Vintage Videos - Trans (34,068)

Transsexual_1

XHamster 1 year ago

Red Corselette & Thigh High Pleaser Boots

HD 1:01 / 15:30

Red Corselette & Thigh High Pleaser Boots

FapHouse 6 months ago

Yasmine Gomez and J Ferraz - RA 12 NY vs Brazil

Yasmine Gomez and J Ferraz - RA 12 NY vs Brazil

Eporner 3 years ago

Samba Mania 03

GetTranny 2 years ago

TRANSEXUAL anal SINNERS - (Episode #14)

TRANSEXUAL anal SINNERS - (Episode #14)

XHamster 4 years ago

Freaky Ladyboy BBC Group Sex

Freaky Ladyboy BBC Group Sex

TrannyGem 2 years ago

Big Booty Brazillian Tranny

Big Booty Brazillian Tranny

KeekAss 2 years ago

jennifer

PornOne 2 years ago

New video of me Clip 1

New video of me Clip 1

XHamster 1 year ago

Anal Deep Transexual Adventure

Anal Deep Transexual Adventure

Tranny.one 4 years ago

Perfect Ass Trans Loves Being Fucked From Behind

Perfect Ass Trans Loves Being Fucked From Behind

AShemaleTube 2 months ago

The Horny Moreno Turns Femboy Into His Personal Whore

The Horny Moreno Turns Femboy Into His Personal Whore

XHamster 2 months ago

Ed Younger's tight ass takes a raw pounding from a big tattooed dudette in public

Ed Younger's tight ass takes a raw pounding from a big tattooed dudette in public

TrannyMovs 1 month ago

Retro Trans Beauty treats her Lover

Retro Trans Beauty treats her Lover

ShemaleSin 5 years ago

Pink heels,pink dildo, itty-bitty sissy clitty

Pink heels,pink dildo, itty-bitty sissy clitty

XHamster 3 years ago

old tranny roots her maid

old tranny roots her maid

AShemaleTube 3 years ago

latin shemale fucks her girlfriend

latin shemale fucks her girlfriend

AShemaleTube 2 years ago

Scenes of Pure Enjoyment 4

Scenes of Pure Enjoyment 4

AShemaleTube 8 months ago

Ms Diana (classic)

Ms Diana (classic)

XHamster 11 months ago

SHEMALE SEXY DREAMS Vol.2 - Episode 15

SHEMALE SEXY DREAMS Vol.2 - Episode 15

XHamster 2 years ago

Ass Fuck with Lady Boy Anaconda

Ass Fuck with Lady Boy Anaconda

XHamster 1 week ago

Trans and MILF Ass Fucked with Condom and Cum in Mouth by Two Huge Cocks

57% HD 0:39 / 21:43

Trans and MILF Ass Fucked with Condom and Cum in Mouth by Two Huge Cocks

FapHouse 1 year ago

Joanna Jet gets her tight ass drilled by a big cock while getting a tranny massage

Joanna Jet gets her tight ass drilled by a big cock while getting a tranny massage

TrannyMovs 5 months ago

Hopeless You're Fucked

Hopeless You're Fucked

Some.Porn 1 year ago

Brazilian She-males: The Photographer (2006)

Brazilian She-males: The Photographer (2006)

GetTranny 4 years ago

Beautiful Tgirls in Very Hot Scenes

70% HD 1:01 / 2:21:00

Beautiful Tgirls in Very Hot Scenes

FapHouse 2 years ago

Hot Shemale Sex Collection

Hot Shemale Sex Collection

GetTranny 1 year ago

90s Amateur T Girl Sassy Big Dick! Vanity

90s Amateur T Girl Sassy Big Dick! Vanity

FapHouse 1 week ago

TrannySurprise - The Next Tag

TrannySurprise - The Next Tag

AShemaleTube 1 year ago

TrannySurprise - Sugar Candy

TrannySurprise - Sugar Candy

AShemaleTube 1 year ago

German Girls - #07 (The Best Vintage Hot moments)

German Girls - #07 (The Best Vintage Hot moments)

XHamster 4 years ago

Isabella Iceandcomma; Susan And Joanna Jett In 3S

Isabella Iceandcomma; Susan And Joanna Jett In 3S

AbTranny 8 years ago

Mirella gets Bent Over

Mirella gets Bent Over

AShemaleTube 3 years ago

Masturbation lesson Post-op

Masturbation lesson Post-op

AShemaleTube 5 years ago

FAVELAS She-Masculine Sicrets in Brazil!!! - (vignette #05)

