Crossdressing Compilation Videos (4,438)

Cumming After Posing

Cumming After Posing

FapHouse 5 months ago

My First Days with My First Vibrator

My First Days with My First Vibrator

FapHouse 2 weeks ago

Fashionable Femme: Inspiring Others with My Crossdressing Style!

Fashionable Femme: Inspiring Others with My Crossdressing Style!

xHamster 1 year ago

Edible Style Demonstrate - cock-squeezing skirts and outdoor money-shot into organza

Edible Style Demonstrate - cock-squeezing skirts and outdoor money-shot into organza

TrannyGem 3 years ago

Pantyhose and black fuck stick rectal

Pantyhose and black fuck stick rectal

TrannyGem 3 years ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

xHamster 1 year ago

Crossdressing Couture: Showcasing Unique and Eye-Catching Ensembles!

Crossdressing Couture: Showcasing Unique and Eye-Catching Ensembles!

xHamster 1 year ago

Cumming After Posing

Cumming After Posing

FapHouse 5 months ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

xHamster 1 year ago

Steamy upskirt public compilation trav Kyra -pantyhose , rope, high-heeled shoes and highly brief skirts

Steamy upskirt public compilation trav Kyra -pantyhose , rope, high-heeled shoes and highly brief skirts

TrannyGem 1 year ago

Crossdressing Couture: Showcasing Unique and Eye-Catching Ensembles!

Crossdressing Couture: Showcasing Unique and Eye-Catching Ensembles!

xHamster 1 year ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

HD 1:01 / 20:06

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

FapHouse 1 year ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

HD 0:39 / 20:06

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

FapHouse 1 year ago

Little Cock Ladyboy Outdoor Indoor Pissing Compilation

Little Cock Ladyboy Outdoor Indoor Pissing Compilation

xHamster 6 months ago

Jon Scarecrow Playing with His Big Fake Tits Compilation

HD 0:39 / 10:05

Jon Scarecrow Playing with His Big Fake Tits Compilation

FapHouse 4 months ago

Oldies

xHamster 4 years ago

Jon Scarecrow Playing with His Big Fake Tits Compilation

59% HD 0:39 / 10:05

Jon Scarecrow Playing with His Big Fake Tits Compilation

FapHouse 4 months ago

Happy Halloween 2025

Happy Halloween 2025

FapHouse 2 months ago

Happy Halloween 2025

Happy Halloween 2025

FapHouse 2 months ago

Steell fake penis in my molten crevasse

Steell fake penis in my molten crevasse

TrannyGem 3 years ago

Cyber Music Solo Male Mind Melt B&W

Cyber Music Solo Male Mind Melt B&W

Clips4sale 2 years ago

Scorching Allurement: Releasing the Best Moments in Crossdresser Kitty's Cutoffs Bevy

Scorching Allurement: Releasing the Best Moments in Crossdresser Kitty's Cutoffs Bevy

TrannyGem 2 years ago

My Hot Camshots, Many Fountains of Cum, Splashes, Rivers, Puddles of Hot Delicious Cum, Big Dicks, Beautiful Asses!!

HD 0:39 / 16:22

My Hot Camshots, Many Fountains of Cum, Splashes, Rivers, Puddles of Hot Delicious Cum, Big Dicks, Beautiful Asses!!

FapHouse 1 year ago

Compilation of New Outfits

Compilation of New Outfits

xHamster 7 months ago

WARM Inked T-Model Sweetie Torn Up FINEST COMPILATION

WARM Inked T-Model Sweetie Torn Up FINEST COMPILATION

TrannyGem 5 months ago

t-model plumb ass fucking and spunk five

t-model plumb ass fucking and spunk five

TrannyGem 4 years ago

Sissy Mind Melt CD PMV

Sissy Mind Melt CD PMV

Clips4sale 2 years ago

me fuckin' self

me fuckin' self

TrannyGem 3 years ago

My Hot Camshots, Many Fountains of Cum, Splashes, Rivers, Puddles of Hot Delicious Cum, Big Dicks, Beautiful Asses!!

