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, retro, vintage

Dark haired German she-male gobbling jism after a deep assfucking smash
2 years ago
20:08

KeekAss

Dark haired German she-male gobbling jism after a deep assfucking smash

Tags: anal, assfucking, blowjob, brunette, cum, cumshot, dark hair, german, hardcore, masturbation

vintage crossdressing ep47 full
3 years ago
22:33

TrannyOne

vintage crossdressing ep47 full

Tags: bdsm, classic, creampie, crossdressing, cum, domination, hd, pussy, retro, vaginal cumshot

Go Gay thinking of Gay sissies in the sissy fields
3 years ago
6:54

TrannyOne

Go Gay thinking of Gay sissies in the sissy fields

Tags: bdsm, classic, crossdressing, emo, gay, hairy, hunk, jerking, masturbation, retro

Dane The Hermaphrodite
1 year ago
11:24

TrannyOne

Dane The Hermaphrodite

Tags: blowjob, hermaphrodite, retro, sucking, tranny, vintage

Tittenfick beim Vorstellungs gespraech
3 years ago
25:43

TrannyOne

Tittenfick beim Vorstellungs gespraech

Tags: ass, blowjob, brutal, classic, cougar, dirty, doggystyle, european, extreme, german

Classic vo
3 years ago
27:25

TrannyOne

Classic vo

Tags: anal, anus, ass, big cock, black, classic, dick, ebony, retro, toys

for old man 2 xxx
3 years ago
1:36

TrannyOne

for old man 2 xxx

Tags: ass, booty, classic, european, french, grandpa, hd, lingerie, masturbation, mature

Little Asian vs Black Monster Cock - EPISODE #19
3 years ago
40:57

TrannyOne

Little Asian vs Black Monster Cock - EPISODE #19

Tags: asian, black, classic, dick, ebony, hardcore, huge cock, interracial, monster cock, oriental

Hot Blonde Gets Her Tight Pussy Pounded
3 years ago
20:11

TrannyOne

Hot Blonde Gets Her Tight Pussy Pounded

Tags: bikini, black, blonde, classic, doctor, ebony, futanari, hd, hermaphrodite, medical

Brit Escort with 80 yr Elderly Customer
4 years ago
9:19

KeekAss

Brit Escort with 80 yr Elderly Customer

Tags: blonde, blowjob, crossdressing, escort, handjob, mature, old, retro, slut, stockings

Red-Hot She-Male Porno 80
4 years ago
2:29

KeekAss

Red-Hot She-Male Porno 80

Tags: anal, barebacking, crossdressing, gay, hd, homevideo, retro, stockings, vintage

MIA MOGLIE E' UN TRANS - (Full Movie - HD Restyling Version)
3 years ago
2:30:50

TrannyOne

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

Tags: anal, anus, ass, classic, european, hardcore, hd, italian, milf, mom

Bald Guy Takes Dick In His Ass In Nasty Shemale Vacchanalia
10 months ago
6:58

TubePornClassic

Bald Guy Takes Dick In His Ass In Nasty Shemale Vacchanalia

Tags: 3some, ass, big ass, big cock, big tits, bisexual, brunette, classic, cumshot, deep throat

Retro Italian Shemale
1 year ago
20:30

ShemaleMovie

Retro Italian Shemale

Tags: italian, retro, vintage

Vintage Trannies
3 years ago
1:42:29

TrannyOne

Vintage Trannies

Tags: classic, pegging, retro, tranny, vintage

20201110 burgundy ballet tutu etc., ample melons pantyhose
2 years ago
6:13

KeekAss

20201110 burgundy ballet tutu etc., ample melons pantyhose

Tags: ballerina, beauty, big tits, cosplay, crossdressing, cum, cumshot, fetish, handjob, hd

Busty brunette babe getting her ass red after getting spanked by her punisher
10 months ago
35:08

xHamster

Busty brunette babe getting her ass red after getting spanked by her punisher

Tags: amazing, american, ass, bdsm, big tits, bondage, brunette, cum, domination, fetish

