TRANNY • VINTAGE 5,046 videos

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21:13 96%

Monique the hot post-op from yester years

10 years ago

xHamster

vintage, post op, shemale
1:23:07 95%

Vintage or modern shemales?

6 years ago

ShemaleZ

vintage, shemale, cumshot, big tits, blowjob
24:59 94%

Secrets And Sins! (scene 04)

2 years ago

ShemaleZ

stockings, big ass, threesome, big tits, vintage, brunette
42:18 94%

Juliana Di Primo - Anna 24 Cm Vs 23 Cm Challenge 166)

1 year ago

ShemaleZ

amateur, stockings, threesome, outdoor, tattoo, ass licking, vintage
46:24 94%

Fernanda 20 Cm Vs Rosy 23 Cm Challenge 141)

1 year ago

ShemaleZ

ebony, stockings, big ass, threesome, fetish, interracial, tattoo
40:31 94%

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

5 years ago

ShemaleZ

mature, blowjob, boots, leather, vintage, shemale
1:22:55 94%

Cuckold fantasies Vol.eighteen

5 years ago

TXXX

cuckold, vintage
26:18 93%

My old tranny gmatureen-haired

5 years ago

ShemaleZ

mature, amateur, blonde, vintage, shemale
34:01 93%

Transexual Goes Crazy For Cock In Rio!!!

1 year ago

ShemaleZ

ebony, interracial, vintage, big cock
1:26:42 93%

Travestis: Documento, Por Favor (2000) With Carla Fael And Cristina Bianchini

2 years ago

ShemaleZ

ebony, interracial, outdoor, vintage, big cock, threesome
28:23 93%

She Takes The Cock In The Ass

1 year ago

ShemaleZ

interracial, ass licking, big ass, vintage, creampie
36:57 92%

Girl and Vintage Shemale Stars

5 years ago

ShemaleZ

small cock, fetish, big tits, lingerie, shemale and girl, cumshot, blonde
18:14 92%

Monica Kicelly Ass Banged

11 years ago

xHamster

vintage, ass, bareback, shemale
20:28 92%

KimChristy

5 years ago

xHamster

black, blowjob, vintage, domination, ebony
25:01 92%

Dream Orgy

1 year ago

ShemaleZ

threesome, lingerie, vintage, orgy
31:55 92%

Destiny - Slippery Ebony Pussy Of Bliss (ai Upscale)

1 year ago

TXXX

ebony, vintage, bareback, big cock, interracial
1:23:37 92%

Shemale In Army

1 year ago

ShemaleZ

ebony, threesome, interracial, outdoor, tattoo, vintage, shemale fucks guy
1:26:05 92%

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

2 years ago

ShemaleZ

brazil, outdoor, vintage, small cock, threesome
18:25 92%

Vintage - shemale 90s movie p1

5 years ago

xHamster

vintage
30:56 92%

2 Vintage blondes And fellow Have A Sex

5 years ago

ShemaleZ

vintage, amateur
24:02 92%

La Nera Con il Cazzo!

2 years ago

xHamster

italian, 18, vintage
17:56 92%

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

2 years ago

ShemaleZ

italian, threesome, redhead, vintage
33:49 91%

TS Foxxy and Wolf Retro Classic

4 years ago

ShemaleZ

classic, vintage, big tits
20:16 91%

Sexy Vintage

1 year ago

ShemaleZ

ebony, interracial, big cock, vintage, big tits
16:59 91%

TS Goddess Juliana with Paulo Macky..

4 years ago

ShemaleZ

outdoor, vintage, ebony
21:41 91%

Dudes Eating Shemale Cum

3 years ago

TXXX

vintage
1:21:03 91%

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

2 years ago

Upornia

black, outdoor, vintage, shemale fucks guy
18:26 91%

Amazing homemade shemale scene with Black, Fucks Girl scenes

7 years ago

TXXX

shemale and girl, vintage
1:16:02 91%

Brazilian She Males: Casual Affairs (1998) - Samantha Di Piacci, Sabrina Hemolly And Camila De Castro

2 years ago

ShemaleZ

small cock, interracial, brazil, outdoor, vintage
23:33 90%

Vintage Tranny Claudie!

