Vintage Mature Italian Post-Op at Home
2 years ago
34:46

TrannyOne

Vintage Mature Italian Post-Op at Home

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classic clip that I've merely been able to discover in 240p, upscaled to 1080p.
3 years ago
20:34

ShemaleSin

classic clip that I've merely been able to discover in 240p, upscaled to 1080p.

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Dirty Secrets in Bangkok
3 years ago
20:07

TrannyOne

Dirty Secrets in Bangkok

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TsSeduction com Archive Classic College Romance
10 years ago
4:00

XShemale

TsSeduction com Archive Classic College Romance

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In der Seitengasse gefickt
1 year ago
22:43

TrannyOne

In der Seitengasse gefickt

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TRANS ROMANCE FULL FILM
2 years ago
1:30:36

TrannyOne

TRANS ROMANCE FULL FILM

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Post Op Ladyboy Pim
59 days ago
19:56

HClips

Post Op Ladyboy Pim

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colddrink aka chilldrink, classic girl from the old days of cam4
3 years ago
45:26

ShemaleSin

colddrink aka chilldrink, classic girl from the old days of cam4

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Cute Ladyboy with a man 20 - Part 1
3 years ago
4:13

TrannyOne

Cute Ladyboy with a man 20 - Part 1

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Retro tranny gets her dong sucked
3 years ago
29:08

TrannyOne

Retro tranny gets her dong sucked

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Boys And Dolls In 1
24 days ago
11:06

ShemaleZ

Boys And Dolls In 1

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Not effortless toy to use but so rewarding everytime, my cunt is loving it.
2 years ago
4:01

ShemaleSin

Not effortless toy to use but so rewarding everytime, my cunt is loving it.

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Der erste Dreier wird immer der geilste
1 year ago
22:00

TrannyOne

Der erste Dreier wird immer der geilste

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Curvy Cathrin ist sperma geil
1 year ago
35:23

TrannyOne

Curvy Cathrin ist sperma geil

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Italian SHE-MALE goes Crazy!!! - Episode #03
2 years ago
22:12

TrannyOne

Italian SHE-MALE goes Crazy!!! - Episode #03

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Trisexual encounters
2 years ago
1:11:23

TrannyOne

Trisexual encounters

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Trinity Loren for Golden Hardcore 1
3 years ago
7:27

TrannyOne

Trinity Loren for Golden Hardcore 1

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Hot Shemale Bukkake
3 years ago
35:33

TrannyOne

Hot Shemale Bukkake

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Transexual Anal Tales in Brazil - Episode #01
2 years ago
30:39

TrannyOne

Transexual Anal Tales in Brazil - Episode #01

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Vintage hairy teen and anal fisting hardcore squirt Oiled up for sex
3 years ago
5:56

TrannyOne

Vintage hairy teen and anal fisting hardcore squirt Oiled up for sex

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Toots La Femme
2 years ago
46:25

TrannyOne

Toots La Femme

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tranny Jock Tease - Scene two
4 years ago
17:06

ShemaleSin

tranny Jock Tease - Scene two

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Love Vintage Classics - Scene 3 From Sensous Seka With Frances Lopez
1 year ago
7:46

getTranny

Love Vintage Classics - Scene 3 From Sensous Seka With Frances Lopez

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Orgasmi Transexual - (FULL MOVIE - HD VERSION)
3 years ago
1:25:04

TrannyOne

Orgasmi Transexual - (FULL MOVIE - HD VERSION)

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Tgirl Joins in a Wild Casual Group Sex Session
4 years ago
19:08

ShemaleSin

Tgirl Joins in a Wild Casual Group Sex Session

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TV Rachel
2 years ago
36:14

TrannyOne

TV Rachel

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Orgia a quattro con due trans e una schiava
3 years ago
25:59

TrannyOne

Orgia a quattro con due trans e una schiava

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Hot Tranny Bride
3 years ago
21:04

TrannyOne

Hot Tranny Bride

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The Dark Side of TRANSEXUAL - vol #07
2 years ago
23:38

TrannyOne

The Dark Side of TRANSEXUAL - vol #07

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Clapping Cheeks- Bruna
2 years ago
1:18:22

