Vintage TG
4 years ago
1:20:47

TrannyOne

Vintage TG

Tags: classic, retro, shemale, vintage
Vintage CD fun
4 years ago
12:25

TrannyOne

Vintage CD fun

Tags: anal, anus, ass, classic, couple, funny, masturbation
Times Square Strip (1982) Members Only
4 years ago
1:12:05

TrannyOne

Times Square Strip (1982) Members Only

Tags: anal, anus, ass, barebacking, blowjob, classic, couple
Mit der Salatgurke selbst befridigt
3 years ago
22:56

TrannyOne

Mit der Salatgurke selbst befridigt

Tags: big nipples, big tits, brunette, classic, dark hair, deep throat, dirty
Super Vintage movie with two transvestites 1977
4 years ago
26:35

TrannyOne

Super Vintage movie with two transvestites 1977

Tags: amateur, anal, anus, ass, blowjob, classic, couple
Bruised Angel (1970) Part 1
4 years ago
21:15

TrannyOne

Bruised Angel (1970) Part 1

Tags: anal, anus, ass, barebacking, bdsm, blowjob, bondage
denise seule a la maison
3 years ago
1:26

TrannyOne

denise seule a la maison

Tags: amateur, ass, big tits, booty, classic, european, french
trans beauty peeing
1 year ago
0:46

ShemaleSin

trans beauty peeing

Tags: amateur, beauty, feet, fetish, pissing, retro, transsexual
1950s nylon stocking and stilettos
2 years ago
0:49

KeekAss

1950s nylon stocking and stilettos

Tags: amateur, crossdressing, high heels, ladyboy, lingerie, nylon, retro
Shemale wird hardcore in den Arsch gefickt Retro deutsch
3 years ago
27:48

TrannyOne

Shemale wird hardcore in den Arsch gefickt Retro deutsch

Tags: anal, anus, ass, audition, brunette, classic, dark hair
Teasing and caning myself in a retro suit, purple stockings and heels
1 year ago
6:31

XXXDan

Teasing and caning myself in a retro suit, purple stockings and heels

Tags: amateur, beauty, big ass, caning, crossdressing, high heels, lingerie
Hottie Vintage Shemale Fucking Bitch Men -SiNNE-
3 years ago
18:06

TrannyOne

Hottie Vintage Shemale Fucking Bitch Men -SiNNE-

Tags: amateur, anal, anus, ass, big cock, big tits, bitch
Horny couple has dirty perverted sex with busty shemale
4 years ago
7:31

TrannyOne

Horny couple has dirty perverted sex with busty shemale

Tags: 3some, ass, big tits, blonde, booty, brunette, classic
These Boots Are Made for Walking - Sexy crossdress version
4 years ago
5:41

TrannyOne

These Boots Are Made for Walking - Sexy crossdress version

Tags: anal, anus, ass, blonde, boots, classic, cougar
Very valuable scene with a man, a readhead gal and a darksome haired t-girl.
5 years ago
14:48

ShemaleSin

Very valuable scene with a man, a readhead gal and a darksome haired t-girl.

Tags: 3some, cum, dark hair, italian, redhead, retro, shemale
Lizzy Yum retro 4k two8
2 years ago
5:04

KeekAss

Lizzy Yum retro 4k two8

Tags: amateur, brunette, fetish, hd, homevideo, mature, retro
This is MY Italian WIFE!!! - episode #09 - (Vintage Chapter)
4 years ago
16:22

TrannyOne

This is MY Italian WIFE!!! - episode #09 - (Vintage Chapter)

Tags: amateur, anus, ass, big tits, blowjob, classic, close up
TBabe by the pool
1 year ago
8:20

FapNow

TBabe by the pool

Tags: 3some, anal, assfucking, barebacking, blonde, blowjob, classic
Retro Shemales
4 years ago
36:38

TrannyOne

Retro Shemales

Tags: big cock, classic, dick, lingerie, mature, retro, shemale
Powerful Sissy Works Out! Sexy Punk Exercises in Retro Inspired Outfit and Heels.
2 years ago
11:40

ShemaleSin

Powerful Sissy Works Out! Sexy Punk Exercises in Retro Inspired Outfit and Heels.

