Vintage Trans Videos (29,544)

I'm not your friend's wife, For those who know...

I'm not your friend's wife, For those who know...

XHamster 2 years ago

Mandy Mitchell Kitty Kunt Face Fuck

74% HD 0:39 / 19:46

Mandy Mitchell Kitty Kunt Face Fuck

FapHouse 2 years ago

vaniity solo old

vaniity solo old

BeMyHole 5 years ago

Gay Daddy Girl

TrannyGem 7 years ago

Swallow A Shemale 1

Swallow A Shemale 1

Eporner 3 years ago

Ultimate Feminization & Transformation of a Slutty Crossdressing Sissy Whore!!

Ultimate Feminization & Transformation of a Slutty Crossdressing Sissy Whore!!

AShemaleTube 5 months ago

Kelli Lox Vintage Hot Trans Girl

Kelli Lox Vintage Hot Trans Girl

XHamster 6 months ago

Amie Taylor's Playtime

Amie Taylor's Playtime

Some.Porn 1 year ago

Teacher Fucks Skinny Ladyboy in Classroom in Extremely Tight Asshole

HD 0:39 / 18:16

Teacher Fucks Skinny Ladyboy in Classroom in Extremely Tight Asshole

FapHouse 10 months ago

90s trans suck each others girl cocks

70% 1:01 / 34:19

90s trans suck each others girl cocks

FapHouse 5 years ago

Super Gifted Dolls

Super Gifted Dolls

XHamster 11 months ago

Eenie Meenie Tiny Ella - Lil Tgirl Sub with Goth Dommy

Eenie Meenie Tiny Ella - Lil Tgirl Sub with Goth Dommy

XHamster 5 years ago

Retro She-Male Porno

Retro She-Male Porno

TrannyGem 6 years ago

Delightful latina teen gets fucked and cummed on

Delightful latina teen gets fucked and cummed on

AShemaleTube 2 years ago

Bi & beyond 1 Hermaphrodite Deliah & Jeanna Fine

Bi & beyond 1 Hermaphrodite Deliah & Jeanna Fine

TrannyGem 7 years ago

Solo in the Photo Studio with Alexa

60% HD 0:39 / 9:46

Solo in the Photo Studio with Alexa

FapHouse 5 months ago

Italian Transsexuality

Italian Transsexuality

XHamster 1 year ago

Transgressive Meetings

Transgressive Meetings

XHamster 1 year ago

Beautiful Hazel Tucker Gets Fucked

62% HD 0:39 / 27:33

Beautiful Hazel Tucker Gets Fucked

FapHouse 6 years ago

petite transgirls get anal Sadie Hawkins

68% HD 0:39 / 23:26

petite transgirls get anal Sadie Hawkins

FapHouse 3 years ago

Hot gina hart vintage solo

Hot gina hart vintage solo

XHamster 7 months ago

Naughty TS babe anally smashed by her lover

Naughty TS babe anally smashed by her lover

Some.Porn 1 year ago

La mia prima volta con un trans

La mia prima volta con un trans

Tranny.one 3 years ago

Vintage Classic 2

Vintage Classic 2

Tranny.one 4 years ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

AShemaleTube 11 years ago

Horny Hungry

Some.Porn 1 year ago

Sissy Slut

Eporner 9 months ago

Super Tranny 12 (Full Movie)

Super Tranny 12 (Full Movie)

XHamster 4 years ago

Black Latina Shemale Sex

Black Latina Shemale Sex

Eporner 2 weeks ago

STORIE DI SESSO TRANSESSUALE (Full Movie)

STORIE DI SESSO TRANSESSUALE (Full Movie)

XHamster 3 years ago

Trans Diary

XHamster 1 year ago

Elegant tranny sucks hard cock and then let the man penetrate her

Elegant tranny sucks hard cock and then let the man penetrate her

XHamster 2 years ago

XV-999-1 - Gay

Tranny.one 3 years ago

Retro transgirls

Retro transgirls

TransTube.tv 1 year ago

A Surprise In Bed – Shemale, Very Horny!

