Crossdressing (5,771)

Wannabe T-Girl

Clips4sale 1 year ago

[Part 2] Introducing The Latex Sissy

HD 0:10 / 24:49

[Part 2] Introducing The Latex Sissy

LoyalFans 1 year ago

Roommate makes you her double date sissy WMV

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Roommate makes you her double date sissy WMV

Clips4sale 1 year ago

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Premium HD 3:40

Please Dont Fuck My Ass TWO DILDO. Anal Destruction. FEMDOM FISTING ANAL TRAINING

Sheer 3 years ago

HOW TO MAKE A FUCKING BITCH OUT OF HUBBY? FIRST FEMDOM. PEGGING IN A CHASTITY BELT.

Premium HD 6:21

HOW TO MAKE A FUCKING BITCH OUT OF HUBBY? FIRST FEMDOM. PEGGING IN A CHASTITY BELT.

Sheer 3 years ago

WHAT A CUTE DOG. LET'S LICK MY BOOTS AND SUCK MY COCK. FOOTFESHISH

Premium HD 3:27

WHAT A CUTE DOG. LET'S LICK MY BOOTS AND SUCK MY COCK. FOOTFESHISH

Sheer 3 years ago

THE FEMINIZED BITCH IN STOCKINGS WANTS TO CUM IN HIS PANTIES. SISSY IN THE CHASTITY BELT.

Premium HD 15:32

THE FEMINIZED BITCH IN STOCKINGS WANTS TO CUM IN HIS PANTIES. SISSY IN THE CHASTITY BELT.

Sheer 3 years ago

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Premium HD 10:00

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Sheer 3 years ago

THIS BITCH IS MOANING FROM FUCKING A HUGE DILDO. DEEP PEGGING

Premium HD 2:04

THIS BITCH IS MOANING FROM FUCKING A HUGE DILDO. DEEP PEGGING

Sheer 3 years ago

Femdom Genie 2

66% HD 0:10 / 10:54

LoyalFans 11 months ago

BEST EXTREME ANAL STRETCHING. BISEXUAL HUBBY IN CHASTITY BELT AS HE GETS FUCKED BY MISTRESS!

Premium HD 19:20

BEST EXTREME ANAL STRETCHING. BISEXUAL HUBBY IN CHASTITY BELT AS HE GETS FUCKED BY MISTRESS!

Sheer 3 years ago

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Premium HD 9:41

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Sheer 3 years ago

Pantied Sissy JOI

61% 4K 0:21 / 11:54

Pantied Sissy JOI

Clips4sale 1 year ago

Rubber Doll Chrissy's Facesitting Experience

HD 0:10 / 15:10

Rubber Doll Chrissy's Facesitting Experience

LoyalFans 11 months ago

Sexy Blonde Crossdresser

Sexy Blonde Crossdresser

XHamster 5 years ago

Crossdresser Makeover Transformation Into Woman by Girlfrien

Crossdresser Makeover Transformation Into Woman by Girlfrien

XHamster 5 years ago

Adorable Crossdresser (Loop)

Adorable Crossdresser (Loop)

XHamster 5 years ago

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HD 0:11 / 15:14

Humiliated Party Bitch (1080 HD)

Clips4sale 4 years ago

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Clips4sale 4 years ago

Sissy Chastity Tease and Styling wmv

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Clips4sale 4 years ago

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AShemaleTube 3 years ago

Goddess Selena Alpha Pegging Part 1

Goddess Selena Alpha Pegging Part 1

LoyalFans 1 year ago

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HD 0:30 / 28:26

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Clips4sale 1 year ago

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HD 1:01 / 11:22

Sexy Brunette Femboy Moaning Dirty Talking Playing with Ass and Cumshot

FapHouse 1 year ago

Loud Moaning Femboy Takes Two Dildos in Ass and Cum

Loud Moaning Femboy Takes Two Dildos in Ass and Cum

FapHouse 2 years ago

Gal Beyond Boundaries: Celebrating Multiformity in Crossdressing!

Gal Beyond Boundaries: Celebrating Multiformity in Crossdressing!

