SHEMALE • VINTAGE 16,252 videos

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«‹15 16 17 18 19 ›

26:16 67%

Trans Beauty Enjoys An Anal Encounter With Big Cock

1 month ago

ShemaleZ

vintage, shemale, asian, anal, beauty
08:35

Duda lil Judy is pounded

3 years ago

ShemaleTaxi

vintage
04:35 43%

Pretty Kitty vintage and today puffy nipples

7 years ago

xHamster

nipples, vintage, puffy nipples
30:19

She-Male Anal Secrets!!! - (Chapter 03)

2 years ago

xHamster

vintage
27:53

Hot vintage foursome

9 years ago

TXXX

vintage, foursome
02:36

Tranny Dildo Cumshot

2 years ago

xHamster

vintage
04:52

Ts Madonna Fucks Girl

3 years ago

ShemaleZ

shemale and girl, vintage
11:57

Vintage Olivia

8 years ago

TXXX

vintage
10:03

Fishnet Ladyboy

3 years ago

ShemaleZ

vintage
08:17

Elder Tranny Style A Classic Experience Vol Xhhluup

2 years ago

ShemaleZ

classic, vintage, interracial
04:31

Cute Ladyboy With A Man 24 - Part 2

4 years ago

ShemaleZ

cute, vintage, teen (18+)
26:24

Transgirl cockslut with incredible bumpers gets her bulls eye fingerblasted

4 years ago

KeekAss

gangbang, vintage
09:05

Kelly Mancuso Vintage Shemale

6 years ago

Upornia

vintage
18:42

The shemale has a tight ass!

1 year ago

JizzBunker

handjob, latex, big tits, vintage, small tits, hardcore
05:37

Meghan Chavalier Fucked

5 years ago

AShemaleTube

vintage
20:35

Aline Santos In Shemale Threesome Sex

1 month ago

ShemaleZ

threesome, vintage, shemale
08:00 80%

Blonde Mexican Bombshell Delivers The Goods

3 years ago

GetTranny

casting, vintage, cum in mouth, mexican
08:00

Elegant Brunette Tranny Want To Fuck This Tight Asshole Of This Stud

2 years ago

GetTranny

vintage
02:51

Lrgmc

2 years ago

XXXDan

vintage
48:14

Sexy Latin MILF Satifies Her Hunger

4 years ago

AShemaleTube

MILF, vintage
31:16

Vintage Crossdresser Strapon Stuffed

14 years ago

AShemaleTube

strapon, vintage
17:34

Dick Sucked, Ass Licked And Fucked - Milena Vendramine

1 year ago

HClips

vintage, bareback, ass to mouth, amateur
20:14

Assgiver Being Fucked

2 years ago

ShemaleZ

BDSM, big cock, vintage, creampie
22:41 89%

Trans Italy! (Sequence 04)

3 years ago

KeekAss

mature, italian, mature anal, handjob compilation, compilation, vintage
22:33

Der Geschmack Von Vintage - Episode 1

3 years ago

ShemaleZ

vintage
27:32

Trans Di Notte 02

1 year ago

ShemaleZ

big tits, threesome, vintage
03:33

Shemale Sexy Vintage Dresser Body

6 years ago

ShemaleZ

vintage
25:29

Italian Trans Tour! Scene 02

1 year ago

JizzBunker

handjob, mature, italian, blowjob, mature anal, couple, lingerie
20:56

My Pussy loves his Old Huge Cock!!!

4 years ago

xHamster

vintage
21:30

She-male Anal Secrets!!! - (chapter 01)

2 years ago

Upornia

vintage
17:33

TRANSGENDER PARADISE Vol.3 - Episode 9

1 year ago

xHamster

blowjob, shemale, vintage
19:12

My trans girl knows how to satiate me sc trio

2 years ago

KeekAss

vintage, shemale fucks guy
02:02

We are the soldiers of Ireland

2 years ago

JizzBunker

japanese, vintage
11:55

Vintage Crossdressing Ep32 Pt3

4 years ago

ShemaleZ

vintage
08:33

Crossdresser stocking climax

5 years ago

ShemaleMovie

vintage
15:33

My intimate ladyboy #07 - (Scene #03)

