Crossdressing Compilation Videos (3,801)

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

xHamster 10 months ago

Once again, I'm counting the heels of the viewer's wife

Once again, I'm counting the heels of the viewer's wife

xHamster 11 months ago

Trans Transitioning

Trans Transitioning

KeekAss 4 years ago

Pegging My Sissy Slut

Pegging My Sissy Slut

xHamster 2 years ago

Compilations 2025! Fuck Without Condoms and Lots of Cum Dumps From Fucking Big Cocks!

HD 1:01 / 11:00

Compilations 2025! Fuck Without Condoms and Lots of Cum Dumps From Fucking Big Cocks!

FapHouse 3 weeks ago

Tranny Gina Outdoor Pissing and Playing

Tranny Gina Outdoor Pissing and Playing

xHamster 11 months ago

BDSM Leather Slave 2

BDSM Leather Slave 2

xHamster 1 week ago

Sissy Tart Compilation

Sissy Tart Compilation

TrannyGem 1 month ago

Who That Gurl

xHamster 2 years ago

T-Girl Gina Jacking and Cum Shot Compilation

T-Girl Gina Jacking and Cum Shot Compilation

KeekAss 3 years ago

Lady Alice Compilation 09 Endless Wild Passion (mesmerize Version)

Lady Alice Compilation 09 Endless Wild Passion (mesmerize Version)

xHamster 1 year ago

compilación de mis vídeos en solitario, three hrs de esta sabrosura

compilación de mis vídeos en solitario, three hrs de esta sabrosura

KeekAss 2 years ago

Shemale HUGE cumshot

Shemale HUGE cumshot

xHamster 2 years ago

Out t-girls swallowing and fucking cocks at local porn theaters

Out t-girls swallowing and fucking cocks at local porn theaters

XXXShemalePorn 7 years ago

Beefsticks & nylon three

Beefsticks & nylon three

KeekAss 4 years ago

Crossdressing Madison CD compilation in lingerie and stockings and heels showing off

Crossdressing Madison CD compilation in lingerie and stockings and heels showing off

xHamster 1 week ago

Boner bait

Tranny.one 4 years ago

Alexia St James Getting Her Booty Used By Yankee Studs

Alexia St James Getting Her Booty Used By Yankee Studs

TrannyGem 4 years ago

Jessica Bloom 2019 Cummy Self Deepthroat Highlights PMV Compilation

Jessica Bloom 2019 Cummy Self Deepthroat Highlights PMV Compilation

TrannyGem 4 years ago

First-Timer Cougar Transvestite Deep-Throat

First-Timer Cougar Transvestite Deep-Throat

TrannyGem 3 years ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 4 years ago

Edging lubed up cock leaking s, then releasing big mighty huge load in glass bowl, super extreme close-up cumshot, sperm

Edging lubed up cock leaking s, then releasing big mighty huge load in glass bowl, super extreme close-up cumshot, sperm

xHamster 3 years ago

unexperienced ladyboy

unexperienced ladyboy

TrannyGem 5 years ago

Crossdressers Love Bareback Cock Video Compilation

Crossdressers Love Bareback Cock Video Compilation

FapCat 1 year ago

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

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

KeekAss 3 years ago

White femboy covering himself in his own cum, ruined orgasm

White femboy covering himself in his own cum, ruined orgasm

xHamster 3 years ago

Ruby's Cumshot Compilation Vol.5

Ruby's Cumshot Compilation Vol.5

xHamster 4 months ago

Railing the penis two

Railing the penis two

TrannyGem 6 months ago

Pauline Fellates Mike in the Pub Toilets.

Pauline Fellates Mike in the Pub Toilets.

TrannyGem 5 years 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 4 years ago

おもらし10連続まとめ

おもらし10連続まとめ

TrannyGem 5 months ago

Lucia Maya In Excellent Adult Clip Shemale Webcam Hot Only For You

Lucia Maya In Excellent Adult Clip Shemale Webcam Hot Only For You

AbTranny 2 years ago

Jasmyne Jaye's Sissy Training Compilation Part 1 of 3

Jasmyne Jaye's Sissy Training Compilation Part 1 of 3

xHamster 3 months ago

30cm Black

xHamster 3 months ago

Elf Sissy Femboy in spunk from her plower

Elf Sissy Femboy in spunk from her plower

Gay4Porn 1 year ago

Crossdresser Self Facial Compilation

Crossdresser Self Facial Compilation

DrTuber 6 years ago

British Mature Tranny Cum Shot Compilation

British Mature Tranny Cum Shot Compilation

Nuvid 6 years ago

Petite Sexy Asian French Maid Ladyboy Rozebell Gets Fucked Hard & Sucks Cock Part2

Petite Sexy Asian French Maid Ladyboy Rozebell Gets Fucked Hard & Sucks Cock Part2

xHamster 6 months ago

SisK lingerie collection EP14 pantyhose seam on cock

SisK lingerie collection EP14 pantyhose seam on cock

xHamster 2 years ago

Gay & Trans - Tranny Group Sex: 7 Men Fuck the Horny Ladyboy

Gay & Trans - Tranny Group Sex: 7 Men Fuck the Horny Ladyboy

xHamster 3 months ago

Cdmichelle Wearing Sexy Orange Swimsuit Playing Around in the Shower

Cdmichelle Wearing Sexy Orange Swimsuit Playing Around in the Shower

xHamster 2 months ago

Cumshot Compilation 3

Cumshot Compilation 3

xHamster 2 months ago

Stunning moment from "Ass Squirting Tranny Compilation"