TrannyOne

Clapping Cheeks- Bruna

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Be Careful What You Wish For sc4
3 years ago
25:54

TrannyOne

Be Careful What You Wish For sc4

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Great position to fuck
3 years ago
1:33:55

TrannyOne

Great position to fuck

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The Tranny Slayer  -  EPISODE #01
3 years ago
36:17

TrannyOne

The Tranny Slayer - EPISODE #01

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Big tits Japanese shemale
2 years ago
31:52

TrannyOne

Big tits Japanese shemale

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Monet Luv in action
2 years ago
14:38

TrannyOne

Monet Luv in action

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Two Post-Op Tgirls sharing a man
2 years ago
23:13

TrannyOne

Two Post-Op Tgirls sharing a man

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I love your Mom
2 years ago
17:50

TrannyOne

I love your Mom

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Feminized maid
3 years ago
25:42

TrannyOne

Feminized maid

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Kink Draw
3 years ago
11:05

TrannyOne

Kink Draw

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TV GIRLFRIEND (UK 1990) part 1
3 years ago
29:02

TrannyOne

TV GIRLFRIEND (UK 1990) part 1

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Il Trans Cavallo
3 years ago
1:41:06

TrannyOne

Il Trans Cavallo

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Fuck a big cock
3 years ago
12:11

TrannyOne

Fuck a big cock

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Lucienne
2 years ago
1:33

TrannyOne

Lucienne

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Recent Home of Vintage Trans Porn
2 years ago
4:00

ShemaleSin

Recent Home of Vintage Trans Porn

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Transvestite in classic belt outdoors in car, sex toy in red heels
7 months ago
6:49

XXXDan

Transvestite in classic belt outdoors in car, sex toy in red heels

Tags: amateur, anal, car, classic, crossdressing, hardcore, high heels

Heather Renee Smoke With Me Vol 1 blazer & blouse
3 years ago
10:00

TrannyOne

Heather Renee Smoke With Me Vol 1 blazer & blouse

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College Girl Poked By A Milf Tranny
3 years ago
12:09

TrannyOne

College Girl Poked By A Milf Tranny

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Vintage crossdresser sucking
3 years ago
12:02

TrannyOne

Vintage crossdresser sucking

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Trans and bitches for fantastic mix #2
1 year ago
59:29

TrannyOne

Trans and bitches for fantastic mix #2

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2 Beautiful Blonde Crossdresser Transformation
3 years ago
3:23

TrannyOne

2 Beautiful Blonde Crossdresser Transformation

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Vintage party
3 years ago
28:31

TrannyOne

Vintage party

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FAT COCK CUMMING
2 years ago
1:37

TrannyOne

FAT COCK CUMMING

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Transformation to Vintage-Lady
2 years ago
21:52

TrannyOne

Transformation to Vintage-Lady

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Fireworks from the word action and beyond with this one. Stream, upload and fap away to this 28 minute, 4K classic merely on trannies.Porn!
2 years ago
3:05

ShemaleSin

Fireworks from the word action and beyond with this one. Stream, upload and fap away to this 28 minute, 4K classic merely on trannies.Porn!

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Dirty Anal Day..(NO CONDOM) - VINTAGE Porn Story
3 years ago
43:03

TrannyOne

Dirty Anal Day..(NO CONDOM) - VINTAGE Porn Story

Tags: anal, anus, ass, barebacking, classic, condom, dirty

Amateur Shemale Swallow Compilation 2
3 years ago
7:08

TrannyOne

Amateur Shemale Swallow Compilation 2

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Classic shemale gets cum after riding penis and giving oral pleasure
1 year ago
6:15

ShemaleSin

Classic shemale gets cum after riding penis and giving oral pleasure

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Laurie Smith for Golden Hardcore 3
3 years ago
7:38

TrannyOne

Laurie Smith for Golden Hardcore 3

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Karen Dior in action
3 years ago
38:26

TrannyOne

Karen Dior in action

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julie bond fucks girl in prison
3 years ago
11:19

TrannyOne

julie bond fucks girl in prison

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Retro Glam Trans Beauty Giving Rimjob
3 years ago
6:02

