SHEMALE • VINTAGE 16,244 videos

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26:23 60%

Michael Stefano's Nasty Tales - EPISODE #330

4 years ago

xHamster

orgasm, anal orgasm
34:36 60%

LB Noo

1 month ago

AShemaleTube

shemale, interracial, small cock, ladyboy, asian, vintage
25:22 60%

A Vintage italian Amateur Story - Episode 6

2 years ago

xHamster

italian, story
06:05 60%

Robin

11 months ago

AShemaleTube

shemale, crossdresser, femboy, homemade, sissy, vintage
04:26 60%

Windy spring walk

1 year ago

JizzBunker

public, outdoor, british
02:38 60%

Ambercdgurl sexy white satin 80s panties and huge dildo

4 years ago

xHamster

huge dildo, satin, lingerie, vintage, panties
17:41 60%

Vintaqe TS Legend 3some 3

11 years ago

xHamster

vintage
08:14 60%

A trans girl and two ladies getting wild in a nightclub

3 months ago

XXXVogue

shemale, blowjob, ladyboy, shemale and girl, vintage, orgy, shemale fucks guy
38:20 60%

Italy Without Shame

11 months ago

XXXDan

hardcore, italian
18:45 60%

Lony Brown

2 years ago

AShemaleTube

stockings, vintage
19:53 60%

Antique Claudia

5 years ago

ShemaleMovie

vintage
41:00 60%

Kim Devine Wears Incredibly Sexy Red Leather Crotch High Boots to Suck and Fuck the Gardener

6 years ago

AShemaleTube

boots, leather, vintage, mature
13:20 60%

Golden Age Media Sex Act With a TS

6 years ago

ShemaleZ

vintage
21:11 59%

YOU ARE MINE!!! - episode #07 - (Vintage Chapter)

4 years ago

xHamster

italian, vintage, hardcore
19:42 58%

Vintage lesbian lactating

7 years ago

ShemaleZ

lesbian, lactating, vintage
1:12:41 58%

Nikkatsu romantic porn 4

7 years ago

ShemaleZ

vintage, romantic
2:15:57 58%

Faust Dick 90's Euro Vintage

12 years ago

xHamster

vintage
1:57:00 58%

Sexy Japanes shemale

4 years ago

xHamster

lesbian, japanese, vintage, domination, small tits, japanese lesbian
08:51 58%

Vintage amateur trannies

7 years ago

ShemaleZ

vintage, ebony
06:00 57%

Sexy Barbie tgirl sissy in high heels and sexy dress

3 years ago

xHamster

latex, asian, vintage, anime, dress, cartoon
17:04 57%

Cougar in love with a big young cock

1 year ago

JizzBunker

german, cougar
32:33 57%

Little Asian vs Black Monster Cock - EPISODE #12

4 years ago

xHamster

ebony, interracial, monster, vintage, asian, hardcore
21:45 57%

VANESSA - scene 2

8 months ago

VideoSection

vintage, big cock, shemale
17:49 57%

Sexy Blonde Fattie Jerking Dick

3 months ago

BeMyHole

facial, solo, vintage, cumshot, jerking
1:25:39 57%

Vintage SatinTv3

6 years ago

xHamster

vintage
1:11:02 57%

Classic Shemale with big cock gets fucked

6 years ago

ShemaleZ

couple, classic, vintage
17:27 57%

Vintage sex with a tranny

11 years ago

AShemaleTube

mature, vintage, shemale and girl
17:11 57%

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

4 years ago

KeekAss

thai, lesbian
14:31 57%

Antique Lana

5 years ago

ShemaleMovie

vintage
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
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

2 years ago

JizzBunker

amateur, shemale, blowjob, MILF, big cock, vintage
35:20 56%

FUCKING SURPRISES - Episode 2

1 year ago

JizzBunker

italian, surprise, big cock, vintage, anal
2:04:20 56%

Fantastic Japanes she-male

3 years ago

ShemaleTaxi

beauty, blowjob, japanese, BDSM, masturbation, vintage, taxi
09:24 56%

French Post-Op Outdoor Sex

7 years ago

AShemaleTube

french, vintage, post op
22:37 56%

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

3 years ago

ShemaleZ

italian, vintage
09:47 56%

French Boy - And His Master

3 years ago

ShemaleZ

french, crossdresser, vintage
19:53 55%

Transexual love Story!!! - vol #07

4 years ago

ShemaleTaxi

big cock, vintage, taxi, story
05:03 54%

Would you fuck me till you cum?

