Vintage Videos - Trans (29,877)

Lets Fuck Tranny Vintage Collection

Lets Fuck Tranny Vintage Collection

AShemaleTube 12 years ago

A World of Trans Fantasy with Big Cock and Anal

A World of Trans Fantasy with Big Cock and Anal

XHamster 1 year ago

German barely-legal amateur takes a long pecker in her ass

German barely-legal amateur takes a long pecker in her ass

HugeWangs 2 years ago

Every thought led back to touch

Every thought led back to touch

Eporner 1 year ago

Virgin Busters - Antique this babemale With Some bisexual-sexual act

Virgin Busters - Antique this babemale With Some bisexual-sexual act

TrannyGem 7 years ago

Barman Nailing A TS Client

Barman Nailing A TS Client

Tranny.one 5 years ago

She-Male Anal Emotions

She-Male Anal Emotions

AShemaleTube 2 years ago

Fat busty ebony fucs passionately asian tranny

Fat busty ebony fucs passionately asian tranny

AShemaleTube 15 years ago

Blowjob and Doggy Style Ass Fucking with Cumshot on Big Tits for Two Trans

Blowjob and Doggy Style Ass Fucking with Cumshot on Big Tits for Two Trans

AShemaleTube 1 week ago

Blonde T-girl Sucks Her Man's Cock

Blonde T-girl Sucks Her Man's Cock

XHamster 7 months ago

Oral job and Doggy Style Butt Banging with Spunk fountain on Large Boobs for 2 Trans

Oral job and Doggy Style Butt Banging with Spunk fountain on Large Boobs for 2 Trans

ShemaleSin 1 week ago

TRANSSEXUAL lusty Mirella & Giovanni Valente..

TRANSSEXUAL lusty Mirella & Giovanni Valente..

TransTube.tv 1 year ago

Sabrina De Paula & Laura Ferraz Passionate Fuck Restored

Sabrina De Paula & Laura Ferraz Passionate Fuck Restored

AShemaleTube 1 year ago

Tranny pornstars

Tranny pornstars

XHamster 1 year ago

tara and lisa

PornOne 3 years ago

Vintage shemale and stud copulation

Vintage shemale and stud copulation

Tranny.one 5 years ago

TRANSEXUAL PRO 11 - Episode 4

TRANSEXUAL PRO 11 - Episode 4

XHamster 3 years ago

Anal sex, hot sex

Anal sex, hot sex

XHamster 8 months ago

A hermaphrodite with 2 girls

A hermaphrodite with 2 girls

BeMyHole 5 years ago

The Trans Big Cock Anal Scene, Full of Pleasure

The Trans Big Cock Anal Scene, Full of Pleasure

XHamster 1 year ago

Transaction (Trinity Loren, Lois Ayres, 1986)

Transaction (Trinity Loren, Lois Ayres, 1986)