TrannyOne

Retro Glam Trans Beauty Giving Rimjob

Tags: anal, anus, ass, babe, bdsm, beauty, blowjob

Rare video: Camila de Castro and Natasha Dumont
2 years ago
10:08

TrannyOne

Rare video: Camila de Castro and Natasha Dumont

Tags: anal, ass, ass to mouth, big tits, blowjob, classic, cum in mouth

Beautiful blonde gets fucked in a threesome in an amateur scene because her husband lost in poker and she is happy to e
2 years ago
41:27

TrannyOne

Beautiful blonde gets fucked in a threesome in an amateur scene because her husband lost in poker and she is happy to e

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Sexy Shemale and BF - cum kissing
2 years ago
4:03

TrannyOne

Sexy Shemale and BF - cum kissing

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Seductive ladyboy gal
3 years ago
30:22

TrannyOne

Seductive ladyboy gal

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Hung Trans Classic #2
3 years ago
2:13

TrannyOne

Hung Trans Classic #2

Tags: amateur, big cock, classic, dick, huge cock, lingerie, masturbation

Classic Barbi Satin Bed Smoke
5 years ago
5:50

aShemaleTube

Classic Barbi Satin Bed Smoke

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Gabrielly - The cock princess
2 years ago
1:24:10

TrannyOne

Gabrielly - The cock princess

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Narancia Ghirga
3 years ago
5:07

TrannyOne

Narancia Ghirga

Tags: animation, anime, ass, bdsm, booty, classic, domination

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2 years ago
19:34

ShemaleSin

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Spanner fragt ob er mit ficken darf
2 years ago
26:44

TrannyOne

Spanner fragt ob er mit ficken darf

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ANAL TRANSEXUAL love story in BANGKOK - vol 01
2 years ago
26:24

TrannyOne

ANAL TRANSEXUAL love story in BANGKOK - vol 01

Tags: anal, anus, ass, big cock, brazilian, classic, dick

hot shemale fucks two Boys HARD
3 years ago
23:09

TrannyOne

hot shemale fucks two Boys HARD

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Seriously Sexy Classic Housewife Masturbating Freely
1 year ago
8:39

PornoXO

Seriously Sexy Classic Housewife Masturbating Freely

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Brasil transexual connection
2 years ago
47:08

TrannyOne

Brasil transexual connection

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Retro Classic German Porn
1 year ago
37:31

TrannyOne

Retro Classic German Porn

Tags: ass, bdsm, blowjob, casting, cfnm, classic, cosplay

Teen Anal Casting-Violette Pure
3 years ago
37:29

TrannyOne

Teen Anal Casting-Violette Pure

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classic crossdresser sissy shows how to please a dick
2 years ago
17:27

aShemaleTube

classic crossdresser sissy shows how to please a dick

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Transformed into a blonde slut girl
3 years ago
41:28

TrannyOne

Transformed into a blonde slut girl

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Straight Mountain Boys s6
3 years ago
28:15

TrannyOne

Straight Mountain Boys s6

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I've Got To Start Hitchhiking!
1 year ago
24:45

aShemaleTube

I've Got To Start Hitchhiking!

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TRANSVESTITE BLIND DATE (UK early 90s) part 1
3 years ago
1:56

TrannyOne

TRANSVESTITE BLIND DATE (UK early 90s) part 1

Tags: british, classic, crossdressing, dating, english, european, gay

[Rare] Paula de Paula & Angelo - Travestis No Calor da Selva
3 months ago
16:12

aShemaleTube

[Rare] Paula de Paula & Angelo - Travestis No Calor da Selva

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Sexual Transexual
4 months ago
7:24

FapNow

Sexual Transexual

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Plump horny redheaded Vicki!
2 years ago
2:55

TrannyOne

Plump horny redheaded Vicki!