10 years ago

xHamster

vintage
25:20 89%

Roomservice With TS Denise

5 years ago

ShemaleZ

stockings, vintage, couple
21:48 89%

Andrea Nobili buggers the young busty shemale

2 years ago

xHamster

lingerie, big cock, vintage, couple
21:03 89%

Transsexual Heartbreakers 13 Scene 1 With Juliana Padua

3 years ago

Upornia

black, interracial, outdoor, big cock, vintage, shemale fucks guy
36:21 89%

Young Ebony Trans Queen Nella Gets Dick In The Woods Of France

3 years ago

TXXX

ebony, fetish, outdoor, vintage, big cock
27:57 89%

Retro lingerie mature sissy used by 2 daddies

5 years ago

ShemaleZ

mature, amateur, lingerie, vintage, sissy
33:36 88%

The shemale Allana gives the big cock and then takes it

2 years ago

xHamster

shemale, vintage, shemale fucks guy
19:40 88%

Latin shemale Stars Vintage Double Teaming

5 years ago

ShemaleZ

group, vintage, double penetration, 18, amateur
23:14 88%

Storie Di Amori Quotidiani - Episode 2

2 years ago

ShemaleZ

threesome, vintage, story, ebony, ladyboy
24:40 88%

Hot Skinny Latina Shemale Get Anal Fuck Outdoor

2 years ago

ShemaleZ

anal, latina, ass licking, vintage, skinny, outdoor
19:41 88%

U.V.

5 years ago

xHamster

teen (18+), shemale and girl, vintage
15:21 88%

The Interview

5 years ago

xHamster

mature, stockings, mature anal, audition, vintage
18:04 88%

Sabrina and 2 BBC

4 years ago

TXXX

teen (18+), interracial, 18, vintage, bareback, BBC
22:13 87%

Jezebel dirty talk and jacking her mega cock

5 years ago

TXXX

solo, dirty talk, cumshot, vintage, teen (18+)
24:34 87%

French tranny gets her massive round tits covered in cum

1 year ago

xHamster

amateur, french, cumshot, vintage, asshole, slut
1:38:34 87%

Wild Hot Transgenders Vol.2

2 years ago

ShemaleZ

threesome, vintage, shemale fucks guy
21:48 87%

Chocolate & Vanilla Tgirl On Tgirl Action

2 years ago

TXXX

amateur, shemale, fetish, vintage, big cock
45:07 87%

Old Guy Blows Black Tranny

2 months ago

HClips

ebony, amateur, black, small cock, blowjob, interracial, cumshot
24:15 87%

Ive Got To Start Hitchhiking! - Leah Chase

1 year ago

ShemaleZ

ebony, vintage, shemale
40:53 87%

Little Asian vs Black Monster Cock - EPISODE #10

3 years ago

xHamster

ebony, black, interracial, asian, monster, vintage
15:15 87%

Once You Go Black. (tranny Riding)

2 years ago

ShemaleZ

interracial, tattoo, compilation, riding, vintage, webcam
37:51 87%

Leah -the neighbor

10 years ago

xHamster

blowjob, lingerie, vintage
33:59 86%

80's hairstyle Cuteypi with a standing cumshot

3 years ago

xHamster

mature, vintage, webcam, solo, masturbation
19:19 86%

Petite Girl Fucked In Living Room

1 year ago

ShemaleZ

amateur, small cock, shemale and girl, vintage, bareback, small tits
1:44:16 86%

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

2 years ago

xHamster

black, interracial, vintage, full movie, BBC
15:23 86%

Vintage Hazel Tucker At Her Best!