A Surprise In Bed – Shemale, Very Horny!

BeMyHole 3 years ago

Going Knuckle Deep And Gonzo Anal Invasion

Going Knuckle Deep And Gonzo Anal Invasion

PornGem 6 years ago

Smoking Trans

GetTranny 3 years ago

Tranny Orgy

AShemaleTube 1 year ago

Shemale Sudden Threesome Pleasure

Shemale Sudden Threesome Pleasure

XHamster 1 month ago

Super Tranny 11 (Full Movie)

Super Tranny 11 (Full Movie)

XHamster 4 years ago

Trans and Grizzly

Trans and Grizzly

TrannyGem 6 years ago

Beautiful Black Shemale Dildos and Then Her Monster Cock in a Guy's Ass

Beautiful Black Shemale Dildos and Then Her Monster Cock in a Guy's Ass

XHamster 3 weeks ago

She male climatic scenes

She male climatic scenes

XHamster 1 year ago

Lisa Cage trans legend hot pink panties vintage

Lisa Cage trans legend hot pink panties vintage

XHamster 7 months ago

1977 Vintage She-Male Porn Classic

1977 Vintage She-Male Porn Classic

Tranny.one 4 years ago

Anal She Male Pleasure Episode #04

69% 0:39 / 25:30

Anal She Male Pleasure Episode #04

FapHouse 1 year ago

Everyone can cum in German MILF Lucy Ravenblood

Everyone can cum in German MILF Lucy Ravenblood

Some.Porn 1 year ago

ANALTIME.XXX - Don't Miss This Intense ANAL Sex COMPILATION! Alexis Crystal, Alexa Flexy AND MORE!

ANALTIME.XXX - Don't Miss This Intense ANAL Sex COMPILATION! Alexis Crystal, Alexa Flexy AND MORE!

Some.Porn 1 year ago

TS Hotty Sunshyne Monroe Drains Her Plumbers Throbbing Pipe

TS Hotty Sunshyne Monroe Drains Her Plumbers Throbbing Pipe

XHamster 7 months ago

Crossdresser taking off her makeup and dress

Crossdresser taking off her makeup and dress

XHamster 2 years ago

4 Trans con Lady Rox - FILM Originale

4 Trans con Lady Rox - FILM Originale

XHamster 3 years ago

Hot Jessica Host Huge Cock Huge Boobs

Hot Jessica Host Huge Cock Huge Boobs

XHamster 2 years ago

Freshly woman

Tranny.one 5 years ago

young woman ejaculates outdoors

young woman ejaculates outdoors

Tranny.one 2 years ago

Transgender Tales

Transgender Tales

KeekAss 4 years ago

The very best of transsexual whore

56% 1:01 / 1:01:16

The very best of transsexual whore

FapHouse 3 years ago

sexy business secretary girl posing and jerk off huge cock big cumshot

sexy business secretary girl posing and jerk off huge cock big cumshot

XHamster 2 years ago

TRANSFIXED - Horny Yoga Instructor Emma Rose Uses Cis Babe Jewelz Blu While Others Try To Relax

TRANSFIXED - Horny Yoga Instructor Emma Rose Uses Cis Babe Jewelz Blu While Others Try To Relax

Some.Porn 1 year ago

Vita Notturna col Trans - Episode 1

Vita Notturna col Trans - Episode 1

XHamster 1 year ago

Pretty Girl Next Door Gets Anal! Vintage Pornstar

61% HD 0:39 / 33:36

Pretty Girl Next Door Gets Anal! Vintage Pornstar

FapHouse 5 months ago

Hot Tgirl Thick Cock Eats Cum

Hot Tgirl Thick Cock Eats Cum

XHamster 7 months ago

Redhead gamer has an oral sex fixation

Redhead gamer has an oral sex fixation

BigTitsLust 3 months 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

XHamster 1 year ago

MILF Shemale with Big Tits Makes a Guy Enjoy with Cock Inside Her Ass

MILF Shemale with Big Tits Makes a Guy Enjoy with Cock Inside Her Ass

XHamster 3 weeks ago

BEST Psychedelic Sex Compilation - Part 1 (1)

