SHEMALE • VINTAGE 16,367 videos

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18:27 33%

Hermaphrodite With 2 Girls

5 months ago

HClips

MILF, shemale and girl, blonde, vintage, hermaphrodite, brunette
21:23 33%

Brittany Coxxx Shemale Fucked

6 years ago

ShemaleZ

small cock, vintage, cumshot compilation, small tits, crossdresser, compilation
1:04:49 33%

Sexy retro TS will drive you crazy

8 years ago

ShemaleZ

vintage
13:12 33%

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

6 months ago

ShemaleMovie

kissing, black, shemale, thai, couple, russian, BBW
08:10 33%

Full Figured Fox Siri pornstar Gives jack Off guidelines!

6 months ago

ShemaleMovie

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

3-way Cum Heshes

7 months ago

ShemaleZ

shemale, vintage, bareback, threesome
05:07 33%

My aunt doesn't like wearing panties

1 year ago

xHamster

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
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
02:12 29%

Vintage Webcam Show

5 months ago

AShemaleTube

homemade, shemale, fetish, ladyboy, crossdresser, cumshot, gangbang
24:58 25%

Slut Cd Fucks Her Cd Friend And Female

6 months ago

HClips

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

7 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

6 months ago

$$ FapHouse

vintage, orgy, italian, MILF, couple, club
30:08 20%

This Tranny Is Always Going To Please You

2 years ago

Upornia

black, interracial, shemale fucks guy
17:34 20%

Hardcore pornstar in big butt trannies

4 months ago

IcePorn

shemale, vintage
1:57:05 20%

Tgirls Experience 18

7 months ago

$$ FapHouse

blowjob, 18, big cock, vintage, bareback, 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

7 months ago

ShemaleZ

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

Party Partners

8 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

4 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
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

1 year ago

ShemaleMovie

cartoon, japanese, vintage
24:04 11%

E tra Donne si Gode di Piu - Episode 2

1 year ago

xHamster

blowjob, big cock, shemale, vintage, cumshot, facial
54:22

Kinky hookup with MILFs and a gorgeous blonde shemale featuring Melanie Hikmann

5 days ago

XXXVogue

stockings, gangbang, group, orgy, anal, vintage, shemale
08:25

Sumptuous ebony trans girl enjoys a solo session with her massive black cock

5 days ago

XXXVogue

cumshot, ebony, BBC, solo, lingerie, masturbation, black
08:14

Magnificent trans beauty Lora Hoffman brings herself to climax!

5 days ago

XXXVogue

cumshot, shemale, solo, masturbation, beauty, british, stockings
06:58

I Like The Fuckers Open Ass

2 days ago

HClips

big ass, amateur
27:40

Hefty spear buttfuck Adventures in the Trans Scene

4 days ago

ShemaleTaxi

shemale, vintage, big tits, big cock
08:13

Fantastic Skinny Tranny Ass Fucked and Cummed in Mouth by Huge Vintage Cock

1 week ago

AShemaleTube

small cock, cum in mouth, shemale, blowjob
17:02

Two trans ladies and a lesbian get it on

3 days ago

XXXVogue

lesbian, shemale fucks guy, vintage, threesome
06:06

Busty Trans Slut Loves Getting Her Ass Pounded

5 days ago

ShemaleZ

ladyboy, asian
2:48:41

Only the Best Trannies #5

5 months ago

$$ FapHouse

stockings, shemale fucks guy, compilation, vintage, black
29:46

Sexy Hot Brunette TS Fucking

3 days ago

BeMyHole

hardcore
25:16

Raphaella Ferrari In Show Me How Big Is Your Love!

1 month ago

ShemaleZ

shemale fucks guy, big tits, brunette
10:57

Squirting gurls

5 years ago

BeMyHole

squirt, outdoor, compilation, vintage, crossdresser
2:20:23

Sabrina Vienna, Giselle Davila And Renata Davila In Kelly Costner And Marina

1 month ago

ShemaleZ

compilation, shemale fucks guy, big cock, creampie, creampie compilation, threesome
29:47

Big Tit Trannies In Group Sex Fucking Interracial Black Assholes

3 weeks ago

ShemaleZ

mature, black, interracial, group, vintage, asshole
02:55

Vintage Lady-Man Sulka Cum Blast

12 years ago

TXXX

vintage
17:12

Doggy Style ass fucking Between Two Trans with thick cocks Who Cum in Each Others Mouths