Tags: amateur, anal, ass, blonde, buttplug, clothed sex, cute
UNSHAVED TWAT FLOOZY
4 years ago
1:03

ShemaleSin

UNSHAVED TWAT FLOOZY

Tags: amateur, ass, cunt, fetish, hairy, kinky, pussy
”Groupsex From The Seventies Rocks”
11 days ago
18:01

TransHero

”Groupsex From The Seventies Rocks”

Tags: 3some, 69, big cock, blonde, blowjob, cumshot, group sex
MIA MOGLIE E' UN TRANS - (Full Movie - HD Restyling Version)
4 years ago
2:30:50

TrannyOne

MIA MOGLIE E' UN TRANS - (Full Movie - HD Restyling Version)

Tags: anal, anus, ass, classic, european, hardcore, hd
Beneath the Sea (Retro Porno)
1 year ago
5:44

ShemaleSin

Beneath the Sea (Retro Porno)

Tags: amateur, blonde, cum, cumshot, cute, feet, fetish
Lizzy Yum retro 4k two7
2 years ago
8:19

KeekAss

Lizzy Yum retro 4k two7

Tags: amateur, anal, anal toying, brunette, crossdressing, hd, homevideo
Chloe french crossdresser
5 years ago
1:33

ShemalePub

Chloe french crossdresser

Tags: crossdressing, french, retro, shemale, solo
Yaoi Trans Erotic Punk Psychedelic Horror Porn Solo Retro Style Compilation
4 years ago
21:38

ShemaleSin

Yaoi Trans Erotic Punk Psychedelic Horror Porn Solo Retro Style Compilation

Tags: big ass, big clit, compilation, erotic, fetish, handjob, hardcore
Shemale Amateur 80
4 years ago
1:50

aShemaleTube

Shemale Amateur 80

Tags: amateur, first time, hd, homevideo, retro, shemale, vintage
1977 Vintage She-Male Porn Classic
3 years ago
26:35

TrannyOne

1977 Vintage She-Male Porn Classic

Tags: anal, anus, ass, classic, couple, latina, mature
Hardcore babe love deep retro erotica
4 years ago
7:56

TrannyOne

Hardcore babe love deep retro erotica

Tags: babe, beauty, classic, erotic, hardcore, retro, shemale
leather trousers dicksucking romp machine crossdresser
2 years ago
7:08

KeekAss

leather trousers dicksucking romp machine crossdresser

Tags: amateur, crossdressing, dick, hd, homevideo, leather, masturbation
Retro 70's ebony tranny and blond pool male.
5 years ago
6:29

ShemaleSin

Retro 70's ebony tranny and blond pool male.

Tags: blonde, ebony, hunk, pool, retro, tgirl, tranny
Storie di Sesso Transessuale - Original Full Episode
1 year ago
1:28:57

ShemaleSin

Storie di Sesso Transessuale - Original Full Episode

Tags: anal, assfucking, big ass, big cock, big tits, blowjob, cowgirl
TS vintage milf gets fucked
9 years ago
16:32

aShemaleTube

TS vintage milf gets fucked

Tags: assfucking, lingerie, mature, milf, retro, shemale, tranny
Cute Retro Girl Jerkoff Session
10 months ago
9:06

aShemaleTube

Cute Retro Girl Jerkoff Session

Tags: blonde, cute, hd, jerking, lingerie, masturbation, retro
Videa v hd, retro klasika
4 years ago
5:51

ShemaleTaxi

Videa v hd, retro klasika

Tags: amateur, beauty, hd, ladyboy, pov, retro, shemale
Vintage shemale, retro shemale
4 years ago
15:05

ShemaleTaxi

Vintage shemale, retro shemale

Tags: anal, retro, shemale, vintage
One more attempt to go nuts deep with wood rambone
3 years ago
3:54

KeekAss

One more attempt to go nuts deep with wood rambone

Tags: amateur, anal, beauty, blonde, classic, crossdressing, hd
20200317 teddie and Tutu
3 years ago
10:17

KeekAss

20200317 teddie and Tutu

Tags: amateur, big tits, brunette, crossdressing, cum, cumshot, fetish
Titan Folks Arse Subjugated - Nearly all in by accident
4 years ago
7:32

KeekAss

Titan Folks Arse Subjugated - Nearly all in by accident

Tags: amateur, anal, ass, blonde, classic, crossdressing, hd
Joanie - Secrets In Lace Underwear
4 years ago
3:40

KeekAss

Joanie - Secrets In Lace Underwear

Tags: amateur, blonde, couple, crossdressing, cum, cumshot, gorgeous
Retro Sissy Gurl
4 years ago
2:24

KeekAss

Retro Sissy Gurl

Tags: amateur, big tits, brunette, crossdressing, escort, gorgeous, lingerie
20201110 burgundy ballet tutu etc., ample melons pantyhose
3 years ago
6:13

KeekAss

20201110 burgundy ballet tutu etc., ample melons pantyhose

Tags: amateur, ballerina, beauty, big tits, cosplay, crossdressing, cum
Antique transgender princess
5 years ago
20:46