20211214 Antique sundress up two
2 years ago
2:54

KeekAss

20211214 Antique sundress up two

Tags: big tits, crossdressing, hd, homevideo, lingerie, masturbation, mature, retro, stockings, vintage

Close up sex machine cumshot dildo 80 x 300
3 years ago
4:21

TrannyOne

Close up sex machine cumshot dildo 80 x 300

Tags: anal, anal toying, anus, ass, big cock, classic, close up, crossdressing, cum, cumshot

Lady Alice compilation 09 endless wild passion (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR
11 months ago
12:16

xHamster

Lady Alice compilation 09 endless wild passion (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Tags: anal, bdsm, blowjob, compilation, crossdressing, cum, feminization, fetish, hd, huge dildo

Der Kleine Schwanz in der teeny fotze
2 years ago
18:17

TrannyOne

Der Kleine Schwanz in der teeny fotze

Tags: big nipples, big tits, blowjob, brunette, brutal, classic, dark hair, dirty, european, feet

Curvy Model wird hart gefickt
2 years ago
21:39

TrannyOne

Curvy Model wird hart gefickt

Tags: ass, big natural tits, big nipples, big tits, blowjob, booty, brunette, brutal, classic, curvy

Bruised Angel (1970)
3 years ago
1:08:56

TrannyOne

Bruised Angel (1970)

Tags: anal, anus, ass, barebacking, bdsm, blowjob, bondage, classic, couple, crossdressing

Barbesiitzer fickt die Kundin auf dem Spielautomaten
1 year ago
26:47

TrannyOne

Barbesiitzer fickt die Kundin auf dem Spielautomaten

Tags: big nipples, big tits, brunette, deep throat, milf, nipples, retro, small tits, teen (18+)

Huge-Titted blond German she-creature worships railing her men loaded manmeat
2 years ago
26:05

KeekAss

Huge-Titted blond German she-creature worships railing her men loaded manmeat

Tags: amazing, anal, barebacking, big tits, blonde, blowjob, cumshot, german, hardcore, hd

Antique COUGAR & Jerking Satin Sissy
2 years ago
6:16

KeekAss

Antique COUGAR & Jerking Satin Sissy

Tags: blonde, compilation, cougar, crossdressing, cum, cumshot, high heels, jerking, lingerie, masturbation

Two Post-Op Tgirls sharing a man
3 years ago
23:13

TrannyOne

Two Post-Op Tgirls sharing a man

Tags: 3some, anal, anus, ass, classic, mature, retro, share, tgirl, tranny

80's hairstyle Cuteypi with a standing cumshot
3 years ago
33:59

TrannyOne

80's hairstyle Cuteypi with a standing cumshot

Tags: classic, cum, cumshot, hd, masturbation, mature, orgasm, retro, solo, standing

Alluring brunette babe enjoys being tied up and dominated
10 months ago
20:32

xHamster

Alluring brunette babe enjoys being tied up and dominated

Tags: american, big natural tits, bondage, brunette, domination, fetish, master, mom, retro, slave

Have Fun Flick TRANSSEXUAL Nicole Montero Frolicking a black stud up his bum, he luvs
1 year ago
14:39

KeekAss

Have Fun Flick TRANSSEXUAL Nicole Montero Frolicking a black stud up his bum, he luvs

Tags: anal, big cock, black, brunette, cumshot, ebony, funny, hd, interracial, latina

Pornstars: friday

Valeria: the ultimate professional transsexual pornstar (Full HD Movie)
1 year ago
1:34:34

HDSex

Valeria: the ultimate professional transsexual pornstar (Full HD Movie)

Tags: european, hd, italian, pornstar, retro, story, transsexual, vintage

Vintage crossdresser sucking
3 years ago
12:02

TrannyOne

Vintage crossdresser sucking

Tags: blowjob, classic, crossdressing, oral, retro, sucking, transvestite, vintage