Eporner 8 months ago

Orgia trans italiana - Episode 1

Orgia trans italiana - Episode 1

XHamster 1 year ago

I Like Trans People

I Like Trans People

ShemaleSex 2 weeks ago

Chicks with dicks 2

Chicks with dicks 2

XHamster 1 year ago

An Endless Masterpiece - Part 1

An Endless Masterpiece - Part 1

XHamster 3 years ago

Orgy in the Woods with 1 Trans and 2 Sluts

Orgy in the Woods with 1 Trans and 2 Sluts

XHamster 1 year ago

Vintage Early Trans Pornstar Kitty Big Dick

Vintage Early Trans Pornstar Kitty Big Dick

XHamster 2 months ago

Vintage Movie 1995 with old time pornstars and blowjobs

Vintage Movie 1995 with old time pornstars and blowjobs

Tranny.one 4 years ago

Your Best Tgirl Dream 1

Your Best Tgirl Dream 1

XHamster 3 years ago

Real amateur party ends in blowjob

Real amateur party ends in blowjob

Some.Porn 1 year ago

Anal Obsession in the Trans Community with Big Cock

Anal Obsession in the Trans Community with Big Cock

XHamster 1 year ago

Nuove Sexy Star - Episode 3

Nuove Sexy Star - Episode 3

XHamster 2 years ago

Vintage Early Trans Big Dick Pornstar Skylene

Vintage Early Trans Big Dick Pornstar Skylene

XHamster 7 months ago

The Dark Side of TRANSEXUAL - vol #08

The Dark Side of TRANSEXUAL - vol #08

XHamster 4 years ago

Transsexual Prostitutes 7

Transsexual Prostitutes 7

XHamster 1 year ago

Antique trannies smash

Antique trannies smash

TrannyGem 6 years ago

Old TRANSEXUAL Style - (The Vintage Experience) - VOL: #28

Old TRANSEXUAL Style - (The Vintage Experience) - VOL: #28

XHamster 4 years 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 1 year ago

Bondage and Cumshot Handjob for Trans MILF with Big Tits

Bondage and Cumshot Handjob for Trans MILF with Big Tits

XHamster 5 months ago

Stopft alle Loecher von der Ulli

Stopft alle Loecher von der Ulli

XHamster 4 years ago

Vintage Bad Girl and Christian XXX Fuck Bang

Vintage Bad Girl and Christian XXX Fuck Bang

XHamster 2 months ago

Susanna ma che canna (Full Movie)

Susanna ma che canna (Full Movie)

XHamster 1 year ago

Monique Satin Tv in the 80's

Monique Satin Tv in the 80's

XHamster 3 years ago

Trans 80s

XHamster 5 months ago

Sandy Lopes Fucked

Sandy Lopes Fucked

AShemaleTube 6 years ago

Stranger Twinks: the Sheriff and His Buddy Swap Twinks to Save Them From the Upside Down

Stranger Twinks: the Sheriff and His Buddy Swap Twinks to Save Them From the Upside Down

XHamster 5 months ago

The Cock of the Shemale in His Mouth

The Cock of the Shemale in His Mouth

XHamster 1 month ago

Slow Massage

BeMyHole 2 months ago

Vintage dirty t-girl Tara Emory

Vintage dirty t-girl Tara Emory

XHamster 7 months ago

Trans Cumshots Vintage (Upscaled & Enhanced)

Trans Cumshots Vintage (Upscaled & Enhanced)

Eporner 2 weeks ago

Mature MILF with Big Cock Cums with Dildo in Her Ass

Mature MILF with Big Cock Cums with Dildo in Her Ass

XHamster 3 months ago

Vintage trans pornstar gets sucked by pretty girl Joanna

Vintage trans pornstar gets sucked by pretty girl Joanna

XHamster 8 months ago

Shemale gets a ride on a hard cock!

Shemale gets a ride on a hard cock!

XHamster 10 months ago

Two shemales on one male on the hammock

Two shemales on one male on the hammock

ShemalesTube 8 years ago

An Orgy in a Club to Fuck This Trans and Her Slutty Friend

An Orgy in a Club to Fuck This Trans and Her Slutty Friend

XHamster 1 year ago

Forbidden Dreams

Forbidden Dreams

XHamster 1 year ago

Hot Ass Fingering Vintage Messy BJ

Hot Ass Fingering Vintage Messy BJ

XHamster 1 month ago

90s Amateur T Girl Sassy Big Dick! Vanity

90s Amateur T Girl Sassy Big Dick! Vanity

XHamster 2 months ago

Prolapse Rosebud Popping After Intense Anal Pounding

Prolapse Rosebud Popping After Intense Anal Pounding

XHamster 4 months ago

Tranny sex in the dvd store.

Tranny sex in the dvd store.

