Crossdresser Anal: 128 Videos

Crossdresser sex
4 years ago
6:26

PornHub

Crossdresser sex

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Latina crossdresser
4 years ago
0:29

xHamster

Latina crossdresser

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Crossdresser 48
3 years ago
11:04

JizzBunker

Crossdresser 48

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Crossdresser in burka
5 years ago
2:35

PornHub

Crossdresser in burka

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Dildo anal crossdresser
3 years ago
0:34

PornHub

Dildo anal crossdresser

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3 years ago
0:35

PornHub

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Crossdresser with toy
14 years ago
1:58

xHamster

Crossdresser with toy

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cd crossdresser anal
5 years ago
3:08

xHamster

cd crossdresser anal

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Crossdresser Sissy dildo
3 years ago
0:48

PornHub

Crossdresser Sissy dildo

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crossdresser sissy dildo play
3 years ago
0:56

PornHub

crossdresser sissy dildo play

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Young Crossdresser BBC Thong
5 years ago
3:41

xHamster

Young Crossdresser BBC Thong

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Crossdresser Gets Huge Facial
3 years ago
1:50

PornHub

Crossdresser Gets Huge Facial

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crossdresser sissy dildo play
3 years ago
1:18

PornHub

crossdresser sissy dildo play

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Japanese crossdresser anal sex
5 years ago
3:15

PornHub

Japanese crossdresser anal sex

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crossdresser sissy fuckmachine play
3 years ago
1:20

PornHub

crossdresser sissy fuckmachine play

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crossdresser sissy dido solo
3 years ago
1:02

PornHub

crossdresser sissy dido solo

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bbw crossdresser blair scott
6 years ago
36:27

XXXDan

bbw crossdresser blair scott

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Crossdresser fucks Skinny BWC
11 years ago
3:53

xHamster

Crossdresser fucks Skinny BWC

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Real Crossdresser Gets Facial!
11 years ago
3:42

DrTuber

Real Crossdresser Gets Facial!

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crossdresser swimsuit & machine fuck
57 days ago
8:56

xHamster

crossdresser swimsuit & machine fuck

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Crossdresser sissy training her hoes
5 months ago
1:23

xHamster

Crossdresser sissy training her hoes

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crossdresser sissy vibrating dildo solo
3 years ago
0:45

PornHub

crossdresser sissy vibrating dildo solo

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crossdresser hookup at home amatuer
5 years ago
11:17

XXXDan

crossdresser hookup at home amatuer

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Boy with glasses fucks crossdresser
5 years ago
12:57

xHamster

Boy with glasses fucks crossdresser

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crossdresser short dildo in ass
3 years ago
2:03

PornHub

crossdresser short dildo in ass

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crossdresser eating a wonderful cock
3 years ago
1:38

PornHub

crossdresser eating a wonderful cock

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Crossdresser Kimberly in hardcore anal
9 years ago
5:00

SunPorno

Crossdresser Kimberly in hardcore anal

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Crossdresser Boy mit Dildo Doggystyle
4 years ago
10:53

PornHub

Crossdresser Boy mit Dildo Doggystyle

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Guy fucked hard crossdresser sissy
4 years ago
2:29

PornHub

Guy fucked hard crossdresser sissy

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Sissy crossdresser caught and busted!!!!!
3 years ago
0:13

PornHub

Sissy crossdresser caught and busted!!!!!

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Crossdresser sissy dildo solo play
3 years ago
1:55

PornHub

Crossdresser sissy dildo solo play

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me ( crossdresser-bitch) vs. fucking-machine
4 years ago
3:08

xHamster

me ( crossdresser-bitch) vs. fucking-machine

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crossdresser anus destroyed, is very beautiful
5 years ago
4:00

xHamster

crossdresser anus destroyed, is very beautiful

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Sissy crossdresser Fuck in the Forest
3 years ago
5:36

PornHub

Sissy crossdresser Fuck in the Forest

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0012 japanese crossdresser Rai_Luy anal play
3 years ago
2:19

PornHub

0012 japanese crossdresser Rai_Luy anal play

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Crossdresser creampied by anonymous masked top
3 years ago
4:53

PornHub

Crossdresser creampied by anonymous masked top

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Cute Crossdresser Gives Blowjob To Mistress
3 years ago
3:36

PornHub

Cute Crossdresser Gives Blowjob To Mistress

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Japanese crossdresser fucking machine in anal
4 years ago
4:14

PornHub

Japanese crossdresser fucking machine in anal

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Gay crossdresser ride big dildo fuck
5 months ago
6:26

xHamster

Gay crossdresser ride big dildo fuck

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Dominatrix Fucks Hot Crossdresser in Chastity
6 months ago
8:50

xHamster

Dominatrix Fucks Hot Crossdresser in Chastity

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Futah Crossdresser & 18" Toy
4 years ago
1:57

