Crossdressing Compilation Videos (3,011)

Horny Sissy Waiting for BBC She Enjoy My Cock Again

Horny Sissy Waiting for BBC She Enjoy My Cock Again

xHamster 2 weeks ago

All that Gurly Goodness Part 1

All that Gurly Goodness Part 1

Tranny.one 3 years ago

Bitch Training By Her Sports Coach. Hard Facefucking. Cum Shot. Vanessabitchx

Bitch Training By Her Sports Coach. Hard Facefucking. Cum Shot. Vanessabitchx

aShemaleTube 1 week ago

The Best Of A Wanking Sissy

The Best Of A Wanking Sissy

aShemaleTube 1 week ago

Bitch Training By Her Sports Coach. Hard Facefucking. Cum Shot. Vanessabitchx

Bitch Training By Her Sports Coach. Hard Facefucking. Cum Shot. Vanessabitchx

xHamster 1 week ago

A Compilation of 50 Edging Squirting Riding Cumshots

A Compilation of 50 Edging Squirting Riding Cumshots

xHamster 2 months ago

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

xHamster 6 months ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3

xHamster 5 months ago

Cum in panties compilation 3

Cum in panties compilation 3

xHamster 1 year ago

Compilation cum-shot samantha sissy transwoman

Compilation cum-shot samantha sissy transwoman

TrannyGem 3 years ago

Female transformation - bold makeup — lashes — and lips

Female transformation - bold makeup — lashes — and lips

DesiresXL 8 months ago

Chastity Compilation: Trans and Sissy Girls Locked and Fucked

Chastity Compilation: Trans and Sissy Girls Locked and Fucked

KeekAss 3 years ago

Cumshots 2024 Part II

Cumshots 2024 Part II

xHamster 5 months ago

You are going to adore every single second of this wild session

You are going to adore every single second of this wild session

xHamster 1 year ago

Sissy in sexy tights on pmv

Sissy in sexy tights on pmv

xHamster 2 years ago

Woman Encourages Guy Transformation Makeover into Woman

Woman Encourages Guy Transformation Makeover into Woman

xHamster 7 months ago

Cuckold Bf Confession - Sorry for CUCKOLDING you

Cuckold Bf Confession - Sorry for CUCKOLDING you

MenGem 1 year ago

shaking ass and twerking in various pairs of underwear, panties, thongs & jockstraps FULL VIDEO

shaking ass and twerking in various pairs of underwear, panties, thongs & jockstraps FULL VIDEO

xHamster 1 month ago

Blow-Job and jizm in my gullet Compilation - Unexperienced Mature Cd Silvie

Blow-Job and jizm in my gullet Compilation - Unexperienced Mature Cd Silvie

TrannyGem 2 years ago

RED-HOT Face Inked Trans Fellatios GREATEST COMPILATION

RED-HOT Face Inked Trans Fellatios GREATEST COMPILATION

TrannyGem 3 days ago

train station slutwalk public whore exposed compilation

train station slutwalk public whore exposed compilation

xHamster 1 week ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 3 years ago

A Compilation of 50 Edging Squirting Riding Cumshots

A Compilation of 50 Edging Squirting Riding Cumshots

xHamster 3 months ago

solo anal dildo squirt and cum

solo anal dildo squirt and cum

xHamster 1 month ago

Sheer White Wet - compilation of spanking and bum cooling

Sheer White Wet - compilation of spanking and bum cooling

xHamster 1 week ago

Indian Cute Boy Anal Fuck

Indian Cute Boy Anal Fuck

xHamster 2 years ago

Sissy Cd Slut Fucking And Swallowing Cum Compilation

Sissy Cd Slut Fucking And Swallowing Cum Compilation

getTranny 2 years ago

Real Couples compilation Volume 1

Real Couples compilation Volume 1

xHamster 7 months ago

Stick a huge dick in me and fill me with cum! Two fucking twinkies !

Stick a huge dick in me and fill me with cum! Two fucking twinkies !