XHamster 1 year ago

The best Shemales of our life! (Scene 04)

The best Shemales of our life! (Scene 04)

XHamster 4 years ago

That`s Vintage Movie

That`s Vintage Movie

Tranny.one 4 years ago

2 hours of transgenders dvd

2 hours of transgenders dvd

XHamster 1 year ago

Vintage Mutual TS Pounding

Vintage Mutual TS Pounding

AShemaleTube 15 years ago

Chicks with dicks 5

Chicks with dicks 5

XHamster 1 year ago

Hot brunette tranny in cute lingerie drilled

Hot brunette tranny in cute lingerie drilled

AShemaleTube 13 years ago

Vintage Lisa Lavrence

Vintage Lisa Lavrence

Tranny.one 4 years ago

TRANSEXUAL ANAL tales from Colombia - VOL 04

TRANSEXUAL ANAL tales from Colombia - VOL 04

Tranny.one 4 years ago

Transband Xxl Shemale Babes.

Transband Xxl Shemale Babes.

XHamster 1 year ago

Kelli Lox Vintage Hot Trans Girl

Kelli Lox Vintage Hot Trans Girl

XHamster 7 months ago

Vintage Candy Barr

Vintage Candy Barr

AShemaleTube 10 years ago

Vintage Shemales

Vintage Shemales

AShemaleTube 1 month ago

Early Footage Korra Del Rio Petite Solo Hot Asshole

Early Footage Korra Del Rio Petite Solo Hot Asshole

XHamster 3 months ago

The Trans Woman at the Psychologist's She Gets the Female Doctor to Suck Her off and the Male Doctor to Fuck Her in the Ass

The Trans Woman at the Psychologist's She Gets the Female Doctor to Suck Her off and the Male Doctor to Fuck Her in the Ass

XHamster 1 month ago

National Transsexual (vintage full movie)

National Transsexual (vintage full movie)

Tranny.one 3 years ago

Young stud expert in cock!

Young stud expert in cock!

XHamster 3 years ago

Vintage Trans Legend Danielle Foxxx

Vintage Trans Legend Danielle Foxxx

XHamster 7 months ago

Vintage Cumming While Getting Fucked

Vintage Cumming While Getting Fucked

AShemaleTube 1 year ago

Shemale Sudden Threesome Pleasure

Shemale Sudden Threesome Pleasure

XHamster 2 months ago

Scenes of Pure Enjoyment 4

Scenes of Pure Enjoyment 4

XHamster 11 months ago

Fantastic Busty Black Tranny with Monster Cock Cums with Sex Machine in Ass

Fantastic Busty Black Tranny with Monster Cock Cums with Sex Machine in Ass

XHamster 3 months ago

Swimming Pool and Transgender Sex

Swimming Pool and Transgender Sex

XHamster 4 months ago

SEXY TGIRLS DREAMS - Vol.2 - Episode 6

SEXY TGIRLS DREAMS - Vol.2 - Episode 6

XHamster 2 years ago

Trans Cumshots Vintage 2 (Upscaled & Enhanced)

Trans Cumshots Vintage 2 (Upscaled & Enhanced)

Eporner 2 weeks ago

Sensual Shemales Like Hard Cock

Sensual Shemales Like Hard Cock

XHamster 10 months ago

Transexual Beauty Queens # 3

Transexual Beauty Queens # 3

Eporner 1 year ago

Screaming She-male Takes Every Inch

Screaming She-male Takes Every Inch

KeekAss 10 months ago

Italian Shemale 11 - Full Movie

Italian Shemale 11 - Full Movie

XHamster 11 months ago

Gorgeous Emo Tgirl Next Door, Shiri Solo

Gorgeous Emo Tgirl Next Door, Shiri Solo

XHamster 2 months ago

Transsexual cock suckers

Transsexual cock suckers

XHamster 2 years ago

The Beautiful Trans

The Beautiful Trans

XHamster 11 months ago

Shemale delivery

Shemale delivery

XHamster 1 year ago

Jessie Jensen primește o fută anală grea și un final dezordonat cu creampie

Jessie Jensen primește o fută anală grea și un final dezordonat cu creampie

Anal.media 9 months ago

Monroe

AShemaleTube 1 year ago

Men prefer Trans! (Scene 04)

Men prefer Trans! (Scene 04)

XHamster 4 years ago

She Really Like to Fuck Some Boy's Asshole!!!