5 years ago

ShemaleZ

masturbation, vintage, solo
18:35 86%

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

3 years ago

xHamster

italian, vintage
15:57 86%

Threesome women-shemale-male

10 years ago

xHamster

threesome, vintage, shemale and girl
1:02:09 86%

Kathoey Crazy 12....cc

3 years ago

ShemaleZ

shemale, asian, ladyboy, vintage
23:18 86%

Hairy Tranny

5 years ago

TXXX

hairy, vintage
25:22 86%

Vintage Shannon Lesbian and Threesome

5 years ago

ShemaleZ

lesbian, vintage
21:08 86%

Wet Asian Games

3 years ago

xHamster

thai, asian, game, 18, big cock, vintage, wet
2:11:01 86%

Ti Inculo Senza Preservativo - (full Original Movie In Hd

2 years ago

TXXX

ebony, stockings, interracial, outdoor, vintage, full movie
39:30 86%

Lady-man mama Sleepover

5 years ago

ShemaleZ

handjob, mature, threesome, group, vintage, POV
23:05 86%

Vintage interracial fucking

9 years ago

TXXX

interracial, vintage
18:16 86%

Bordello Transex - Episode 3

1 year ago

TXXX

asian, vintage
3:49:47 85%

Varies Shemales

3 years ago

ShemaleZ

shemale and girl, vintage, shemale
16:58 85%

In the Dark!

2 years ago

xHamster

mature, italian, blowjob, mature anal, anal, MILF, vintage
20:12 85%

Exotic Xxx Movie Tranny Vintage Exclusive Watch Show

5 months ago

ShemaleZ

redhead, vintage, stockings
31:49 85%

Trans Italy!

1 year ago

TXXX

stockings, italian, big ass, vintage
28:46 85%

Retro Scene

9 years ago

TXXX

vintage
35:14 85%

Vaniity

5 years ago

ShemaleZ

threesome, vintage
38:22 85%

Shemale lap dance teacher also teaches how to fuck

2 years ago

xHamster

dance, big cock, vintage, teacher, shemale fucks guy
33:42 85%

Cross Dresser #01_03

5 years ago

ShemaleZ

vintage
22:30 85%

Italian SHE-MALE goes Crazy!!! - Episode #15

3 years ago

xHamster

italian, anal, vintage
54:46 85%

Vintage Series

5 years ago

TXXX

vintage
1:18:08 85%

Compagna Ideale (full Original Movie In Hd Version)

2 years ago

ShemaleZ

interracial, vintage, full movie, brunette
1:38:01 85%

Dreams Transex In Milan 1 H 38 Min

2 years ago

Upornia

amateur, stockings, black, big ass, interracial, outdoor, group
30:38 84%

She-Male Perverted Mind vol. #04

3 years ago

xHamster

anal, big cock, vintage, shemale fucks guy, brazil
23:54 84%

Vintage Lilliene 2

9 years ago

xHamster

vintage
1:11:37 84%

Transsexual Sorority

3 years ago

ShemaleZ

vintage, threesome, BDSM
20:57 84%

Dirtydognam- Brazilian big picnic pansexual orgy with

4 years ago

xHamster

brazil, outdoor, gangbang, vintage, orgy
31:41 84%

Vintage 3Shemales Fuck 1Girl

5 years ago

ShemaleZ

shemale and girl, gangbang, vintage
19:50 84%

Tranny Cum Cum Cum - Intensives X Scenes

3 years ago

xHamster

compilation, vintage, cumshot compilation
19:15 84%

Vintage Crossdresser Party

5 years ago

ShemaleZ

party, vintage, crossdresser, fetish
24:30 83%

Vintage Brandy Scott

11 years ago

xHamster

vintage
16:56 83%

Nasty Cougar Adventure

2 years ago

xHamster

granny, MILF, vintage, cougar
1:02:01 83%

Golden age of shemale porn - Full Movie

5 years ago

ShemaleZ

vintage, full movie, small tits
17:04 83%

Vintage Allanah Starr

11 years ago

xHamster

vintage, shemale fucks guy
18:37 83%

Karen Dior dark mistress

6 years ago

xHamster

femdom, latex, vintage, blowjob
21:48 83%

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

2 years ago

xHamster

thai, ladyboy, vintage
47:09 83%

She-Male Encounters 02 (1981)

