Sissy Training Tube (58,452)

Fisting Double Sissygasm Cumshots

Fisting Double Sissygasm Cumshots

xHamster 6 months ago

G066 - Cum Swallow Compilation 2

58% 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

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

Double Fuck for Sissy Hole

Double Fuck for Sissy Hole

xHamster 2 months ago

Bunny-butler Reina Hanno Sucking Two Dildos

Bunny-butler Reina Hanno Sucking Two Dildos

xHamster 5 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

Bimbo Takes on BBC

Bimbo Takes on BBC

xHamster 3 months 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

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

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

FapHouse 4 months ago

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Blacked Big Ass Trans Samus Anal Creampie and Huge Cumfarts

xHamster 1 month ago

Fucked by Old Man Behind the Scenes

60% 1:01 / 28:00

Fucked by Old Man Behind the Scenes

FapHouse 1 year ago

Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!

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Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!

FapHouse 1 year ago

Lesbian Shemale Making Love in Japanese College Uniform

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Lesbian Shemale Making Love in Japanese College Uniform

FapHouse 11 months ago

Punished for Sniffing Her Panties

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Punished for Sniffing Her Panties

FapHouse 2 weeks ago

Submissive Asian Ladyboy Anal Casting & Slave Training

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Submissive Asian Ladyboy Anal Casting & Slave Training

FapHouse 4 months ago

My Neighbor Fisting My Ass

My Neighbor Fisting My Ass

xHamster 5 months ago

G094 - Back to Back Swallows!

73% HD 0:39 / 4:38

G094 - Back to Back Swallows!

FapHouse 1 month ago

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 2 months 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

Cum ride with me

Cum ride with me

xHamster 1 year 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 2 weeks ago

Sissys Dream 1

48% HD 1:01 / 13:14

FapHouse 8 months ago

Double Fuck for Sissy Hole

66% 1:01 / 17:31

Double Fuck for Sissy Hole

FapHouse 2 months ago

Sasha's Morning Spitroast

Sasha's Morning Spitroast

xHamster 8 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

G065 - Chinese Princess Swallow Jerkoff

61% HD 1:01 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 8 months ago

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

xHamster 9 months ago

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

69% HD 0:39 / 27:11

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

FapHouse 3 months ago

Worship Superior Foreskin

Worship Superior Foreskin

xHamster 1 month ago

Sophia Loreen Strip

52% HD 2:00 / 4:00

Sophia Loreen Strip

Flirt4Free 2 years 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 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

Sophia Loreen Party on Oct 23, 2025 - Part 2

59% 4K 2:00 / 23:12

Sophia Loreen Party on Oct 23, 2025 - Part 2

Flirt4Free 4 months ago

Lindsey Training Her Sissy Slave

Lindsey Training Her Sissy Slave

Eporner 2 years 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

Fag Teaching Goddess domme ❤️?

Fag Teaching Goddess domme ❤️?

TransTube.tv 1 week 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

Swallow My Cum

57% HD 1:01 / 15:15

FapHouse 5 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

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 2 months ago

Whife *

TrannyGem 6 years 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

Girl dominate sissy girls and fuck them

Girl dominate sissy girls and fuck them

xHamster 1 year ago

Ivy & Headmistress; Sissification & Humiliation Punishment

54% 1:01 / 26:37

Ivy & Headmistress; Sissification & Humiliation Punishment

FapHouse 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

Humiliation on the beach

Humiliation on the beach

xHamster 10 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 16

xHamster 1 month ago

Femboy Viii punished

Femboy Viii punished

Transvids.tv 9 months ago

Nyxi's 1st Week as Nyxi - Day 3 Lots of Fun Here in the 38 Minute Video.

79% HD 1:01 / 28:51

Nyxi's 1st Week as Nyxi - Day 3 Lots of Fun Here in the 38 Minute Video.

FapHouse 1 year ago

BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

Premium HD 32:52

BRAZILIAN TRANS SLAVE TRAINING &amp_ ANAL FISTING

XVideosRed 1 month ago

Swallow My Cum

HD 0:39 / 15:15

FapHouse 5 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

Wild Sabrina Private Show

54% HD 2:00 / 16:26

Wild Sabrina Private Show

Flirt4Free 6 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

Two Pathetic Sissies Have to Suck and Fuck Each Other

Two Pathetic Sissies Have to Suck and Fuck Each Other

xHamster 2 months ago

See the New Slave They Humiliate, Torment & Hard Fist

68% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year 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

Cute Trans Beauty Screwed by Large Schlong Compilation

Cute Trans Beauty Screwed by Large Schlong Compilation

Tranny.one 3 years ago

Asmr: Sissy, Accept Yourself! You Are Loved. Psychology. Gloves. Arya Grander

Asmr: Sissy, Accept Yourself! You Are Loved. Psychology. Gloves. Arya Grander

xHamster 6 months ago

Accidental Gender Confirmation Surgery - Gender Transformation, Medical

51% HD 1:01 / 9:11

Accidental Gender Confirmation Surgery - Gender Transformation, Medical

FapHouse 1 year ago

Trans Femdom Mistress Fucks Sissy Slave

HD 0:39 / 20:02

Trans Femdom Mistress Fucks Sissy Slave

FapHouse 4 months ago

This Video Is the 1st in a Series of Nyxi Leon's Very First Transformation Ever

67% HD 1:01 / 25:41

This Video Is the 1st in a Series of Nyxi Leon's Very First Transformation Ever

FapHouse 1 year 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

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting

xHamster 1 year ago

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54% HD 2:00 / 6:53

Flirt4Free 4 years ago

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

61% HD 0:39 / 7:47

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

FapHouse 2 weeks 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

when your potty trained pet is home alone

when your potty trained pet is home alone

xHamster 6 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

Roy & Hercules & Jamer Private Show

50% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Mistress Eudora's Anal Slut

