SHEMALE • VINTAGE 15,919 videos

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24:09 64%

Vintage Tranny Hotel Meet

6 years ago

ShemaleZ

stockings, lingerie, vintage, hotel
06:20 64%

Old amateur cross dressers with a granny

4 years ago

ShemaleZ

mature, granny, vintage
17:34 64%

Hermaphrodite Deliah Threesome

5 years ago

ShemaleZ

vintage, hermaphrodite
18:06 64%

Hottie Vintage Shemale Fucking Bitch Men -SiNNE-

2 years ago

TrannyOne

vintage
08:12 63%

Beautiful and thirsty for pleasure 3

3 months ago

XXXDan

beauty, anal, big tits, surprise
27:51 63%

Granny Tthis guy shelady 02 - Scene 1

4 years ago

TXXX

granny, vintage
32:53 62%

Scopo Forte un Bel Trans!!

1 year ago

KeekAss

handjob, mature, stockings, mature anal, crossdresser, vintage, domination
15:51 62%

Blonde Schoenheit Strippt Fuer Dich

2 years ago

HClips

MILF, solo, vintage, skinny
1:18:10 61%

Let me dxx woman

1 year ago

XXXDan

teen (18+), vintage
2:11:48 60%

Tatlong lantad (1986)

10 years ago

xHamster

blowjob, vintage
39:46 60%

Crossdressers Foursome

2 years ago

AShemaleTube

mature, fetish, redhead, vintage, foursome
26:35 60%

1977 Antique She-Masculine Porno Classical

3 years ago

KeekAss

classic, vintage, crossdresser
16:48 59%

Amazing German Blonde Having Some Fun With A Ladyboy

1 year ago

ShemaleZ

shemale, german, cumshot, vintage, cum in mouth
08:24 59%

Girdles for ever 8

3 years ago

ShemaleTaxi

girdle, vintage
55:19 58%

Interracial sucking vintage fun

9 years ago

AShemaleTube

vintage
07:31 58%

A young Kim Kirsty transformation MtoF

3 years ago

xHamster

vintage
05:06 58%

Trans Milf Cums In Vintage Dress

8 months ago

ShemaleZ

solo, vintage, dress
10:03 58%

Trannies Caught In The Act

1 year ago

TXXX

caught, vintage, ass
1:18:50 58%

Awesome vintage

6 years ago

TXXX

vintage, bareback
10:03 58%

Ladyboys caught in the action

1 year ago

KeekAss

lesbian, caught, vintage, orgy
03:21 57%

Lady Jill

3 years ago

xHamster

vintage
19:46 57%

Sexy Blonde Loves To deepthroat tranny prick!

1 year ago

ShemaleMovie

handjob, masturbation, vintage, deepthroat
12:40 56%

Vintage Classic TS Orgy

10 years ago

xHamster

classic, vintage, orgy, shemale fucks guy
2:15:57 56%

Faust Dick 90's Euro Vintage

10 years ago

xHamster

vintage
26:15 56%

Hardcore pornstar in big butt trannies

1 year ago

VipTube

vintage
50:05 56%

Hot leggy model thrilling solo session

3 years ago

Analdin

solo, strip, natural, babe, vintage, slut, brunette
10:13 55%

Service maid

4 years ago

ShemaleMovie

maid, vintage
10:59 55%

Vintage movie about shemale

3 years ago

BravoTube

vintage
56:00 54%

Transvestite secretary

6 years ago

AShemaleTube

crossdresser, vintage, secretary
14:39 54%

Raunchy Girl Loves To Have My Big Penis Between Her Big Juggs

2 years ago

Analdin

mature, amateur, homemade, creampie, mature anal, doctor, interracial
06:33 54%

TV tie up

2 years ago

ShemaleTaxi

crossdresser, tied, vintage, taxi
14:20 52%

Crossdresser took hold of And Dominated By 3 dommes

1 year ago

ShemaleMovie

bisexual, bondage, BDSM, crossdresser, vintage, domination
05:03 52%

Would you fuck me till you cum?

1 year ago

xHamster

small cock, masturbation, vintage
21:16 52%

Lost Vintage Videos Collection

3 years ago

TXXX

stockings, shemale, vintage
11:57 50%

Shemale Vintage Short Film 7

4 years ago

ShemaleZ

vintage
16:47

Trans wife fucks her lawyer after divorce

Yesterday

AShemaleTube

latina, wife, shemale fucks guy, anal, shemale, cumshot, bareback
1:22:14

Lady Night Amazing Asian Porn Video

2 years ago

XoZilla

asian, japanese, vintage, japanese massage
1:34:44

Hardcore pornstar in big butt trannies

7 months ago

IcePorn

shemale, vintage
2:10:04

Japanese lustful hussy exciting xxx clip

1 year ago

Analdin

mature, indian, mature anal, massage, asian, japanese, vintage
47:22

Italian Transsexual Job 17- Hd - Scene 4

3 months ago

xHamster

italian, anal, vintage
1:36:07

Super Transe 5 (full Movie)