HD 1:01 / 16:22

My Hot Camshots, Many Fountains of Cum, Splashes, Rivers, Puddles of Hot Delicious Cum, Big Dicks, Beautiful Asses!!

FapHouse 1 year ago

Stunning trap switching into jaw-dropping garb

Stunning trap switching into jaw-dropping garb

TrannyGem 3 years ago

Crossdresser MindFuck

Crossdresser MindFuck

Clips4sale 2 years ago

Findom Cock Worship Captioned CD MINDFUCK

Findom Cock Worship Captioned CD MINDFUCK

Clips4sale 2 years ago

Valisere 46 In Dress_5

Valisere 46 In Dress_5

xHamster 2 years ago

Compilation of New Outfits

Compilation of New Outfits

xHamster 7 months ago

Mind Melt CD PMV

Mind Melt CD PMV

Clips4sale 2 years ago

sissy sprays her cherry fool nutsack

sissy sprays her cherry fool nutsack

TrannyGem 3 years ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 12 Clip 1

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 12 Clip 1

xHamster 3 weeks ago

Crossdressing Couture: Showcasing Unparalleled and Eye-Catching Ensembles!

Crossdressing Couture: Showcasing Unparalleled and Eye-Catching Ensembles!

ShemaleSin 11 months ago

Crossdresser Orlandi480 Posing and Fucking Huge Dildo

HD 1:01 / 25:24

Crossdresser Orlandi480 Posing and Fucking Huge Dildo

FapHouse 10 months ago

cums

xHamster 3 years ago

Posing at Home

FapHouse 5 months ago

Crossdresser Orlandi480 Posing and Fucking Huge Dildo

58% HD 0:39 / 25:24

Crossdresser Orlandi480 Posing and Fucking Huge Dildo

FapHouse 10 months ago

Gorgeous Femboy Sissy Anal Invasion Comp

Gorgeous Femboy Sissy Anal Invasion Comp

TrannyGem 5 years ago

TRANSSEXUAL Willow Hammerz - Jaw-Dropping sissy PMV

TRANSSEXUAL Willow Hammerz - Jaw-Dropping sissy PMV

TrannyGem 3 years ago

Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).

Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).

xHamster 2 years ago

Back that Ass Up

Back that Ass Up

xHamster 3 years ago

POV Cumshot in high heels and black Pantyhose

POV Cumshot in high heels and black Pantyhose

xHamster 4 years ago

More Oil and Posing

More Oil and Posing

FapHouse 4 months ago

Posing at Home

FapHouse 5 months ago

Cumshot Compilation 3

Cumshot Compilation 3

xHamster 3 months ago

Bailey Wilde Sissy boinked with string-on by Dominatrix Fairy

Bailey Wilde Sissy boinked with string-on by Dominatrix Fairy

TrannyGem 1 year ago

Cumshot Compilation 2

Cumshot Compilation 2

xHamster 3 months ago

Cumshot Compilation 2

Cumshot Compilation 2

xHamster 3 months ago

Slaying in Fashion: nine Jaw-Pulling Down Crossdresser Cutoffs Dare to be Different A Crossdresser's Cutoffs Advertisement

Slaying in Fashion: nine Jaw-Pulling Down Crossdresser Cutoffs Dare to be Different A Crossdresser's Cutoffs Advertisement

TrannyGem 2 years ago

fabulous apparels for be a street tart

fabulous apparels for be a street tart

TrannyGem 2 years ago

T-Girls Music Video 12

T-Girls Music Video 12

Tranny.one 3 years ago

Fashion Frenzy: Exploring the Latest Trends in Crossdressing!

Fashion Frenzy: Exploring the Latest Trends in Crossdressing!