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Freshly woman
3 years ago
32:10

TrannyOne

Freshly woman

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Go Gay thinking of Gay sissies in the sissy fields
3 years ago
6:54

TrannyOne

Go Gay thinking of Gay sissies in the sissy fields

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Oldies But Goldies 512
2 years ago
23:55

TrannyOne

Oldies But Goldies 512

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trans vintage italien
3 years ago
1:19:26

TrannyOne

trans vintage italien

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Try A Tranny 2 S5 with Sandy Lopez and Thais Schiavinato
3 years ago
19:10

TrannyOne

Try A Tranny 2 S5 with Sandy Lopez and Thais Schiavinato

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Golden Hardcore 88
3 years ago
18:46

TrannyOne

Golden Hardcore 88

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Retro Trans Girl treats her Lover
2 years ago
21:56

TrannyOne

Retro Trans Girl treats her Lover

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Perfect fucking ASS
2 years ago
21:34

TrannyOne

Perfect fucking ASS

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This Babe sucks her beloved toy making u crave it was your weenie that babe is holding and sucking Watch her exposed herself to show that rockin body
3 years ago
10:08

ShemaleSin

This Babe sucks her beloved toy making u crave it was your weenie that babe is holding and sucking Watch her exposed herself to show that rockin body

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for old man 2 xxx
3 years ago
1:36

TrannyOne

for old man 2 xxx

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Vintage Brazilian Shemale Orgy
2 years ago
15:59

TrannyOne

Vintage Brazilian Shemale Orgy

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Hot Blonde Gets Her Tight Pussy Pounded
3 years ago
20:11

TrannyOne

Hot Blonde Gets Her Tight Pussy Pounded

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Shemale Fetish Threesome
3 years ago
11:29

TrannyOne

Shemale Fetish Threesome

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Heather Renee bunny maid part 1
3 years ago
7:29

TrannyOne

Heather Renee bunny maid part 1

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I LOVE TO TOP MASCULINE BTTMS AN THE RARE BEAUTIFUL FEM BOYZ
2 years ago
11:41

TrannyOne

I LOVE TO TOP MASCULINE BTTMS AN THE RARE BEAUTIFUL FEM BOYZ

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Peli Transex Vintage 1
3 years ago
1:59:44

TrannyOne

Peli Transex Vintage 1

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Karen Dior, shemales and CDs
2 years ago
1:57:34

TrannyOne

Karen Dior, shemales and CDs

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Lana Luster, blonde in pink
3 years ago
15:40

TrannyOne

Lana Luster, blonde in pink

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She Males De Mexico S3
2 years ago
24:14

TrannyOne

She Males De Mexico S3

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Tittenfick beim Vorstellungs gespraech
2 years ago
25:43

TrannyOne

Tittenfick beim Vorstellungs gespraech

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Hot Tranny Nurse
3 years ago
32:14

TrannyOne

Hot Tranny Nurse

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Una Moglie Superdotata - (FULL MOVIE - HD VERSION)
3 years ago
1:56:01

TrannyOne

Una Moglie Superdotata - (FULL MOVIE - HD VERSION)

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CD Vintage
3 years ago
40:24

TrannyOne

CD Vintage

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2 years ago
26:54

TrannyOne

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Katty wird im Weinkeller zwischen den Faessern gefickt
1 year ago
18:04

TrannyOne

Katty wird im Weinkeller zwischen den Faessern gefickt

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for old man 4xxx
3 years ago
1:09

TrannyOne

for old man 4xxx

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Privat Nutte verdient sich ein goldenes Portmonee
2 years ago
19:28

TrannyOne

Privat Nutte verdient sich ein goldenes Portmonee

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Tranny Cum Cum Cum - Intensives X Scenes
3 years ago
19:51

TrannyOne

Tranny Cum Cum Cum - Intensives X Scenes

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classic look - ladylike
1 year ago
8:58

xHamster

classic look - ladylike

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OFFICE MANAGER SHOWS HIS NYLON SOCKS
2 years ago
11:26

TrannyOne

OFFICE MANAGER SHOWS HIS NYLON SOCKS

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Mature redhead crossdresser big dick Cam
3 years ago
10:45

TrannyOne

Mature redhead crossdresser big dick Cam

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Vintage TG
3 years ago
1:20:47

TrannyOne

Vintage TG

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Vintage CD fun
3 years ago
12:25

TrannyOne

Vintage CD fun

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Butchb grandpa mature crossdresser sucking and fucking
3 years ago
23:09

TrannyOne

Butchb grandpa mature crossdresser sucking and fucking

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beautiful new stockings
2 years ago
2:48

TrannyOne

beautiful new stockings

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A very pleasure upbeat pace with a multiformity of POV's and it all involves me being wicked...By that I mean me jerking off all over the place.
2 years ago
10:06

ShemaleSin

A very pleasure upbeat pace with a multiformity of POV's and it all involves me being wicked...By that I mean me jerking off all over the place.