1 week ago

ShemaleTaxi

big cock, cum in mouth, shemale, vintage, blowjob
08:00

Genderella - A Production - Geneva Ryder, Karen Dior And Lilienne Li

4 months ago

PePorn

vintage
01:36

For old man 2 xxx

4 years ago

TrannyOne

vintage, old man
43:13

Cream Games and Mutual Anal Sex with a Busty Shemale

1 month ago

AShemaleTube

anal, ladyboy, cumshot, big cock, vintage, cum in mouth, bareback
24:38

Nasty Shemale Likes To Hammer

4 months ago

ShemaleZ

shemale, blonde
37:18

Mature Woman and young ladyboy have fun together

1 year ago

ShemaleTaxi

mature, vintage, shemale, shemale and girl, lingerie
1:39:43

Transsexual.Swingers.-.Vol 01

11 months ago

AShemaleTube

thai, vintage, shemale, bareback, amateur, swinger
09:29

Loving Black Satin Pt 2

2 years ago

ShemaleZ

mature, stockings, vintage, satin, black
17:31

Huge Cock for an hot Cougar

3 years ago

xHamster

granny, MILF, vintage, cougar
17:07

Transsexual wanks on the Phone with Her beau

2 weeks ago

ShemaleTaxi

taxi, cumshot, vintage, solo
28:57

Italian Transsexual Job 14 - Scene 3

2 years ago

xHamster

italian
06:27

Suzana Holmes - Old Scene With Tranny

2 years ago

ShemaleZ

ebony, vintage, interracial
23:21

Bodacious tgirl visits buddies and gets pulverized rock hard outdoors

4 years ago

KeekAss

vintage, interracial, ebony
22:44

Vintage tranny in a prison

10 years ago

TXXX

vintage
21:05

Vintage Mutual TS Pounding

14 years ago

AShemaleTube

vintage, shemale fucks guy
13:37

Lorena Angel - The Fucker Fucks The Trans

5 days ago

ShemaleZ

shemale, vintage
52:53

Hot Asian babe adores paying a visit to her two horny doctors

1 year ago

xHamster

doctor, bondage, BDSM, babe, vintage, full movie
37:15

Karen Dior & Kourtney Paige Fucked

5 years ago

ShemaleZ

vintage
08:20

Hot Tgirls Hard Sex on Bed

1 week ago

AShemaleTube

bareback
1:29:38

Shemales And Whores With Their Cocks In An Orgy Of Pleasure!!!

1 month ago

ShemaleZ

stockings, public, outdoor, MILF, big tits, gangbang, big cock
19:12

Skinny Asian College Tranny Fucked Hard Anally on Dining Table

1 month ago

AShemaleTube

asian, ladyboy, vintage, college, skinny
10:18

Huge Tit Shemale Compilation - Kimber Lee, Allanah Starr And Gia Itzel

3 years ago

ShemaleZ

redhead, vintage, stockings
20:51

Trannies in getero-orgy

6 years ago

TXXX

shemale and girl, vintage, orgy, group
53:09

Drag Queen Boulevard Vintage video

6 years ago

ShemaleZ

vintage
10:54

Vintage sex with a busty tranny

15 years ago

AShemaleTube

vintage
10:14

Going at It Mandy Mitchell and Amber Rayne boning

1 week ago

ShemaleMovie

gangbang, shemale, BDSM, bondage
08:00

Stepmommy Id Like To Pummel Creampied On A Park Bench

3 months ago

PePorn

mature, vintage, outdoor, amateur, nylon
08:00

Brazilian Travestis

1 year ago

GetTranny

brazil, shemale fucks guy, interracial, shemale, outdoor, vintage
2:07:20

Italian Shemale 11 - Full Movie - Kamilly Santos, Nathany Gomes And Paris Pirelli