BEST Psychedelic Sex Compilation - Part 1 (1)

Wankoz 4 months ago

Horny shemale joins a straight couple for a vintage threesome

Horny shemale joins a straight couple for a vintage threesome

Tranny.one 5 years ago

Vintage trans pornstar gets sucked by beautiful gal Joanna

Vintage trans pornstar gets sucked by beautiful gal Joanna

ShemaleSin 6 months ago

Chubby slut does it all!

Chubby slut does it all!

Eporner 4 years ago

Aughties vintage black trans girl vid

Aughties vintage black trans girl vid

XHamster 7 months ago

TS Impregnation of Charlotte Rose

74% 1:01 / 25:27

TS Impregnation of Charlotte Rose

FapHouse 8 months ago

Transgender Crazy Sex Experience

52% HD 0:39 / 20:08

Transgender Crazy Sex Experience

FapHouse 11 months ago

Beautiful and Craving for Pleasure #3

HD 1:01 / 19:54

Beautiful and Craving for Pleasure #3

FapHouse 2 years ago

Lingerie Queens

Lingerie Queens

Tranny.one 5 years ago

Monstruous Ejaculation on the Mirror

57% HD 0:39 / 9:00

Monstruous Ejaculation on the Mirror

FapHouse 3 years ago

Glory Holes, Head Mistress Cock and Foreign Exchange Girls

Glory Holes, Head Mistress Cock and Foreign Exchange Girls

XHamster 3 months ago

She-Male Swapping (1998)

She-Male Swapping (1998)

Tranny.one 4 years ago

Big Black Cock Pretty Model Vintage Solo Kayla Biggs

70% 1:01 / 23:11

Big Black Cock Pretty Model Vintage Solo Kayla Biggs

FapHouse 3 months ago

Couple Sex Between Two Vintage Transvestites Who Ass Fuck and Cum

71% HD 0:39 / 20:48

Couple Sex Between Two Vintage Transvestites Who Ass Fuck and Cum

FapHouse 1 year ago

Ruthless corporate femdom with strapon

Ruthless corporate femdom with strapon

Some.Porn 1 year ago

Anal Transexual Lovers - Vol.04

Anal Transexual Lovers - Vol.04

AShemaleTube 2 weeks ago

Vintage tranny in a prison

Vintage tranny in a prison

AShemaleTube 12 years ago

Vintage Legend Allanah Starr Huge Boobs and Her Thick Cock

75% 1:01 / 23:54

Vintage Legend Allanah Starr Huge Boobs and Her Thick Cock

FapHouse 4 years ago

The Dotadasp Muniky Flor Extraordinary and Sexy Goddess of Nature with a Lot of Enjoyment

65% 1:01 / 14:49

The Dotadasp Muniky Flor Extraordinary and Sexy Goddess of Nature with a Lot of Enjoyment

FapHouse 2 years ago

That 70's Transsexual Show

That 70's Transsexual Show

XHamster 1 year ago

Sissy Really Pleasure with BBC - I Can't Have Enough of This Black Cock

Sissy Really Pleasure with BBC - I Can't Have Enough of This Black Cock

XHamster 1 year ago

Wild queens

AShemaleTube 3 years ago

Vintage black pornstar huge tis and big sh dick

Vintage black pornstar huge tis and big sh dick

XHamster 2 years ago

Vintage Large Tit Galm Trans Angel Eva Cassini

Vintage Large Tit Galm Trans Angel Eva Cassini

Lesbian8 6 months ago

Beautiful Black Shemale and a Man Fuck and Cum on MILF Tits with Hairy Pussy

Beautiful Black Shemale and a Man Fuck and Cum on MILF Tits with Hairy Pussy

XHamster 7 months ago

BHG-038 - Amateur Sex

BHG-038 - Amateur Sex

Tranny.one 3 years ago

Milf_Experience(4K) - Threesome

Milf_Experience(4K) - Threesome

XHand 5 years ago

TRANS ATTIVI (Full Movie)