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Love Vintage Classics - Shemale Flesh 720p (ai Improved)
4 months ago
7:59

getTranny

Love Vintage Classics - Shemale Flesh 720p (ai Improved)

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Times Square Strip (1982) Members Only
3 years ago
1:12:05

TrannyOne

Times Square Strip (1982) Members Only

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Sammi Smith Redhead TGirl Fucked By BBC
10 months ago
28:04

ProPorn

Sammi Smith Redhead TGirl Fucked By BBC

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New personal depth record with Dick Rambone - Classic dildo for professional training
8 months ago
1:52

XXXDan

New personal depth record with Dick Rambone - Classic dildo for professional training

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Classic Gia
4 years ago
15:19

aShemaleTube

Classic Gia

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Guy Sucks Chubby Shemale
2 years ago
2:35

TrannyOne

Guy Sucks Chubby Shemale

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Perverted whore who loves big hard cock always craving for hot cum in scene 03 from movie Il gruppo
5 months ago
6:08

TrannyOne

Perverted whore who loves big hard cock always craving for hot cum in scene 03 from movie Il gruppo

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Mit der Salatgurke selbst befridigt
2 years ago
22:56

TrannyOne

Mit der Salatgurke selbst befridigt

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90s Classic Bra
3 months ago
2:47

xHamster

90s Classic Bra

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Awesome group sex between ladyboy, female and male on ring
2 years ago
15:46

TrannyOne

Awesome group sex between ladyboy, female and male on ring

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Erotic photo session turns hot fuck
3 years ago
22:15

TrannyOne

Erotic photo session turns hot fuck

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Super Vintage movie with two transvestites 1977
3 years ago
26:35

TrannyOne

Super Vintage movie with two transvestites 1977

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4 years ago
11:10

ShemaleSin

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3 years ago
8:22

ShemaleSin

a bit of a rarity for me but i had to unlock my chastity cage for a bit! have a fun this episode of me, riding on my vibrator as my clitty flops aroun

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Granny Is A Tranny 01
2 years ago
25:03

TrannyOne

Granny Is A Tranny 01

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2 years ago
2:04:10

TrannyOne

beautiful Japanes shemale

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3 years ago
21:15

TrannyOne

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Bruised Angel (1970) Part 1
3 years ago
21:15

TrannyOne

Bruised Angel (1970) Part 1

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2 years ago
26:44

TrannyOne

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3 years ago
14:47

TrannyOne

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Love Vintage Classics - Transvetite Bois De Emannuel, Full Movie Ai-upscaled 720p
4 months ago
8:00

getTranny

Love Vintage Classics - Transvetite Bois De Emannuel, Full Movie Ai-upscaled 720p

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2 years ago
1:26

TrannyOne

denise seule a la maison

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Italian Transexual Love Story    vol. #01
3 years ago
23:29

TrannyOne

Italian Transexual Love Story vol. #01

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Dr. Shemale
2 years ago
1:23:05

TrannyOne

Dr. Shemale

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2 years ago
27:48

TrannyOne

Shemale wird hardcore in den Arsch gefickt Retro deutsch

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Aunty V's Panty Boy
3 years ago
40:24

TrannyOne

Aunty V's Panty Boy

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Sylvia & Drew
2 years ago
18:38

TrannyOne

Sylvia & Drew

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Some classic butt play plus a recent supplementary lengthy toy
1 year ago
9:51

ShemaleSin

Some classic butt play plus a recent supplementary lengthy toy

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Hottie Vintage Shemale Fucking Bitch Men -SiNNE-
2 years ago
18:06

TrannyOne

Hottie Vintage Shemale Fucking Bitch Men -SiNNE-

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Cd sissy crossdresser Carol Vittar in red sexy lingerie
2 years ago
9:07

