Vintage Videos - Trans (33,805)

Jessicas New Red Underbust Corset

Jessicas New Red Underbust Corset

XHamster 2 weeks ago

A casa Mia Con il Trans!

A casa Mia Con il Trans!

XHamster 4 years ago

Brazilian Shemale with Giant Tits Masturbates with a Dildo in Her Ass and Cums

Brazilian Shemale with Giant Tits Masturbates with a Dildo in Her Ass and Cums

AShemaleTube 2 weeks ago

Antique ladyboys smash

Antique ladyboys smash

TransTube.tv 10 months ago

Honey Love fucks the neighbor

Honey Love fucks the neighbor

AShemaleTube 7 years ago

From the day of VHS 4

From the day of VHS 4

AShemaleTube 6 years ago

Cute vintage tranny domination

Cute vintage tranny domination

AShemaleTube 14 years 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 9 months ago

German guy with a tranny fetish fucks and pounds In Prison with his hot tranny friend

German guy with a tranny fetish fucks and pounds In Prison with his hot tranny friend

TrannyMovs 3 weeks ago

Karen Dior in action

Karen Dior in action

Tranny.one 4 years ago

Ive Got To Start Hitchhiking!

Ive Got To Start Hitchhiking!

GetTranny 2 years ago

Big Cocks for Shemale Bitches in Love

Big Cocks for Shemale Bitches in Love

AShemaleTube 3 months ago

Transsexual Prostitutes 8 Its All Just Tonge in Cheek Fun

Transsexual Prostitutes 8 Its All Just Tonge in Cheek Fun

XHamster 11 months ago

Sensual Shemales Like Hard Cock

Sensual Shemales Like Hard Cock

XHamster 7 months ago

The tranny And Her Girl Camera guy

The tranny And Her Girl Camera guy

TransTube.tv 2 weeks ago

Nude under my fur coat and high heels

Nude under my fur coat and high heels

XHamster 11 months ago

Beautiful Tgirls in Very Hot Scenes

53% HD 0:39 / 2:21:00

Beautiful Tgirls in Very Hot Scenes

FapHouse 2 years ago

Sexy vintage babes in lingerie give a hairy handjob & blowjob to a lucky guy

Sexy vintage babes in lingerie give a hairy handjob & blowjob to a lucky guy

TrannyMovs 2 months ago

adult hot full complete movie dogtooth 2009

adult hot full complete movie dogtooth 2009

PornOne 8 years ago

Here Andrea Nobili Decides to Pass Every Limit

Here Andrea Nobili Decides to Pass Every Limit

XHamster 8 months ago

He came deep in her shemale ass

He came deep in her shemale ass

Eporner 1 year ago

Horny Stud Penetrates Juicy Shemale with Flaming Auburn Hair in the Bathroom

Horny Stud Penetrates Juicy Shemale with Flaming Auburn Hair in the Bathroom

AShemaleTube 1 month ago

Es - Double Stuffed Asian Trans (AI UPSCALE)

Es - Double Stuffed Asian Trans (AI UPSCALE)

Eporner 11 months ago

Monet Luv in action

Monet Luv in action

AbTranny 7 years ago

Sexy TGIRLS per Fausto Moreno - Episode 2

Sexy TGIRLS per Fausto Moreno - Episode 2

XHamster 1 year ago

Taste Me Instead

Taste Me Instead

AShemaleTube 3 months ago

Honey & Gia Darling cumming to mouth

Honey & Gia Darling cumming to mouth

Tranny.one 5 years ago

Aline Erika and Sasha in Hot Transexy Scene!!!

Aline Erika and Sasha in Hot Transexy Scene!!!