PornHub

Futah Crossdresser & 18" Toy

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Sissy crossdresser sloppy anal BBC dildo
5 years ago
8:27

PornHub

Sissy crossdresser sloppy anal BBC dildo

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Crossdresser anal play with fucking machine
2 months ago
7:30

JizzBunker

Crossdresser anal play with fucking machine

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SISSY TRAINING FOR COCK CRAVING CROSSDRESSER
4 years ago
10:25

PornHub

SISSY TRAINING FOR COCK CRAVING CROSSDRESSER

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Sissy Crossdresser Princess Masturbating in Chastity
3 months ago
5:16

xHamster

Sissy Crossdresser Princess Masturbating in Chastity

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JAPANESE CROSSDRESSER USING A FUCKING MACHINE
3 years ago
2:00

PornHub

JAPANESE CROSSDRESSER USING A FUCKING MACHINE

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Cute Crossdresser Sissy Ride Strap On
3 years ago
5:22

PornHub

Cute Crossdresser Sissy Ride Strap On

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Crossdresser Bianca gets her ass pounded
9 years ago
5:01

SunPorno

Crossdresser Bianca gets her ass pounded

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Bisexual office MILF fucked by crossdresser 3way
8 months ago
7:48

JizzBunker

Bisexual office MILF fucked by crossdresser 3way

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Swed crossdresser dess n Dick + Comic ending
5 years ago
4:26

PornHub

Swed crossdresser dess n Dick + Comic ending

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Amateur crossdresser cum with king cock dildo
3 years ago
9:38

PornHub

Amateur crossdresser cum with king cock dildo

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Blonde Sissy Crossdresser Trap Takes Dildo Anal
4 years ago
0:59

PornHub

Blonde Sissy Crossdresser Trap Takes Dildo Anal

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Crossdresser with PERFECT ass gets it drilled!
4 years ago
8:43

PornHub

Crossdresser with PERFECT ass gets it drilled!

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Amateur crossdresser get anal tranning with dildo
7 years ago
4:03

PornHub

Amateur crossdresser get anal tranning with dildo

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Sissy Kitty Fucked By A Mature Crossdresser
3 years ago
6:51

PornHub

Sissy Kitty Fucked By A Mature Crossdresser

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Sissy crossdresser takes big black dildo deep
47 days ago
12:03

xHamster

Sissy crossdresser takes big black dildo deep

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Cutie with strapon fucking her crossdresser husband
5 years ago
5:51

AshemaleOne

Cutie with strapon fucking her crossdresser husband

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Sissy crossdresser in red white and blue
1 year ago
5:04

JizzBunker

Sissy crossdresser in red white and blue

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Sissy crossdresser Annette interracial motel sucks and fucks
1 year ago
4:21

XXXDan

Sissy crossdresser Annette interracial motel sucks and fucks

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Crossdresser fucked hard in her ass and creampied
1 year ago
8:44

JizzBunker

Crossdresser fucked hard in her ass and creampied

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Crossdresser Rides Dildo and Cums Twice Hands Free
4 years ago
5:34

PornHub

Crossdresser Rides Dildo and Cums Twice Hands Free

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Crossdresser Christy gets barebacked and bred by Daddy
4 years ago
3:11

PornHub

Crossdresser Christy gets barebacked and bred by Daddy

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crossdresser first time anal with dildo (part 2)
3 years ago
1:53

PornHub

crossdresser first time anal with dildo (part 2)

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Yummy crossdresser enjoys a good anal to fuck
7 years ago
14:49

JizzBunker

Yummy crossdresser enjoys a good anal to fuck

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cute sexy crossdresser ride dildo dressed as student
5 years ago
33:18

xHamster

cute sexy crossdresser ride dildo dressed as student

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Anal domina with tattooed body assbanged by crossdresser
5 months ago
7:40

JizzBunker

Anal domina with tattooed body assbanged by crossdresser

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Phat ass Latina crossdresser bareback duo after blowjob
2 years ago
8:20

JizzBunker

Phat ass Latina crossdresser bareback duo after blowjob

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Femboy Crossdresser Cums Hands Free while Riding Dildo
3 years ago
0:48

PornHub

Femboy Crossdresser Cums Hands Free while Riding Dildo

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Latina crossdresser booty fucked by erotic couple prisoner
2 years ago
10:00

JizzBunker

Latina crossdresser booty fucked by erotic couple prisoner

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Asian Chinese crossdresser lady boy masturbation toy play
5 years ago
4:22

PornHub

Asian Chinese crossdresser lady boy masturbation toy play

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Tattooed crossdresser deepthroats her boyfriend until he cums
1 year ago
7:24