ShemaleSin 1 year ago

Gooner takes a trip to the sissy clinic

HD 0:10 / 18:27

Gooner takes a trip to the sissy clinic

LoyalFans 1 year ago

Crossdresser Out in Public

Crossdresser Out in Public

XHamster 2 years ago

Return To Sissification

HD 0:10 / 15:01

Return To Sissification

LoyalFans 1 year ago

Crossdressing Sissy Humiliation with Katie Katt - WMV (HD 1080p)

Crossdressing Sissy Humiliation with Katie Katt - WMV (HD 1080p)

Clips4sale 1 year ago

Pink Dirty Talking Sissy Shows Off Her New Maids Dress

Pink Dirty Talking Sissy Shows Off Her New Maids Dress

XHamster 1 year ago

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Crossdresser cumming

AShemaleTube 1 year ago

Caught Sissy Roommate

HD 0:10 / 16:37

Caught Sissy Roommate

LoyalFans 1 year ago

A long Day in Rubber

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LoyalFans 1 year ago

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LoyalFans 1 year ago

Feminization Affirmations

48% 4K 0:19 / 9:29

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Clips4sale 1 year ago

Crossdresser Bailey Wilde Fucks TS Jessica Moon

Crossdresser Bailey Wilde Fucks TS Jessica Moon

XHamster 1 year ago

Femboy Gives Crossdresser Blowjob

Femboy Gives Crossdresser Blowjob

XHamster 1 year ago

Sex Machine Fucks Crossdresser

Sex Machine Fucks Crossdresser

XHamster 1 year ago

Mrs H Cumshot Compilation

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Clips4sale 1 year ago

Digital Solo Male Mind Fuck

Digital Solo Male Mind Fuck

Clips4sale 3 years ago

Get Milked At My Party

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LoyalFans 1 year ago

Blonde Sissy Blowjob

Blonde Sissy Blowjob

XHamster 1 year ago

Full Spring Victorias Secret Try On

Full Spring Victorias Secret Try On

Clips4sale 1 year ago

Obey Him For A Year

Obey Him For A Year

Clips4sale 1 year ago

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Slutty crossdresser smoking and cock growing

AShemaleTube 1 year ago

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you are a Set of Holes

Clips4sale 4 years ago

SPH: Feminizing You & Discovering Your SMALL DICK!

69% HD 0:15 / 10:20

SPH: Feminizing You & Discovering Your SMALL DICK!

Clips4sale 4 years ago

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Clips4sale 4 years ago

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Clips4sale 4 years ago

Booger Worship and Crossdressing HD MP4

Booger Worship and Crossdressing HD MP4

Clips4sale 4 years ago

Closet Faggot Dirty Talk

46% HD 0:11 / 6:35

Closet Faggot Dirty Talk

Clips4sale 3 years ago

Bound And Desperate To Pee (STANDARD WMV)

Bound And Desperate To Pee (STANDARD WMV)

Clips4sale 3 years ago

Live Your Life As A Woman WMV

Live Your Life As A Woman WMV

Clips4sale 3 years ago

Hot Guy Cumming From The Awesome Effect of Shaving Foam ( onlyfans - handjobmen )

Hot Guy Cumming From The Awesome Effect of Shaving Foam ( onlyfans - handjobmen )

XHamster 3 years ago

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PornBox 3 years ago

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PornBox 3 years ago

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PornBox 3 years ago

Male Crossdressing Compilation

Male Crossdressing Compilation

Clips4sale 3 years ago

Love Wearing Fishnet Mantras

Love Wearing Fishnet Mantras

Clips4sale 3 years ago

Sissies Have To Swallow

HD 0:24 / 10:22

Sissies Have To Swallow

Clips4sale 3 years ago

Santa Fucks Slutty Crossdresser

Santa Fucks Slutty Crossdresser

XHamster 3 years ago

Guy Crossdresses to Pay for Pizza

Guy Crossdresses to Pay for Pizza

XHamster 3 years ago

Trapboy Cosplay fucks Big dildo on the mirror

Trapboy Cosplay fucks Big dildo on the mirror

XHamster 3 years ago

Cock enjoys masturbating when he sees some delicate porn

Cock enjoys masturbating when he sees some delicate porn

XHamster 3 years ago

Fiery Sissy SFX Comp Black & White Version

Fiery Sissy SFX Comp Black & White Version

Clips4sale 3 years ago

Hardcore Fucking Mexican Crossdresser Luna Sol

Hardcore Fucking Mexican Crossdresser Luna Sol

XHamster 2 years ago

Big dick, toenail polish, toe spreading and wiggling, long soles (POV) - CUSTOM VIDEO 4-4

