Vintage Anal Videos - Trans (18,298)

He Picks up a Tranny on the Street and Takes Her Home for a Nice Active and Passive Fuck.

He Picks up a Tranny on the Street and Takes Her Home for a Nice Active and Passive Fuck.

xHamster 2 months ago

This Boy Need to Fucked a Gay

HD 0:39 / 20:44

This Boy Need to Fucked a Gay

FapHouse 1 month ago

Anal Orgasms of Sexy Transsexuals - (full Movie scene)

Anal Orgasms of Sexy Transsexuals - (full Movie scene)

ShemaleSin 1 month ago

This vintage tranny is a real porn queen

This vintage tranny is a real porn queen

aShemaleTube 11 years ago

This Is What All White Sissy Sluts Need BBC in Ass Part 3

This Is What All White Sissy Sluts Need BBC in Ass Part 3

xHamster 2 weeks ago

Young with a passion for trans!

Young with a passion for trans!

xHamster 3 years ago

Cdmichelle Blue Swimsuit in the Shower

Cdmichelle Blue Swimsuit in the Shower

xHamster 2 months ago

Classy porn with a yummy Tgirl

Classy porn with a yummy Tgirl

Tranny.one 2 years ago

Vintage Cuckold MILF First Timer with BBC Bull

Vintage Cuckold MILF First Timer with BBC Bull

FapHouse 2 years ago

2 oldmen & a CD

2 oldmen & a CD

aShemaleTube 3 months ago

Transsexual University Cheerleader Edition 1

Transsexual University Cheerleader Edition 1

xHamster 6 months ago

Only the Best Trannies #5

Only the Best Trannies #5

xHamster 2 months ago

The Masked Fucker Juicy White Dick for a Juicy Black Twink

51% HD 1:01 / 15:07

The Masked Fucker Juicy White Dick for a Juicy Black Twink

FapHouse 1 month ago

Crossdresser Cdmichelle Web Camming

Crossdresser Cdmichelle Web Camming

xHamster 2 months ago

Vintage sex with a busty tranny

Vintage sex with a busty tranny

Tranny.one 4 years ago

Pahadon per jakar Hath se hilane lag gaya now video

Pahadon per jakar Hath se hilane lag gaya now video

xHamster 1 year ago

Nice sissy drilled

Nice sissy drilled

TrannyGem 4 years ago

Then and Now 20

Then and Now 20

Eporner 3 years ago

The Director Fucks Everyone!

The Director Fucks Everyone!

xHamster 3 months ago

Babes Loves It Big and More Huge Cocks to Fit in Horny Wet Pussy and Anal Fuck Compilation

HD 1:01 / 2:35:49

Babes Loves It Big and More Huge Cocks to Fit in Horny Wet Pussy and Anal Fuck Compilation

FapHouse 3 months ago

Ebony Amateur Shemale

Ebony Amateur Shemale

Eporner 1 year ago

Mature Vintage Shemale Fucks a Guy on a Sofa

Mature Vintage Shemale Fucks a Guy on a Sofa

aShemaleTube 12 years ago

Deshi Madhuri bhabhi crasdreshing

Deshi Madhuri bhabhi crasdreshing

xHamster 3 months ago

She male hardcore

She male hardcore

xHamster 9 months ago

Very hard slut deep tak all the big dick on the mouths pussy

Very hard slut deep tak all the big dick on the mouths pussy

xHamster 1 year ago

Transband Xxl Shemale Babes.

