SHEMALE • VINTAGE 16,124 videos

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1:09:11 57%

Vintage ladyboy movie scene 9

12 years ago

TXXX

vintage
23:30 57%

Pretty platinum-blonde she-creature with super-cute baps and rump luvs pulverizing

4 years ago

KeekAss

cute, vintage, outdoor
14:31 57%

Antique Lana

5 years ago

ShemaleMovie

vintage
2:15:57 57%

Faust Dick 90's Euro Vintage

11 years ago

xHamster

vintage
15:44 57%

Hottest crossdresser gams

4 years ago

ShemaleTaxi

stockings, crossdresser, vintage
1:50:11 56%

TRANS special - (Full Original movie in HD Version)

2 years ago

ShemaleTaxi

italian, vintage, erotic, full movie, hardcore, story
1:09:44 56%

The Mad Adventures of Rodolfo Babilonia - Episode 5

1 year ago

JizzBunker

amateur, shemale, blowjob, MILF, big cock, vintage
1:12:41 56%

Nikkatsu romantic porn 4

7 years ago

ShemaleZ

vintage, romantic
35:20 56%

FUCKING SURPRISES - Episode 2

1 year ago

JizzBunker

italian, surprise, big cock, vintage, anal
58:13 56%

Ta megala kamakia twn travesti-Greek Vintage XXX

11 years ago

xHamster

greek, vintage
1:13:27 56%

She-Male Nurse (1989) VHSrip

6 years ago

ShemaleZ

nurse, gangbang, vintage
09:24 56%

French Post-Op Outdoor Sex

7 years ago

AShemaleTube

french, vintage, post op
2:04:20 56%

Fantastic Japanes she-male

2 years ago

ShemaleTaxi

beauty, blowjob, japanese, BDSM, masturbation, vintage, taxi
22:37 56%

Two Exciting Italian Production Videos With Successful Pornstars - Veronica Bella, Eva Ciccone And Andrea Nobili

3 years ago

ShemaleZ

italian, vintage
15:51 55%

Blonde Schoenheit Strippt Fuer Dich

3 years ago

HClips

MILF, solo, vintage, skinny, amateur
19:53 55%

Transexual love Story!!! - vol #07

3 years ago

ShemaleTaxi

big cock, vintage, taxi, story
32:33 54%

Little Asian vs Black Monster Cock - EPISODE #12

4 years ago

xHamster

ebony, interracial, monster, vintage, asian, hardcore
50:05 53%

Hot leggy model thrilling solo session

4 years ago

Analdin

solo, strip, natural, babe, vintage, slut, brunette
21:16 52%

Lost Vintage Videos Collection

4 years ago

TXXX

stockings, shemale, vintage
05:03 52%

Would you fuck me till you cum?

2 years ago

xHamster

small cock, masturbation, vintage
37:55 50%

Transexual Dreamers!!! - scene 07

10 months ago

XXXDan

hardcore, italian, shemale, vintage, big cock, MILF
08:46 50%

Last of the Vinatge Tina...

8 months ago

xHamster

mature, lingerie, crossdresser, british, masturbation, vintage
10:13 50%

Service maid

5 years ago

ShemaleMovie

maid, vintage
17:04 50%

Cougar in love with a big young cock

1 year ago

JizzBunker

german, cougar
09:47 50%

French Boy - And His Master

3 years ago

ShemaleZ

french, crossdresser, vintage
19:42 50%

Vintage lesbian lactating

8 years ago

TXXX

lesbian, MILF, lactating, vintage
11:10 50%

Wife and shemale

5 years ago

xHamster

wife, vintage
30:34 50%

Little Asian vs Black Monster Cock - EPISODE #20

4 years ago

xHamster

ebony, interracial, asian, monster, vintage, hardcore
06:36 50%

Marianne as a pony .

