SHEMALE • VINTAGE 15,097 videos

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18:03 96%

Classic Barbie Woods

1 year ago

AShemaleTube

vintage, classic, cumshot, shemale
25:15 95%

Hottest shemale flick With youngster bonks, darksome Vignettes

4 years ago

TrannyGem

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18:14 95%

Monica Kicelly Ass Banged

11 years ago

xHamster

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18:01 95%

Classic Ts milf shows her sucking skills

11 years ago

AShemaleTube

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46:24 95%

Fernanda 20 Cm Vs Rosy 23 Cm Challenge 141)

2 years ago

ShemaleZ

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46:41 94%

The best Shemales of our lives! Scene 03

1 year ago

JizzBunker

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28:23 94%

She Takes The Cock In The Ass

2 years ago

ShemaleZ

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1:23:07 94%

Vintage or modern shemales?

6 years ago

ShemaleZ

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25:19 93%

TRANSEXUAL PROFESSIONAL 11 - Vignette four

1 year ago

KeekAss

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21:13 93%

Monique the hot post-op from yester years

11 years ago

xHamster

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08:58 93%

Two aged trannies

5 years ago

ShemaleZ

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23:33 93%

Vintage Tranny Claudie!

11 years ago

xHamster

vintage
25:01 92%

Dream Orgy

2 years ago

ShemaleZ

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1:26:05 92%

Brazilian She Males: Matchmaker (1999) With Cristina Bianchini, Fernanda Fox And Carla Fael

2 years ago

ShemaleZ

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05:01 92%

Classical Clamps

3 years ago

TrannyGem

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15:21 92%

Shemales Cumming In Guys Mouths Compilation

3 years ago

Upornia

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07:04 92%

Vintage Post-Op Pussy Sex

8 years ago

xHamster

vintage, post op, outdoor
1:21:03 92%

Yasmin Rios, Patricia Khan Diamonds And Karol Mancini - Secrets Of Sao Paulo 3 (2003)

2 years ago

Upornia

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17:56 92%

Italian Transexual Goes Crazy!!! - Episode #19 - (vintage

3 years ago

ShemaleZ

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16:46 91%

Lana Luster Vintage Shemale Drills A Chap

13 years ago

AShemaleTube

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26:35 91%

VOGLIA DI TRANSEX - Sequence five

2 years ago

KeekAss

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14:10 91%

Love Vintage Classics - Ms.degradation - Divine Atrocities (1983)

2 years ago

ShemaleZ

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05:01 91%

Brazilian Shemale D. Foxxx (POV) Fucked

5 years ago

xHamster

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18:26 91%

Amazing homemade shemale scene with Black, Fucks Girl scenes

7 years ago

TXXX

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29:48 91%

Vintage sucking party outdoors

11 years ago

AShemaleTube

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17:38 91%

Prod Monaca Di Monza Sc 05 - Jessica Rizzo

2 years ago

ShemaleZ

handjob, stockings, group, vintage, brunette
37:51 90%

Leah -the neighbor

11 years ago

xHamster

blowjob, lingerie, vintage
37:08 90%

Mature Woman and young Shemale have Fun together

8 years ago

xHamster

mature, vintage, lingerie
20:52 90%

Retro japanese shemale cums while riding

4 years ago

AShemaleTube

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09:13 90%

Young,Beautiful & Horny

5 years ago

ShemaleZ

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09:03 89%

Post-op Shannon with French Tgirlfriend

5 years ago

AShemaleTube

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33:36 89%

The shemale Allana gives the big cock and then takes it

3 years ago

xHamster

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02:07 89%

A Lot of Seed

4 months ago

AShemaleTube

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26:14 89%

Mature shemales have fun

1 year ago

XXXDan

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08:00 89%

Jessica Rizzo Prod La Signora, Il Trans E Il Travestito Sc

2 years ago

GetTranny

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22:41 89%

Trans Italy! (Sequence 04)

2 years ago

KeekAss

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27:57 89%

Retro lingerie mature sissy used by 2 daddies

5 years ago

ShemaleZ

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19:41 88%

U.V.

6 years ago

xHamster

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1:44:16 88%

Big black cock for a eager shemale! (Full Movie-HD Version)

2 years ago

xHamster

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11:45 88%

Monique Prado In Astonishing Porn Clip Shemale Vintage Unbelievable , Watch It

3 years ago

Upornia

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23:54 88%

Vintage Lilliene 2

9 years ago

xHamster

vintage
18:35 88%

Italian SHE-MALE goes Crazy!!! - Episode #10

3 years ago

xHamster

italian, vintage
1:12:41 88%

Nikkatsu romantic porn 4

7 years ago

ShemaleZ

vintage, romantic
25:55 88%

Young Stud Expert In Cock!