3 years ago

xHamster

small cock, masturbation, vintage
19:42 53%

Vintage lesbian lactating

8 years ago

TXXX

lesbian, MILF, lactating, vintage
30:34 53%

Little Asian vs Black Monster Cock - EPISODE #20

4 years ago

xHamster

ebony, interracial, asian, monster, vintage, 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
15:51 52%

Blonde Schoenheit Strippt Fuer Dich

3 years ago

HClips

MILF, solo, vintage, skinny, amateur
29:09 52%

First The Porn Cinema And Then An Orgy With A With Jackeline Boing Boing, Ariel Everitts And Leticia Venture

2 months ago

HClips

amateur, public, shemale, asian, outdoor, MILF, ladyboy
37:55 52%

Transexual Dreamers!!! - scene 07

11 months ago

XXXDan

hardcore, italian, shemale, vintage, big cock, MILF
05:10 50%

Sissykanisa's Lingerie Collection Ep18: White Pantyhose

10 months ago

xHamster

pantyhose, small cock, thai, asian, solo, vintage, sissy
08:46 50%

Last of the Vinatge Tina...

9 months ago

xHamster

mature, lingerie, crossdresser, british, masturbation, vintage
1:13:27 50%

She-Male Nurse (1989) VHSrip

6 years ago

ShemaleZ

nurse, gangbang, vintage
10:13 50%

Service maid

5 years ago

ShemaleMovie

maid, vintage
05:02 50%

Fuck my pussy

7 years ago

xHamster

vintage
28:23 50%

Amazing Porn Movie Vintage Watch , Watch It - Farrah Vancock

4 years ago

ShemaleZ

ebony, vintage, brunette, solo
54:38 50%

Gia Darling In Enslaved Sissy Maid 2

4 years ago

TXXX

stockings, fetish, maid, lingerie, BDSM, vintage, domination
36:55 50%

A Shemale That Can Always Please Her Man

2 years ago

ShemaleZ

amateur, lingerie, ladyboy, brunette, vintage
11:10 50%

Wife and shemale

5 years ago

xHamster

wife, vintage
1:31:37 50%

Elegance Classique Trois Transexuelles Francaises Vintage

7 years ago

ShemaleZ

vintage
1:26:47 50%

Ambiguous Temptations Vol.3 (full Movie)

3 years ago

ShemaleZ

ebony, interracial, ass licking, vintage, full movie, brunette
1:18:56 50%

Ass Licking And Fucking For Latina Ts

4 years ago

TXXX

latina, vintage, outdoor
06:36 50%

Marianne as a pony .

8 years ago

TXXX

BDSM, vintage
30:40 48%

Erika the Trans! (Scene 04)

3 years ago

xHamster

handjob, italian, latex, mature anal, shemale and girl, vintage
11:57 48%

Shemale Vintage Short Film 7

6 years ago

ShemaleZ

vintage
06:08 46%

The Black God.