Big dick, toenail polish, toe spreading and wiggling, long soles (POV) - CUSTOM VIDEO 4-4

Clips4sale 2 years ago

Dress You Up For A Bully

HD 0:17 / 11:51

Dress You Up For A Bully

Clips4sale 2 years ago

The Demented Birthday Party

The Demented Birthday Party

Clips4sale 2 years ago

Sissy Chastity Training

HD 0:22 / 10:58

Sissy Chastity Training

Clips4sale 2 years ago

Sissy CD MindFuck PMV

Sissy CD MindFuck PMV

Clips4sale 2 years ago

Fan Meets Me In The Woods To Suck His Cock

Fan Meets Me In The Woods To Suck His Cock

XHamster 3 years ago

Hotsauce Vs Redlight (Sample Pin Utter Pin Onlyfans)

Hotsauce Vs Redlight (Sample Pin Utter Pin Onlyfans)

KeekAss 2 years ago

Custom: Irreversibly Feminine

Custom: Irreversibly Feminine

Clips4sale 2 years ago

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Clips4sale 4 years ago

Your New Slutty Job (1080 HD)

Your New Slutty Job (1080 HD)

Clips4sale 3 years ago

Bound And Desperate To Pee (HD1080 MP4)

Bound And Desperate To Pee (HD1080 MP4)

Clips4sale 3 years ago

I_LOVE_ME 37-20 Crossdresser FM Anal Dildo Fuck & Bondage

I_LOVE_ME 37-20 Crossdresser FM Anal Dildo Fuck & Bondage

Clips4sale 3 years ago

AYLA AYSEL MAKES FUN OF YOUR PATHETIC LITTLE COCK MP4

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AYLA AYSEL MAKES FUN OF YOUR PATHETIC LITTLE COCK MP4

Clips4sale 3 years ago

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41% HD 0:16 / 5:30

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PornBox 3 years ago

Magic Mindfucking Dick and Crossdressing

Magic Mindfucking Dick and Crossdressing

Clips4sale 3 years ago

SEDUCTIVE MISTRESS GIVES YOU EROTIC PROSTATE ORGASM BETA - Advanced Prostate Orgasm Training

SEDUCTIVE MISTRESS GIVES YOU EROTIC PROSTATE ORGASM BETA - Advanced Prostate Orgasm Training

Clips4sale 1 year ago

Sissy husband gets his ass pounded by my big strapon

Sissy husband gets his ass pounded by my big strapon

XHamster 1 year ago

Cheer Squad Conundrum: The Brat and the Dork.

Cheer Squad Conundrum: The Brat and the Dork.

LoyalFans 1 year ago

Cute Blonde Braided Femboy Dirty Talking and Playing with Ass

Cute Blonde Braided Femboy Dirty Talking and Playing with Ass

FapHouse 2 years ago

Tania in latex public part 4

Premium HD 7:38

Tania in latex public part 4

Clips4sale 2 years ago

JOI - Trans BRITISH SLUT instructs you on how to MASTURBATE and shows you with her MASSIVE COCK

JOI - Trans BRITISH SLUT instructs you on how to MASTURBATE and shows you with her MASSIVE COCK

Clips4sale 2 years ago

Crossdresser Releasing Cock from Chastity then Sucks

Crossdresser Releasing Cock from Chastity then Sucks

XHamster 2 years ago

When Adam Became Eve A Short Humiliating Sissy Story Erotic Audio Crossdressing Encouraged Bi

When Adam Became Eve A Short Humiliating Sissy Story Erotic Audio Crossdressing Encouraged Bi

Clips4sale 2 years ago

Pink Titty Tart

HD 0:10 / 10:45

Pink Titty Tart

LoyalFans 2 years ago

Sexy tgirl in Shiny Stockings with BIG Cock shooting a nice big Load

Sexy tgirl in Shiny Stockings with BIG Cock shooting a nice big Load

XHamster 2 years ago

Princess Fagboi For Alpha Audio Feminization Domination Humiliation Sissification Short Story