XHamster 1 year ago

Hotel Hookup: Vintage Crossdresser BDSM Fun 2

Hotel Hookup: Vintage Crossdresser BDSM Fun 2

GayCK 1 year ago

Pleasant Surprise at the Hotel: Beautiful Trans Waiting for Him for Mutual Anal Sex in the Bedroom

Pleasant Surprise at the Hotel: Beautiful Trans Waiting for Him for Mutual Anal Sex in the Bedroom

AShemaleTube 10 months ago

Busty ebony TS anal pounding her lover

Busty ebony TS anal pounding her lover

Some.Porn 9 months ago

Soft Porn of Wonderful MILF Fucked by Big Cock That Cums a Mature Woman in Wheelchair

63% HD 1:01 / 15:42

Soft Porn of Wonderful MILF Fucked by Big Cock That Cums a Mature Woman in Wheelchair

FapHouse 1 year ago

Pretty vintage tranny takes it deep

Pretty vintage tranny takes it deep

AShemaleTube 14 years ago

TRANSGENDER PARADISE Vol.2 - Episode 9

TRANSGENDER PARADISE Vol.2 - Episode 9

XHamster 2 years ago

Ghia Lovers - Vol. #03

Ghia Lovers - Vol. #03

XHamster 4 years ago

ORGASMI TRANSEXUAL - (Full Movie - HD Restyling Version)

ORGASMI TRANSEXUAL - (Full Movie - HD Restyling Version)

XHamster 4 years ago

20120403 frilly

20120403 frilly

XHamster 12 years ago

Deutschland Porn Tales XXX!!! - Volume 02

Deutschland Porn Tales XXX!!! - Volume 02

XHamster 4 years ago

Delia 14

GetTranny 3 years ago

SHE-MALE Real Anal Orgasm!!! - Episode #01

SHE-MALE Real Anal Orgasm!!! - Episode #01

Tranny.one 4 years ago

Hot vintage threeway fuck

Hot vintage threeway fuck

AShemaleTube 14 years ago

shemale

PornOne 4 years ago

Wedding fuck with sexy shemale

Wedding fuck with sexy shemale

AShemaleTube 7 years ago

Gina is the Devil fucking a dude in the ass, Vintage movie

Gina is the Devil fucking a dude in the ass, Vintage movie

Tranny.one 4 years ago

Party TGirl Julie Interracial

Party TGirl Julie Interracial

AShemaleTube 8 years ago

Monet Luv in action

Monet Luv in action

Tranny.one 4 years ago

Tall vintage TS drills her maid

Tall vintage TS drills her maid

AShemaleTube 12 years ago

Skinny Big Tit Tranny Fucked Anally at First Sex Meeting

Skinny Big Tit Tranny Fucked Anally at First Sex Meeting

XHamster 7 months ago

The perfect vintage cock

The perfect vintage cock

Tranny.one 4 years 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 5 months ago