Mistress Eudora's Anal Slut

xHamster 9 months ago

Sissy Institute Mistress Bailey Trains SISSYSLUTS - Lily DeMure + Nyxi Leon

Sissy Institute Mistress Bailey Trains SISSYSLUTS - Lily DeMure + Nyxi Leon

BeMyHole 5 years ago

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

xHamster 3 weeks ago

Humiliation, strap-on and deep fisting

Humiliation, strap-on and deep fisting

xHamster 1 month 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

Kept by Jessica Blake Part 4

HD 1:01 / 18:57

Kept by Jessica Blake Part 4

FapHouse 2 weeks ago

Living His Best Life as a Girl

Living His Best Life as a Girl

xHamster 7 months ago

Sapphire Dresses You in Her Uniform

55% HD 0:39 / 10:54

Sapphire Dresses You in Her Uniform

FapHouse 4 months ago

Animate for training, learn to swallow yourself

Animate for training, learn to swallow yourself

aShemaleTube 2 years ago

My Nipples So Hard^^

My Nipples So Hard^^

Flirt4Free 10 months ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

xHamster 3 years 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 9 months ago

Viky & Master Private Show

51% HD 2:00 / 7:04

Viky & Master Private Show

Flirt4Free 2 months ago

Transsexual Domination Fantasy

70% 1:01 / 20:45

Transsexual Domination Fantasy

FapHouse 1 year ago

Trans Big Tit Transformation

76% HD 1:01 / 44:49

Trans Big Tit Transformation

FapHouse 4 months ago

Trans Sissy Slut French Maid Service Training

Trans Sissy Slut French Maid Service Training

aShemaleTube 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

Sissy Caned by Two Cruel Mistresses

Sissy Caned by Two Cruel Mistresses

xHamster 1 month 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

Mature Mistress teaches two sissies how to be good cocksuckers

Mature Mistress teaches two sissies how to be good cocksuckers

Tranny.one 8 years ago

Petra back in the boom room

Petra back in the boom room

xHamster 4 months 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

G094 - Back to Back Swallows!

54% HD 0:39 / 4:38

G094 - Back to Back Swallows!

FapHouse 1 month ago

BBC TRAINING WITH CERJOY

BBC TRAINING WITH CERJOY

xHamster 4 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

Sissy in Office

Sissy in Office

xHamster 3 months ago

Summertime Saga Part 230 - Italian Wifey by MissKitty2K

Summertime Saga Part 230 - Italian Wifey by MissKitty2K

xHamster 6 months ago

Two dominating girlfriends and fucking a common sissy slut

Two dominating girlfriends and fucking a common sissy slut

xHamster 9 months ago

She's Going to Fist Her Girlfriend Until Her Stomach Moves

71% 1:01 / 7:25

She's Going to Fist Her Girlfriend Until Her Stomach Moves

FapHouse 7 months ago

Making You a Weak Soy Boy Sissy

Making You a Weak Soy Boy Sissy

xHamster 3 months ago

Gym Tips for Sluts Feminization Motivation

61% HD 1:01 / 11:57

Gym Tips for Sluts Feminization Motivation

FapHouse 5 months ago

Dressed Up And Bullied

49% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

Best of Harmony Rose vol 1

Best of Harmony Rose vol 1

xHamster 11 months 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

Pegging femboy with massive strapon!

Pegging femboy with massive strapon!

EpicGFs 2 years ago

Femboy Plays with his fuck hole and puffies????

Femboy Plays with his fuck hole and puffies????

Gayhub 1 year ago

Making My Cock Explode

Making My Cock Explode

xHamster 3 months ago

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

66% HD 0:39 / 7:47

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

FapHouse 2 weeks ago

Milking the Sissy Maid

56% HD 1:01 / 22:25

Milking the Sissy Maid

FapHouse 1 month 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

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

67% HD 1:01 / 12:50

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

FapHouse 5 months ago

Sissy Training by Queen Daralis Part 2

73% HD 0:39 / 7:16

Sissy Training by Queen Daralis Part 2

FapHouse 4 weeks ago

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

Gorgeous T-girl Sluts Out with Huge Dildo Hard Anal, Gapes, Pushing Out Cum

xHamster 1 year ago

get on your knees sissy

get on your knees sissy

Transvids.tv 7 months ago

Ryu Nymph Stretches her Arse with a Monster can

Ryu Nymph Stretches her Arse with a Monster can

TrannyGem 4 years ago

Kept by Jessica Blake Part 4

Kept by Jessica Blake Part 4

xHamster 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

Compilation With the Best Solo Cumshots: Sexy Shemale Makes Herself Cum By Shoving Dildos In Her Ass

Compilation With the Best Solo Cumshots: Sexy Shemale Makes Herself Cum By Shoving Dildos In Her Ass

XGroovy 2 years ago

Femboy sissy training rides BBC dildo

Femboy sissy training rides BBC dildo

aShemaleTube 1 year ago

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