Crossdressing Compilation Videos (4,888)

Trans Muscle Mommy Compilation

Trans Muscle Mommy Compilation

Ourdream.ai 3 weeks ago

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 11 months ago

THE ULTIMATE TRANS PORN COMPILATION

THE ULTIMATE TRANS PORN COMPILATION

Ourdream.ai 1 month ago

A Compilation of 50 Edging Squirting Riding Cumshots

A Compilation of 50 Edging Squirting Riding Cumshots

xHamster 1 year ago

Nude Mix

61% HD 1:01 / 5:16

FapHouse 3 days ago

Horny Sissy Waiting for BBC She Enjoy My Cock Again

Horny Sissy Waiting for BBC She Enjoy My Cock Again

xHamster 9 months ago

hot sissy❤️by"laylacross"??

hot sissy❤️by"laylacross"??

TrannyGem 1 week ago

Gay & Trans - Ladyboy Only Wants to Do It with Young Cocks

Gay & Trans - Ladyboy Only Wants to Do It with Young Cocks

xHamster 6 months ago

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi

xHamster 3 months ago

Gay & Trans - Ladyboy Session

Gay & Trans - Ladyboy Session

xHamster 5 months ago

Incredible Dreams - part 1

Incredible Dreams - part 1

Tranny.one 4 years ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3

xHamster 1 month ago

Notti Trans - (UTTER VIDEO - ORIGINAL VERSION)

Notti Trans - (UTTER VIDEO - ORIGINAL VERSION)

KeekAss 5 years ago

Mature Crossdresser Sucking Big Cock - Compilation 11

Mature Crossdresser Sucking Big Cock - Compilation 11

xHamster 2 months ago

Sissy Crossdresser - Very Hot Sissy Fucked - Compilation 1

Sissy Crossdresser - Very Hot Sissy Fucked - Compilation 1

getTranny 1 week ago

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

xHamster 2 years ago

Horny Sissy Waiting for BBC She Enjoy My Cock Again

Horny Sissy Waiting for BBC She Enjoy My Cock Again

xHamster 11 months ago

Amateur crossdressers thresome compilation Unknown p

Amateur crossdressers thresome compilation Unknown p

BeMyHole 5 years ago

Sissy Tart Compilation

Sissy Tart Compilation

TrannyGem 5 months ago

Tgirl sissy feminization

Tgirl sissy feminization

Tranny.one 4 years ago

Gay Cumshot Compilation Studio Video I

Gay Cumshot Compilation Studio Video I

xHamster 3 months ago

Hottie Crossdressers Fucking Around Compilation

Hottie Crossdressers Fucking Around Compilation

xHamster 3 months ago

ADULT TIME - Bored Babe Penny Pax Seduces StepMILF Kendra James For Lesbian Massage & Fuck!

ADULT TIME - Bored Babe Penny Pax Seduces StepMILF Kendra James For Lesbian Massage & Fuck!

Some.Porn 9 months ago

I Cumming on BBC! Free Hands!

I Cumming on BBC! Free Hands!

FapHouse 3 days ago

Femboy Dick Compilation Cum

51% HD 1:01 / 7:48

Femboy Dick Compilation Cum

FapHouse 1 month ago

Femboy Dick Compilation Cum

Femboy Dick Compilation Cum

xHamster 4 days ago

Compilations of Huge Dumps of Hot Twink Fucking with Huge Cocks

50% HD 1:01 / 8:53

Compilations of Huge Dumps of Hot Twink Fucking with Huge Cocks

FapHouse 1 week ago

Asian Couple tried Bdsm Home

Asian Couple tried Bdsm Home

xHamster 2 weeks ago

Posed & Wanked In Public - most exciting is biking in short clothes and shiny nylon stockings

Posed & Wanked In Public - most exciting is biking in short clothes and shiny nylon stockings