JizzBunker

Tattooed crossdresser deepthroats her boyfriend until he cums

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Dude gets to slam a tight crossdresser in doggy
5 years ago
3:51

AshemaleOne

Dude gets to slam a tight crossdresser in doggy

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IR crossdresser rims ass and barebacked by Black jock
5 months ago
6:15

XXXDan

IR crossdresser rims ass and barebacked by Black jock

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Crossdresser using a black dildo to satisfy anal urges
4 months ago
8:21

PornLib

Crossdresser using a black dildo to satisfy anal urges

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Sensual crossdresser takes a deep anal fucking from behind
6 years ago
17:57

PornLib

Sensual crossdresser takes a deep anal fucking from behind

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Slim amateur crossdresser showing off his tight anal hole
6 years ago
18:03

PornLib

Slim amateur crossdresser showing off his tight anal hole

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Gagged and Tied Femboy Crossdresser Orgasms while Riding Dildo
3 years ago
0:49

PornHub

Gagged and Tied Femboy Crossdresser Orgasms while Riding Dildo

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Kinky tattooed crossdresser gets his anal hole stretched out
4 years ago
15:44

PornLib

Kinky tattooed crossdresser gets his anal hole stretched out

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A horny night - #dildo #anal #crossdresser #bimbo #tranny #bigass
5 years ago
12:24

PornHub

A horny night - #dildo #anal #crossdresser #bimbo #tranny #bigass

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NuRoseVelvet cute japanese Crossdresser play with baseball toys　amateur
4 years ago
21:23

PornHub

NuRoseVelvet cute japanese Crossdresser play with baseball toys　amateur

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Fetish crossdresser bareback in lingerie cums on studs feet
9 months ago
7:50

XXXDan

Fetish crossdresser bareback in lingerie cums on studs feet

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Sexy crossdresser plays with dildo and masturbates till cums
3 years ago
1:24

PornHub

Sexy crossdresser plays with dildo and masturbates till cums

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Big ass bisexual MILF drilled by crossdresser in threesome
10 months ago
7:55

JizzBunker

Big ass bisexual MILF drilled by crossdresser in threesome

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Bisexual threesome anal milf in pantyhose fucked by crossdresser
10 months ago
7:55

XXXDan

Bisexual threesome anal milf in pantyhose fucked by crossdresser

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Phat ass Latina crossdresser pounded by cock after kinky workout
2 years ago
8:21

JizzBunker

Phat ass Latina crossdresser pounded by cock after kinky workout

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Sexy Blonde Trans Crossdresser Fucks Ass with Glass Butt Plug
4 years ago
0:59

PornHub

Sexy Blonde Trans Crossdresser Fucks Ass with Glass Butt Plug

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Bisex MILF with bigass facesits crossdresser in the office 3some
40 days ago
7:30

JizzBunker

Bisex MILF with bigass facesits crossdresser in the office 3some

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Big ass bisexual MILF fucked by crossdresser maid in threesome
8 months ago
8:00

JizzBunker

Big ass bisexual MILF fucked by crossdresser maid in threesome

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Young femboy crossdresser playing dressup and ridding a big dildo
4 years ago
6:31

PornHub

Young femboy crossdresser playing dressup and ridding a big dildo

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Femdom babe in fishnet stockings ass drilled by sissy crossdresser
11 months ago
7:40

XXXDan

Femdom babe in fishnet stockings ass drilled by sissy crossdresser

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Femboy crossdresser fucked bareback by top stud in the ass
2 months ago
6:15

JizzBunker

Femboy crossdresser fucked bareback by top stud in the ass

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Bottle upp the butt Ginny stretching ass hoole Crossdresser swed
5 years ago
3:07

PornHub

Bottle upp the butt Ginny stretching ass hoole Crossdresser swed

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Crossdresser sucks and then gets humped by straight military guy
3 years ago
10:49

PornHub

Crossdresser sucks and then gets humped by straight military guy

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Exploratory anal action for a horny crossdresser who loves sex
5 years ago
9:05

AshemaleOne

Exploratory anal action for a horny crossdresser who loves sex

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Slender crossdresser drills his anal hole with a big dildo
6 years ago
11:24

PornLib

Slender crossdresser drills his anal hole with a big dildo

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Crossdresser in skirt seems left a thing on the chair...
4 years ago
0:22

PornHub

Crossdresser in skirt seems left a thing on the chair...