TrannyOne

Cd sissy crossdresser Carol Vittar in red sexy lingerie

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Patricia Novick Sexy Maid Fucked
5 years ago
12:21

aShemaleTube

Patricia Novick Sexy Maid Fucked

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Horny couple has dirty perverted sex with busty shemale
3 years ago
7:31

TrannyOne

Horny couple has dirty perverted sex with busty shemale

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The American Adventures of Surelick Holmes (1971) Complete M
3 years ago
1:29:15

TrannyOne

The American Adventures of Surelick Holmes (1971) Complete M

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These Boots Are Made for Walking - Sexy crossdress version
3 years ago
5:41

TrannyOne

These Boots Are Made for Walking - Sexy crossdress version

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Old man hairy teen vintage xxx Mirta gets a sensual massage
3 years ago
5:59

TrannyOne

Old man hairy teen vintage xxx Mirta gets a sensual massage

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Tv.Isabella's Classic Oral Servitude
2 months ago
22:03

aShemaleTube

Tv.Isabella's Classic Oral Servitude

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Vintage porn movie
2 years ago
38:26

TrannyOne

Vintage porn movie

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Post Op Ladyboy Pinky Vol 5
2 months ago
9:43

HClips

Post Op Ladyboy Pinky Vol 5

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This is MY Italian WIFE!!! - episode #09 - (Vintage Chapter)
3 years ago
16:22

TrannyOne

This is MY Italian WIFE!!! - episode #09 - (Vintage Chapter)

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Olivia Love Fucked Deep
3 years ago
6:02

TrannyOne

Olivia Love Fucked Deep

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TBabe by the pool
4 months ago
8:20

FapNow

TBabe by the pool

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1 year ago
2:54

aShemaleTube

having fun in a hot ebony classic basque

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Lysa Thatcher and others
3 years ago
14:02

ShemaleSin

Lysa Thatcher and others

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Ram It Up My She Male Ass
3 years ago
1:54:44

TrannyOne

Ram It Up My She Male Ass

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Insatiable sissy spoils her booty
6 months ago
2:15

ShemaleSin

Insatiable sissy spoils her booty

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KimChristy
2 years ago
20:29

TrannyOne

KimChristy

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Boys And Dolls 7 2 In 1
22 days ago
11:06

ShemaleZ

Boys And Dolls 7 2 In 1

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Trans Sabina Steel and Roxxie Moth Relive Classic Porn Theme
3 years ago
11:00

FapCat

Trans Sabina Steel and Roxxie Moth Relive Classic Porn Theme

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Retro Shemales
3 years ago
36:38

TrannyOne

Retro Shemales

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Gessica, Laura, Paola and Tiffany Hopkins are deepthroating experts
1 year ago
9:19

FapCat

Gessica, Laura, Paola and Tiffany Hopkins are deepthroating experts

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Hot Tgirls Pissing Compilation
2 years ago
7:35

TrannyOne

Hot Tgirls Pissing Compilation

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Beautiful tranny gangbanged by masked men
3 years ago
1:04:57

TrannyOne

Beautiful tranny gangbanged by masked men

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Brasilian Shemale...old Anal Fashion In Rio De Janeiro - (chapter 04)
39 days ago
8:00

getTranny

Brasilian Shemale...old Anal Fashion In Rio De Janeiro - (chapter 04)

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2 years ago
26:54

TrannyOne

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Vintage Sissy Porn
2 years ago
9:34

TrannyOne

Vintage Sissy Porn

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Jamie French Classics - Rubber Butt
5 years ago
14:50

ABTranny

Jamie French Classics - Rubber Butt

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Three Gorgeous Thai Ladyboys And One Very Lucky Guy
2 years ago
13:18

TrannyOne

Three Gorgeous Thai Ladyboys And One Very Lucky Guy

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erotic videos of my slender body with a corpulent weenie. My bully rod slapping and slamming against the table and arm. Banging your face and cumming
2 years ago
1:09

ShemaleSin

erotic videos of my slender body with a corpulent weenie. My bully rod slapping and slamming against the table and arm. Banging your face and cumming

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MissLexiLoup trans female constricted Rectums asshole entry classic doggy style butt banging sexy chutes 23
1 year ago
0:14

ShemaleSin

MissLexiLoup trans female constricted Rectums asshole entry classic doggy style butt banging sexy chutes 23

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