Transband Xxl Shemale Babes.

xHamster 10 months ago

Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time

Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time

xHamster 1 month ago

Sexy guy loves big dick in ass in mouth

Sexy guy loves big dick in ass in mouth

xHamster 10 months ago

VENI. VIDI. VICI. I

VENI. VIDI. VICI. I

aShemaleTube 2 years ago

Big Cock in the Ass of a Sexy Blonde Shemale

Big Cock in the Ass of a Sexy Blonde Shemale

aShemaleTube 2 days ago

Karen Dior Superlatively Good Of

Karen Dior Superlatively Good Of

ShemaleSin 4 years ago

Beautiful Brunette Trans Gets Fucked Doggy Style

Beautiful Brunette Trans Gets Fucked Doggy Style

xHamster 5 months ago

Transgender Wild Parade Vol.3 - Episode 2

Transgender Wild Parade Vol.3 - Episode 2

xHamster 1 year ago

squirting gurls

squirting gurls

aShemaleTube 5 years ago

Forbidden Dreams

Forbidden Dreams

xHamster 7 months ago

Trans Diary

xHamster 10 months ago

Shemale debutantes

Shemale debutantes

xHamster 1 year ago

Antique Italian ladyman

Antique Italian ladyman

Transvids.tv 9 months ago

Kelly in action

Kelly in action

aShemaleTube 1 year ago

Vintage

Eporner 2 years ago

She-Male Perverted Mind vol. #04

She-Male Perverted Mind vol. #04

xHamster 4 years ago

A talor gay guy got fucked

A talor gay guy got fucked

xHamster 1 year ago

TRANSEXUAL ANAL tales from Venezuela - VOL 02

TRANSEXUAL ANAL tales from Venezuela - VOL 02

xHamster 4 years ago

Man or Woman! 2

Man or Woman! 2

xHamster 7 months ago

petite transgirls get anal Sadie Hawkins

petite transgirls get anal Sadie Hawkins

xHamster 2 years ago

Vintage Cumming While Getting Fucked

Vintage Cumming While Getting Fucked

aShemaleTube 1 year ago

Maria Pia tr�s sexy avec couleur de cheveux ch�tain

Maria Pia tr�s sexy avec couleur de cheveux ch�tain

Tranny.one 4 years ago

Antique Crossdresser

Antique Crossdresser

TransTube.tv 6 days ago

Transsexual Community of Sao Paulo.

Transsexual Community of Sao Paulo.

xHamster 4 months ago

Kelly Michaels Fucked

Kelly Michaels Fucked

aShemaleTube 5 years ago

Trans party

xHamster 1 year ago

A "made in Italy" #1

HD 0:39 / 25:31

A "made in Italy" #1

FapHouse 2 years ago

Antique trannies smash

Antique trannies smash

TrannyGem 5 years ago

Watch Taboo 9: The Full Movie with Pornstars Flame, Kym, and P.J. Sparxx, Featuring Anal, Cum

Watch Taboo 9: The Full Movie with Pornstars Flame, Kym, and P.J. Sparxx, Featuring Anal, Cum

TrannyMovs 2 days ago

Lui e Lei Pazzi Per i Trans!

Lui e Lei Pazzi Per i Trans!

Lesbian8 7 months ago

Vintage Vaniity At Her Best!

Vintage Vaniity At Her Best!

AbTranny 6 years ago

Part four

xHamster 4 months ago

Ann Drogenny In Activity

Ann Drogenny In Activity

Transvids.tv 4 months ago

Shemale Confidential 2 - Scene 3

Shemale Confidential 2 - Scene 3

xHamster 2 years ago

Ji Jaan apni sali Dikhai raat mein Sara land Khada Karke Muth Marne Lag Gaya

Ji Jaan apni sali Dikhai raat mein Sara land Khada Karke Muth Marne Lag Gaya

xHamster 2 years ago

Big Dick Trans Babe Dominates Her Submissive Slut

Big Dick Trans Babe Dominates Her Submissive Slut

aShemaleTube 13 hours ago

TRANSSEXUAL Zaza bonks Lois Ayres condom-free

TRANSSEXUAL Zaza bonks Lois Ayres condom-free

Transvids.tv 6 months ago

Extremeladyboys - Rose (AI UPSCALE)

Extremeladyboys - Rose (AI UPSCALE)

Eporner 1 year ago

My wife is screwing in my daybed with a tgirl!

My wife is screwing in my daybed with a tgirl!