xHamster 9 months ago

Trans-transvestite, Compilation

Trans-transvestite, Compilation

xHamster 2 weeks ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 9

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 9

xHamster 4 months ago

Very Sexy Tranny Dance in Red Dress

65% HD 1:01 / 6:53

Very Sexy Tranny Dance in Red Dress

FapHouse 1 year ago

Cum in panties compilation 3

Cum in panties compilation 3

xHamster 2 years ago

Sissy Compilation

Sissy Compilation

TrannyGem 4 years ago

Cute Femboy Handsfree Hot Mastrubation Clip 3

Cute Femboy Handsfree Hot Mastrubation Clip 3

xHamster 9 months ago

sissy anal invasion trainer with pulverizing machine

sissy anal invasion trainer with pulverizing machine

KeekAss 2 years ago

Beefsticks & nylon three

Beefsticks & nylon three

KeekAss 4 years ago

rectal ejaculation compilation ultra-cute femboy internal ejaculation

rectal ejaculation compilation ultra-cute femboy internal ejaculation

TrannyGem 3 years ago

Sissy fucked hard by big cocks Compilation

Sissy fucked hard by big cocks Compilation

Tranny.one 4 years ago

Femme Girls Getting Fucked PMV

Femme Girls Getting Fucked PMV

TrannyGem 4 years ago

Amateur Sissy Crossdresser Swallow Compilation

Amateur Sissy Crossdresser Swallow Compilation

Tranny.one 4 years ago

Sissy Girls Dressed and Used PMV

Sissy Girls Dressed and Used PMV

TrannyGem 3 years ago

SAL-201 All Shemale Nakazawa Turin 100% Whole.Vol.2 4 HOURS

SAL-201 All Shemale Nakazawa Turin 100% Whole.Vol.2 4 HOURS

AbTranny 2 years ago

Jizzing Compilation by Deep Tantra (#1)

Jizzing Compilation by Deep Tantra (#1)

TrannyGem 4 years ago

femboy makin round comp

femboy makin round comp

KeekAss 3 years ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 9

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 9

aShemaleTube 2 weeks ago

Hot Cum Compilations July 2025 Sissy Femboy Vs Stepdaddy! Exclusive

Hot Cum Compilations July 2025 Sissy Femboy Vs Stepdaddy! Exclusive

xHamster 5 months 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

Transcocks In Panties - A Compilation

Transcocks In Panties - A Compilation

Tranny.one 4 years ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

xHamster 6 months ago

Real Couples compilation Volume 1

Real Couples compilation Volume 1

xHamster 1 year ago

BIG BLACK COCK Bj Compilation

BIG BLACK COCK Bj Compilation

TrannyGem 4 years ago

Frotting cumshot compilation by HornyJohny

Frotting cumshot compilation by HornyJohny

Tranny.one 4 years ago

Gay Cumshot Compilation Studio Video I

Gay Cumshot Compilation Studio Video I

xHamster 2 months ago

Alexia St James GangBangs Part 7

Alexia St James GangBangs Part 7

Tranny.one 4 years ago

Hawt Crossdressing Female-dom Banging Trans Kelsey Masters - Compilation 8

Hawt Crossdressing Female-dom Banging Trans Kelsey Masters - Compilation 8

ShemaleSin 5 days ago

Lilly Demure Crossdresser Fucking

Lilly Demure Crossdresser Fucking

AbTranny 2 years ago

Femboy Gape Compilation #2 fart-gapes

Femboy Gape Compilation #2 fart-gapes

xHamster 3 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 !

xHamster 3 years ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 4 years ago

Little Sissy Lingerie, Stockings and Heels Show

Little Sissy Lingerie, Stockings and Heels Show

xHamster 1 year ago

Blowjob Compilation - A Slut Who Gives Blowjobs - Sissy Crossdresser

Blowjob Compilation - A Slut Who Gives Blowjobs - Sissy Crossdresser

PePorn 7 months ago

Cumshots 2024 Part II

Cumshots 2024 Part II

xHamster 1 year ago

Butt Plug Dildo Gives me Multiple Prostate Sissygasms

Butt Plug Dildo Gives me Multiple Prostate Sissygasms

Tranny.one 4 years ago

Ai Milks the Slave Far Too Fast

Ai Milks the Slave Far Too Fast

FapHouse 1 month ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 2 years 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 2 years ago

Compilation Sissy Lola outfit black cat latex shoves sex toys into her little ass and cums without hands

Compilation Sissy Lola outfit black cat latex shoves sex toys into her little ass and cums without hands

xHamster 2 months ago

Come on, look at me, I'm going to squirt on your bitch face. Show off on the balcony. Cumslut to use as a ... VaneSsaBiTCHx PariSChienneTrvprod

Come on, look at me, I'm going to squirt on your bitch face. Show off on the balcony. Cumslut to use as a ... VaneSsaBiTCHx PariSChienneTrvprod

xHamster 3 weeks ago

My Anal Dildo and Masturbator Compilation

My Anal Dildo and Masturbator Compilation

xHamster 2 years ago

The Great Anal Sissygasm Compilation - Cumpilation

The Great Anal Sissygasm Compilation - Cumpilation

Tranny.one 4 years ago

Elf Sissy Femboy in cum from her fucker

Elf Sissy Femboy in cum from her fucker

Pornzona 3 weeks ago

Giant Pecker Close-up Adore

Giant Pecker Close-up Adore

TrannyGem 3 years ago

SHE-MALE JIZM COMPILATION GIANT Nylon Beef Whistle, Big Amounts of Jizz

SHE-MALE JIZM COMPILATION GIANT Nylon Beef Whistle, Big Amounts of Jizz

KeekAss 2 years ago

hot sissy cocm❤️by"laylacross"??

hot sissy cocm❤️by"laylacross"??

