Vintage Videos - Trans (27,656)

There's a Position That You Don't Know...!!!

There's a Position That You Don't Know...!!!

xHamster 4 months ago

Bailey Jay here ' s cum in my eye

Bailey Jay here ' s cum in my eye

Eporner 3 months ago

Shemale In Action

Shemale In Action

Eporner 1 week ago

Transsexual MILF Time

Transsexual MILF Time

Eporner 10 months ago

Camilla Menxion - Forbidden Rio (AI UPSCALE)

Camilla Menxion - Forbidden Rio (AI UPSCALE)

Eporner 1 year ago

Extreme Pelvic Impact On Thirsty Shemale

Extreme Pelvic Impact On Thirsty Shemale

Eporner 3 months ago

La Pupa Col Cazzone

La Pupa Col Cazzone

Eporner 8 months ago

Naughty Shemale Gasps Getting Her Hole Drilled

Naughty Shemale Gasps Getting Her Hole Drilled

Eporner 2 months ago

Oily Lady in a bizarre orgy handjob frenzy with big boobs and trannies

Oily Lady in a bizarre orgy handjob frenzy with big boobs and trannies

TrannyMovs 2 weeks ago

Sanders shows off his skills as a hot shemale with a double penetration & cumshot handjob

Sanders shows off his skills as a hot shemale with a double penetration & cumshot handjob

TrannyMovs 2 months ago

She Male Samba Mania 02

She Male Samba Mania 02

Eporner 2 years ago

70138 Mr 18 Inch And The She Male Pussy Cats 1 Electra, Mr 18 Inch, Tina Tyler

70138 Mr 18 Inch And The She Male Pussy Cats 1 Electra, Mr 18 Inch, Tina Tyler

Eporner 6 months ago

Flat Chest Ladyboy

Flat Chest Ladyboy

Eporner 1 year ago

2 hours of transgenders dvd

2 hours of transgenders dvd

xHamster 11 months ago

DOUBLE ANAL Challenge!!! The Cruel

DOUBLE ANAL Challenge!!! The Cruel

Eporner 3 years ago

TS Foxxy as transsexual prostitutes

TS Foxxy as transsexual prostitutes

Eporner 2 months ago

When Gay and shemale Get Filthy Together

When Gay and shemale Get Filthy Together

Eporner 3 months ago

Transexual Samba!

Transexual Samba!

xHamster 2 months ago

Retro shemales collection

Retro shemales collection

aShemaleTube 11 years ago

Vintage Vaniity At Her Best!

Vintage Vaniity At Her Best!

AbTranny 6 years ago

Vintage Trans Legend Danielle Foxxx

Vintage Trans Legend Danielle Foxxx

xHamster 1 month ago

Extremeladyboys - Rose

Extremeladyboys - Rose

Eporner 1 month ago

Christi Enjoys The Day By The Pool

Christi Enjoys The Day By The Pool

aShemaleTube 1 year ago

Lana Does another youngster t-model Porno Shemal

Lana Does another youngster t-model Porno Shemal

TrannyGem 5 years ago

This vintage tranny is a real porn queen

This vintage tranny is a real porn queen

aShemaleTube 11 years ago

Danyelle Evangelista messy

Danyelle Evangelista messy

Transvids.tv 8 months ago

Vintage Cumming While Getting Fucked

Vintage Cumming While Getting Fucked

aShemaleTube 1 year ago

Vintage French gay Porn 6

Vintage French gay Porn 6

2BGay 2 years ago

Incredible Dreams - part 1

Incredible Dreams - part 1

Tranny.one 4 years ago

Gorgeous black trans girl and her huge big black cock

Gorgeous black trans girl and her huge big black cock

xHamster 2 months ago

Vintage Lisa Lavrence

Vintage Lisa Lavrence

Tranny.one 4 years ago

Hot Hermaphrodites

Hot Hermaphrodites

Tranny.one 4 years ago

STORIE DI SESSO TRANSESSUALE (Full Movie)

STORIE DI SESSO TRANSESSUALE (Full Movie)

xHamster 2 years ago

Amazing shemale passionate sex

Amazing shemale passionate sex

aShemaleTube 1 year ago

Shemale Nuns (AI UPSCALE)

Shemale Nuns (AI UPSCALE)