FAVELAS She-Masculine Sicrets in Brazil!!! - (vignette #05)

TrannyGem 4 years ago

Transexual from FAVELAS tales!!! - (episode #06)

Transexual from FAVELAS tales!!! - (episode #06)

XHamster 4 years ago

Cd ejaculation at 7:05 min live at

Cd ejaculation at 7:05 min live at

XXXShemalePorn 3 years ago

Bikini MILF in retro threesome

Bikini MILF in retro threesome

Some.Porn 8 months ago

tranny in sexy white stockings getting fucked

tranny in sexy white stockings getting fucked

AShemaleTube 1 year ago

Brazilian Shemale Adore Big Cock in Ass! - Vol.03

HD 1:01 / 13:37

Brazilian Shemale Adore Big Cock in Ass! - Vol.03

FapHouse 10 months ago

Breaking into my ass, let's go friends, I wait for you.

Breaking into my ass, let's go friends, I wait for you.

XHamster 1 year ago

Transgender Wild Dream

HD 0:39 / 1:36:14

Transgender Wild Dream

FapHouse 2 years ago

3 Centaurs Sex a Cute FUTANARI Blond Girl

3 Centaurs Sex a Cute FUTANARI Blond Girl

Eporner 6 years ago

EBONY T-GIRLS - Pleasing Want Experiences Pure Orgasmic Bliss

EBONY T-GIRLS - Pleasing Want Experiences Pure Orgasmic Bliss

Amateur8 3 weeks ago

Retro golden-haired gets snatch banged doggy style in the backseat of the car

Retro golden-haired gets snatch banged doggy style in the backseat of the car

ShemaleSin 1 month ago

Tilf Gargles receives humped

Tilf Gargles receives humped

TrannyGem 5 years ago

Tranny Hunter Azul Melina

Tranny Hunter Azul Melina

AShemaleTube 7 years ago

Skinny Shemale Mayara Fucked Hard Anal in Spa

Skinny Shemale Mayara Fucked Hard Anal in Spa

XHamster 5 months ago

TS Babe Karen Zaneth Has A Thing For Rock Hard Shafts

TS Babe Karen Zaneth Has A Thing For Rock Hard Shafts

Eporner 8 months ago

Transgender Double Joy

Transgender Double Joy

ShemaleSin 3 weeks ago

Horny jock pounding his twunk bitch

Horny jock pounding his twunk bitch

Some.Porn 11 months ago

Sasha's Obedient Sissy Slave (MP4)

53% 0:12 / 17:08

Sasha's Obedient Sissy Slave (MP4)

Clips4sale 1 year ago

Enchanting trans jerk off and suck her toes

Enchanting trans jerk off and suck her toes

ShemaleSin 1 month ago

Here Andrea Nobili Decides to Pass Every Limit

Here Andrea Nobili Decides to Pass Every Limit

FapHouse 2 years ago

Coco as Cleopatra

Coco as Cleopatra

AShemaleTube 3 years ago

Anime art from my patreon

Anime art from my patreon

XHamster 2 years ago

I Vizi Trans di Moana - scene #07

I Vizi Trans di Moana - scene #07

XHamster 1 year ago

Petite sexy vintage t girl with natural tits big cock licks cum

Petite sexy vintage t girl with natural tits big cock licks cum

FapHouse 5 years ago

Bruised Angel (1970)

Bruised Angel (1970)

Tranny.one 4 years ago

The Making of Sissy Sally (MP4)

69% 0:11 / 12:30

The Making of Sissy Sally (MP4)