1 month ago

ShemaleZ

stockings, italian, threesome, big tits, vintage, full movie, bareback
1:15:22

Italian Shemale

4 months ago

ShemaleZ

stockings, shemale, shemale and girl, mature, vintage, italian
16:12

Double Fucked Tranny Brazilian P

1 year ago

HClips

brazil, gangbang, group, vintage, amateur, double penetration
23:54

Vintage Shemale On Video With And Mia Turano - Gia Darling

1 year ago

ShemaleZ

shemale, stockings, vintage, blonde
21:07

A wild shemale for yout pleasure

3 years ago

xHamster

vintage
32:46

Vintage And Barebacking Young Yasmin Lee By The Pool

4 years ago

BeMyHole

asian, outdoor, pool, dogging, riding, bikini, vintage
59:18

Vintage t-girl movie

5 years ago

ShemaleMovie

vintage, shemale and girl
21:00

A Foursome With 2 Beautiful Trans

3 months ago

ShemaleZ

beauty, redhead, ladyboy, blonde, vintage, foursome, cum in mouth
08:06

Trans Life 3

1 year ago

HotMovs

vintage, outdoor
47:28

She-male cool desires Vol.3 - Episode 1

1 year ago

ShemaleMovie

shemale, blowjob, vintage
1:00:00

Drizzle-a-Nutsack

6 years ago

TrannyGem

public, vintage, dogging
20:16

Guy Gets Anal Fucked By Big Tit Shemale In Threesome And Gets Cummed On

1 month ago

ShemaleZ

POV, threesome, ass licking, vintage, toys, shemale fucks guy
1:04:00

Unfiltered pleasure scenes featuring big tit shemales and some wild action

1 month ago

XXXVogue

shemale, anal, vintage, shemale fucks guy, 18
09:15

Vintage TS Fucked

3 months ago

AShemaleTube

vintage
04:02

Amazing Blonde Doll Gets Her Tranny Ass Drilled By Big Cock With Lisa Lawer

5 months ago

HClips

bareback, blonde, vintage, doll
07:23

Kinky CD in vintage girdle jerking and spunking on bed

1 year ago

ShemaleMovie

vintage, crossdresser, girdle
16:22

Tgirls Strokers 2nd

2 years ago

ShemaleTaxi

stockings
24:16

Sarina Vintage Pinup

3 years ago

ShemaleZ

stockings, redhead, vintage
16:46

ITALIAN Transexual goes CRAZY!!! - episode #18 - (Vintage

4 years ago

xHamster

italian, 18, vintage
14:44

Supet lovely Latin tranny

6 years ago

ShemaleZ

couple, uniform, tattoo, piercing, compilation, vintage, handjob compilation
19:50

Vintage Loni 1

8 years ago

TXXX

vintage
54:19

Shemale slumber party 2

10 years ago

TXXX

party, vintage
23:08

Vintage Olivia Love

12 years ago

xHamster

vintage
13:51

Vintage mature Tgirl blows & gets drilled

13 years ago

AShemaleTube

mature, vintage
26:09

Vintage TS scenes

15 years ago

AShemaleTube

vintage
15:13

Trans Fucks Trans

6 days ago

AShemaleTube

anal, shemale
1:20:14

Hood Encounters

1 month ago

HClips

amateur, shemale, outdoor, vintage, public
05:16

He Likes To Break His Girlfriends Ass

1 month ago

ShemaleZ

stockings, vintage, threesome, girlfriend, shemale
24:43

Lucidi Desideri Trans - vignette three

1 month ago

ShemaleMovie

shemale, vintage, big cock, blowjob
16:49

Two Trans and a Lesbian

2 months ago

AShemaleTube

lesbian, anal, threesome, vintage, shemale fucks guy, cumshot
16:59

Valeria from Brazil

3 months ago

AShemaleTube

vintage, ebony, cumshot, brazil, homemade
23:47

Un amore Trans Possibile

3 months ago

AShemaleTube

vintage, homemade, bareback
30:01

Trans Babe With Big Cock With Jo Garcia

3 months ago

ShemaleZ

shemale, stockings
1:27:37

Trans party

10 months ago

xHamster

anal, outdoor, party, vintage, skinny, shemale
21:36

Anal Dreamers

1 year ago

JizzBunker

italian, vintage, big cock, shemale, anal
35:08

Busty brunette babe getting her ass red after getting spanked by her punisher

1 year ago

xHamster

babe, BDSM, vintage, bondage, amateur
12:53

Rare Scene

2 years ago

ShemaleZ

blonde
26:34

1138 latino trans banged in woods cruising by young straigh

4 years ago

KeekAss

double anal, vintage, double penetration, interracial, outdoor
27:08

Michael Stefano's Nasty Tales - (The Original uncut) -

4 years ago

xHamster

orgasm, vintage, anal orgasm, hardcore
13:46

Green Victorian gown

4 years ago

TrannyOne

mature, vintage
20:48

Italian SHE-MALE goes Crazy!!! - Episode #06

4 years ago

xHamster

italian, vintage
02:43

AB026 Mistress training abby by wooden pony ,anal plug -cum

5 years ago

xHamster

feet, femdom, public, train, teen anal (18+), vintage
14:56

Warehouse trick

6 years ago

xHamster

vintage
1:22:55

Cuckold fantasies Vol.eighteen

6 years ago

ShemaleZ

cuckold, vintage
1:27:21

Horny Trannies

1 month ago

$$ FapHouse

cumshot, vintage, german, bareback
20:07

Karen Dior gives a blowjob before a shemale takes on a guy in a sexy outfit

1 month ago

XXXVogue

shemale, crossdresser, shemale fucks guy, big cock, vintage
08:06

Cute Fair-haired Tranny Got Her Chocolate Eye Polished With Hard Tool In The Forest - Melissa Merlin

3 months ago

HClips

amateur, outdoor, teen (18+), public, vintage, cute

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