Vintage orgy with a skilful tranny

Vintage orgy with a skilful tranny

AShemaleTube 12 years ago

Blond T-cutie Sucks Her Stud's Knob

Blond T-cutie Sucks Her Stud's Knob

ShemaleSin 4 months ago

three immense penis black trannys group pound a fortunate stud

three immense penis black trannys group pound a fortunate stud

TrannyGem 4 years ago

Anal Transexual Tales from Rio De Janeiro

Anal Transexual Tales from Rio De Janeiro

XHamster 4 years ago

Kinky Tranny Gets Fucked & Jizzed

Kinky Tranny Gets Fucked & Jizzed

AShemaleTube 14 years ago

trans vintage italien

trans vintage italien

Tranny.one 4 years ago

Big Black Cock Pretty Model Vintage Solo Kayla Biggs

Big Black Cock Pretty Model Vintage Solo Kayla Biggs

AShemaleTube 1 day ago

AShemaleTube 7 years ago

Then and Now 20

Then and Now 20

Eporner 3 years ago

Last Trip to the Tranny Community of Sao Paulo

Last Trip to the Tranny Community of Sao Paulo

XHamster 8 months ago

La mia prima volta con un trans

La mia prima volta con un trans

Tranny.one 3 years ago

Two hot bitches, shemale and a man have group sex on the couch

Two hot bitches, shemale and a man have group sex on the couch

MyLust 10 years ago

Small Titted Tranny Fucks a Hot Asian Slut and Cums on Her Hairy Pussy

67% HD 0:39 / 5:12

Small Titted Tranny Fucks a Hot Asian Slut and Cums on Her Hairy Pussy

FapHouse 1 year ago

Baby Treating Me with His Good Bussy

Baby Treating Me with His Good Bussy

XHamster 7 months ago

Pretty Girl Next Door Gets Anal! Vintage Pornstar

Pretty Girl Next Door Gets Anal! Vintage Pornstar

AShemaleTube 2 months ago

Super Transe 11 - Episode 3

Super Transe 11 - Episode 3

XHamster 4 years ago

Tgirls Experience #41

Tgirls Experience #41

XHamster 2 months ago

Mia Moglie è un Superdotato

Mia Moglie è un Superdotato

XHamster 1 year ago

Blowing Up

AShemaleTube 1 week ago

Love Vintage Classics - Maid Service from Trisexual Encounters

Love Vintage Classics - Maid Service from Trisexual Encounters

AShemaleTube 3 years ago

50140 UTG Satin Ladyboys Vol4 03 1

50140 UTG Satin Ladyboys Vol4 03 1

Eporner 1 year ago

Trannies in Training - EPISODE #01

Trannies in Training - EPISODE #01

Tranny.one 3 years ago

travestis-danny-and-lydia

travestis-danny-and-lydia

AShemaleTube 3 years ago

Queenie

Tranny.one 4 years ago

Italian Transsexuality

Italian Transsexuality

XHamster 10 months ago

Honey Love And Leah Chase - Incredible Xxx Video Transsexual Big Tits Crazy Youve Seen

Honey Love And Leah Chase - Incredible Xxx Video Transsexual Big Tits Crazy Youve Seen

GetTranny 2 years ago

TS Goddess Juliana with Paulo Macky..

TS Goddess Juliana with Paulo Macky..

AbTranny 6 years ago

Gorgeous Chick Takes Big Cock - Episode 7

Gorgeous Chick Takes Big Cock - Episode 7

XHamster 10 months ago

Follow Her Instructions

Follow Her Instructions

Some.Porn 2 years ago

Beautiful and Craving for Pleasure

Beautiful and Craving for Pleasure

XHamster 2 years ago

2 shemales with glasses doing each other

2 shemales with glasses doing each other

AShemaleTube 4 years ago

PUMMELED FIRM BY A LUXURIOUS T-GIRL

PUMMELED FIRM BY A LUXURIOUS T-GIRL

KeekAss 4 years ago

The Fantastic Transsexuals of the Past!! - Refurbished Full HD (vol. #08)

The Fantastic Transsexuals of the Past!! - Refurbished Full HD (vol. #08)

XHamster 6 months ago

These Beautiful Creatures

These Beautiful Creatures

ShemaleSex 5 months ago

DEVILS FILM - Gorgeous Babe Laney Grey Gets Fucked By Her Gynecologist In Front of Her Boyfriend

DEVILS FILM - Gorgeous Babe Laney Grey Gets Fucked By Her Gynecologist In Front of Her Boyfriend

Some.Porn 1 year ago

Vintage piladyboys assfucking in twosome

Vintage piladyboys assfucking in twosome

DrTuber 9 years ago

Esplosioni Bi-Sexual - Original Vintage Clip

Esplosioni Bi-Sexual - Original Vintage Clip

ShemaleSin 2 years ago

Brunette Ts Kalena Rios Analized

Brunette Ts Kalena Rios Analized

Eporner 2 years ago

Wild Threesome with Trangender Slut

Wild Threesome with Trangender Slut

XHamster 3 months ago

Skinny Asian College Tranny Fucked Hard Anally on Dining Table

Skinny Asian College Tranny Fucked Hard Anally on Dining Table

XHamster 7 months ago

Chocolate TS Em Meias Forçando Amante Na Cama

Chocolate TS Em Meias Forçando Amante Na Cama

AShemaleTube 7 months ago

A.A.A. Super Trans looks for u (italian movie scene in hd)

A.A.A. Super Trans looks for u (italian movie scene in hd)

MatureTubeHere 4 years ago

Thai Ladyboy Newbie Nadia Shows off Her Skills with Oral and Cock Riding

Thai Ladyboy Newbie Nadia Shows off Her Skills with Oral and Cock Riding

XHamster 5 months ago

Young Asian has a passion for Trans!

Young Asian has a passion for Trans!