TRANS ATTIVI (Full Movie)

XHamster 2 years ago

ShemaleFuck.Hotel ARG + Mariana Cordoba

ShemaleFuck.Hotel ARG + Mariana Cordoba

AShemaleTube 1 year ago

Public Cum In Mouth Compilation part SIX

Public Cum In Mouth Compilation part SIX

Eporner 4 years ago

Antique Crossdresser Hump

Antique Crossdresser Hump

TransTube.tv 2 months ago

petite transgirls get anal Sadie Hawkins

51% HD 0:08 / 0:39

petite transgirls get anal Sadie Hawkins

FapHouse 1 year ago

Antique Crossdresser Act

Antique Crossdresser Act

Transvids.tv 1 year ago

SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.

SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.

XHamster 3 years ago

Trans in action

Trans in action

XHamster 1 year ago

The Two T-friends

77% HD 0:39 / 36:06

The Two T-friends

FapHouse 1 month ago

Stiefsohn knallt seine Stiefmutter

Stiefsohn knallt seine Stiefmutter

Eporner 3 years ago

Look, Location, Accessories, Everything #3

55% HD 1:01 / 32:34

Look, Location, Accessories, Everything #3

FapHouse 3 years ago

Flexible and Fuckable

63% HD 1:01 / 29:13

Flexible and Fuckable

FapHouse 5 months ago

Shemale Leona's hungry eyes with her big cock in action

Shemale Leona's hungry eyes with her big cock in action

XHamster 4 years ago

Shemale Handjob

Shemale Handjob

XHamster 1 week ago

Police patrol almost caught me when I was naked at the gas station

Police patrol almost caught me when I was naked at the gas station

XHamster 4 weeks ago

Wild Horny Boys Sucking Massive Cocks Hard

Wild Horny Boys Sucking Massive Cocks Hard

XHamster 5 months ago

Glamorous Big Dick Solo Ivory

Glamorous Big Dick Solo Ivory

PornFreeNow 2 days ago

Vintage superstars Holly Sweet Vicki Richter suck each other

80% 1:01 / 18:29

Vintage superstars Holly Sweet Vicki Richter suck each other

FapHouse 5 years ago

Trained and Dominated TV & TS

Trained and Dominated TV & TS

Tranny.one 4 years ago

The best Shemales of our life! (Scene 02)

The best Shemales of our life! (Scene 02)

XHamster 4 years ago

ToezenGitte del2.MP4

ToezenGitte del2.MP4

TrannyGem 4 years ago

TRANXITALIA VOL 1 (Full Movie)

TRANXITALIA VOL 1 (Full Movie)

XHamster 2 years ago

Early Footage Natalie Mars Superstar Solo!

70% HD 0:39 / 30:21

Early Footage Natalie Mars Superstar Solo!

FapHouse 2 weeks ago

To Give Maximum Pleasure

To Give Maximum Pleasure

XHamster 11 months ago

Gorgeous Vintage Classy Solo Franchezka

Gorgeous Vintage Classy Solo Franchezka

ShemaleSex 1 day ago

Sposa Bagnata Sposa Trombata - Episode 3

Sposa Bagnata Sposa Trombata - Episode 3

XHamster 2 years ago

Antique Compil

TransTube.tv 1 month ago

Impossible to Describe, but Only to See #3

Impossible to Describe, but Only to See #3

XHamster 3 years ago

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

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

XHamster 9 months ago

10 11 12 13 14

29,544 results found

Related searches

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.