3Gayz 3 months ago

Jessica Bloom 2019 Cummy Self Deepthroat Highlights PMV Compilation

Jessica Bloom 2019 Cummy Self Deepthroat Highlights PMV Compilation

TrannyGem 4 years ago

How PornHub transformed me into a transgender, compilation

How PornHub transformed me into a transgender, compilation

TrannyGem 3 years ago

Dirty lol slutz

Dirty lol slutz

xHamster 1 year ago

I will fuck you up loser

I will fuck you up loser

xHamster 2 years ago

Femboy Jizz Compilation 2021 ~ Jaybaesun

Femboy Jizz Compilation 2021 ~ Jaybaesun

KeekAss 2 years ago

Compilation trans cumshot from beautiful dickgirl

Compilation trans cumshot from beautiful dickgirl

KeekAss 2 years ago

Let the Dinky Drill your Face Queer

Let the Dinky Drill your Face Queer

TrannyGem 4 years ago

Femboy Wants to Be Fucked in a Hotel Room

Femboy Wants to Be Fucked in a Hotel Room

xHamster 2 weeks ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 3 years ago

Amateur Sissy Crossdresser Swallow Compilation

Amateur Sissy Crossdresser Swallow Compilation

Tranny.one 3 years ago

Sissy Superslut Compilation Volume 9

Sissy Superslut Compilation Volume 9

TrannyGem 3 weeks ago

SOLO HANDJOB - CUMSHOT - ASS - MOANS - SEXY - HUGE COCKS - DIRTY DIALOGUE - COCK AND BALLS

SOLO HANDJOB - CUMSHOT - ASS - MOANS - SEXY - HUGE COCKS - DIRTY DIALOGUE - COCK AND BALLS

xHamster 2 months ago

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Tranny.one 1 year ago

Crossdressers & shemales.Bulges and cums, assemblage 16

Crossdressers & shemales.Bulges and cums, assemblage 16

Tranny.one 3 years ago

Mega Cum Compilation Number 3

Mega Cum Compilation Number 3

xHamster 2 weeks ago

Post Op Trans Woman Using New Pussy - Compilation 3

Post Op Trans Woman Using New Pussy - Compilation 3

xHamster 5 months 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

Wild tranny orgies: a compilation of cumshots, facials, and threesomes with trannies, shemales, and crossdressers at our exclusive sex parties

Wild tranny orgies: a compilation of cumshots, facials, and threesomes with trannies, shemales, and crossdressers at our exclusive sex parties

ManPorn 1 year ago

Little Sissy Lingerie, Stockings and Heels Show

Little Sissy Lingerie, Stockings and Heels Show

xHamster 1 year ago

hot cumshot compilation of wet orgasms bitch femboy sissygasm slut ass

hot cumshot compilation of wet orgasms bitch femboy sissygasm slut ass

FapCat 2 years ago

Femboy Spandex Demolished Ejaculation

Femboy Spandex Demolished Ejaculation

TrannyGem 3 years ago

This Is How You Instruct Your Sissy Cooter (Railing Compilation)

This Is How You Instruct Your Sissy Cooter (Railing Compilation)

KeekAss 2 years ago

Giant Pecker Close-up Adore

Giant Pecker Close-up Adore

TrannyGem 3 years ago

TrannyComp

Tranny.one 2 years ago

Frotting cumshot compilation by HornyJohny

Frotting cumshot compilation by HornyJohny

Tranny.one 3 years ago

crossdresser missionary compilation - part one

crossdresser missionary compilation - part one

Nuvid 4 years ago

Cute boy wearing a chastity belt for the first time

Cute boy wearing a chastity belt for the first time

xHamster 9 months ago

Hillbilly Twink ( Possible Redneck Femboy) - With Bonus Sneak Peeks at Upcoming Content!

Hillbilly Twink ( Possible Redneck Femboy) - With Bonus Sneak Peeks at Upcoming Content!

