READY FOR A HOT PARTY

xHamster 10 months 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

Jenifer worships Mommy Ruby cock

Jenifer worships Mommy Ruby cock

xHamster 4 weeks ago

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

xHamster 11 months ago

DEEP SISSY FISTING COMPILATION!

Premium HD 9:49

DEEP SISSY FISTING COMPILATION!

XVideosRed 1 year ago

Cum ride with me

Cum ride with me

xHamster 1 year ago

Ivy & Headmistress; Sissification & Humiliation Punishment

54% 1:01 / 26:37

Ivy & Headmistress; Sissification & Humiliation Punishment

FapHouse 1 year ago

Sapphire Dresses You in Her Uniform

55% HD 0:39 / 10:54

Sapphire Dresses You in Her Uniform

FapHouse 4 months ago

Humiliation, strap-on and deep fisting

Humiliation, strap-on and deep fisting

xHamster 3 weeks ago

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

FapHouse 2 months ago

Gym Tips for Sluts Feminization Motivation

58% HD 0:39 / 11:57

Gym Tips for Sluts Feminization Motivation

FapHouse 4 months ago

Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

48% HD 0:39 / 11:40

Part 2: a Transformed Life: Episode 1 - Meeting Julia, the Life Coach - Maitresse Julia

FapHouse 1 year ago

Sissys Dream 1

48% HD 1:01 / 13:14

FapHouse 8 months ago

Girl dominate sissy girls and fuck them

Girl dominate sissy girls and fuck them

xHamster 1 year ago

Sissy Trained And Owned By BIG BLACK PENIS Bull

Sissy Trained And Owned By BIG BLACK PENIS Bull

Analdin 4 years ago

Casting of Anal Slave Nikita

HD 0:39 / 12:53

Casting of Anal Slave Nikita

FapHouse 2 months ago

Guided Sissy JOI - Cock Sucking, Spit & CEI

Guided Sissy JOI - Cock Sucking, Spit & CEI

xHamster 1 month 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

Tranny Gives JOI and CEI While Making Laundry! Stop & Go! Pre-cum Licking! Ruined Orgasm!

56% HD 1:01 / 6:34

Tranny Gives JOI and CEI While Making Laundry! Stop & Go! Pre-cum Licking! Ruined Orgasm!

FapHouse 1 week ago

IT’S NOT MY FAULT

54% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 2 years ago

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

Tranny.one 2 years ago

Cum eating trainer video for the greedy sissy faggot whores

Cum eating trainer video for the greedy sissy faggot whores

Tranny.one 3 years ago

Punished for Sniffing Her Panties

Punished for Sniffing Her Panties

FapHouse 1 week ago

Pegging femboy with massive strapon!

Pegging femboy with massive strapon!

EpicGFs 2 years ago

Sph Mistress & Master Latin Big Cocks

53% HD 1:01 / 21:15

Sph Mistress & Master Latin Big Cocks

FapHouse 1 year 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

Perfect Body Fitness Babe in Hot Short Leggings Got so Naughty That Ripped Her Tight Leggings to Insert a Huge Dildo Directly.

HD 0:39 / 12:58

Perfect Body Fitness Babe in Hot Short Leggings Got so Naughty That Ripped Her Tight Leggings to Insert a Huge Dildo Directly.

FapHouse 1 week ago

The Mistress Plays with the Crossdresser as if He Were a Human Toy

The Mistress Plays with the Crossdresser as if He Were a Human Toy

xHamster 4 months ago

My Nipples So Hard^^

My Nipples So Hard^^

Flirt4Free 10 months ago

Asian Beauty in College Uniform Squirts While Training Her Anal by Pushing a Huge Anal Plug Out

Asian Beauty in College Uniform Squirts While Training Her Anal by Pushing a Huge Anal Plug Out

FapHouse 1 week ago

Milking the Sissy Maid

56% HD 1:01 / 22:25

Milking the Sissy Maid

FapHouse 1 month ago

Femboy Viii punished

Femboy Viii punished

Transvids.tv 9 months ago

get on your knees sissy

get on your knees sissy

Transvids.tv 7 months ago

Kymmy Harper goes wild for cum and cock in hot threesome action

Kymmy Harper goes wild for cum and cock in hot threesome action

TrannyMovs 4 months ago

Summertime Saga Part 183 - My Penis by MissKitty2K

Summertime Saga Part 183 - My Penis by MissKitty2K

xHamster 6 months ago

2032 - the Bwno Future

2032 - the Bwno Future

xHamster 4 months ago

Sissy Fuckdoll Delivery

Sissy Fuckdoll Delivery

TrannyGem 5 years 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

Living His Best Life as a Girl

Living His Best Life as a Girl

xHamster 6 months ago

Fucking your trans best friend surprise

52% HD 1:01 / 9:35

Fucking your trans best friend surprise

FapHouse 2 years 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

Transsexual Domination Fantasy

70% 1:01 / 20:45

Transsexual Domination Fantasy

FapHouse 1 year ago

Making You a Weak Soy Boy Sissy

Making You a Weak Soy Boy Sissy

xHamster 3 months ago

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

56% HD 1:01 / 13:21

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

FapHouse 2 weeks ago

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

53% HD 0:39 / 15:47

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

FapHouse 1 year ago

Ms Minxy’s Eternal Bareback Submission

49% 1:01 / 26:28

Ms Minxy’s Eternal Bareback Submission

FapHouse 1 year ago

Humiliating Date Story by a Pathetic Piggy

63% HD 1:01 / 14:11

Humiliating Date Story by a Pathetic Piggy

FapHouse 4 months ago

Swallow My Cum

58% HD 1:01 / 15:15

FapHouse 5 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

Goddess Rosie: Serve My Every Desire so Sweetly

Goddess Rosie: Serve My Every Desire so Sweetly

xHamster 2 months ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 2 months ago

At Her Mercy: Hot Trans Domme Trains You

At Her Mercy: Hot Trans Domme Trains You

xHamster 10 months ago

I Peed on Me part 2| Open Hall for Peeing | Training

58% HD 0:08 / 1:04

I Peed on Me part 2| Open Hall for Peeing | Training

FapHouse 2 years ago

A Dominant Granny Trains These Little Whores

A Dominant Granny Trains These Little Whores

xHamster 3 months ago

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

Sissy Fellates Alpha's Man rod And Takes A Filthy Facial cumshot While Domina Murmurs Encouragement

TransTube.tv 8 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

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

Your Goddess and Queen

Your Goddess and Queen

xHamster 1 week ago

Mistress Eudora's Anal Slut

Mistress Eudora's Anal Slut

xHamster 9 months ago

Sissy's Ass Make a War with a Big Red Rocket Dildo

65% 1:01 / 21:39

Sissy's Ass Make a War with a Big Red Rocket Dildo

FapHouse 4 weeks ago

Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock

Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock

FapHouse 1 year ago

Asian Sissy Femboy Training In Public

Asian Sissy Femboy Training In Public

Eporner 2 weeks ago

Ryu Nymph Stretches her Arse with a Monster can

Ryu Nymph Stretches her Arse with a Monster can

TrannyGem 4 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

Fuck Us Both Billy

Fuck Us Both Billy

xHamster 5 months ago

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