XHamster 3 years ago

PIU CHE UNA DONNA (Full Movie)

PIU CHE UNA DONNA (Full Movie)

XHamster 3 years ago

Hot Dog classic shemale movie

Hot Dog classic shemale movie

Tranny.one 4 years ago

Mature redhead crossdresser big dick Cam

Mature redhead crossdresser big dick Cam

AShemaleTube 7 years ago

Lana Luster penetrates A youngster. off the hook Participation Of Crystal Crawford

Lana Luster penetrates A youngster. off the hook Participation Of Crystal Crawford

TransTube.tv 1 year ago

Ladyboy Has a Massive Cock

Ladyboy Has a Massive Cock

XHamster 1 month ago

A Wild Shemale for Omar Galanti

A Wild Shemale for Omar Galanti

XHamster 4 months ago

latest darksome TERROR pink cigar

latest darksome TERROR pink cigar

TrannyGem 5 years ago

Tisha Dominates And nails

Tisha Dominates And nails

AShemaleTube 9 months ago

Anal Transexual Dreams - VOL 01

Anal Transexual Dreams - VOL 01

XHamster 4 years ago

SheMale Trangressions

SheMale Trangressions

AShemaleTube 2 years ago

I Get Naked so You Can See Me

I Get Naked so You Can See Me

AShemaleTube 5 months ago

Hot Blowing Before Mad Stuffing & Creaming

Hot Blowing Before Mad Stuffing & Creaming

AShemaleTube 15 years ago

Hot gina hart vintage solo

Hot gina hart vintage solo

XHamster 5 months ago

Bridgette By Pool With 2 boyz

Bridgette By Pool With 2 boyz

TrannyGem 5 years ago

Italian Transexual Desire - Scene #04 - Teaser Video

Italian Transexual Desire - Scene #04 - Teaser Video

GetTranny 3 years ago

Transexual Memories

Transexual Memories

XHamster 11 months ago

Khloe Thinks Her Stepbrother Is The Coolest Person In The World & Wants To Slurp That Taboo Dick

Khloe Thinks Her Stepbrother Is The Coolest Person In The World & Wants To Slurp That Taboo Dick

Eporner 10 months ago

The Mueller Tapes (1975)

The Mueller Tapes (1975)

GetTranny 3 years ago

Vintage Trans Legend Danielle Foxxx

Vintage Trans Legend Danielle Foxxx

ShemaleSin 4 months ago

Lana Luster pokes A twunk. sensational Participation Of Crystal Crawford

Lana Luster pokes A twunk. sensational Participation Of Crystal Crawford

Transvids.tv 1 year ago

Orgia trans italiana - Episode 1

Orgia trans italiana - Episode 1

XHamster 1 year ago

Threesome Sex of a Trans MILF Ass Fucked with Condom and Cumshot on Tits by Two Big Cocks

Threesome Sex of a Trans MILF Ass Fucked with Condom and Cumshot on Tits by Two Big Cocks

AShemaleTube 1 month ago

Awesome collection of vintage Tgirls

Awesome collection of vintage Tgirls

AShemaleTube 11 years ago

I'll Fuck You Without a Condom 2

I'll Fuck You Without a Condom 2

XHamster 1 year ago

Old Guy Blows Black Tranny

Old Guy Blows Black Tranny

GetTranny 1 year ago

TV TS Superstars - Scene 6

TV TS Superstars - Scene 6

ShemaleSin 1 month ago

10 11 12 13 14

33,805 results found

Related categories

Retro Vintage Anal Vintage Classic Vintage Teen 18+ Antique Retro Teen 18+ Vintage Anal Sex Danish Vintage Vintage Lesbian German Vintage German Classic Classic Vintage Interracial European Vintage European Theater Italian Vintage Danish French Vintage Cinema

Narrow your search

vintage 90s retro vintage vintage crossdresser vintage shemale vintage classic vintage bbc vintage asian vintage compilation vintage bareback vintage cum in mouth asian vintage french vintage vintage group vintage cumshots vintage swallow vintage brazilian vintage german vintage lesbian shemale vintage indian vintage

Categories Pornstars

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.