Clips4sale 2 years ago

Crossdresser Fantasy Phone Sex

Crossdresser Fantasy Phone Sex

AbXXX 7 years ago

Vintage maid pleases her TS mistress

Vintage maid pleases her TS mistress

AShemaleTube 12 years ago

Caught Laundry

AShemaleTube 3 years ago

Transexual Nasty Anal Story

Transexual Nasty Anal Story

XHamster 7 months ago

Italys Finest Shemales The Lost Footage 1 - Scene 3

Italys Finest Shemales The Lost Footage 1 - Scene 3

XHamster 2 years ago

shemale classic film xhhukjl

shemale classic film xhhukjl

AShemaleTube 3 years ago

Cristac belle brune peau mate en POV

Cristac belle brune peau mate en POV

AShemaleTube 7 years ago

Gay CEI for the Sissy Gay Bois

Gay CEI for the Sissy Gay Bois

XHamster 5 years ago

Fetished vintage cock sucking & ass licking

Fetished vintage cock sucking & ass licking

AShemaleTube 13 years ago

Lascivious asian cougar incredible VR clip

Lascivious asian cougar incredible VR clip

XHand 3 years ago

Perverse Story

ShemaleSin 3 years ago

Old Pig Has a Crazy Orgy with MILFs and a Stunning Blonde Shemale

Old Pig Has a Crazy Orgy with MILFs and a Stunning Blonde Shemale

XHamster 6 months ago

guys who go crazy for shemale full film xhaegxk

guys who go crazy for shemale full film xhaegxk

AShemaleTube 3 years ago

BBW ebony chic Lady Snow Is Ready To Take A Big Cock

BBW ebony chic Lady Snow Is Ready To Take A Big Cock

Eporner 3 years ago

The Working Man's Fantasy

The Working Man's Fantasy

Some.Porn 1 year ago

From the day of VHS 5

From the day of VHS 5

AShemaleTube 6 years ago

AFRICAN BIG COCKS - The Challenge - ROUND #12

AFRICAN BIG COCKS - The Challenge - ROUND #12

Tranny.one 4 years ago

Sarina Vintage Pinup

Sarina Vintage Pinup

GetTranny 4 years ago

Trans officer titfucks in interrogation before being jerked

Trans officer titfucks in interrogation before being jerked

Some.Porn 1 year ago

Chunky Natural Trans Cum Solo Veronica Venom

Chunky Natural Trans Cum Solo Veronica Venom

FapHouse 1 month ago

Fucking side ass deep sweet and cream

Fucking side ass deep sweet and cream

XHamster 2 years ago

Two Guys Take Turns with Four Trans Women and Fuck Them Anally Outdoors

Two Guys Take Turns with Four Trans Women and Fuck Them Anally Outdoors

XHamster 8 months ago

Italian Transexual Love Story vol. #01

Italian Transexual Love Story vol. #01

TrannyGem 4 years ago

One of My Most Favorite Bras, Classic 90s Nylon and Lace Model

One of My Most Favorite Bras, Classic 90s Nylon and Lace Model

FapHouse 2 months ago

Fun Filipino

Some.Porn 1 year ago

Hot Tgirl Thick Cock Eats Cum

Hot Tgirl Thick Cock Eats Cum

XHamster 6 months ago

Tall vintage ts drills her maid

Tall vintage ts drills her maid

SexTVX 12 years ago

Italian Man Fucks Two Trannies And Gets Cum On His Face

Italian Man Fucks Two Trannies And Gets Cum On His Face

GetTranny 4 months ago

Big Tits and Giant Cock Brunette Brazilian Trans Hot Outdoor Fuck

Big Tits and Giant Cock Brunette Brazilian Trans Hot Outdoor Fuck

XHamster 9 months ago

Asian Tranny Police Ladyboy Guitar Analized

Asian Tranny Police Ladyboy Guitar Analized

Eporner 2 years ago

Vintage TS Monet 8

Vintage TS Monet 8

XXXShemalePorn 8 years ago

Alexia Acosta corps de rêve prostituée petit haut léopard jupe noir

Alexia Acosta corps de rêve prostituée petit haut léopard jupe noir

AShemaleTube 7 years ago

Blonde Gets Fucked By Giovanni Valente

Blonde Gets Fucked By Giovanni Valente

GetTranny 1 year ago

Big Tits and Big Ass Tyla Wynn Shows off Her Seduction Skills and Gets Fucked

HD 1:01 / 26:42

Big Tits and Big Ass Tyla Wynn Shows off Her Seduction Skills and Gets Fucked

FapHouse 1 year ago

Post-op Threesome with Girl and man

Post-op Threesome with Girl and man

AbTranny 9 years ago

Turkish Shemale Oyku 24.11.2018

Turkish Shemale Oyku 24.11.2018

AbTranny 3 years ago

Caribbean Trans Gets Fucked in the Garden

Caribbean Trans Gets Fucked in the Garden

ShemaleSex 2 weeks ago

Transexual Fuck the Italian ASSES!!! - Vol #04

Transexual Fuck the Italian ASSES!!! - Vol #04

Tranny.one 4 years ago

Amazonium Intense Blowjob Tasty Hardcore Delicious Hot Pleasure Sweet Tight Asshole Cum Thirsty

