Vintage Anal Videos - Trans (15,225)

Natalia Coxxx two

Natalia Coxxx two

KeekAss 2 years ago

This vintage tranny is a real porn queen

This vintage tranny is a real porn queen

aShemaleTube 11 years ago

Transvestite Karen Dior fucks guy without condom

Transvestite Karen Dior fucks guy without condom

aShemaleTube 7 years ago

Only the Best Trannies #1

Only the Best Trannies #1

xHamster 1 month ago

Transsexual cock suckers

Transsexual cock suckers

xHamster 1 year ago

Vintage Classy Shemale Assfucks Guy With Her Sweet Shecock

Vintage Classy Shemale Assfucks Guy With Her Sweet Shecock

Tranny.one 4 years ago

German Party

aShemaleTube 6 months ago

Only the Best Trannies #1

Only the Best Trannies #1

xHamster 2 months ago

ANAL TRANSEXUAL love story in BANGKOK - vol 01

ANAL TRANSEXUAL love story in BANGKOK - vol 01

xHamster 4 years ago

She-Creature bisex romp

She-Creature bisex romp

TrannyGem 4 years ago

Vintage French gay Porn 6

Vintage French gay Porn 6

2BGay 2 years ago

Tasty BACKSIDE

KeekAss 4 years ago

Antique ladyman Satisfies teenage TRANSSEXUAL web cam superslut

Antique ladyman Satisfies teenage TRANSSEXUAL web cam superslut

TrannyGem 5 years ago

Butt Plug Insertion Close up

Butt Plug Insertion Close up

xHamster 1 year ago

Charming Tgirls with Large Rods Take It in the Booty

Charming Tgirls with Large Rods Take It in the Booty

ShemaleSin 3 weeks ago

Absolute Transgression!!!

Absolute Transgression!!!

xHamster 2 months ago

Shemales Hardcore Compilation By Carrion2020

Shemales Hardcore Compilation By Carrion2020

getTranny 3 years ago

Wet Dreams of Hot Shemales

Wet Dreams of Hot Shemales

xHamster 1 month ago

Trans with Woman Rox! (Sequence 02)

Trans with Woman Rox! (Sequence 02)

KeekAss 3 years ago

”When the hubby is not in the shop...”

”When the hubby is not in the shop...”

TransHero 1 week ago

Extremeladyboys - Rose (AI UPSCALE)

Extremeladyboys - Rose (AI UPSCALE)

Eporner 1 year ago

Sissy Gets Her Ass Fucked by a Stranger

61% HD 0:39 / 4:49

Sissy Gets Her Ass Fucked by a Stranger

FapHouse 1 week ago

Crossdresser gets plumbed condom-free and creampied

Crossdresser gets plumbed condom-free and creampied

TrannyGem 4 years ago

An Ambiguous Story

An Ambiguous Story

xHamster 4 months ago

Shemale Asian Drives Everyone Crazy!

Shemale Asian Drives Everyone Crazy!

xHamster 3 years ago

Vintage blonde TS sluts

Vintage blonde TS sluts

aShemaleTube 13 years ago

Vintage trannies

Vintage trannies

FapHouse 4 years ago

Beautiful Shemale in Company

HD 1:01 / 20:32

Beautiful Shemale in Company

FapHouse 2 months ago

The Adventure in the Most Sinful World Continues!!!

The Adventure in the Most Sinful World Continues!!!

xHamster 1 month ago

The she-male Exprience

The she-male Exprience

TransTube.tv 10 months ago

Hot Trans and Skinny Secretary Ass Fucked and Cummed in Mouth by Big Cocks (full Movie)

Hot Trans and Skinny Secretary Ass Fucked and Cummed in Mouth by Big Cocks (full Movie)

xHamster 5 months ago

Vintage shelady fuckin' In Limousine

Vintage shelady fuckin' In Limousine

TransTube.tv 8 months ago

She male hardcore

She male hardcore

xHamster 7 months ago

Vintage porn movie

Vintage porn movie

BeMyHole 5 years ago

mommy I'd like to pummel Creampied On A Park Bench

mommy I'd like to pummel Creampied On A Park Bench

TransTube.tv 11 months ago

The best Shemales of our life! (Scene 04)

The best Shemales of our life! (Scene 04)

xHamster 3 years ago

Moaning Shemale Takes Every Inch

Moaning Shemale Takes Every Inch

Eporner 2 months ago

Trans party

xHamster 10 months ago

Trans Delights! (Episode 01)

Trans Delights! (Episode 01)

TrannyGem 3 years ago

Il Trans dal Cazzo Nero!

Il Trans dal Cazzo Nero!

xHamster 3 years ago

The best Shemales of our life! (Scene 03)

The best Shemales of our life! (Scene 03)

xHamster 3 years ago

To Give Maximum Pleasure

To Give Maximum Pleasure

xHamster 1 month ago

Sexual Fantasies and Desires

Sexual Fantasies and Desires

xHamster 2 years ago

A Threesome Full of Energy!!!