2 years ago

VideoSection

german, vintage, erotic, sensual, romantic
18:15

A Transgender Story Vol.1 - Gig five

6 months ago

TrannyGem

big cock, blowjob, vintage, story
19:34

Loretta is an exceptional dominatrix

11 months ago

XXXVogue

vintage, shemale fucks guy, blowjob
23:27

Transgender kinky Parade Vol.2 - episode 2

1 year ago

ShemaleTaxi

vintage, cumshot
19:30

Escort Francine Munhoz attend ses clients

6 years ago

ShemaleZ

redhead, vintage, escort
15:04

Porn Sons of Germany!!! - Chapter #04

3 years ago

xHamster

german, vintage
15:16

ITALIAN Transexual heads INSANE!!! - gig #15 - (Antique

4 years ago

KeekAss

italian, vintage
28:55

Amazing Xxx Movie Shemale Outdoor Watch , Its Amazing

1 year ago

ShemaleZ

vintage
40:52

Cherry Busters

1 year ago

AShemaleTube

shemale fucks guy, vintage
1:10:15

Vintage threeway fuck

13 years ago

AShemaleTube

vintage
07:01

The Italian World of Trannies #4

2 years ago

xHamster

italian, surprise, shemale fucks guy, vintage
19:17

Light-Haired Tranny takes on uber-cute Latina Dame

6 years ago

TrannyGem

couple, vintage
18:29

Busty And With Big Cock!

3 years ago

ShemaleZ

latex, vintage
27:17

Mischievous she-creature gives some womanhood to this three way with 2 other guys

3 years ago

KeekAss

double anal, vintage, double penetration, bareback
08:06

Chocolate Skin Horny Shemale Licks White Biys Ass Before Fucking

2 years ago

ShemaleZ

big cock, vintage, ebony, interracial
08:22

Luvs Their accomplices in All the postures - Part 1

2 years ago

ShemaleTaxi

shemale and girl, vintage
21:44

Orgasmi Senza Sconti - Episode 1

2 years ago

xHamster

vintage
25:37

Deep Deep inside my ASS

4 years ago

xHamster

big tits, vintage
1:13:13

Tranny Trauma (Vintage VHS)

8 years ago

TXXX

vintage
05:10

Rich Tranny Sucked By The Driver

6 years ago

AShemaleTube

vintage, small cock
23:08

Assfuck SHEMALE MADNESS Vol.two - scene 5

1 year ago

ShemaleTaxi

big cock, shemale, cumshot, vintage, facial
21:47

Scent Of Milf And Real Orgasm Vol.4

1 year ago

ShemaleZ

orgasm, shemale, vintage
24:33

Attento alla Sorpresa!

3 years ago

KeekAss

vintage
06:31

Sexy Brazilian Shemale MILF fucks boy

7 years ago

xHamster

mature anal, MILF, vintage
18:51

She-Male Secrets

4 years ago

xHamster

vintage
03:04 60%

Curvy girdle fun

5 years ago

xHamster

chubby, girdle, vintage, escort, mature
17:59

Crazy Sex Video Shemale Big Dick Watch Like In Your Dreams

1 year ago

ShemaleZ

interracial, vintage, blonde, teen (18+)
13:08

Lady_Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription 4K HIGH FR60

2 years ago

xHamster

BDSM, vintage
28:02

Shemale Confidential 2 - Scene 3

1 year ago

xHamster

big cock, vintage
26:23

Brunette Tranny Gets Assfucked And Cum Upon

2 years ago

ShemaleZ

vintage, teen (18+)
18:44

Sasha bangs a dude in her pantyhose

6 years ago

TXXX

pantyhose, vintage
22:09

Daddy much loved - SMY

7 years ago

ShemaleZ

couple, vintage
15:03

Latino Trans And Boy Mix Fun Best

1 year ago

HClips

blowjob, outdoor, MILF, tattoo, ass licking, vintage
10:05

Vintage Dana Douglas Mystery

6 years ago

TXXX

vintage
17:18

Tranny loves huge rubber cock n cum

6 years ago

ShemaleZ

rubber, piercing, vintage
17:51

Hook-up With the ladyboy Vol.1 - vignette 7

1 year ago

ShemaleTaxi

facial, cumshot, shemale, ladyboy, vintage
25:59

A Vintage shemale loves cock

1 year ago

XXXDan

big cock, vintage, shemale
08:00

Ar Sxxx

2 years ago

GetTranny

vintage, ebony
19:20

Tiara Soldier Boi

6 years ago

ShemaleZ

vintage
19:29

Mouth, Ass, Pussy – All Open, All Used

6 months ago

AShemaleTube

vintage, interracial, ebony, shemale
20:36

Trans Italia Best

1 year ago

ShemaleZ

threesome, italian, shemale, vintage
15:35

Horny golden-haired ladyman receiveting bone On The Table - Jet Mulitimedia

7 years ago

ShemaleZ

blonde, vintage
03:03

Shemale Cock Gifs

2 years ago

Upornia

lingerie, compilation, vintage
03:07

GROOBYGIRLS - 2025 - Vintage Year

6 months ago

AShemaleTube

masturbation, solo, vintage
08:06

Shemale And Female Delight

1 year ago

ShemaleZ

vintage, interracial, ebony
08:06

Blonde Bitch Is Masturbating While Watching Tranny Fuck A Guy

2 years ago

ShemaleZ

vintage
24:04

Crus cocks - Episode 3

8 months ago

XXXDan

big cock, vintage
19:26

SExy Ebony Trans makes me feel pleasure!