2 years ago

Upornia

interracial, vintage
09:49 88%

Tranny Danielle dual torn up

4 years ago

HDSex

vintage
2:02:12 88%

Anal Ambiguities Vol.3 (full Movie)

2 years ago

ShemaleZ

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02:18 87%

JessicaXD Lingerie Sissy Whore

2 years ago

xHamster

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31:40 87%

Gang boink with sizzling and unshod t-models sc two

2 years ago

KeekAss

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11:31 87%

Thai Ladyboy

4 months ago

XXXDan

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25:17 87%

Love antique Classics - Scene 3 with Gia Darling from Transsexual Beauty goddesses 9 (720p)

2 months ago

ShemaleTaxi

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21:08 87%

Wet Asian Games

3 years ago

xHamster

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10:08 87%

Best homemade shemale movie with Bareback, Vintage scenes

7 years ago

TXXX

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05:00 87%

Retro scene with hardcore anal-addicted shemale

11 years ago

HellPorno

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11:32 87%

Excellent Sex Clip Transsexual Big Dick Hottest Show

1 year ago

ShemaleZ

vintage
22:04 86%

Sex hungry patootie at doggystyle movie

2 weeks ago

OkXXX

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14:46 86%

Scorching Dark-Hued Antique PLUS-SIZE Transgirl Margo Predominates

5 years ago

KeekAss

teen (18+), massage, uniform, vintage, shemale and girl, interracial
08:00 86%

Swallow A T-girl

2 years ago

GetTranny

swallow, cum in mouth
10:36 86%

Vintage Stasha 2

9 years ago

TXXX

vintage
16:35 86%

Vintage Joyce 2

9 years ago

JizzBunker

vintage
13:12 86%

Vintage shemales twosome relaxation

11 years ago

AShemaleTube

vintage
29:08 86%

Post-op Threesome with Girl and man

7 years ago

ShemaleZ

shemale and girl, vintage, post op, threesome
19:38 86%

Saskya and Eve Eden

4 months ago

AShemaleTube

homemade, shemale, blowjob, lingerie, shemale and girl, cumshot, blonde
18:27 86%

SHEMALE BOSS FUCKS HER EMPLOYEE

3 years ago

AShemaleTube

big tits, uniform, vintage, boss, shemale fucks guy
07:08 86%

Amateur Shemale Swallow Compilation 2

3 years ago

TrannyOne

swallow, vintage, compilation
10:44 86%

Another Asian Compilation

1 year ago

TXXX

compilation, japanese uncensored
24:00 86%

Hot Threeway Vintage Sex

13 years ago

AShemaleTube

vintage, group, threesome
1:29:27 85%

Trans Italy! (full Movie)

2 years ago

ShemaleZ

italian, redhead, vintage, full movie, threesome
15:15 85%

Once You Go Black. (tranny Riding)