Vintage Karen Dior
2 years ago
14:56

TrannyOne

Vintage Karen Dior

Tags: blowjob, crossdressing, oral, queen, retro, sucking, vintage

Teenie Sissy Tear Up in Motel
4 years ago
9:38

KeekAss

Teenie Sissy Tear Up in Motel

Tags: anal, assfucking, blonde, crossdressing, dildo, fishnet, glasses, handjob, hd, kinky

Peli Transex Vintage 1
3 years ago
1:59:44

TrannyOne

Peli Transex Vintage 1

Tags: anal, anus, ass, blowjob, classic, mature, oral, retro, vintage

Xxl Manstick Hermaphroditism Female Plows Super-Fucking-Hot Intrusion THREE DIMENSIONAL Damsels
3 years ago
3:22

KeekAss

Xxl Manstick Hermaphroditism Female Plows Super-Fucking-Hot Intrusion THREE DIMENSIONAL Damsels

Tags: big ass, big cock, brazilian, gay, hd, huge cock, leather, pov, retro, teen (18+)

Dicke titten Milf fistet im Buero Ihre Fotze
2 years ago
21:48

TrannyOne

Dicke titten Milf fistet im Buero Ihre Fotze

Tags: big nipples, big tits, blowjob, brunette, brutal, classic, dark hair, deep throat, dick, dirty

Sexual Transexual
2 years ago
7:25

TrannyOne

Sexual Transexual

Tags: 3some, anal, blowjob, classic, dick, german, hairy, licking, outdoor, pool

20200421 rectal
2 years ago
6:11

KeekAss

20200421 rectal

Tags: anal, ass, big tits, crossdressing, cum, cumshot, fetish, handjob, hd, homevideo

2003 Retro Black Leather fuck stick and jism
3 years ago
3:47

KeekAss

2003 Retro Black Leather fuck stick and jism

Tags: anal, black, brunette, crossdressing, cum, dildo, handjob, hd, latex, leather

BELLA - scene #04
1 year ago
19:54

TrannyOne

BELLA - scene #04

Tags: anal, ass, close up, european, german, hardcore, homevideo, retro, small tits, vagina

Retro Sissy Gurl
3 years ago
2:24

KeekAss

Retro Sissy Gurl

Tags: big tits, brunette, crossdressing, escort, gorgeous, lingerie, mature, retro, sissy, slut

Sissy 80 day innocence spunk
4 years ago
4:13

KeekAss

Sissy 80 day innocence spunk

Tags: brunette, crossdressing, cum, maid, masturbation, public, retro, sissy, stockings, toys

Honey & Gia Darling cumming to mouth
3 years ago
7:09

TrannyOne

Honey & Gia Darling cumming to mouth

Tags: blowjob, classic, compilation, creampie, cum, cum in mouth, hd, mouthful, oral, retro

Antique First-Timer Fucky-Fucky with the Transgirl Spunking while I take it in the Culo
4 years ago
6:32

KeekAss

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

Tags: anal, assfucking, barebacking, blowjob, close up, cumshot, first time, gay, glasses, group sex

Retro Cd Jerks Explodes Licks Up Sperm Vhs
1 year ago
9:47

ShemaleZ

Retro Cd Jerks Explodes Licks Up Sperm Vhs

Tags: blonde, licking, retro, solo, sperm, vintage

deutsch retro filme amateure die echten sex vor der Kamera
1 year ago
19:43

xHamster

deutsch retro filme amateure die echten sex vor der Kamera

Tags: german, pornstar, retro

Pornstars: julia reaves

A Antique italian Unexperienced Story - Scene six
1 year ago
25:22

KeekAss

A Antique italian Unexperienced Story - Scene six

Tags: anal, big ass, big tits, blowjob, brunette, cumshot, hd, homevideo, italian, masturbation