ShemaleSin 4 weeks ago

Thailand Lady-Boy - Vol. #01

Thailand Lady-Boy - Vol. #01

xHamster 3 years ago

1st the Porn Cinema and Then an Fuckfest with a T-girl

1st the Porn Cinema and Then an Fuckfest with a T-girl

ShemaleSin 4 weeks ago

Men prefer Trans! (Scene 01)

Men prefer Trans! (Scene 01)

xHamster 3 years ago

Lustful shemale fucks shy innocent guy

Lustful shemale fucks shy innocent guy

Xozilla 5 years ago

Anal Trains: Me, My Friend and the Trans

Anal Trains: Me, My Friend and the Trans

xHamster 1 month ago

Got into bed with her stepbrother. She cheated husband and he cheated on his wife

Got into bed with her stepbrother. She cheated husband and he cheated on his wife

Eporner 8 months ago

She male climatic scenes

She male climatic scenes

xHamster 9 months ago

ChloeCherry&NataliaQueen - Blond Hair Babe

ChloeCherry&NataliaQueen - Blond Hair Babe

HomeMade 4 years ago

Love Vintage Classics - Scene 1 From Shemale Encounters 9 With With Summer St. Cerly

Love Vintage Classics - Scene 1 From Shemale Encounters 9 With With Summer St. Cerly

AbTranny 2 years ago

A Trans Named Rocco

A Trans Named Rocco

xHamster 5 months ago

Absolute Transgression!!!

Absolute Transgression!!!

xHamster 2 months ago

TrannySurprise.com - Room Service

TrannySurprise.com - Room Service

aShemaleTube 1 month ago

MY VHS PUNK shetwinks With donk wedge

MY VHS PUNK shetwinks With donk wedge

TransTube.tv 1 year ago

Amy Daly is a tranny of your dream and anal fuck

Amy Daly is a tranny of your dream and anal fuck

BeMyHole 5 years ago

Enrica di Sommacampagna (VR) with Kalimero and the transvestite Moana

Enrica di Sommacampagna (VR) with Kalimero and the transvestite Moana

Pornzona 3 months ago

Shy cd gets first anal

Shy cd gets first anal

aShemaleTube 14 years ago

Moaning Shemale Takes Every Inch

Moaning Shemale Takes Every Inch

Eporner 3 months ago

Wild Shemale Takes Raw Dick In Hotel Room

Wild Shemale Takes Raw Dick In Hotel Room

InPorn 2 days ago

Brazilian Shemales Want to Fuck and Enjoy - Vol. #01

Brazilian Shemales Want to Fuck and Enjoy - Vol. #01

xHamster 2 months ago

Vlachs prefer transvestite

Vlachs prefer transvestite

TrannyGem 5 years ago

Un Trans nel mio letto!

Un Trans nel mio letto!

xHamster 3 years ago

Ghumte ghumte mood badal gaya sex gar me sex kiya

Ghumte ghumte mood badal gaya sex gar me sex kiya

xHamster 2 years ago

Transexual Anal Experiemnt in Pattaya - Thailand

Transexual Anal Experiemnt in Pattaya - Thailand

xHamster 2 months ago

Homie part two

xHamster 3 months ago

Busty Shemales Gangbang Butt Fucking and Sucking Dicks

65% HD 1:01 / 31:11

Busty Shemales Gangbang Butt Fucking and Sucking Dicks

FapHouse 7 years ago

La Nuova Fiamma di Mio Figlio - Episode 3

La Nuova Fiamma di Mio Figlio - Episode 3

xHamster 3 years ago

Genderella - A Karen Dior Production

Genderella - A Karen Dior Production

aShemaleTube 2 years ago

Amazing Shemale Bitch Get Bang - Teaser Video

Amazing Shemale Bitch Get Bang - Teaser Video

getTranny 3 years ago

Chicks with dicks 3

Chicks with dicks 3

xHamster 10 months ago

Trans Love #2

xHamster 3 months ago

Scenes of Pure Enjoyment 2

Scenes of Pure Enjoyment 2

aShemaleTube 2 months ago

Shemale Cocks for Eager Asses Vol.5

HD 0:39 / 1:28:47

Shemale Cocks for Eager Asses Vol.5

FapHouse 3 months ago

Forbidden Dreams

Forbidden Dreams

xHamster 6 months ago

Nice trannies with beautiful asses eat cocks and gets deep anal

Nice trannies with beautiful asses eat cocks and gets deep anal

xHamster 3 months ago

Trans Couture (Full Movie)