3 years ago

xHamster

interracial, vintage
30:20

TS Supermodel Babes Pounds Gorgeous Girl

3 years ago

AShemaleTube

vintage
10:38

Gina ryder

8 years ago

TXXX

vintage
21:47

Transsexual Heartbreakers Compilation

4 years ago

AShemaleTube

compilation, vintage
18:28

Latina Shemale fucks cute Girl

6 years ago

ShemaleZ

teen (18+), shemale and girl, vintage
07:59

Crossdress milky miniskirt

9 months ago

ShemaleMovie

toys, crossdresser, skirt, vintage
04:58 89%

Really Cute Vintage Girl From Austin

1 year ago

AShemaleTube

cumshot, solo, masturbation, shemale and girl, femboy, vintage
07:52

Fabulous Sex Video Transvestite Vintage Check Full Version

1 year ago

TXXX

ebony, interracial, vintage
1:00:54

Shemale swag eva ciccone compilation

9 years ago

TXXX

compilation, vintage
08:00

Club Trans Fashion

1 year ago

GetTranny

brunette, threesome, stockings, MILF, club, vintage
24:05

SHE-masculine heads naughty!!! - vol #04

3 years ago

ShemaleTaxi

vintage
08:00

Azul Melina sans a condom Mutual fucked

5 years ago

HDSex

vintage, condom
20:24

Hot vintage TS slut gets banged

14 years ago

AShemaleTube

vintage, slut
06:01

White Shiny Nylon Vintage Slip

9 months ago

xHamster

crossdresser, homemade, pantyhose, vintage, lingerie, solo
09:21

Renata Lia Fucked

6 years ago

TXXX

small cock, outdoor, vintage, small tits
17:16

Vintage CD Crossdresser Shows How To Please A Cock

6 years ago

ShemaleZ

vintage, crossdresser
21:30

Sissy Nailed indeed rock hard

2 years ago

KeekAss

vintage, sissy
22:29

Transexual ASS FUCKING SINNERS - vol #04

4 years ago

KeekAss

vintage
07:56

Azul Melina Fucked

6 years ago

AShemaleTube

vintage, homemade
37:32

Two sexy shemales have fun!

3 years ago

xHamster

handjob, couple, vintage
16:22

This Is Called capability

2 years ago

ShemaleTaxi

vintage
31:34

Dare e Ricevere con il Trans!

3 years ago

xHamster

italian, mature anal, vintage, interracial
07:48

Giselly Lemos Mutual Fucked

6 years ago

ShemaleZ

vintage, teen (18+)
34:30

African Black Mandingo Wild And B. Sex Vol. 17 35 Min - Black African And Nyla Thai

4 months ago

ShemaleZ

black, ebony, vintage, creampie, african, thai
26:22

ANAL TRANSEXUAL love story in BANGKOK - vol 08

4 years ago

xHamster

vintage, story
22:10

More Deep Than Ever

2 years ago

Upornia

stockings, vintage
14:40

Elder TRANSEXUAL Fashion - (The Antique Practice) - VOL: #51

3 years ago

TrannyGem

mature anal, vintage
16:56

A dark-hued Shemale with a giant hard-on!

7 months ago

ShemaleMovie

big cock, shemale, vintage, black
05:45

Jessica Fox In Trans Cheerleader Gets Asslicked And Anal Fucked

3 years ago

TXXX

ass licking, vintage, cheerleader
22:54

TRANSEXUAL Anal Lovers - VOL. #58 - (She-Male Vintage

3 years ago

xHamster

vintage
1:35:16

Taste Of Shemale Cock Vol.6

2 years ago

ShemaleZ

vintage, shemale fucks guy
08:06

I Fuck A She-male Without Condom!!!

2 years ago

ShemaleZ

condom, vintage
34:04 78%

Shemales from hell

10 months ago

AShemaleTube

ebony, shemale, big tits, big cock, vintage, shemale fucks guy
15:55

She-Male vs Chick

5 years ago

TrannyGem

vintage
17:53

Rocco Brazil With Tgirl By The Pool

4 years ago

ShemaleTaxi

pool, vintage
17:09

She Begged To Ride Her Cock

6 months ago

AShemaleTube

blonde, vintage, riding, shemale, blowjob
32:27

Long haired brown-haired shemale inhales pokes tatted boy then gets facial cumshot

3 years ago

KeekAss

tattoo, facial, vintage, skinny
21:38

Real Italian AMATEUR XXX Confession!!! - Episode #04

4 years ago

xHamster

italian, orgasm, vintage

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