A Threesome Full of Energy!!!

xHamster 5 months ago

Beautiful Trans Round Ass Stockings and a Nice Cock in the Ass

Beautiful Trans Round Ass Stockings and a Nice Cock in the Ass

xHamster 3 months ago

Part four

xHamster 3 months ago

Fucking Surprise scn.02

Fucking Surprise scn.02

xHamster 1 year ago

Only the Best Trannies #5

Only the Best Trannies #5

xHamster 2 months ago

Un Trans nel mio letto!

Un Trans nel mio letto!

xHamster 3 years ago

Anal Desire for Trans Woman

Anal Desire for Trans Woman

xHamster 3 months ago

DOUBLE ANAL Challenge!!! The Cruel

DOUBLE ANAL Challenge!!! The Cruel

Eporner 3 years ago

Antique trannies smash

Antique trannies smash

TrannyGem 5 years ago

Ebony curly hair ts Ariel Andrews analized

Ebony curly hair ts Ariel Andrews analized

Eporner 1 year ago

BELLA - scene #04

BELLA - scene #04

xHamster 3 years ago

MY VHS PUNK shetwinks With donk wedge

MY VHS PUNK shetwinks With donk wedge

TransTube.tv 11 months ago

Vintage scene of women having sex with shemale

Vintage scene of women having sex with shemale

Tranny.one 1 year ago

!moltron8nyc Presents...ts Legend Foxy Angel Bangs Young Latin Stud In Her Bedroom!!

!moltron8nyc Presents...ts Legend Foxy Angel Bangs Young Latin Stud In Her Bedroom!!

getTranny 3 years ago

Passion for trans! (Scene 04)

Passion for trans! (Scene 04)

xHamster 3 years ago

Chicks with dicks 2

Chicks with dicks 2

xHamster 9 months ago

Black Shemale Ass Fucked Doggy Style and Cum on Big Tits by Huge Cock

Black Shemale Ass Fucked Doggy Style and Cum on Big Tits by Huge Cock

xHamster 3 months ago

Transsexual University Cheerleader Edition 1

Transsexual University Cheerleader Edition 1

xHamster 5 months ago

Vintage TS doctor fucs with ebony patient

Vintage TS doctor fucs with ebony patient

aShemaleTube 13 years ago

Danielle Foxxx three

Danielle Foxxx three

TrannyGem 5 years ago

Here Andrea Nobili Decides to Pass Every Limit

Here Andrea Nobili Decides to Pass Every Limit

xHamster 1 month ago

That Darn Trannie Collection

That Darn Trannie Collection

aShemaleTube 11 years ago

Shemale Sexy Paradise Vol1 - Episode 3

57% HD 0:39 / 28:14

Shemale Sexy Paradise Vol1 - Episode 3

FapHouse 2 months ago

Beautiful Hazel Tucker Gets Fucked

67% HD 1:01 / 27:27

Beautiful Hazel Tucker Gets Fucked

FapHouse 5 years ago

She-Male Anal Secrets!!! - (Chapter 03)

She-Male Anal Secrets!!! - (Chapter 03)

xHamster 3 years ago

Retro She-Male Porno

Retro She-Male Porno

TrannyGem 5 years ago

Shemale Laura Trajano gets fucked

Shemale Laura Trajano gets fucked

TrannyGem 7 years ago

Hermaphrodite 2

Hermaphrodite 2

getTranny 2 years ago

Transsexual sex stories - full movie

Transsexual sex stories - full movie

xHamster 1 year ago

Dany Evangelista Topping 3-some

Dany Evangelista Topping 3-some

Transvids.tv 7 months ago

Horned Up Professor Can't Teach When She Has Cock on Her Mind!

Horned Up Professor Can't Teach When She Has Cock on Her Mind!

Eporner 6 months ago

Shemale Goddesses

Shemale Goddesses

aShemaleTube 8 years ago

Cazzo Grosso Scopa il Trans!

Cazzo Grosso Scopa il Trans!

xHamster 3 years ago

Mistress Sylvia B Dominates

Mistress Sylvia B Dominates

getTranny 2 years ago

Buxom Ladyboy tongues my salami!

Buxom Ladyboy tongues my salami!