She Really Like to Fuck Some Boy's Asshole!!!

XHamster 11 months ago

Pretty Girl Next Door Gets Anal! Vintage Pornstar

Pretty Girl Next Door Gets Anal! Vintage Pornstar

XHamster 6 months ago

hot shemale fucks two Boys HARD

hot shemale fucks two Boys HARD

Tranny.one 5 years ago

These Beautiful Creatures

These Beautiful Creatures

XHamster 11 months ago

Hot Transsexual Nights - full Movie

Hot Transsexual Nights - full Movie

XHamster 11 months ago

Gorgeous Early Footage Juliette Stray Pornstar Solo

Gorgeous Early Footage Juliette Stray Pornstar Solo

XHamster 2 months ago

Christy M Vintage 4

Christy M Vintage 4

AShemaleTube 1 month ago

Young guy enjoys only with the shemale!

Young guy enjoys only with the shemale!

XHamster 3 years ago

Slave for a Shemale

Slave for a Shemale

XHamster 2 weeks ago

Only the Best Trannies #4

Only the Best Trannies #4

XHamster 11 months ago

Enjoy Antique Classics - Sequence 2 With Brandy From ladyman Sweetheart Goddesses 1 ( )

Enjoy Antique Classics - Sequence 2 With Brandy From ladyman Sweetheart Goddesses 1 ( )

TransTube.tv 3 months ago

Kasimir

Eporner 1 year ago

Erika the Trans! (Scene 04)

Erika the Trans! (Scene 04)

XHamster 4 years ago

Top Favorit

TrannyGem 4 years ago

My new Girlfriend is a SHE-MALE!!! - Chapter 03

My new Girlfriend is a SHE-MALE!!! - Chapter 03

XHamster 3 years ago

Retro Trans Girl treats her Lover

Retro Trans Girl treats her Lover

Tranny.one 4 years ago

Early Footage Korra Del Rio Petite Solo Hot Asshole

Early Footage Korra Del Rio Petite Solo Hot Asshole

XHamster 2 months ago

Lustful shemale fucks shy innocent guy

Lustful shemale fucks shy innocent guy

Xozilla 6 years ago

My First Transexual Experience - VOL #01

My First Transexual Experience - VOL #01

Tranny.one 4 years ago

Transgender Sexy Dream

Transgender Sexy Dream

XHamster 5 months ago

Sexy guy loves big dick in ass in mouth

Sexy guy loves big dick in ass in mouth

XHamster 1 year ago

TROIE TRANSEX (Full Movie)

TROIE TRANSEX (Full Movie)

XHamster 3 years ago

VINTAGE - TOP Model SheMale in Rio de Janeiro - (Original

VINTAGE - TOP Model SheMale in Rio de Janeiro - (Original

XHamster 3 years ago

Transsexual Prostitutes 7

Transsexual Prostitutes 7

XHamster 1 year ago

Shemale

XHamster 9 months ago

1 2 3 4 5

29,877 results found

Related categories

Transvestite Trans Ladyboy Trans Big Cock Tgirl Trans Fucks Trans Trans Compilation Trans Fucks Guy Crossdressing Trans Fucks Girl Sissy Trans Domination Trans Cumshot Compilation Femboy 18+ Trans Solo Trans Orgy Strap-On Trans Hermaphrodite Ebony Trans Trans Threesome

Narrow your search

vintage crossdresser vintage trans vintage classic german vintage vintage german vintage compilation trans vintage vintage 69 compilation vintage lesbian threesome vintage vintage creampie vintage italian asian vintage vintage film orgy vintage vintage shemale vintage brazilian vintage ebony vintage asian vintage solo

Categories Pornstars

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.