ShemaleSin 11 months ago

Cumshot Compilation 3

Cumshot Compilation 3

xHamster 3 months ago

SissyCDMish - Caged sissy slut sucking BBC dildo while camwhoring #bnwo

SissyCDMish - Caged sissy slut sucking BBC dildo while camwhoring #bnwo

xHamster 1 year ago

Posing at Home

FapHouse 5 months ago

More Oil and Posing

More Oil and Posing

FapHouse 4 months ago

Posing at Home

FapHouse 5 months ago

Krissy Sweets Wants Your Rock Hard Shaft Deep Inside Her Ass Pussy

Krissy Sweets Wants Your Rock Hard Shaft Deep Inside Her Ass Pussy

FapHouse 1 year ago

Fucking Mature Crossdresser and Blowjob - Compilation 10 Clip 1

Fucking Mature Crossdresser and Blowjob - Compilation 10 Clip 1

xHamster 1 month ago

Memorable moment from "Ass Squirting Tranny Compilation"

Memorable moment from "Ass Squirting Tranny Compilation"

xHamster 5 months ago

Triple Cumshots In A Sheer Pleated Gown

Triple Cumshots In A Sheer Pleated Gown

xHamster 1 year ago

Amateurish CD kelly sissy ejection collection

Amateurish CD kelly sissy ejection collection

XXXShemalePorn 2 years ago

Krissy Sweets Wants Your Rock Hard Shaft Deep Inside Her Ass Pussy

Krissy Sweets Wants Your Rock Hard Shaft Deep Inside Her Ass Pussy

FapHouse 1 year ago

My tight ass fucked by toys - A compilation

My tight ass fucked by toys - A compilation

xHamster 2 years ago

CD Male Mind Fuck

CD Male Mind Fuck

Clips4sale 2 years ago

A Fountain of Cum on a Friend From Huge Cocks, Wash Yourself with Cum!

A Fountain of Cum on a Friend From Huge Cocks, Wash Yourself with Cum!

xHamster 2 months ago

Anal and CD Mind Fuck BW

Anal and CD Mind Fuck BW

Clips4sale 1 year ago

A Fountain of Cum on a Friend From Huge Cocks, Wash Yourself with Cum!

A Fountain of Cum on a Friend From Huge Cocks, Wash Yourself with Cum!

xHamster 2 months ago

Sissy Pop CD PMV

Sissy Pop CD PMV

Clips4sale 2 years ago

female supremacy #71 part1

female supremacy #71 part1

Clips4sale 9 months ago

TRANSSEXUAL Willow Hammerz - 2023 Mega-Bitch of the Yr

TRANSSEXUAL Willow Hammerz - 2023 Mega-Bitch of the Yr

TrannyGem 3 months ago

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

HD 0:39 / 15:56

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

FapHouse 4 months ago

Super-Sexy blond trans COUGAR in rosy and purple underwear

Super-Sexy blond trans COUGAR in rosy and purple underwear

TrannyGem 2 years ago

Sweetmeat

ShemaleSin 2 years ago

Sissy Jasymin Phoenix demonstrates her bootie to idolize knob

Sissy Jasymin Phoenix demonstrates her bootie to idolize knob

TrannyGem 3 years ago

LÉA POMPE À FOND UN MEC CROISÉ DANS LA RUE

LÉA POMPE À FOND UN MEC CROISÉ DANS LA RUE

TrannyGem 2 years ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

HD 1:01 / 20:31

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

FapHouse 1 year ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

HD 0:39 / 20:31

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

FapHouse 1 year ago

Compilation on Twink Fuck in His Smooth Narrow Hole! Jerk and Cum! Exclusive

63% HD 0:39 / 12:35

Compilation on Twink Fuck in His Smooth Narrow Hole! Jerk and Cum! Exclusive

FapHouse 2 months ago

Dildo blowjob spit and cumming in a bowl mix

Dildo blowjob spit and cumming in a bowl mix

xHamster 4 years ago

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

xHamster 1 year ago

Pretty in Pink: Adorable Crossdressing Styles to Swoon Over!

Pretty in Pink: Adorable Crossdressing Styles to Swoon Over!

xHamster 1 year ago

Crossdressing Confidence: Embracing My True Self and Empowering Others!

Crossdressing Confidence: Embracing My True Self and Empowering Others!

xHamster 1 year ago

Pretty in Pink: Adorable Crossdressing Styles to Swoon Over!