4 years ago

xHamster

couple, big cock, vintage
1:48:21 45%

Peli Transex Vintage 2

4 years ago

TXXX

outdoor, blonde, vintage
07:29 45%

Girdles for ever six

4 years ago

ShemaleTaxi

girdle
08:17 45%

Best Cd Legs Xhhbhwp

2 years ago

ShemaleZ

vintage, outdoor, solo
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
21:40 43%

Vintage shemale and dude have nice outdoor fuck

9 years ago

xHamster

outdoor, vintage, shemale fucks guy
06:26 43%

Gurl In Leather Dominating Guy

1 year ago

ShemaleZ

latex, blowjob, outdoor, leather, vintage, domination, shemale fucks guy
44:18 43%

Le Perverse Perversioni di Dario Lussuria - Episode 4

2 years ago

xHamster

blowjob, vintage
2:26:57 43%

MM sperm Show (daddy)

7 years ago

ShemaleZ

sperm, vintage, cumshot
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
08:34 40%

Lana Luster In Wild Transgender Sex For

1 month ago

ShemaleZ

stockings, vintage
1:34:49 40%

Italian Transsexuality

4 months ago

$$ FapHouse

italian, double anal, big cock, vintage, cum in mouth, double penetration, shemale fucks guy
18:27 40%

Hermaphrodite With 2 Girls

4 months ago

HClips

MILF, shemale and girl, blonde, vintage, hermaphrodite, brunette
04:38 40%

Blonde shemale lusts for some cock

6 years ago

xHamster

mature, blowjob, couple, vintage
1:21:37 40%

Material She-male

7 months ago

ShemaleZ

ebony, vintage, interracial, shemale
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
55:19 40%

She-Male Encounters 01 (1981)

8 years ago

ShemaleZ

vintage, shemale fucks guy
11:38 40%

Shemale driled By A Monster dick

6 years ago

ShemaleZ

monster, 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
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
1:12:26 40%

Ass Cramming Man Ladies

7 months ago

ShemaleZ

redhead, shemale, stockings, vintage
02:54 40%

Plump horny redheaded Vicki!

3 years ago

xHamster

BBW, vintage
12:09 40%

Michaels and transgender princess plow a damsel

4 years ago

ShemaleTaxi

german, taxi
16:14 38%

Transex Has Become Your perverseness

5 months ago

ShemaleMovie

shemale, threesome, massage, teen anal (18+), shemale and girl, cumshot, big cock
13:12 33%

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

4 months ago

ShemaleMovie

kissing, black, shemale, thai, couple, russian, BBW
05:07 33%

My aunt doesn't like wearing panties

1 year ago

xHamster

homemade, italian, voyeur, facial, vintage, panties, aunt
50:46 33%

They made him suck her loaded cock

1 year ago

xHamster

blowjob, lingerie, crossdresser, vintage, small tits
25:18 33%

Vintage amateur shemale fuck girl

8 years ago

TXXX

vintage, shemale and girl
21:23 33%

Brittany Coxxx Shemale Fucked

6 years ago

ShemaleZ

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

Full Figured Fox Siri pornstar Gives jack Off guidelines!

5 months ago

ShemaleMovie

stockings, orgasm, solo, strip, vintage, full movie, cosplay
1:54:38 33%

3-way Cum Heshes

6 months ago

ShemaleZ

shemale, vintage, bareback, threesome
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

4 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

5 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

5 months ago

$$ FapHouse

vintage, orgy, italian, MILF, couple, club
17:34 20%

Hardcore pornstar in big butt trannies

3 months ago

IcePorn

shemale, vintage
1:57:05 20%

Tgirls Experience 18

5 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
07:59 20%

Vintage BBC yummy tgirl Suzanna Holmes

2 years ago

xHamster

ebony, BBC
26:55 20%

Horny vintage group sex

14 years ago

AShemaleTube

group, vintage
11:07 20%

The Perfect Lover - Full Movie

6 months ago

ShemaleZ

shemale fucks guy, cum in mouth, vintage, shemale, big cock, full movie
1:06:54 20%

Party Partners

7 months ago

ShemaleZ

party, compilation, cumshot, blonde, vintage, cumshot compilation, brunette
16:05 20%

Made Too Smoke

1 year ago

XXXDan

vintage, smoking, shemale, mature, solo
08:51 20%

Ira&Sveta. massage. 2011-01-legitimate

3 years ago

ShemaleTaxi

massage, vintage, taxi
31:40 20%

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

6 years ago

ShemaleZ

train, wife, husband, vintage, whore, sissy

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