Princess Fagboi For Alpha Audio Feminization Domination Humiliation Sissification Short Story

Clips4sale 2 years ago

Feminizing the Jock - A feminization scene featuring: transformation fetish, made to crossdress, doing make-up, and gentle femdom - 720 MP4

HD 0:16 / 13:47

Feminizing the Jock - A feminization scene featuring: transformation fetish, made to crossdress, doing make-up, and gentle femdom - 720 MP4

Clips4sale 2 years ago

Solo Male Visual Effects PMV

Solo Male Visual Effects PMV

Clips4sale 2 years ago

Sissified By Alexis Kim (UHD WMV)

HD 0:28 / 12:00

Sissified By Alexis Kim (UHD WMV)

Clips4sale 1 year ago

"BIG THINGS"

Clips4sale 1 year ago

Girl's Night In 2

HD 0:10 / 10:32

Girl's Night In 2

LoyalFans 1 year ago

Satin slip tease for sissies

Satin slip tease for sissies

LoyalFans 1 year ago

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AShemaleTube 1 year ago

Sissy Maid Plays With Her 2 Dildos

Sissy Maid Plays With Her 2 Dildos

XHamster 1 year ago

Panty Pleasure

HD 0:10 / 11:34

LoyalFans 1 year ago

@monica_de_mistress on OnlyFans Woos Mother Alberta Caprez to Guzzle Her Own Cummy Jizm

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TrannyGem 1 year ago

Hot Crossdresser Fucks Trans Kelsey Masters Deep in Ass

Hot Crossdresser Fucks Trans Kelsey Masters Deep in Ass

XHamster 1 year ago

Feminization: Becoming Slut-erella

HD 0:10 / 18:08

Feminization: Becoming Slut-erella

LoyalFans 1 year ago

SELF RUMP SLAPPING Super Hot Platinum-Blonde Housewife Tranny Kitty Crossdresser Sissy She-Male Cosplayer Influencer

SELF RUMP SLAPPING Super Hot Platinum-Blonde Housewife Tranny Kitty Crossdresser Sissy She-Male Cosplayer Influencer

TrannyGem 1 year ago

Misty Turns You Into Her Pretty Little Sissy

Premium HD 19:08

Misty Turns You Into Her Pretty Little Sissy

Clips4sale 1 year ago

Caught in Office Pantyhose JOI (WMV 1080p)

HD 0:20 / 10:28

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Clips4sale 1 year ago

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BoyFriendTV 1 year ago

Sissy Training Jerk Off In My Worn Panties

4K 0:24 / 10:31

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Clips4sale 1 year ago

No More Boy Clothes

No More Boy Clothes

LoyalFans 1 year ago

Trans Kelsey Masters Fucked by Fuck Machine While Crossdresser Masturbates

Trans Kelsey Masters Fucked by Fuck Machine While Crossdresser Masturbates

XHamster 1 year ago

MILF Muscle Worship Slave Part 1

MILF Muscle Worship Slave Part 1

Clips4sale 1 year ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, MP4)

57% 4K 0:10 / 11:10

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, MP4)

LoyalFans 1 year ago

female supremacy #71 part1

female supremacy #71 part1

Clips4sale 1 year ago

Crossdresser Sissy Eats Her Own Cum After Anal Masturbating, Moaning, & Talking Dirty in Sexy High Heels

Crossdresser Sissy Eats Her Own Cum After Anal Masturbating, Moaning, & Talking Dirty in Sexy High Heels

Clips4sale 1 year ago

Jerking My Cock Big Cumshot After Playing with Penis Pump and Fleshlight

Jerking My Cock Big Cumshot After Playing with Penis Pump and Fleshlight

FapHouse 1 year ago

Undergarments Boi - Britni Bomshel

Undergarments Boi - Britni Bomshel

TrannyGem 1 year ago

descent into sissyhood

descent into sissyhood

Clips4sale 1 year ago

FEMALE SUPREMACY #71

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FEMALE SUPREMACY #71

Clips4sale 1 year ago

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