KeekAss

Antique transgender princess

Tags: anal, antique, big ass, big tits, blowjob, brunette, cumshot
Antique
4 years ago
5:55

KeekAss

Antique

Tags: amateur, anal, antique, brunette, crossdressing, handjob, mature
20211214 Antique sundress up two
3 years ago
2:54

KeekAss

20211214 Antique sundress up two

Tags: amateur, antique, big tits, crossdressing, hd, homevideo, lingerie
Teenie Sissy Pummel in Motel
4 years ago
9:38

KeekAss

Teenie Sissy Pummel in Motel

Tags: amateur, anal, assfucking, blonde, crossdressing, dildo, fetish
Antique Xxl Bap Black Tranny - Security Guard Plumb
6 years ago
14:28

KeekAss

Antique Xxl Bap Black Tranny - Security Guard Plumb

Tags: amateur, antique, bbw, big tits, black, blowjob, brunette
Sticking 80mm Candy Bottle (four)
2 years ago
3:07

KeekAss

Sticking 80mm Candy Bottle (four)

Tags: amateur, anal, anal toying, bottle, crossdressing, cum, cumshot
Ramming 80mm Candy Bottle (1)
2 years ago
5:37

KeekAss

Ramming 80mm Candy Bottle (1)

Tags: amateur, anal, anal toying, ass, bottle, crossdressing, gaping hole
Transgirl Pink Cigar Superslut 80
4 years ago
2:20

KeekAss

Transgirl Pink Cigar Superslut 80

Tags: amateur, anal, brunette, cigarette, cumshot, dick, gay
Leap in my van and come to the desert where you i can rail you on my bonnet and groan
3 years ago
3:03

KeekAss

Leap in my van and come to the desert where you i can rail you on my bonnet and groan

Tags: amateur, brunette, classic, crossdressing, fetish, hd, lingerie
Joanie - Rago Garter Belt
3 years ago
2:59

KeekAss

Joanie - Rago Garter Belt

Tags: amateur, beauty, brunette, classic, crossdressing, cumshot, garter belts
Antique First-Timer Fucky-Fucky with the Transgirl Spunking while I take it in the Culo
5 years ago
6:32

KeekAss

Antique First-Timer Fucky-Fucky with the Transgirl Spunking while I take it in the Culo

Tags: amateur, anal, antique, assfucking, barebacking, blowjob, close up
Jasmine Love Buttons & BIG BLACK COCK Buddy
5 years ago
21:44

KeekAss

Jasmine Love Buttons & BIG BLACK COCK Buddy

Tags: anal, big black cock, big cock, blowjob, brunette, classic, cumshot
Liz alone again guitar orbs retro doken guitar tribute
3 years ago
4:15

KeekAss

Liz alone again guitar orbs retro doken guitar tribute

Tags: amateur, big tits, brunette, hd, mature, music, retro
More Antique Wifey Tina
3 years ago
2:39

KeekAss

More Antique Wifey Tina

Tags: amateur, antique, crossdressing, cumshot, hd, homevideo, lingerie
Antique crossdresser throating
4 years ago
12:02

KeekAss

Antique crossdresser throating

Tags: amateur, antique, blonde, blowjob, brunette, crossdressing, pov
Transexual Delights
3 years ago
8:20

KeekAss

Transexual Delights

Tags: 3some, amateur, anal, assfucking, blonde, blowjob, bush
Hot girl on girl action
6 years ago
5:28

TubePornClassic

Hot girl on girl action

Tags: classic, lesbian, retro, tgirl, vintage
2003 Retro Black Leather fuck stick and jism
4 years ago
3:47

KeekAss

2003 Retro Black Leather fuck stick and jism

Tags: amateur, anal, black, brunette, crossdressing, cum, dildo
You got another thing coming
2 years ago
21:52

KeekAss

You got another thing coming

Tags: anal toying, big cock, blowjob, compilation, crossdressing, cum, dick
Milky Retro Sundress
5 years ago
1:13

KeekAss

Milky Retro Sundress

Tags: amateur, brunette, crossdressing, mature, milk, retro, shemale
Ultra-Kinky Sissy in grey stretch pants and high-heeled shoes
4 years ago
3:29

KeekAss

Ultra-Kinky Sissy in grey stretch pants and high-heeled shoes

Tags: amateur, classic, crossdressing, fetish, girlfriend, kinky, pov
Antique Ladyboy Jizm
2 years ago
4:24