Transvids.tv 10 months ago

Ultra-kinky Sissy Waiting for BIG BLACK COCK She Enjoy My Weenie Again

Ultra-kinky Sissy Waiting for BIG BLACK COCK She Enjoy My Weenie Again

4Gay 1 month ago

Various Japanese Trannies And Crossdressers

Various Japanese Trannies And Crossdressers

TrannyGem 4 years ago

Showing my cummed feet, playing and teasing with sandals and fishnets and fucking a bunch of different toys, feet toys and boobs

Showing my cummed feet, playing and teasing with sandals and fishnets and fucking a bunch of different toys, feet toys and boobs

xHamster 1 year ago

Transcocks In Panties - A Compilation

Transcocks In Panties - A Compilation

Tranny.one 3 years ago

Melody Public have fun compilation with @nightsisterlil1 and husband - oral jobs, anilingus, showing

Melody Public have fun compilation with @nightsisterlil1 and husband - oral jobs, anilingus, showing

KeekAss 1 year ago

anal orgasm compilation

anal orgasm compilation

Tranny.one 4 years ago

Compilation most viewed clip Samantha sissy

Compilation most viewed clip Samantha sissy

Tranny.one 3 years ago

【女装露出】日本人女装子の野外など射精legitimateシーンまとめ！

【女装露出】日本人女装子の野外など射精legitimateシーンまとめ！

KeekAss 1 year ago

Little Sissy Lingerie, Stockings and Heels Show

Little Sissy Lingerie, Stockings and Heels Show

xHamster 1 year ago

Trucker Drilled me on the Road

Trucker Drilled me on the Road

TrannyGem 4 years ago

High Heels Peep Toe Bershka Shoes Hot Fucking

High Heels Peep Toe Bershka Shoes Hot Fucking

xHamster 3 months ago

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

xHamster 1 year ago

Big Booty Tgirl Anal Compilation - Transformation Into a Ladyboy

Big Booty Tgirl Anal Compilation - Transformation Into a Ladyboy

xHamster 1 year ago

Crossdresser - Cute trap - Look At My Cum- Cosplayer [Momo] No Ejaculation Resume Scene 1 - Japanese cosplay otokonoko transsexual masturbation

Crossdresser - Cute trap - Look At My Cum- Cosplayer [Momo] No Ejaculation Resume Scene 1 - Japanese cosplay otokonoko transsexual masturbation

TrannyGem 3 years ago

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

KeekAss 3 years ago

Cumshots 2024 Teil I

Cumshots 2024 Teil I

xHamster 5 months ago

Kristi Lacroix top shemale rawing random strangers and aficionados

Kristi Lacroix top shemale rawing random strangers and aficionados

KeekAss 3 years ago

Shemale Big Cock Compilation

Shemale Big Cock Compilation

xHamster 1 year ago

HORNY SWAG DADDIES FUCK TS TRAP CD SISSY'S COMPILATION PT 1

HORNY SWAG DADDIES FUCK TS TRAP CD SISSY'S COMPILATION PT 1

Tranny.one 3 years ago

Trans Transitioning

Trans Transitioning

KeekAss 3 years ago

Fine transgirls - Transsexual Trans Sissy tgirl

Fine transgirls - Transsexual Trans Sissy tgirl

TrannyGem 4 years ago

Sissys Vs BBC Hardcore Compilation

Sissys Vs BBC Hardcore Compilation

aShemaleTube 8 years ago

femboy makin round comp

femboy makin round comp

KeekAss 3 years ago

Fresh Pee Compilation! 20 Mins of Lily Pissing + Bonus Spunk

Fresh Pee Compilation! 20 Mins of Lily Pissing + Bonus Spunk

TrannyGem 3 years ago

Leather trousers femboy plays with fuck stick

Leather trousers femboy plays with fuck stick

TrannyGem 3 years ago

pov bj joi

Whqydz 1 year ago

Fuck-Fest in the attic vignette 7. series 1

Fuck-Fest in the attic vignette 7. series 1

KeekAss 4 years ago

shy femboy

Tranny.one 3 years ago

I am Elena Andreou, in erotic moments alone, I cum and fuck my pussy with orgasm

I am Elena Andreou, in erotic moments alone, I cum and fuck my pussy with orgasm

xHamster 5 days ago

Milk Machine

xHamster 1 month ago

Fabulous Adult Movie Transvestite Lingerie Incredible Just For You With Sophie Soft

Fabulous Adult Movie Transvestite Lingerie Incredible Just For You With Sophie Soft

AbTranny 3 years ago

射精シーン集 07 男の娘女装オtニーjapanese Crossdresser Cumshot Compilation 07偽娘慰菊射精ヒストンマシントコロtン潮吹き

射精シーン集 07 男の娘女装オtニーjapanese Crossdresser Cumshot Compilation 07偽娘慰菊射精ヒストンマシントコロtン潮吹き