A stunning blonde chick gets her ass and pussy spanked by her lord
10 months ago
18:06

xHamster

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

Tags: ass, bdsm, blonde, blowjob, bondage, cumshot, dick, domination, english, old farts

The Transvestite
3 years ago
5:41

TrannyOne

The Transvestite

Tags: blowjob, classic, compilation, couple, crossdressing, cum, cumshot, fetish, hairy, hardcore

Retro Ziegenbart hat spass mit Nachbarin
2 years ago
29:28

TrannyOne

Retro Ziegenbart hat spass mit Nachbarin

Tags: ass, big ass, big natural tits, big tits, blowjob, classic, cum, fingering, german, hairy

Sissy 80 day chastity cum
4 years ago
4:06

aShemaleTube

Sissy 80 day chastity cum

Tags: cum, hd, maid, retro, sissy, solo, stockings, toys, webcam

The Bad Demeanor by Captain Ameba (Futa x Futa)
4 years ago
9:12

KeekAss

The Bad Demeanor by Captain Ameba (Futa x Futa)

Tags: 3d, anal, ass, assfucking, big ass, big cock, big tits, cartoon, futanari, handjob

Retro shemale loved sex
3 years ago
11:51

TrannyOne

Retro shemale loved sex

Tags: anal, anus, ass, blonde, blowjob, classic, oral, retro, vintage

Vintage Hermaphrodite Shemales
3 years ago
12:40

TrannyOne

Vintage Hermaphrodite Shemales

Tags: blonde, blowjob, classic, futanari, hermaphrodite, oral, retro, sucking, vintage

Crystal Crawford Very Hot
3 years ago
9:45

TrannyOne

Crystal Crawford Very Hot

Tags: anal, anus, ass, assfucking, classic, crossdressing, retro, sucking, transvestite, vintage

Lady Alice compilation 09 endless wild passion (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR
11 months ago
11:50

xHamster

Lady Alice compilation 09 endless wild passion (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Tags: anal, anal toying, ass, bdsm, blowjob, compilation, crossdressing, cum, domination, fetish

Antique 2011 pinch. Early clamp of  sissy Lucy gargling man sausage
4 years ago
1:31

KeekAss

Antique 2011 pinch. Early clamp of sissy Lucy gargling man sausage

Tags: blowjob, clamp, crossdressing, dick, gay, pov, retro, sissy, sucking, vintage

Draining Antique COUGAR - money-shot in a sheer gown and antique underwear
2 years ago
2:21

KeekAss

Draining Antique COUGAR - money-shot in a sheer gown and antique underwear

Tags: bdsm, brunette, cougar, crossdressing, cum, cumshot, hd, lingerie, masturbation, mature

Amazing HERMAPHRODITISM Anime three dimensional bevy
4 years ago
4:27

KeekAss

Amazing HERMAPHRODITISM Anime three dimensional bevy

Tags: 3d, 69, amazing, anime, blonde, futanari, hd, interracial, lesbian, retro

Horny couple has dirty perverted sex with busty shemale
3 years ago
7:31

TrannyOne

Horny couple has dirty perverted sex with busty shemale

Tags: 3some, ass, big tits, blonde, booty, brunette, classic, couple, cum, cumshot

Neu in der Pornoszene Milf mit Dildo Retro
3 years ago
25:54

TrannyOne

Neu in der Pornoszene Milf mit Dildo Retro

Tags: ass, big natural tits, blowjob, brutal, classic, cougar, dildo, dirty, european, extreme

Cutey Pi Big Cock Shemale rides her fat dildo again
3 years ago
14:13

TrannyOne

Cutey Pi Big Cock Shemale rides her fat dildo again

Tags: anal, anal toying, anus, ass, big cock, big tits, classic, dick, dildo, fat

for old man 4xxx
3 years ago
1:09

TrannyOne

for old man 4xxx

Tags: ass, booty, classic, european, french, grandpa, hd, lingerie, masturbation, mature