8 years ago

TXXX

BDSM, vintage
44:18 50%

Le Perverse Perversioni di Dario Lussuria - Episode 4

1 year ago

xHamster

blowjob, vintage
11:57 50%

Shemale Vintage Short Film 7

5 years ago

ShemaleZ

vintage
54:38 50%

Gia Darling In Enslaved Sissy Maid 2

4 years ago

TXXX

stockings, fetish, maid, lingerie, BDSM, vintage, domination
28:23 50%

Amazing Porn Movie Vintage Watch , Watch It - Farrah Vancock

4 years ago

ShemaleZ

ebony, vintage, brunette, solo
1:31:37 50%

Elegance Classique Trois Transexuelles Francaises Vintage

7 years ago

ShemaleZ

vintage
17:27 50%

Vintage sex with a tranny

11 years ago

AShemaleTube

mature, vintage, shemale and girl
1:26:47 50%

Ambiguous Temptations Vol.3 (full Movie)

2 years ago

ShemaleZ

ebony, interracial, ass licking, vintage, full movie, brunette
17:11 50%

UNSPOILED Thai FEMALE-STUD practice!!! - (Gig #03)

3 years ago

KeekAss

thai, lesbian
19:44 50%

Tina

4 years ago

AShemaleTube

mature, latina, vintage, ebony
1:18:56 50%

Ass Licking And Fucking For Latina Ts

4 years ago

TXXX

latina, vintage, outdoor
30:40 48%

Erika the Trans! (Scene 04)

3 years ago

xHamster

handjob, italian, latex, mature anal, shemale and girl, masturbation, vintage
08:17 47%

Best Cd Legs Xhhbhwp

2 years ago

ShemaleZ

vintage, outdoor, solo
06:08 46%

The Black God.

4 years ago

xHamster

couple, big cock, vintage
05:10 46%

Sissykanisa's Lingerie Collection Ep18: White Pantyhose

9 months ago

xHamster

pantyhose, small cock, thai, asian, solo, vintage, sissy
07:29 45%

Girdles for ever six

4 years ago

ShemaleTaxi

girdle
1:48:21 45%

Peli Transex Vintage 2

4 years ago

TXXX

outdoor, blonde, vintage
1:30:34 44%

Brazilian Shemale Gangbang

7 years ago

ShemaleZ

shemale and girl, gangbang, blonde, vintage, crossdresser
20:06 44%

Dirty Secrets in Bangkok

4 years ago

xHamster

asian, mom, vintage
05:15 43%

Vintage Close up Tease

3 years ago

xHamster

mature, tease, MILF, british, close up
2:26:57 43%

MM sperm Show (daddy)

7 years ago

ShemaleZ

sperm, vintage, cumshot
36:55 43%

A Shemale That Can Always Please Her Man

1 year ago

ShemaleZ

amateur, lingerie, ladyboy, brunette, vintage
04:35 43%

Pretty Kitty vintage and today puffy nipples

7 years ago

xHamster

nipples, vintage, puffy nipples
23:32 43%

Vintage Megan 2

10 years ago

xHamster

vintage
11:56 43%

First Time With TS

8 years ago

ShemaleZ

vintage, first time
1:34:49 40%

Italian Transsexuality

3 months ago

$$ FapHouse

italian, double anal, big cock, vintage, cum in mouth, double penetration, shemale fucks guy
04:38 40%

Blonde shemale lusts for some cock

6 years ago

xHamster

mature, blowjob, couple, vintage
21:40 40%

Vintage shemale and dude have nice outdoor fuck

9 years ago

xHamster

outdoor, vintage, shemale fucks guy
1:12:26 40%

Ass Cramming Man Ladies

5 months ago

ShemaleZ

redhead, shemale, stockings, vintage
05:02 40%

Fuck my pussy

7 years ago

xHamster

vintage
55:19 40%

She-Male Encounters 01 (1981)

8 years ago

ShemaleZ

vintage, shemale fucks guy
15:23 40%

Il trans con il cazzo grosso prende la sborra in bocca e unspoiled sulluccello

5 years ago

ShemaleMovie

italian, vintage, stockings
15:56 40%

Transsexual prostitutes 16 Mariah A sexy trans mature en lingerie noir

6 years ago

AShemaleTube

latina, prostitute, vintage
57:39 40%

Vintage sheboy clip 12

11 years ago

Upornia

vintage
34:32 40%

Erika the Trans! (Scene 02)

3 years ago

xHamster

handjob, italian, latex, blowjob, interracial, vintage
02:54 40%

Plump horny redheaded Vicki!