KeekAss

Antique Ladyboy Jizm

Tags: amateur, antique, blonde, crossdressing, cum, cumshot, hd
Antique t-model tears up gal
4 years ago
8:37

KeekAss

Antique t-model tears up gal

Tags: antique, blowjob, lesbian, model, retro, shemale, stockings
Antique, Complicates time, sick patient go to the TRANSSEXUAL Physician
5 years ago
17:57

KeekAss

Antique, Complicates time, sick patient go to the TRANSSEXUAL Physician

Tags: anal, antique, blowjob, brunette, cum, cumshot, doctor
antique crossdresser ep9 pt2
4 years ago
10:10

KeekAss

antique crossdresser ep9 pt2

Tags: anal, antique, bdsm, crossdressing, domination, fisting, hd
Torrid Victoria Lecherri cooking in the Kitchen!
3 years ago
3:48

KeekAss

Torrid Victoria Lecherri cooking in the Kitchen!

Tags: amateur, bbw, beauty, big ass, blonde, caught, crossdressing
Joanie - Antique Frederick's Basque and Lace Pantyhose
3 years ago
8:32

KeekAss

Joanie - Antique Frederick's Basque and Lace Pantyhose

Tags: amateur, antique, blonde, compilation, crossdressing, cumshot, hd
She-Male Antique Brief Flick 7
6 years ago
12:22

KeekAss

She-Male Antique Brief Flick 7

Tags: anal, antique, assfucking, babe, big ass, big tits, blonde
Just Girls
6 years ago
6:15

TubePornClassic

Just Girls

Tags: classic, lisa deleeuw, pornstar, retro, tgirl, vintage
Antique She-Creature Queen assfucking boinked
4 years ago
19:37

KeekAss

Antique She-Creature Queen assfucking boinked

Tags: anal, antique, assfucking, big tits, blowjob, brunette, cumshot
Miss me?
3 years ago
3:24

KeekAss

Miss me?

Tags: amateur, anal, big ass, black, crossdressing, ebony, first time
CRRC2
4 years ago
13:30

KeekAss

CRRC2

Tags: 3some, anal, big cock, big tits, blonde, blowjob, brunette
Sleek tucking 80mm donk cork
3 years ago
4:11

KeekAss

Sleek tucking 80mm donk cork

Tags: amateur, anal, anal fisting, asian, ass, big ass, gaping hole
casal antique fode gostoso brasileiros
4 years ago
14:52

KeekAss

casal antique fode gostoso brasileiros

Tags: amateur, anal, antique, blowjob, brazilian, brunette, outdoor
Dark-Haired she-creature penetrates buttfuck each other
2 years ago
22:03

KeekAss

Dark-Haired she-creature penetrates buttfuck each other

Tags: anal, assfucking, babe, beauty, big cock, blowjob, brunette
Achieve self-handballing with 80mm culo slot
3 years ago
4:34

KeekAss

Achieve self-handballing with 80mm culo slot

Tags: amateur, anal, anal fisting, asian, ass, crossdressing, fetish
Sticking 80mm giant fuck stick
3 years ago
3:45

KeekAss

Sticking 80mm giant fuck stick

Tags: anal, asian, crossdressing, dildo, gaping hole, hd, huge dildo
Lizzy Yum August 2022 #9 cam solo fun bags & puffies Lizzy Yum have fun retro a cd c
3 years ago
5:44

KeekAss

Lizzy Yum August 2022 #9 cam solo fun bags & puffies Lizzy Yum have fun retro a cd c

Tags: amateur, big tits, brunette, funny, mature, milf, music
HUT GIRL
6 years ago
7:54

TubePornClassic

HUT GIRL

Tags: classic, retro, tgirl, vintage
Phat boner German t-girl worships getting her anus ruined
2 years ago
21:35

KeekAss

Phat boner German t-girl worships getting her anus ruined

Tags: amateur, anal, anus, ass, asslick, big cock, blowjob
Antique Close up Taunt
3 years ago
5:15

KeekAss

Antique Close up Taunt

Tags: amateur, antique, close up, crossdressing, fetish, handjob, lingerie
Scented bod and plugged poon
3 years ago
4:30

KeekAss

Scented bod and plugged poon

Tags: amateur, anal, ass, beauty, crossdressing, dick, jerking
Dark haired she-creature from Germany worships jism on her extraordinaire assets
2 years ago
29:43

KeekAss

Dark haired she-creature from Germany worships jism on her extraordinaire assets

Tags: amateur, amazing, anal, blowjob, brunette, cumshot, dark hair
Just Girls
6 years ago
6:15

TubePornClassic

Just Girls

Tags: classic, retro, tgirl, vintage