7 years ago

ShemaleZ

vintage, BDSM, compilation
1:20:18 83%

Retro trans

5 years ago

ShemaleZ

fetish, group, vintage, lingerie
37:30 83%

Lana Luster and CD vintage crossdressers

5 years ago

Upornia

crossdresser, vintage
30:33 82%

A trans MILF with a monstrous surprise up her skirt

2 years ago

xHamster

couple, MILF, big cock, vintage, ass, surprise, skirt
1:55:57 82%

Big Transexual Ass - (full Movie In Hd Version - Director Cut)

2 years ago

ShemaleZ

stockings, blonde, vintage, full movie, bareback
22:57 82%

Priscila Dandara 4

3 years ago

ShemaleZ

brazil, vintage, bareback, teen (18+)
1:31:38 82%

French Vintage TG Orgy

5 years ago

ShemaleZ

shemale, french, blowjob, creampie, fetish, group, vintage
18:00 82%

Lilienne Li

5 years ago

TXXX

vintage
39:16 82%

Crossdressed Men Are Hot Girls

6 years ago

ShemaleZ

blowjob, lingerie, crossdresser, big cock, vintage, shemale and girl
21:48 82%

Blonde lana

11 years ago

xHamster

vintage, shemale fucks guy
47:22 82%

Italian Transsexual Job 17- Hd - Scene 4

11 months ago

xHamster

italian, anal, vintage
17:35 82%

Lana is one of the best shemales ever

10 years ago

xHamster

blowjob, vintage, shemale fucks guy
1:24:50 82%

Shemale Sexy Orgasm Vol.1

1 year ago

ShemaleZ

orgasm, vintage, shemale fucks guy
31:03 82%

Transgressioni Italiane

4 months ago

HClips

amateur, stockings, italian, blowjob, threesome, outdoor, lingerie
52:01 82%

Buffy Tv

3 years ago

xHamster

mature, gangbang, vintage
19:13 82%

Vintage tranny threesome

6 years ago

TXXX

vintage
18:46 82%

Vintage Black Huge Tits and Big Dick

8 months ago

xHamster

black, chubby, big tits, vintage
21:24 82%

Vintage Lisa Lawrence

9 years ago

xHamster

interracial, vintage
27:54 82%

Euros trans anal 2

4 years ago

xHamster

italian, anal, vintage
2:04:23 82%

Tranny Shop - 3

6 years ago

ShemaleZ

interracial, vintage
1:20:37 82%

Sorprese Del Cazzo (full Movie)

1 year ago

ShemaleZ

mature, stockings, vintage, full movie
24:35 81%

Useless older Sissies sucking cock

6 years ago

ShemaleZ

mature, vintage, sissy
1:36:07 81%

Super Transe 5 (full Movie)

2 years ago

ShemaleZ

stockings, threesome, vintage, full movie, big ass
33:30 81%

Chastity male vs shemale

6 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
15:58 81%

Dominated And Fucked, By Who??

2 years ago

ShemaleZ

latex, threesome, vintage, domination, brunette, shemale fucks guy
1:29:27 81%

Trans Italy! (full Movie)

1 year ago

ShemaleZ

italian, redhead, vintage, full movie, threesome
17:08 81%

Post op give her new pussy a workout

8 years ago

TXXX

vintage, post op, outdoor
3:29:25 81%

Shemale Loving

3 years ago

xHamster

vintage, shemale fucks guy
17:24 80%

Vintage maid pleases her TS mistress

5 years ago

ShemaleZ

femdom, maid, lingerie, vintage, shemale and girl
15:30 80%

Vintage Luscious Lynn

7 years ago

ShemaleZ

vintage

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