Trans Couture (Full Movie)

xHamster 5 months ago

Perfect Ass Trans Loves Being Fucked From Behind

52% HD 1:01 / 1:45:44

Perfect Ass Trans Loves Being Fucked From Behind

FapHouse 1 year ago

Vintage black bueaty and butt plug

Vintage black bueaty and butt plug

xHamster 2 months ago

Legend Tara Anal Cosplay Vintage

Legend Tara Anal Cosplay Vintage

xHamster 2 years ago

Gia Lovers - Vol. #03

Gia Lovers - Vol. #03

aShemaleTube 1 year ago

Vintage shemale taking it deep

Vintage shemale taking it deep

Tranny.one 4 years ago

This Is My Christmas Gift for All Girls Xvideo

54% HD 0:39 / 10:49

This Is My Christmas Gift for All Girls Xvideo

FapHouse 3 months ago

WE SWING BOTH WAYS - Naughty MILF Lauren Phillips Plans Threesome To Test If Husband Is Bisexual

WE SWING BOTH WAYS - Naughty MILF Lauren Phillips Plans Threesome To Test If Husband Is Bisexual

Some.Porn 5 months ago

ASS-FUCK Transexual EJACULATION - vol #07

ASS-FUCK Transexual EJACULATION - vol #07

KeekAss 4 years ago

Vintage threesome at home

Vintage threesome at home

aShemaleTube 13 years ago

Black and shemale fuck hard!

Black and shemale fuck hard!

xHamster 3 years ago

ABSOLUTELY 80S XXX: Aerobics & Anal With Hawt T-GIRL ABRIDGED

ABSOLUTELY 80S XXX: Aerobics & Anal With Hawt T-GIRL ABRIDGED

SortPorn 2 months ago

Beautiful and Craving for Pleasure

Beautiful and Craving for Pleasure

xHamster 2 years ago

BIG BLACK COCK Vs 2 Milky Trannys

BIG BLACK COCK Vs 2 Milky Trannys

Transvids.tv 8 months ago

An Ambiguous Story

An Ambiguous Story

xHamster 5 months ago

The Babe with the Big Dick

The Babe with the Big Dick

xHamster 5 months ago

Exotic Transgender Bitch Rides a Nice Cock

HD 0:39 / 25:02

Exotic Transgender Bitch Rides a Nice Cock

FapHouse 1 year ago

2 Black Men and a Black Tranny!!!

2 Black Men and a Black Tranny!!!

xHamster 3 months ago

Big Booty Brazillian Tranny

Big Booty Brazillian Tranny

KeekAss 2 years ago

Wild Blonde Shemale Searching for Anal Love

61% 1:01 / 36:38

Wild Blonde Shemale Searching for Anal Love

FapHouse 1 year ago

Tranny Vivian makes her passive partner scream for pleasure

Tranny Vivian makes her passive partner scream for pleasure

xHamster 3 years ago

The Mueller Tapes (1975)

The Mueller Tapes (1975)

getTranny 3 years ago

1 2 3 4 5

18,298 results found

Related categories

Vintage Anal Sex Italian Anal Retro Vintage Vintage Interracial Italian Anal Sex Anal Compilation European Vintage Vintage Classic French Vintage Retro Teen 18+ Italian Vintage German Vintage Vintage Teen 18+ Italian Cum In Mouth British Anal Italian Classic German Classic Italian Facial Ass-To-Mouth

Narrow your search

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