3 years ago

xHamster

BBW, vintage
06:00 40%

THE CUTTEST COMPILATION OF SHORTS OF CROSSDRESSER KITTY HOMEMADE MODEL SISSY FEMBOY VINTAGE GIRL

1 year ago

xHamster

homemade, teen (18+), compilation, vintage, sissy, femboy
11:38 40%

Shemale driled By A Monster dick

6 years ago

ShemaleZ

monster, vintage
50:46 38%

They made him suck her loaded cock

1 year ago

xHamster

crossdresser, vintage, small cock, amateur, lingerie, blowjob
16:14 38%

Transex Has Become Your perverseness

3 months ago

ShemaleMovie

teen (18+), shemale, threesome, massage, teen anal (18+), shemale and girl, cumshot
05:07 33%

My aunt doesn't like wearing panties

1 year ago

xHamster

homemade, italian, voyeur, facial, vintage, panties, aunt
13:12 33%

Oh no! Lots of jism in my stockings. I need a cum cleaner victim

3 months ago

ShemaleMovie

kissing, black, shemale, thai, couple, russian, BBW
21:23 33%

Brittany Coxxx Shemale Fucked

6 years ago

ShemaleZ

small cock, vintage, cumshot compilation, small tits, crossdresser, compilation
08:10 33%

Full Figured Fox Siri pornstar Gives jack Off guidelines!

3 months ago

ShemaleMovie

stockings, orgasm, solo, strip, vintage, full movie, cosplay
25:18 33%

Vintage amateur shemale fuck girl

7 years ago

TXXX

vintage, shemale and girl
33:17 33%

Vintage blond trans stuffing

7 years ago

ShemaleZ

vintage
1:04:49 33%

Sexy retro TS will drive you crazy

8 years ago

ShemaleZ

vintage
1:54:38 33%

3-way Cum Heshes

5 months ago

ShemaleZ

shemale, vintage, bareback, threesome
06:26 33%

Gurl In Leather Dominating Guy

1 year ago

ShemaleZ

latex, blowjob, outdoor, leather, vintage, domination, shemale fucks guy
07:06 33%

SisK underwear bevy EP13: Seamless pantyhose

2 years ago

ShemaleTaxi

pantyhose, thai, vintage
17:27 33%

43 DaisyXXXXXX

2 years ago

JizzBunker

vintage
42:55 33%

Giochi anali e orali con il trans per un padre di famiglia

5 years ago

ShemaleMovie

italian, bisexual, massage, vintage, deepthroat, brunette
25:23 33%

I was bored 3

6 years ago

xHamster

mature, mature anal, 18, vintage
24:58 25%

Slut Cd Fucks Her Cd Friend And Female

3 months ago

HClips

amateur, stockings, shemale, threesome, crossdresser, vintage, slut
05:25 22%

Pretty chick gets tied up and suspended in the air

1 year ago

xHamster

domination, bondage, vintage, BDSM, shemale, tied
05:01 22%

Hot Ladyboy Fucks Girlfriend

4 months ago

HClips

girlfriend, shemale and girl, amateur, asian, vintage, ladyboy
33:12 20%

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

4 months ago

$$ FapHouse

vintage, orgy, italian, MILF, couple, club
11:07 20%

The Perfect Lover - Full Movie

5 months ago

ShemaleZ

shemale fucks guy, cum in mouth, vintage, shemale, big cock, full movie
16:05 20%

Made Too Smoke

11 months ago

XXXDan

vintage, smoking, shemale, mature, solo
31:40 20%

Wife Trains Perfect Whore For Her Husband. Me, A Sissy.