Amazonium Intense Blowjob Tasty Hardcore Delicious Hot Pleasure Sweet Tight Asshole Cum Thirsty

FapHouse 2 years ago

Sequel to "Randy And Dane: A MILF's Pleasure" - Hot Brunette Gets Her Pussy Licked and Fingered

Sequel to "Randy And Dane: A MILF's Pleasure" - Hot Brunette Gets Her Pussy Licked and Fingered

TrannyMovs 4 months ago

Shemale Slut Takes Big Hard Cock in Her Tight Ass

Shemale Slut Takes Big Hard Cock in Her Tight Ass

ShemaleSex 1 week ago

Jessica Rizzo In Prod La Monaca Di Monza Sc 05

Jessica Rizzo In Prod La Monaca Di Monza Sc 05

PornUse 7 months ago

Lunch Served

Some.Porn 1 year ago

TRANSEXUL goes totally Crazy in Brazil!!! - Epiosde #02

TRANSEXUL goes totally Crazy in Brazil!!! - Epiosde #02

XHamster 4 years ago

Blowing Up

AShemaleTube 3 weeks ago

Total Bombshells! The Best Of Blonde

Total Bombshells! The Best Of Blonde

Some.Porn 11 months ago

Big Tits Shemale Ass Fucked by Big Cock with Condom

Big Tits Shemale Ass Fucked by Big Cock with Condom

XHamster 3 months ago

Blonde Big Titted Latina Shemale Carla Fucks a Stranger Anally

Blonde Big Titted Latina Shemale Carla Fucks a Stranger Anally

AShemaleTube 1 month ago

21 NATURALS - Horny Cutie Alexa Flexy Gets Tight Ass Fucked By Huge Dick

21 NATURALS - Horny Cutie Alexa Flexy Gets Tight Ass Fucked By Huge Dick

Some.Porn 1 year ago

Crazy Adult Video Transsexual Vintage Try To Watch For Just For You

Crazy Adult Video Transsexual Vintage Try To Watch For Just For You

MrGay 2 years ago

Sabrina & Giovanni

Sabrina & Giovanni

TransTube.tv 1 month ago

Camming Shenanigans With A She-male Star

Camming Shenanigans With A She-male Star

GetTranny 10 months ago

lumina sex

XHamster 2 years ago

Secrets of Sao Paulo 3

Secrets of Sao Paulo 3

Tranny.one 4 years ago

Gay xxx video – big cock part 1

Gay xxx video – big cock part 1

XHamster 4 years ago

Shemale world gameplay part 15

Shemale world gameplay part 15

XHamster 7 months ago

Hole Close Up Delicious Fans Very Hot

Hole Close Up Delicious Fans Very Hot

XHamster 3 months ago

Gorgeous Brunette Girlfriends Audition for a Lez Scene Together to Spice up Their Sex Life

Gorgeous Brunette Girlfriends Audition for a Lez Scene Together to Spice up Their Sex Life

XHamster 2 years ago

Lizzy Yum retro 13

Lizzy Yum retro 13

XHamster 5 months ago

Red Cross Nurse

HD 0:39 / 37:31

Red Cross Nurse

FapHouse 2 weeks ago

74 75 76 77 78

34,068 results found

Related categories

Retro Vintage Classic Vintage Anal Vintage Teen 18+ Retro Teen 18+ Vintage Lesbian Danish Vintage Antique Vintage Anal Sex Danish Vintage Interracial Classic German Vintage German Classic Famous Irish French Vintage Italian Classic Italian Vintage Dutch

Narrow your search

vintage crossdresser vintage asian vintage 90s vintage classic retro vintage vintage shemale vintage lesbian vintage teen 18+ vintage orgy vintage bareback vintage compilation asian vintage vintage group vintage cumshots blonde vintage vintage swallow vintage german vintage anal shemale vintage vintage bbc

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.