Joanie - 80s Assistant
2 years ago
5:23

KeekAss

Joanie - 80s Assistant

Tags: blonde, crossdressing, cumshot, hd, lingerie, masturbation, mature, retro, secretary, stockings

Retro Trans Girl treats her Lover
3 years ago
21:56

TrannyOne

Retro Trans Girl treats her Lover

Tags: anal, anus, ass, bdsm, big cock, brazilian, classic, couple, dick, domination

Good looking babe with small tits and her punisher in the dungeon
11 months ago
10:18

xHamster

Good looking babe with small tits and her punisher in the dungeon

Tags: american, bdsm, bondage, domination, dungeon, extreme, fetish, gorgeous, punishment, retro

Let's begin with my puffies!
3 years ago
6:33

KeekAss

Let's begin with my puffies!

Tags: ass, brunette, crossdressing, homevideo, joi, lingerie, mature, milf, pussy, retro

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: amazing, anal, blowjob, brunette, cumshot, dark hair, german, hardcore, hd, masturbation

Green Victorian gown
3 years ago
13:46

TrannyOne

Green Victorian gown

Tags: australian, classic, dress, masturbation, mature, retro, solo, vintage

20200317 teddie and Tutu
2 years ago
10:17

KeekAss

20200317 teddie and Tutu

Tags: big tits, brunette, crossdressing, cum, cumshot, fetish, handjob, hd, homevideo, lingerie

A slim blonde lady getting pleased by her master in the bedroom
10 months ago
40:20

xHamster

A slim blonde lady getting pleased by her master in the bedroom

Tags: american, bdsm, bedroom, blonde, dildo, domination, fetish, master, orgasm, retro

A thick blonde lady needs a good spanking because she is a naughty girl
11 months ago
21:49

xHamster

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

Tags: american, bdsm, blonde, bondage, domination, fetish, mature, naughty, retro, slave

Blonde einfach auf dem Boden gefickt
2 years ago
21:47

TrannyOne

Blonde einfach auf dem Boden gefickt

Tags: big nipples, big tits, blonde, brunette, deep throat, milf, nipples, retro, small tits, teen (18+)

Retro BDSM Schlampe wird auf dem Couchtisch gefickt
2 years ago
20:42

TrannyOne

Retro BDSM Schlampe wird auf dem Couchtisch gefickt

Tags: bdsm, big cock, blowjob, brutal, dick, dirty, doggystyle, european, german, hardcore

Sleek tucking 80mm donk cork
2 years ago
4:11

KeekAss

Sleek tucking 80mm donk cork

Tags: anal, anal fisting, asian, ass, big ass, gaping hole, handjob, huge dildo, masturbation, milf

Mama will es richtig hart! vintage, Retro, Amateur, Hardcore
2 years ago
15:10

TrannyOne

Mama will es richtig hart! vintage, Retro, Amateur, Hardcore

Tags: bdsm, blowjob, brutal, cougar, cum, cum in mouth, hardcore, homevideo, milf, mom

Short haired slut from France wants cum so bad
9 months ago
43:14

TrannyOne

Short haired slut from France wants cum so bad

Tags: anal, big tits, black, blonde, boyfriend, cum, dick, french, hairy, hardcore

Retro mature blow-job
4 years ago
5:47

KeekAss

Retro mature blow-job

Tags: blowjob, brunette, crossdressing, dildo, gay, hd, masturbation, mature, milf, retro

Vintage CD fun
3 years ago
12:25

TrannyOne

Vintage CD fun

Tags: anal, anus, ass, classic, couple, funny, masturbation, mature, retro, vintage

leather trousers dicksucking romp machine crossdresser
1 year ago
7:08

KeekAss

leather trousers dicksucking romp machine crossdresser

Tags: crossdressing, dick, hd, homevideo, leather, masturbation, retro, sissy, toys, vintage