Eporner 2 years ago

Transgender Princesses Public Nail

Transgender Princesses Public Nail

TrannyGem 3 years ago

Shy cd gets first anal

Shy cd gets first anal

aShemaleTube 14 years ago

BIG BLACK COCK Vs 2 Milky Trannys

BIG BLACK COCK Vs 2 Milky Trannys

Transvids.tv 10 months ago

Horny orgy with two hot ladyboys

Horny orgy with two hot ladyboys

xHamster 10 months ago

Straight Men Love Shemales (Vintage) #1

Straight Men Love Shemales (Vintage) #1

aShemaleTube 5 years ago

Final part

xHamster 3 months ago

Classic Vintage Trannies, Classic Vintage Shemale Tube Porn

Classic Vintage Trannies, Classic Vintage Shemale Tube Porn

aShemaleTube 7 years ago

Orgy: Gina Ryder, Brandy Scott, Vaniity & Olivia Love Fucked

Orgy: Gina Ryder, Brandy Scott, Vaniity & Olivia Love Fucked

Tranny.one 3 years ago

Watch A Shemale Swallow Cum like a Pro in Vintage Tranny Scene

Watch A Shemale Swallow Cum like a Pro in Vintage Tranny Scene

TrannyMovs 3 months ago

Shemales Hardcore Compilation By Carrion2020

Shemales Hardcore Compilation By Carrion2020

getTranny 3 years ago

Only the Best Trannies #2

Only the Best Trannies #2

xHamster 5 months ago

Wild Horny Boys Sucking Massive Cocks Hard

Wild Horny Boys Sucking Massive Cocks Hard

xHamster 3 weeks ago

Transsexual Sexy Orgasmo Vol.1

Transsexual Sexy Orgasmo Vol.1

Eporner 10 months ago

Vintage

Eporner 2 years ago

Camilla Menxion - Top Or Be Topped (AI UPSCALE)

Camilla Menxion - Top Or Be Topped (AI UPSCALE)

Eporner 1 year ago

Carmen pokes Milky Masculine With Her massive pleasure button

Carmen pokes Milky Masculine With Her massive pleasure button

Transvids.tv 8 months ago

Classic Ts milf shows her sucking skills

Classic Ts milf shows her sucking skills

aShemaleTube 12 years ago

Bang Surprises - Original Full Vintage Video

Bang Surprises - Original Full Vintage Video

Amateur8 1 month ago

Swallow A Shemale 1

Swallow A Shemale 1

Eporner 2 years ago

Luxury Lovers

xHamster 3 weeks ago

Black wet Angels - vol #01- (Full Movie HD Original Version)

Black wet Angels - vol #01- (Full Movie HD Original Version)

xHamster 3 years ago

The Exciting New Compilation of Scenes by Andrea Nobili

The Exciting New Compilation of Scenes by Andrea Nobili

xHamster 4 months ago

Transsexual Prostitutes 7

Transsexual Prostitutes 7

xHamster 8 months ago

Schoene Bestie (1997)

Schoene Bestie (1997)

Eporner 3 years ago

Vintage Shemales

Vintage Shemales

BigTitsLust 9 months ago

Upskail! Our Dates Have Cocks And They Are Huge!

Upskail! Our Dates Have Cocks And They Are Huge!

Eporner 5 months ago

Gurls jizzing while getting poked,

Gurls jizzing while getting poked,

TrannyGem 4 years ago

mel 8

Eporner 7 months ago

Black ladyboy with hefty bumpers gets naughty impregnated

Black ladyboy with hefty bumpers gets naughty impregnated

KeekAss 3 years ago

Vintage Tranny

BeMyHole 5 years ago

Vintage Shemale

Vintage Shemale

Eporner 1 year ago

Leilani Shemale Nurse

Leilani Shemale Nurse

Tranny.one 3 years ago

Alessandra Toledo

Alessandra Toledo

Eporner 10 months ago

Deepthroat Cumshot Compilation

Deepthroat Cumshot Compilation

XVideos 3 years ago

SHE-MALE Confidential - vol #06

SHE-MALE Confidential - vol #06

xHamster 4 years ago

Queenie

Tranny.one 4 years ago

The Geneva Convention

The Geneva Convention

Eporner 1 year ago

Moaning Shemale Takes Every Inch

Moaning Shemale Takes Every Inch

Eporner 5 months ago

Sanders

Eporner 5 months ago

TROIE TRANSEX (Full Movie)

TROIE TRANSEX (Full Movie)

xHamster 2 years ago

Clapping Cheeks- Bruna

Clapping Cheeks- Bruna

aShemaleTube 4 years ago

Brazilian Petite Girl Small Ass

Brazilian Petite Girl Small Ass

Eporner 2 years ago

Antique TG

TrannyGem 5 years ago

She-Male Encounters 02 (1981)

She-Male Encounters 02 (1981)

aShemaleTube 10 years ago

She male climatic scenes

She male climatic scenes

xHamster 11 months ago

Transgender Hard Sex

Transgender Hard Sex

xHamster 1 year ago

Drizzle-a-Nutsack

Drizzle-a-Nutsack

TrannyGem 6 years ago

Shemale Pickup

Eporner 4 months ago

Room Service

Eporner 1 year ago

Gorgeous Shemale Squirms Begging For Deep Fuck

Gorgeous Shemale Squirms Begging For Deep Fuck

Eporner 2 months ago

dirty dark haired gets inserted Well, Blows a load And Keeps fucking

dirty dark haired gets inserted Well, Blows a load And Keeps fucking

Transvids.tv 11 months ago

Vintage orgy with black & ebony models stroking, fucking & ass-fucking in TV TRANSSEXUAL Pornographic Stars - Vign