1 year ago

ShemaleZ

stockings, threesome, vintage, full movie
30:40

Erika the Trans! (Scene 04)

1 year ago

xHamster

handjob, italian, latex, shemale, mature anal, MILF, shemale and girl
23:46

Excellent Xxx Video Transsexual Big Tits Check Youve Seen With Larissa Monteiro

1 week ago

ShemaleZ

shemale, big tits
26:21

Shemale fucks guy during party

1 month ago

AShemaleTube

blowjob, party, cumshot, big cock, vintage, domination, shemale fucks guy
21:49

A thick blonde lady needs a good spanking because she is a naughty girl

2 days ago

xHamster

mature, vintage, shemale, amateur, shemale and girl
16:12

Andrea Nobili off Limits

9 months ago

xHamster

teen anal (18+), big tits, shemale and girl, vintage
04:00

This is TGirl Gold!!

1 year ago

xHamster

classic, vintage, shemale fucks guy
10:57

Sis-K Lingeries Collection EP19: Lace pink panties and white stocking

1 month ago

xHamster

stockings, small cock, vintage, panties
16:54

Rough Shemales Fuck Guys Compilation

5 months ago

AShemaleTube

double anal, compilation, vintage, cum in mouth, domination
52:53

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

3 days ago

xHamster

asian, shemale, threesome, BDSM, vintage, bondage, babe
1:09:44

The Mad Adventures of Rodolfo Babilonia - Episode 5

3 months ago

JizzBunker

amateur, shemale, blowjob, cumshot, big cock, vintage
44:18

Le Perverse Perversioni di Dario Lussuria - Episode 4

4 months ago

xHamster

blowjob, vintage
08:00

A Shemale That Can Always Please Her Man

2 months ago

GetTranny

MILF, vintage
16:35

A milf, a Crossdresser and a Bull

1 year ago

ShemaleMovie

bisexual, MILF, crossdresser, vintage
30:34

Little Asian vs Black Monster Cock - EPISODE #20

2 years ago

xHamster

interracial, asian, monster
17:22

German grannies love HUGE COCK!!! - Episode No. 04

3 months ago

JizzBunker

german, granny
24:56

T-Girl May

3 years ago

TrannyGem

mature anal, teen anal (18+), vintage, shemale fucks guy
38:00

Shameless busty whore heart-stopping xxx video

7 months ago

Analdin

indian, homemade, POV, mature anal, big ass, massage, BBW
54:13

Best Sex Clip Milf Craziest Ever Seen

2 years ago

Upornia

threesome, MILF, vintage
1:21:45

Vintage shemale movie - 001

1 year ago

XXXDan

vintage
17:48

Men wants be girls

6 years ago

AShemaleTube

blowjob, fetish, asian, redhead, crossdresser, shemale and girl, blonde
26:57

Io, mia moglie, il trans e lamico di famiglia

4 years ago

ShemaleMovie

italian, orgy, foursome
57:47

Liberty

6 years ago

TXXX

vintage
1:41:56

Retro shemale

5 years ago

ShemaleZ

vintage, shemale and girl
1:24:50

Vintage - Italian Transexual Secrets - (Original Version in

5 months ago

ShemaleTaxi

italian, orgasm, vintage
07:48

Beauty Tranny Gets Sucked By A Boy

7 months ago

GetTranny

ebony, beauty, cum in mouth
19:54

BELLA - scene #04

4 months ago

TrannyOne

vintage
07:03

Teen Asian shemale in vintage outfit gets fucked until double cumshot

7 months ago

PornHub

asian, ladyboy, double anal, vintage, sensual
22:08

TRANSEN - Episode 3

2 weeks ago

xHamster

shemale
01:16

The Most Beautiful CD Ever

3 months ago

AShemaleTube

beauty, stockings, crossdresser, vintage
36:22

Tv Show Part 2 - Maurizia Paradiso

1 year ago

ShemaleZ

big tits, group, vintage
14:12

Hermaphrodite 2

1 year ago

ShemaleZ

shemale and girl, hermaphrodite
28:44

Slaves Traning School Uk 1991 (part 1)

2 years ago

ShemaleZ

BDSM, vintage
01:13

Hot threesome with 2 shemales for a lucky dude

1 month ago

AShemaleTube

cum in mouth, shemale fucks guy
13:21

Cougar Shemale With Big Boobs Gives Great Head - Golden Age Media

4 years ago

ShemaleZ

MILF, vintage, cougar
35:20

Fucking Surprise scn.02

1 month ago

xHamster

vintage, FTM, italian
11:37

Sissy HYPNO Gooner JOI 1 Scarlett Ocean

8 months ago

xHamster

vintage, JOI
51:48

Real Mistress Buffy in action

3 years ago

BeMyHole

femdom, vintage
1:08:34

Vintage crossdressers Movie

5 months ago

AShemaleTube

crossdresser, vintage
18:47

Young stud gets horny with the shemale!