The Bad Demeanor by Captain Ameba 2
4 years ago
9:12

KeekAss

The Bad Demeanor by Captain Ameba 2

Tags: 3d, anal, ass, assfucking, big ass, big cock, big tits, cartoon, futanari, handjob

T-Models Throating Dickgirls - TransXdating.com
4 years ago
4:15

KeekAss

T-Models Throating Dickgirls - TransXdating.com

Tags: 3d, anime, big ass, big cock, big tits, black, cartoon, dick, ebony, hd

Small titted Asian girl getting roped all over the dungeon by her master
11 months ago
57:56

xHamster

Small titted Asian girl getting roped all over the dungeon by her master

Tags: african, american, asian, bondage, brunette, domination, dungeon, master, retro, slave

Transexual Delights
2 years ago
8:20

KeekAss

Transexual Delights

Tags: 3some, anal, assfucking, blonde, blowjob, bush, classic, german, hairy, hd

Knight Is Throating Lollipop Pony In The Dickgirl Witch - 3 DIMENSIONAL HERMAPHRODITISM Movie GamePlay
4 years ago
3:14

KeekAss

Knight Is Throating Lollipop Pony In The Dickgirl Witch - 3 DIMENSIONAL HERMAPHRODITISM Movie GamePlay

Tags: 3d, big cock, big tits, brunette, dick, fitness, futanari, game, gay, handjob

Hottie Vintage Shemale Fucking Bitch Men -SiNNE-
3 years ago
18:06

TrannyOne

Hottie Vintage Shemale Fucking Bitch Men -SiNNE-

Tags: anal, anus, ass, big cock, big tits, bitch, blowjob, classic, dick, lingerie

Joanie - Rago Garter Belt
2 years ago
2:59

KeekAss

Joanie - Rago Garter Belt

Tags: beauty, brunette, classic, crossdressing, cumshot, garter belts, hd, homevideo, lingerie, masturbation

Casey (1971) Complete Movie
3 years ago
1:22:37

TrannyOne

Casey (1971) Complete Movie

Tags: anal, anus, ass, barebacking, blowjob, classic, couple, crossdressing, cum, dick

Joanie - Secrets In Lace Underwear
3 years ago
3:40

KeekAss

Joanie - Secrets In Lace Underwear

Tags: blonde, couple, crossdressing, cum, cumshot, gorgeous, hd, lace, lingerie, masturbation

Super Vintage movie with two transvestites 1977
3 years ago
26:35

TrannyOne

Super Vintage movie with two transvestites 1977

Tags: anal, anus, ass, blowjob, classic, couple, crossdressing, cum, mature, oral

AT Home having Joy!
1 year ago
0:46

KeekAss

AT Home having Joy!

Tags: big black cock, big cock, crossdressing, exhibitionist, fetish, hd, homevideo, kinky, reality, retro

A Antique italian First-Timer Story - Vignette 8
1 year ago
25:25

KeekAss

A Antique italian First-Timer Story - Vignette 8

Tags: 3some, anal, barebacking, bisexual, blowjob, brunette, cumshot, double penetration, first time, hd

Rare Vintage Monster Tit Milf with Uncut French Shemale
3 years ago
19:19

TrannyOne

Rare Vintage Monster Tit Milf with Uncut French Shemale

Tags: anal, anus, ass, classic, european, french, huge tits, mature, milf, mom

Transsexual Dreams in Milan  volume #03
2 years ago
30:32

TrannyOne

Transsexual Dreams in Milan volume #03

Tags: erotic, european, fantasy, german, hardcore, retro, story, transsexual, vintage

danish antique2
4 years ago
7:57

KeekAss

danish antique2

Tags: anal, blowjob, danish, ebony, gay, handjob, interracial, masturbation, retro, stockings

Check Out This Hot Retro Scene With Hot Girls
5 years ago
27:55

TubePornClassic

Check Out This Hot Retro Scene With Hot Girls

Tags: blowjob, classic, cunnilingus, hardcore, retro, tgirl, vintage