KeekAss 3 years ago

Tranniesintraining 2 - Scene 5

Tranniesintraining 2 - Scene 5

xHamster 1 year ago

Vizi Trans Di Moana (1990) - Moana Pozzi

Vizi Trans Di Moana (1990) - Moana Pozzi

PornoXO 1 week ago

Fuck Me in the Ass

Fuck Me in the Ass

xHamster 4 months ago

Trans Enjoyments! (Scene 01)

Trans Enjoyments! (Scene 01)

xHamster 3 years ago

Candy is a hot blonde girl

Candy is a hot blonde girl

BeMyHole 5 years ago

The very best of transsexual whore

The very best of transsexual whore

xHamster 9 months ago

Trans top

aShemaleTube 1 year ago

Cum On Wetlook Vintage Gown

Cum On Wetlook Vintage Gown

xHamster 1 year ago

Vintage TS Sexy Feelings Vol.1 - Episode 1

Vintage TS Sexy Feelings Vol.1 - Episode 1

xHamster 3 years ago

ISM 2

aShemaleTube 6 months ago

2 dudes And 1 CD

2 dudes And 1 CD

Transvids.tv 3 months ago

Milena Ravache Fucked

Milena Ravache Fucked

getTranny 3 years ago

Transsex Shemales Paradise.

Transsex Shemales Paradise.

xHamster 9 months ago

Hot threesome in porn shop

Hot threesome in porn shop

aShemaleTube 13 years ago

Beautiful, Glamour and Well-hung Trannies

Beautiful, Glamour and Well-hung Trannies

xHamster 1 month ago

Fucked Raw Until She Broke

Fucked Raw Until She Broke

Eporner 2 months ago

My Housewife Has the Surprise Between His Legs

My Housewife Has the Surprise Between His Legs

xHamster 1 month ago

Shemale Vintage

Shemale Vintage

getTranny 3 months ago

Maria Pia SHEMALE POV

Maria Pia SHEMALE POV

Eporner 1 month ago

Suzanna Holmes for Everyone!!!

Suzanna Holmes for Everyone!!!

xHamster 2 months ago

Antique Italian ladyman

Antique Italian ladyman

Transvids.tv 8 months ago

She male dildos

She male dildos

xHamster 10 months ago

In Milan It Is Not Difficult to Have Sex #3

In Milan It Is Not Difficult to Have Sex #3

xHamster 2 years ago

Transsexual Prostitutes 7

Transsexual Prostitutes 7

xHamster 5 months ago

Shemale surprise

Shemale surprise

xHamster 9 months ago

Anna Richmann's awesome monster cock all in the ass

Anna Richmann's awesome monster cock all in the ass

xHamster 3 years ago

petite transgirls get anal Sadie Hawkins

petite transgirls get anal Sadie Hawkins

xHamster 2 years ago

Karen Dior In Activity

Karen Dior In Activity

TransTube.tv 11 months ago

Men prefer Trans! (Scene 01)

Men prefer Trans! (Scene 01)

xHamster 3 years ago

Transexual blvd

Transexual blvd

aShemaleTube 2 years ago

Transsexual Prostitutes 7

Transsexual Prostitutes 7

xHamster 6 months ago

La Nuova Fiamma di Mio Figlio - Episode 1

La Nuova Fiamma di Mio Figlio - Episode 1

xHamster 3 years ago

Trans Diary

xHamster 9 months ago

In Milan It Is Not Difficult to Have Sex

In Milan It Is Not Difficult to Have Sex

xHamster 2 years ago

Blond Slender Ladyboy Outdoor Latino Anal Drilled

Blond Slender Ladyboy Outdoor Latino Anal Drilled

Lesbian8 3 weeks ago

sheboy Saskya With chap

sheboy Saskya With chap

Transvids.tv 11 months ago

Fuck in the Morning

Fuck in the Morning

xHamster 3 months ago

Hot vintage ass drilling

Hot vintage ass drilling

aShemaleTube 13 years ago

Boys And Dolls 7 2 In 1

Boys And Dolls 7 2 In 1

getTranny 11 months ago

The Trans Big Cock Anal Scene, Full of Pleasure

The Trans Big Cock Anal Scene, Full of Pleasure

xHamster 3 months ago

2 blondies and a lucky dude

2 blondies and a lucky dude

aShemaleTube 2 months ago

Blonde TS ass fucked by trainer in the gym

Blonde TS ass fucked by trainer in the gym

aShemaleTube 12 years ago

1 2 3 4 5

15,225 results found

Related categories

Vintage Anal Sex British Anal Vintage Vintage Teen 18+ Vintage Interracial Hairy Anal Retro German Anal German Vintage All Holes Anal Compilation German Anal Sex Retro Teen 18+ German Classic French Anal Sex French Anal Vintage Classic Anal Orgy French Vintage German Fisting

Narrow your search

vintage anal creampie vintage interracial anal vintage teen anal 18+ vintage classic anal vintage anal sex german vintage anal french vintage anal italian vintage anal vintage anal teen 18+ vintage mature anal vintage lesbian anal vintage german anal vintage bbc anal vintage mom anal vintage hairy anal mom vintage anal vintage french anal

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility 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.

© 2026 Pornmd.com. All rights reserved.