1 year ago

xHamster

lingerie, vintage, shemale fucks guy
10:18

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

1 year ago

ShemaleZ

redhead, vintage
41:10

Milf Kriss Le Blonde enjoys the big cock of luxurious shemale Melissa

2 years ago

xHamster

mature, mature anal, interracial, MILF, shemale and girl, vintage
2:18:38

The Lady Doctor (1989) FULL VINTAGE MOVIE

12 years ago

xHamster

doctor, vintage, full movie
28:54

Crossdresser taking off her makeup and dress

3 weeks ago

xHamster

mature, fetish, crossdresser, vintage, dress, sissy
10:11

Amazing Fleshlight Fucking

3 months ago

AShemaleTube

fleshlight
33:07

Transgirl Chinese Drives Everyone Mischievous!

1 year ago

KeekAss

asian, ladyboy, cumshot, chinese
30:54

Brunette Shemale Gets Her Ass Eaten And Rammed By A Guy With Big Dick Outside

4 days ago

ShemaleZ

shemale, vintage, outdoor
09:00

Jasi3k Hot Fot Teacher Kourtney Joi Tranny

2 months ago

GetTranny

vintage, teacher, JOI
05:26

Candybumpkin Shemale Oral Creampie Compilation

3 months ago

GetTranny

creampie compilation, cum in mouth
06:04

Vintage crossdresser ep9 pt1

8 months ago

ShemaleMovie

crossdresser, vintage
17:55

Love Vintage Classics - Scene 1 From Shemale Encounters 9 With With Summer St. Cerly

9 months ago

ShemaleZ

ebony, classic, vintage, shemale and girl
11:18

The gentleman in love with the tranny's cock

2 years ago

xHamster

vintage
19:10

Uber-cute ladyboy with a man 34

2 years ago

ShemaleTaxi

thai, vintage, taxi, stockings
43:14

Transsexual Lovemaking College (1998)

4 years ago

TrannyGem

MILF, orgasm, group, vintage, college, anal orgasm
1:44:42

Granny tranny pokeers

5 years ago

ShemaleZ

mature, granny, compilation, vintage
1:09:11

Vintage TS In Erotic Movie

5 years ago

ShemaleZ

vintage, erotic
16:11

Designing Shemale

5 years ago

ShemaleZ

vintage
30:36

Vintage Christiane

8 years ago

TXXX

stockings, outdoor, vintage
21:06

He Rescues Her She Fucks Him

1 week ago

AShemaleTube

cumshot, shemale
32:46

TRANSEN - Episode 1

2 weeks ago

xHamster

cumshot, big cock, shemale, blowjob
16:35

Mature chubby slut has a hot wild ride

2 months ago

XXXDan

mature, german, chubby, BBW, riding, vintage
09:39

Caught Laundry

8 months ago

ShemaleZ

stockings, POV, threesome, BDSM, crossdresser, caught, vintage
11:41

Sunset Thomas In Hermaphrodite Surprises Her Date

1 year ago

HClips

surprise, hermaphrodite
1:49:10

Lady Boys From Brazil - (full Movie In Hd Version - Director Cut)

1 year ago

ShemaleZ

stockings, big ass, brazil, ladyboy, full movie, bareback
18:46

AFRICAN BIG COCKS - The Challenge - ROUND #14

2 years ago

xHamster

big ass, vintage, african, asshole, hardcore
08:02

NhlpCentral - Sasha

3 years ago

HogTV

mom, beauty, MILF, stolen, stepmom, vintage, cougar
08:00

Blonde fucked on hidden cam

7 years ago

TXXX

hidden, vintage
08:15

Astonishing Porn Clip Shemale Vintage Exclusive Full Version

2 months ago

ShemaleZ

amateur, vintage
06:15

Vintage shemale with tattoos gives lucky guy a rimjob and ass-licking delight

5 months ago

SomePorn

kissing, stockings, ass licking, vintage
32:26

A Surprise In Bed – Shemale, Very Horny!

11 months ago

BeMyHole

pantyhose, brazil, big cock, surprise, shemale fucks guy, vintage
27:45

Hours Shemale 2 - Episode 4

1 year ago

JizzBunker

MILF, big cock, vintage, cougar
11:10

Wife and shemale

4 years ago

xHamster

wife, vintage
23:32

Vintage Tranny Maid Stockings

4 years ago

ShemaleZ

maid, vintage
13:11

Tranny fuck and piss on guy

5 years ago

ShemaleZ

pissing
19:13

Vintage tranny threesome

6 years ago

TXXX

vintage
05:50

Curvy retro russian trans sensually jerksoff

6 years ago

ShemaleZ

russian, chubby, vintage, sensual
22:28

Loving golden satin

2 months ago

XXXDan

mature, satin, vintage
1:13:30

Il Caldo Culo Del Mio T (original Full Movie)

1 year ago

ShemaleZ

interracial, outdoor, vintage, full movie
22:37

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

1 year ago

ShemaleZ

italian, vintage
37:06

Sodomy! (Scene 02)

1 year ago

xHamster

mature, italian, mature anal, couple, vintage

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