Pretty in Pink: Adorable Crossdressing Styles to Swoon Over!

xHamster 1 year ago

Posing and Behind the Scenes

Posing and Behind the Scenes

FapHouse 5 months ago

Flapping Under My Long See Thru Skirt and Dildo Ride Cum

Flapping Under My Long See Thru Skirt and Dildo Ride Cum

FapHouse 8 months ago

Pink Dress Posing and Dancing

Pink Dress Posing and Dancing

FapHouse 5 months ago

Posing and Behind the Scenes

Posing and Behind the Scenes

FapHouse 5 months ago

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion!

xHamster 1 year ago

Pink Dress Posing and Dancing

Pink Dress Posing and Dancing

FapHouse 5 months ago

Crossdressing Confidence: Embracing My True Self and Empowering Others!

Crossdressing Confidence: Embracing My True Self and Empowering Others!

xHamster 1 year ago

Flapping Under My Long See Thru Skirt and Dildo Ride Cum

Flapping Under My Long See Thru Skirt and Dildo Ride Cum

FapHouse 8 months ago

Uber-Cute N-B has some solo joy in the teach

Uber-Cute N-B has some solo joy in the teach

TrannyGem 3 years ago

Mature Transvestite sissy is on the lookout outdoors for some Bananas to suck

Mature Transvestite sissy is on the lookout outdoors for some Bananas to suck

xHamster 1 year ago

SOLO Male Anal Masturbation and CD Mind Fuck

SOLO Male Anal Masturbation and CD Mind Fuck

Clips4sale 2 years ago

Jerking and CD Mind Fuck

Jerking and CD Mind Fuck

Clips4sale 1 year ago

Man in Panties PMV

Man in Panties PMV

Clips4sale 2 years ago

The Mindfucking PMV

The Mindfucking PMV

Clips4sale 2 years ago

Juggsy's Barnyard Impaler Display

Juggsy's Barnyard Impaler Display

TrannyGem 1 year ago

i am a crossdress in riyadh i am a crossdress in riyadh

i am a crossdress in riyadh i am a crossdress in riyadh

xHamster 1 year ago

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

FapHouse 3 months ago

Post Op Trans Woman Masturbation - Compilation 1

Post Op Trans Woman Masturbation - Compilation 1

xHamster 11 months ago

Key moment from "Tranny Ass Milk Squirting Compilation #4"

Key moment from "Tranny Ass Milk Squirting Compilation #4"

xHamster 5 months ago

Ropes of Cum Compilations, Hot Exclusive of Multiple Cum Orgasms From Femboy and Stepdaddy!

HD 1:01 / 11:09

Ropes of Cum Compilations, Hot Exclusive of Multiple Cum Orgasms From Femboy and Stepdaddy!

FapHouse 2 months ago

Ropes of Cum Compilations, Hot Exclusive of Multiple Cum Orgasms From Femboy and Stepdaddy!

HD 0:39 / 11:09

Ropes of Cum Compilations, Hot Exclusive of Multiple Cum Orgasms From Femboy and Stepdaddy!

FapHouse 2 months ago

Turn me on

xHamster 2 years ago

CLEAR BIG DILDO RIDE

CLEAR BIG DILDO RIDE

xHamster 2 years ago

Femboy Spandex Wrecked Climax

Femboy Spandex Wrecked Climax

TrannyGem 3 years ago

Femboy Fucking Redhead Trans Woman Raw - Compilation 4

Femboy Fucking Redhead Trans Woman Raw - Compilation 4

xHamster 11 months ago

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

FapHouse 3 months ago

vegetable diet for my fuck-hole

vegetable diet for my fuck-hole

TrannyGem 3 years ago

Gina Outfit I

xHamster 8 months ago

patty crossdresser Mingled video 1

patty crossdresser Mingled video 1

TrannyGem 3 years ago

Crossdresser MindFuck PMV

Crossdresser MindFuck PMV

Clips4sale 2 years ago

Young CD Tight Anal Streching

Young CD Tight Anal Streching

xHamster 3 years ago

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