AbGay 6 months ago

Japanese Shemale Anal Training

Japanese Shemale Anal Training

getTranny 3 years ago

Small Dick In Panties And Lingerie Compilation Slideshow

Small Dick In Panties And Lingerie Compilation Slideshow

xHamster 1 year ago

British Mature Tranny Cum Shot Compilation

British Mature Tranny Cum Shot Compilation

AbGay 6 months ago

Sissy Femboy Lingerie Anal Compilation Number 1

Sissy Femboy Lingerie Anal Compilation Number 1

xHamster 1 year ago

【コスプレ】ニーハイバニーガール変態女装オナニー　伪娘　femboy

【コスプレ】ニーハイバニーガール変態女装オナニー　伪娘　femboy

TrannyGem 1 year ago

70 insane huge cumshots of Viper Fierce

70 insane huge cumshots of Viper Fierce

xHamster 3 months ago

Notti Trans - (UTTER VIDEO - ORIGINAL VERSION)

Notti Trans - (UTTER VIDEO - ORIGINAL VERSION)

KeekAss 4 years ago

Back that Ass Up

Back that Ass Up

xHamster 2 years ago

crossdresser domination bdsm

crossdresser domination bdsm

BDSMDoe 1 year ago

Chastity Compilation Trans and Sissy Girls Locked and Fucked

Chastity Compilation Trans and Sissy Girls Locked and Fucked

TrannyGem 3 years ago

All My Cum for You Chronological Cumpilation

All My Cum for You Chronological Cumpilation

xHamster 1 week ago

The Great Anal Sissygasm Compilation - Cumpilation

The Great Anal Sissygasm Compilation - Cumpilation

Tranny.one 3 years ago

Addi Nicki Tgirl Femboy Compilation Twerking Big Ass Bubble Butt Booty and Ass Shaking Fake Tit Videos

Addi Nicki Tgirl Femboy Compilation Twerking Big Ass Bubble Butt Booty and Ass Shaking Fake Tit Videos

FapHouse 10 months ago

Alexia St James GangBangs Part 7

Alexia St James GangBangs Part 7

Tranny.one 3 years ago

The Best Of A Wanking Sissy

The Best Of A Wanking Sissy

xHamster 1 week ago

Inexperienced Femboy getting Poke Rigid

Inexperienced Femboy getting Poke Rigid

TrannyGem 4 years ago

train station slutwalk public whore exposed compilation

train station slutwalk public whore exposed compilation

aShemaleTube 1 week ago

Micro penis pissing compilation

Micro penis pissing compilation

xHamster 6 months ago

Dirty Fucking Mess with Random Partners — Volume 1

Dirty Fucking Mess with Random Partners — Volume 1

AnalPornXL 6 months ago

Sissy Tart Compilation Volume 10

Sissy Tart Compilation Volume 10

TrannyGem 3 weeks ago

SIZZLING Tattooed Trans Ultra-Cutie Nailed GREATEST COMPILATION

SIZZLING Tattooed Trans Ultra-Cutie Nailed GREATEST COMPILATION

TrannyGem 3 days ago

Super monster cock vs 18 year old Femboy

Super monster cock vs 18 year old Femboy

xHamster 3 years ago

Desi sissy try on more panties

Desi sissy try on more panties

xHamster 1 year ago

Ball-Sac Torment auf Deutchsland with a german domme

Ball-Sac Torment auf Deutchsland with a german domme

TrannyGem 4 years ago

TS TRAP CITY CD SISSY SWAG COMPILATION # 1

TS TRAP CITY CD SISSY SWAG COMPILATION # 1

aShemaleTube 8 years ago

Cummingoes III - More than 25 shots

Cummingoes III - More than 25 shots

Tranny.one 3 years ago

Mesmeriza Compilation 11 Island of Desires

Mesmeriza Compilation 11 Island of Desires

xHamster 6 months ago

Transvestite Games

Transvestite Games

TrannyGem 4 years ago

All My Cum for You Chronological Cumpilation

All My Cum for You Chronological Cumpilation

xHamster 1 month 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

xHamster 4 months ago

Jizzin and urinating four

Jizzin and urinating four

KeekAss 4 years ago

1 2 3 4 5

3,011 results found

Related searches

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.