Stunning moment from "Ass Squirting Tranny Compilation"

xHamster 4 months ago

Double Cumshot of a Fuckable Slut

Double Cumshot of a Fuckable Slut

xHamster 1 year ago

Sophie Soft Glamour

Sophie Soft Glamour

AbTranny 7 years ago

Redhead's Double Cumshot - facial and spanking

Redhead's Double Cumshot - facial and spanking

xHamster 1 year ago

White Body Wonder: Mesmerizing Moves of a Crossdressing Star

White Body Wonder: Mesmerizing Moves of a Crossdressing Star

xHamster 11 months ago

Testing a new THE THUG DILDO from Greedycluster

Testing a new THE THUG DILDO from Greedycluster

xHamster 1 year 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 3 years ago

Gay & Trans - Ladyboy Session

Gay & Trans - Ladyboy Session

xHamster 2 months ago

Chubby sissy crossdresser is a BBC cumslut (compilation)

Chubby sissy crossdresser is a BBC cumslut (compilation)

Tranny.one 4 years ago

Compilation of Anal Stretching & Cumshot

Compilation of Anal Stretching & Cumshot

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

Elf Sissy Femboy in cum from her fucker

Elf Sissy Femboy in cum from her fucker

GayJaVu 3 months ago

Fuck in the Ass

Fuck in the Ass

xHamster 2 months ago

Sissy Femboy Lingerie Anal Compilation Number 1

Sissy Femboy Lingerie Anal Compilation Number 1

xHamster 1 year ago

[Otokonoko] 10 barrage of semen shots that I can't stand ❤︎ cum shot compilation ❤︎ I'll pee twice ❤︎

[Otokonoko] 10 barrage of semen shots that I can't stand ❤︎ cum shot compilation ❤︎ I'll pee twice ❤︎

TrannyGem 3 years ago

Traps, Transgirls & Femboys Compilation 7

Traps, Transgirls & Femboys Compilation 7

Tranny.one 3 years ago

Thrilling moment from "ONLY FOR SPANKING LOVERS! - compilation of severe spanking and cumshots"

Thrilling moment from "ONLY FOR SPANKING LOVERS! - compilation of severe spanking and cumshots"