2 years ago

ShemaleZ

ebony, amateur, black, interracial, tattoo, compilation, riding
06:30 85%

Vintage chocolate tgirl surprises pool boy with her cock

7 years ago

ShemaleZ

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09:29 85%

I Wish This In My Mouth - 2 With Delia Delions

3 years ago

HClips

vintage, solo, mature
2:03:59 85%

Lingerie Queens

5 years ago

AShemaleTube

mature, lingerie, vintage, stockings
38:22 85%

Shemale lap dance teacher also teaches how to fuck

2 years ago

xHamster

dance, big cock, vintage, teacher, shemale fucks guy
47:22 84%

Italian Transsexual Job 17- Hd - Scene 4

1 year ago

xHamster

italian, anal, vintage
32:32 84%

Joanna suce et se fait enculé comme une pute

1 year ago

AShemaleTube

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3:49:47 84%

Varies Shemales

3 years ago

ShemaleZ

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14:11 84%

Buffy playing

6 years ago

xHamster

teen (18+), blowjob, vintage
21:48 84%

Bangkok Lady Boy Secrets!!! - VOL. #04

3 years ago

xHamster

thai, ladyboy, vintage
18:27 84%

Bound Chinese Shemale Hanged and Vibrated

7 months ago

JizzBunker

orgasm, bondage, BDSM, vintage, chinese, vibrator
11:24 83%

Filthy Vintage Tranny Hot Creamy Fucking

5 years ago

TXXX

vintage
34:04 83%

Shemales from hell

2 months ago

AShemaleTube

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27:26 83%

Dreams of Eating-out Jane Marie

1 year ago

AShemaleTube

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12:40 83%

Vintage Hermaphrodite Shemales

3 years ago

TrannyOne

vintage, futanari, hermaphrodite
09:10 83%

Legend Tara Anal Cosplay Vintage

1 year ago

xHamster

vintage, cosplay
27:54 83%

Euros trans anal 2

4 years ago

xHamster

italian, anal, vintage
37:30 83%

Lana Luster and CD vintage crossdressers

5 years ago

Upornia

crossdresser, vintage
22:13 83%

Jezebel dirty talk and jacking her mega cock

5 years ago

TXXX

solo, dirty talk, cumshot, vintage, teen (18+)
18:00 82%

Lilienne Li

5 years ago

TXXX

vintage
20:27 82%

Christy Storm - Chrystyne Gonzales - Tally

6 years ago

AShemaleTube

vintage, amateur, lingerie
28:55 82%

Tameka - sans a condom love (EDIT) (AI UPSCALE)

1 month ago

ShemaleTaxi

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14:11 82%

Stepmom Has Sex With Stepson To Get Him Ready For School

2 years ago

HomemadeXXX

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1:11:37 82%

Transsexual Sorority

3 years ago

ShemaleZ

vintage, threesome, BDSM
23:33 82%

TRANSEXUAL PRO 11 - Episode 1

1 month ago

AShemaleTube

homemade, threesome, lingerie, cumshot, masturbation, vintage, bareback
34:21 82%

Best Xxx Clip Tranny Vintage Exotic , Its Amazing

1 year ago

Upornia

teen (18+), threesome, lingerie, shemale and girl, group, vintage
13:42 81%

Vintage Tranny Crystal Crawford 2

11 years ago

xHamster

vintage
36:19 81%

American Classic

5 years ago

Upornia

classic, vintage, stockings
2:00:23 81%

Gorgeous japanese she-male

1 year ago

ShemaleMovie

asian, japanese, masturbation, vintage, blowjob
26:13 81%

Tranny Barbie

11 years ago

xHamster

blowjob, vintage
03:00 80%

Squirt body

4 years ago

xHamster

pissing, amateur, squirt, vintage
25:11 80%

Mature Shemale In Ass Vintage

14 years ago

xHamster

mature, vintage
39:59 80%

Scarfed domina with a sissy boy

5 years ago

ShemaleZ

femdom, latex, teen (18+), fetish, vintage, domination, sissy
24:30 80%

Vintage Brandy Scott

11 years ago

xHamster

vintage, blowjob
18:06 80%

A stunning blonde chick gets her ass and pussy spanked by her lord

11 months ago

xHamster

shemale, old man, bondage, BDSM, vintage, ass
08:17 80%

Best of #1139

3 years ago

TrannyOne

vintage
17:08 80%

Post op give her new pussy a workout

8 years ago

TXXX

vintage, post op, outdoor
22:57 80%

Priscila Dandara 4

4 years ago

ShemaleZ

brazil, vintage, bareback, teen (18+), interracial
22:46 80%

Tayla Dieckman My Girlfriend Is My Boyfriend Scene 1

1 year ago

JizzBunker

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19:53 80%

Latin Tranny Fucks Guy P

7 months ago

ShemaleZ

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54:19 80%

Shemale slumber party 2

6 years ago

ShemaleZ

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31:42 80%

Hairy couple joined by a shemale in the retro threesome

7 years ago

TrannyOne

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30:36 80%

Vintage Christiane

9 years ago

xHamster

outdoor, vintage, stockings
05:45 80%

Karen Dior Mutual Penetration

5 years ago

ShemaleZ

vintage
16:25 80%

Italian vintage

8 years ago

TXXX

italian, vintage
23:53 80%

Vintage sex with a blond tranny in stockings

11 years ago

AShemaleTube

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11:58 80%

Guy fucks shemale Giada without condom

7 years ago

AShemaleTube

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47:45 80%

Sexy Latin Milf Satifies Her Hunger

2 years ago

HClips

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08:22 80%

Smallish transgirls get assfuck Sadie Hawkins

1 year ago

ShemaleTaxi

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11:20 79%

German Lesbian TG

5 years ago

TXXX

lesbian, german, vintage
28:21 79%

Granny Tthis guy shelady 02 - Scene 1

7 years ago

ShemaleZ

granny
26:43 79%

Tranny Wraps Her Lips Around A Hard Thick Cock And Gets Her Asshole Licked

2 years ago

Upornia

stockings, teen (18+), 18, ass licking, big cock, vintage, asshole
17:00 79%

Transexual Plow the Italian DONKS!!! - Vol #03

3 years ago

TrannyGem

mature, italian, mature anal, vintage, brazil

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