Vintage orgy with black & ebony models stroking, fucking & ass-fucking in TV TRANSSEXUAL Pornographic Stars - Vign

TrannyMovs 3 weeks ago

Beautiful Active Trannies

Beautiful Active Trannies

xHamster 4 months ago

hottest shemale flick With youngster bonks, darksome Vignettes

hottest shemale flick With youngster bonks, darksome Vignettes

TrannyGem 5 years ago

Chicks with dicks 5

Chicks with dicks 5

xHamster 1 year ago

Voluptuous sassy huge she dick vintage ts porn ptar

Voluptuous sassy huge she dick vintage ts porn ptar

xHamster 1 month ago

An American Woman Comes To Visit France 1985 720p

An American Woman Comes To Visit France 1985 720p

Eporner 1 year ago

Vintage shemale and stud copulation

Vintage shemale and stud copulation

Tranny.one 4 years ago

Fucked Raw Until She Broke

Fucked Raw Until She Broke

Eporner 5 months 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 1 year ago

Anal Obsession in the Trans Community with Big Cock

Anal Obsession in the Trans Community with Big Cock

xHamster 7 months ago

Salieri Airlines (2005)

Salieri Airlines (2005)

Eporner 3 years ago

Vintage Tgirls will drive you crazy

Vintage Tgirls will drive you crazy

aShemaleTube 15 years ago

Chicks with dicks 1

Chicks with dicks 1

xHamster 1 year ago

Antique Crossdresser six

Antique Crossdresser six

TransTube.tv 11 months ago

gal-teenager Sotto Il VestitoMolto Eva Ciccone,Andrea Nobili,Sonia Eyes [Antique] (2h8m14s)

gal-teenager Sotto Il VestitoMolto Eva Ciccone,Andrea Nobili,Sonia Eyes [Antique] (2h8m14s)

TransTube.tv 7 months ago

Nasty Bitches!!! - Episode 05

Nasty Bitches!!! - Episode 05

xHamster 3 years ago

Man or Woman! 1

Man or Woman! 1

xHamster 8 months ago

Antique Old School Re-Fondle - TRAPPISTEU

Antique Old School Re-Fondle - TRAPPISTEU

TrannyGem 5 years ago

The perfect vintage cock

The perfect vintage cock

aShemaleTube 7 years ago

Sexy shemale with black boots riding a hard cock

76% 1:01 / 16:51

Sexy shemale with black boots riding a hard cock

FapHouse 8 years ago

Antique ladyman Satisfies teenage TRANSSEXUAL web cam superslut

Antique ladyman Satisfies teenage TRANSSEXUAL web cam superslut

TrannyGem 5 years ago

Shemale surprise

Shemale surprise

xHamster 1 year ago

Vintage Trannies

Vintage Trannies

Tranny.one 4 years ago

Transsexual Nympho Takes Multiple Loads in Her Holes

Transsexual Nympho Takes Multiple Loads in Her Holes

xHamster 4 months ago

Tranny sex in the dvd store.

Tranny sex in the dvd store.

xHamster 1 year ago

Only the Best Trannies #5

Only the Best Trannies #5

xHamster 4 months ago

Deep and Intense Penetrations #5

Deep and Intense Penetrations #5

xHamster 4 months ago

To Give Maximum Pleasure

To Give Maximum Pleasure

xHamster 5 months ago

Trav Italia

xHamster 6 months ago

Tight Tranny Ass

Tight Tranny Ass

aShemaleTube 9 months ago

SEXY TGIRLS DREAMS - Vol.2 - Episode 6

SEXY TGIRLS DREAMS - Vol.2 - Episode 6

xHamster 1 year ago

Fucking Surprise scn.03

Fucking Surprise scn.03

xHamster 2 years ago

Anal Orgasms of Hot Shemales - (full Movie)

Anal Orgasms of Hot Shemales - (full Movie)

xHamster 4 months ago

Only the Best Trannies #5

Only the Best Trannies #5

xHamster 5 months ago

1 2 3 4 5

27,656 results found

Related categories

Retro Vintage Classic Vintage Anal Vintage Teen 18+ Antique Retro Teen 18+ German Vintage Vintage Interracial Vintage Lesbian Vintage Anal Sex Danish Vintage German Classic French Vintage Classic Raunchy Austrian Irish Kinky European Italian Cum In Mouth

Narrow your search

vintage shemale vintage classic vintage crossdresser vintage orgy vintage mature german vintage vintage compilation italian vintage vintage asian vintage italian vintage interracial swedish vintage vintage teens 18+ vintage gay lesbian vintage trans vintage vintage tranny vintage cum interracial vintage vintage piss

Categories Pornstars

Categories Pornstars

PornMD: A Porn Search Engine.

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.

© 2026 Pornmd.com. All rights reserved.