xHamster 2 months ago

Dream 78,601 Views Added 2024-01-05

Dream 78,601 Views Added 2024-01-05

getTranny 3 months ago

Oh My God What a Very Nice Cock Fuck Me Hard

Oh My God What a Very Nice Cock Fuck Me Hard

xHamster 2 months ago

Teen Crossdressers and Shemale GFs

Teen Crossdressers and Shemale GFs

aShemaleTube 11 years ago

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

xHamster 11 months ago

Trans shemale compilation sissy crossdresser rubbing cock and playing with ass

Trans shemale compilation sissy crossdresser rubbing cock and playing with ass

xHamster 1 year ago

Homemade Joy with Crossdressing Sweeties

Homemade Joy with Crossdressing Sweeties

Transvids.tv 2 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

Fabulous Adult Movie Homo Crossdresser Newest , Take A Look

Fabulous Adult Movie Homo Crossdresser Newest , Take A Look

getTranny 1 month ago

Tranny Outdoor Pissing Compilation

Tranny Outdoor Pissing Compilation

AbGay 10 months ago

Highlights of Pissing and Peeing with Carina

Highlights of Pissing and Peeing with Carina

xHamster 1 month ago

Arabian TRANSSEXUAL Lush - Yasmine hijab

Arabian TRANSSEXUAL Lush - Yasmine hijab

TrannyGem 4 years ago

sissy crosdesser compilation

sissy crosdesser compilation

TrannyGem 4 years ago

Cum Alexia St James Volume 17 Sucking And Fucking

Cum Alexia St James Volume 17 Sucking And Fucking

Tranny.one 4 years ago

Horny milf crossdresser - sexcamts.com

Horny milf crossdresser - sexcamts.com

Tranny.one 4 years ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

xHamster 11 months ago

2020 Pee compilation! (dousing, self-urinate, public, piss gulping)

2020 Pee compilation! (dousing, self-urinate, public, piss gulping)

TrannyGem 3 years ago

Gay & Trans - Tranny Group Sex: 7 Men Fuck the Horny Ladyboy

Gay & Trans - Tranny Group Sex: 7 Men Fuck the Horny Ladyboy

xHamster 3 months ago

Quarantine Femboy Ash Steele GETS SLAMMED and JACKS OFF

Quarantine Femboy Ash Steele GETS SLAMMED and JACKS OFF

Gay4Porn 4 years ago

I kissed a girl and I liked it

I kissed a girl and I liked it

xHamster 3 years ago

Sissy Cd Slut Fucking And Swallowing Cum Compilation

Sissy Cd Slut Fucking And Swallowing Cum Compilation

AbTranny 2 years ago

Forearms Free-For-All Sissy Ejaculations Vol two

Forearms Free-For-All Sissy Ejaculations Vol two

TrannyGem 4 years ago

Fabulous Crossdressing Slideshow 10 Minutes Of Sexyness

Fabulous Crossdressing Slideshow 10 Minutes Of Sexyness

xHamster 1 year ago

Best Compilation #1

Best Compilation #1

Tranny.one 4 years ago

Ecstasy when jerking

Ecstasy when jerking

xHamster 3 months ago

When Pai-chan was having Fun in the Room

When Pai-chan was having Fun in the Room

xHamster 3 years ago

Crossdressing Shemale Goddess says Love, Fuck, or Remain PMV - Scarlett Ocean

Crossdressing Shemale Goddess says Love, Fuck, or Remain PMV - Scarlett Ocean

xHamster 2 years ago

Extreme Sissy Viper Nasty 60 Cum-blast Fuckfest Part 3

Extreme Sissy Viper Nasty 60 Cum-blast Fuckfest Part 3

xHamster 2 months ago

Sissy Bitch Compilation Volume Eight

Sissy Bitch Compilation Volume Eight

TrannyGem 5 months ago

crossdresser Asian nice Femboy.

crossdresser Asian nice Femboy.

TrannyGem 4 years ago

Alisons Cumshot Compilation

Alisons Cumshot Compilation

xHamster 8 months ago

crossdressers get fuced

crossdressers get fuced

aShemaleTube 5 years ago

Shemale Cum Compilation

Shemale Cum Compilation

Tranny.one 4 years ago

The Best Of A Wanking Sissy

The Best Of A Wanking Sissy

xHamster 5 months ago

FUCKING FAGGOT'S ASS IN STOCKINGS

FUCKING FAGGOT'S ASS IN STOCKINGS

xHamster 1 year ago

CUMPILATION - CAROLASMIT - HUGE TOYS ANAL - SHEBOY GAPE DGB

CUMPILATION - CAROLASMIT - HUGE TOYS ANAL - SHEBOY GAPE DGB

Tranny.one 3 years ago

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

xHamster 4 months ago

Fucking Hot Bbw Trans Woman - Compilation 1

Fucking Hot Bbw Trans Woman - Compilation 1

MrGay 1 month ago

Male to Female Makeover - Mascara, Lashes, and Lipstick

Male to Female Makeover - Mascara, Lashes, and Lipstick

xHamster 1 year ago

VERY FIRST WEEK CROSSDRESSING!

VERY FIRST WEEK CROSSDRESSING!

TrannyGem 3 years ago

high heel and seamless pantyhose road trip

high heel and seamless pantyhose road trip

xHamster 2 years ago

Sexy Peep Toe High Heels Fucking

Sexy Peep Toe High Heels Fucking

xHamster 8 months ago

Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR

Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR

xHamster 1 year ago

Shemale breeding by big black cock

Shemale breeding by big black cock

KeekAss 4 years ago

Cumshot Compilation 1

Cumshot Compilation 1

xHamster 2 months ago

Tgirl Taking Creampies From Random Studs Off Street

Tgirl Taking Creampies From Random Studs Off Street

TrannyGem 3 years ago

Gay furry collection with animations and femboys

Gay furry collection with animations and femboys

SexTubeSpot 4 years ago

Domme Sissification - Pegging

Domme Sissification - Pegging

TrannyGem 3 years ago

Famfy nana studio the bevy movie EP1-1

Famfy nana studio the bevy movie EP1-1

TrannyGem 10 months ago

Wouldn't it be nice if we could make clones of ourself to play with

Wouldn't it be nice if we could make clones of ourself to play with

xHamster 4 months ago

Alexia St James GangBangs Part 7

Alexia St James GangBangs Part 7

Tranny.one 4 years ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 2

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 2

xHamster 5 days ago

Sissy Tutorial

TrannyGem 4 years ago

fun in black crossdressing #3

fun in black crossdressing #3

xHamster 1 year ago

Charlotte Part 1

Charlotte Part 1

KeekAss 4 years ago

Compilation removing my retro pants and removing my sexy black lace pants to do some stretching and bending with no panties

Compilation removing my retro pants and removing my sexy black lace pants to do some stretching and bending with no panties

xHamster 1 year ago

massive sissy cum-shots

massive sissy cum-shots

TrannyGem 3 years ago

Ultra-Cute Femboy Compilation Boixd

Ultra-Cute Femboy Compilation Boixd

KeekAss 2 years ago

Men want be girls

Men want be girls

Tranny.one 4 years ago

Celine in the shower getting ready for a big sex filled weekend.

Celine in the shower getting ready for a big sex filled weekend.

xHamster 1 year ago

Exciting Compilation of Crossdressers: Sassy Brunettes and Bold Performances!

Exciting Compilation of Crossdressers: Sassy Brunettes and Bold Performances!

JuicyVid 4 weeks ago

my stiff cock is exploding

my stiff cock is exploding

xHamster 5 months ago

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