TrannyGem 1 week ago

Hella' Good

xHamster 3 months ago

SisK Lingerie Collection EP 11: Dressing of Open Crotch Black Pantyhose with Red Garter Patterned

SisK Lingerie Collection EP 11: Dressing of Open Crotch Black Pantyhose with Red Garter Patterned

xHamster 3 years ago

Lucia Maya - Hottest Sex Movie Shemale Webcam Wild , Watch It

Lucia Maya - Hottest Sex Movie Shemale Webcam Wild , Watch It

AbTranny 3 years ago

G065 - Chinese Princess Swallow Jerkoff

54% HD 0:39 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 11 months ago

Super monster cock vs 18 year old Femboy

Super monster cock vs 18 year old Femboy

xHamster 4 years 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 1 year ago

Compilation Young French in Lingerie

Compilation Young French in Lingerie

xHamster 3 months ago

Real Couples compilation Volume 1 Clip 3

Real Couples compilation Volume 1 Clip 3

xHamster 7 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

Femboy Gape Compilation #2 fart-gapes

61% HD 1:01 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 4 months ago

Femboy Spandex Demolished Ejaculation

Femboy Spandex Demolished Ejaculation

TrannyGem 4 years ago

Treat me Like a Slut

Treat me Like a Slut

xHamster 1 month ago

Sissy Tart Compilation Volume 10

Sissy Tart Compilation Volume 10

TrannyGem 10 months ago

Holiday Hotwife Hussy

Holiday Hotwife Hussy

Some.Porn 8 months ago

Epic Sissy Compilation

Epic Sissy Compilation

xHamster 2 months ago

SISSY FAGGOT CROSSDRESSER SLUT DIRTY TALK COMPILATION 2

SISSY FAGGOT CROSSDRESSER SLUT DIRTY TALK COMPILATION 2

TrannyGem 7 years ago

mature man fucked me

mature man fucked me

xHamster 1 week ago

morgnyan

Tranny.one 4 years ago

INDIAN SHEMALE CUMSHOT COMPILATION.

INDIAN SHEMALE CUMSHOT COMPILATION.

xHamster 4 days ago

anal orgasm compilation

anal orgasm compilation

Tranny.one 4 years ago

Jizz Flow sissy compilation

Jizz Flow sissy compilation

TrannyGem 3 years ago

Livia - Romp in the Motel

Livia - Romp in the Motel

TrannyGem 4 years ago

Molten she-male fetish with money-shot

Molten she-male fetish with money-shot

KeekAss 5 years ago

Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert

Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert

KeekAss 2 years ago

Working Hard to Do Posing to Become a Sissy

50% HD 1:01 / 11:51

Working Hard to Do Posing to Become a Sissy

FapHouse 10 months ago

Post Op Trans Woman Masturbation - Compilation 3

Post Op Trans Woman Masturbation - Compilation 3

xHamster 4 months ago

Indian Cute Boy Anal Fuck

Indian Cute Boy Anal Fuck

xHamster 3 years ago

Compilations of Huge Dumps of Hot Twink Fucking with Huge Cocks

Compilations of Huge Dumps of Hot Twink Fucking with Huge Cocks

xHamster 2 weeks ago

Daddy Dressed with Us!

Daddy Dressed with Us!

xHamster 6 months ago

Daddy Dressed with Us!

Daddy Dressed with Us!

xHamster 7 months ago

The Sissy Transformation Process (Highly Addictive)

The Sissy Transformation Process (Highly Addictive)

TrannyGem 5 years ago

Transvestite Games

Transvestite Games

TrannyGem 5 years ago

Bareback Adventures With Sissies

Bareback Adventures With Sissies

getTranny 11 months ago

Vladasexytrans extraordinary penetrations

Vladasexytrans extraordinary penetrations

TrannyGem 4 years ago

Can you see behind my foot how it drips while I have a cock stuck in my ass?

Can you see behind my foot how it drips while I have a cock stuck in my ass?

xHamster 1 month ago

Femboy Jizz Compilation 2021 ~ Jaybaesun

Femboy Jizz Compilation 2021 ~ Jaybaesun

KeekAss 3 years ago

Chick Boink Sissy Popshot Compilation From Guts Rubdown Homemade

Chick Boink Sissy Popshot Compilation From Guts Rubdown Homemade

TrannyGem 4 years ago

Transgirl Mitha Waria with Purple Bra Stocking Masturbate

63% HD 0:39 / 11:12

Transgirl Mitha Waria with Purple Bra Stocking Masturbate

FapHouse 9 months ago

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

45% HD 1:01 / 14:11

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

FapHouse 10 months ago

Sophie Soft Glamour

Sophie Soft Glamour

AbTranny 7 years ago

New compilation of crossdressing and cum

New compilation of crossdressing and cum

xHamster 1 year 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

She has a fat and glorious bone and ejaculates a plenty of two

She has a fat and glorious bone and ejaculates a plenty of two

KeekAss 4 years ago

Jon Scarecrow playing with his big fake tits compilation

Jon Scarecrow playing with his big fake tits compilation

xHamster 9 months ago

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

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

KeekAss 4 years ago

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