6 years ago

ShemaleZ

train, wife, husband, vintage, whore, sissy
17:34 20%

Hardcore pornstar in big butt trannies

2 months ago

IcePorn

shemale, vintage
1:57:05 20%

Tgirls Experience 18

4 months ago

$$ FapHouse

blowjob, 18, big cock, vintage, bareback, shemale fucks guy
30:08 20%

This Tranny Is Always Going To Please You

1 year ago

Upornia

black, interracial, shemale fucks guy
26:55 20%

Horny vintage group sex

14 years ago

AShemaleTube

group, vintage
08:51 20%

Ira&Sveta. massage. 2011-01-legitimate

3 years ago

ShemaleTaxi

massage, vintage, taxi
02:12 17%

Vintage Webcam Show

2 months ago

AShemaleTube

homemade, shemale, fetish, ladyboy, crossdresser, cumshot, gangbang
02:12 17%

Crossdresser Outdoor Car Classic Girdle New Nylons Dildo

5 years ago

xHamster

public, car, classic, girdle, vintage, nylon
08:02 14%

Sex-positive University woman plumbed By A Simp She Leads On - ENG SUBS

11 months ago

ShemaleMovie

cartoon, japanese, vintage
08:27

2 oldmen & a CD

1 week ago

AShemaleTube

bareback, crossdresser, stockings, vintage, homemade
08:34

Lana Luster In Wild Transgender Sex For

1 week ago

ShemaleZ

stockings, vintage
21:00

A Foursome With 2 Beautiful Trans

1 week ago

ShemaleZ

beauty, shemale, big tits, redhead, ladyboy, blonde, big cock
33:11

A Trans And Two Sluts For An Orgy In A

1 month ago

ShemaleZ

stockings, shemale, MILF, gangbang, group, vintage, orgy
01:36

For old man 2 xxx

4 years ago

TrannyOne

vintage, old man
1:06:54

Party Partners

5 months ago

ShemaleZ

party, compilation, cumshot, blonde, vintage, cumshot compilation, brunette
2:48:41

Only the Best Trannies #5

3 months ago

$$ FapHouse

stockings, shemale fucks guy, compilation, vintage, black
54:21

Trans-Italia - hump Of The Century (Full Hd Version)

1 month ago

ShemaleTaxi

italian, shemale
18:27

Hermaphrodite With 2 Girls

2 months ago

HClips

MILF, shemale and girl, blonde, vintage, hermaphrodite, brunette
08:26

Meghan & Geneva masturbates

3 days ago

AShemaleTube

homemade, mature, masturbation, vintage, shemale
20:35

Aline Santos In Shemale Threesome Sex

1 week ago

ShemaleZ

threesome, vintage, shemale
1:29:33

Trans Italy!

3 weeks ago

$$ FapHouse

MILF, compilation, anal, vintage, italian
17:15

Transexual Anal Experiemnt in Pattaya - Thailand

2 weeks ago

$$ FapHouse

MILF, blowjob, big cock, ladyboy
1:43:54

Marzia Lopez And Bia Mastroianni In Italian Trans Orgy

1 month ago

ShemaleZ

italian, MILF, big tits, group, vintage, orgy
07:59

Crossdress milky miniskirt

8 months ago

ShemaleMovie

toys, crossdresser, skirt, vintage
37:11

Super Sexy Asian Shemale

3 weeks ago

$$ FapHouse

big cock, asian, shemale, anal, blowjob, vintage
23:54

Vintage Shemale On Video With And Mia Turano - Gia Darling

1 year ago

ShemaleZ

shemale, stockings, vintage, blonde
03:04

Curvy girdle fun

5 years ago

xHamster

chubby, girdle, vintage, escort, mature
53:09

Drag Queen Boulevard Vintage video

6 years ago

ShemaleZ

vintage
07:07

First-Timer T-Girl Drink Compilation two

4 years ago

TrannyGem

vintage, crossdresser, sissy
08:06

Amanda Ferraz In Active Shemale Loves To Play Games With This Horny Stud

6 days ago

ShemaleZ

threesome, interracial, ladyboy, asian
01:16

Vintage mature sissy eats black cum

2 weeks ago

AShemaleTube

vintage, cum in mouth, ebony, sissy, mature
1:10:46

Horny Transgenders Fuck Party Vol.2

4 weeks ago

$$ FapHouse

vintage, shemale fucks guy, big cock, blowjob, party
05:23

Ass fucking Time Me Time

1 month ago

ShemaleTaxi

solo, dildo, black, vintage, crossdresser

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