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Horny crossdresser stretches his anal hole with a huge toy
6 years ago
5:33

PornLib

Horny crossdresser stretches his anal hole with a huge toy

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Amateur crossdresser pounded hard from behind in a hotel room
5 years ago
24:17

AshemaleOne

Amateur crossdresser pounded hard from behind in a hotel room

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Mature crossdresser fucked hard in his ass by young stud
5 years ago
14:32

AshemaleOne

Mature crossdresser fucked hard in his ass by young stud

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Brunette crossdresser gives anal pleasure to a sexy blonde shemale
5 years ago
38:41

AshemaleOne

Brunette crossdresser gives anal pleasure to a sexy blonde shemale

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Anal dildo sissy slut bi male crossdresser femboy omneve solo
3 years ago
1:02

PornHub

Anal dildo sissy slut bi male crossdresser femboy omneve solo

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Amateur slim crossdresser toys his ass on a webcam show
5 years ago
15:57

AshemaleOne

Amateur slim crossdresser toys his ass on a webcam show

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Amateur older dude fucks submissive redhead crossdresser in the ass
5 years ago
13:45

AshemaleOne

Amateur older dude fucks submissive redhead crossdresser in the ass

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Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes
35 days ago
15:02

JizzBunker

Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes

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Playing in my round bed - #dildo #anal #crossdresser #bimbo #tranny #bigass
5 years ago
14:48

PornHub

Playing in my round bed - #dildo #anal #crossdresser #bimbo #tranny #bigass

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Handsome crossdresser guy bareback fucks his doctor after being ass fucked
48 days ago
7:18

JizzBunker

Handsome crossdresser guy bareback fucks his doctor after being ass fucked

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Crossdresser in hot lingerie sucks cock and gets fucked doggy style
1 year ago
9:36

XXXDan

Crossdresser in hot lingerie sucks cock and gets fucked doggy style

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Slender crossdresser anal masturbates using a dildo and cums on swimsuit
4 years ago
0:44

PornHub

Slender crossdresser anal masturbates using a dildo and cums on swimsuit

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Sissy Crossdresser in corset and heels fucking her ass with dildo
3 years ago
3:32

PornHub

Sissy Crossdresser in corset and heels fucking her ass with dildo

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Getting fuck by my toy - #dildo #anal #crossdresser #bimbo #tranny #bigass
5 years ago
2:37

PornHub

Getting fuck by my toy - #dildo #anal #crossdresser #bimbo #tranny #bigass

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Japanese crossdresser jerks off for the first time in 2 weeks
3 years ago
12:03

PornHub

Japanese crossdresser jerks off for the first time in 2 weeks

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Sexy Blonde Amatuer Teen Crossdresser Sissy Fucks Ass Glass Buttplug Femboy
4 years ago
0:59

PornHub

Sexy Blonde Amatuer Teen Crossdresser Sissy Fucks Ass Glass Buttplug Femboy

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Indian Gay Crossdresser Gaurisissy Wearing the Green Saree XXX and Feeling Sexy.
4 months ago
1:26

xHamster

Indian Gay Crossdresser Gaurisissy Wearing the Green Saree XXX and Feeling Sexy.

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Sexy Blonde Trap Crossdresser Jerks Huge Cock & Fucks Ass Glass Dildo
4 years ago
0:59

PornHub

Sexy Blonde Trap Crossdresser Jerks Huge Cock & Fucks Ass Glass Dildo

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anal training of a young crossdresser big dildo in his ass ( sissy boy)
4 years ago
2:50

PornHub

anal training of a young crossdresser big dildo in his ass ( sissy boy)

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MAID SISSY CROSSDRESSER CAUGHT PLAYING WITH LADY'S TOYS, LORD GETS ANGRY, BDSM, ANAL, CD,
3 years ago
26:48

PornHub

MAID SISSY CROSSDRESSER CAUGHT PLAYING WITH LADY'S TOYS, LORD GETS ANGRY, BDSM, ANAL, CD,

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Curvy crossdresser in lingerie sucks cock in interracial duo
3 years ago
6:30

JizzBunker

Curvy crossdresser in lingerie sucks cock in interracial duo

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Sensual crossdresser in lingerie indulges in hard anal sex
6 years ago
6:59

PornLib

Sensual crossdresser in lingerie indulges in hard anal sex

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Anal banging a pretty crossdresser in a hotel
5 years ago
8:39

AshemaleOne

Anal banging a pretty crossdresser in a hotel

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Busty crossdresser in lingerie fucks teacher in class before switching
2 years ago
6:15

JizzBunker

Busty crossdresser in lingerie fucks teacher in class before switching

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CROSSDRESSER PUBLIC EXPOSURE JERKING OFF WITH ANAL PLUG WITH A BELL
3 years ago
8:02

PornHub

CROSSDRESSER PUBLIC EXPOSURE JERKING OFF WITH ANAL PLUG WITH A BELL

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Bisexual anal MILF fucked in threesome by crossdresser in maid uniform
8 months ago
7:48

JizzBunker

Bisexual anal MILF fucked in threesome by crossdresser in maid uniform

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Handsome crossdresser with glasses and no condom from his handsome boyfriend
1 year ago
8:00

XXXDan

Handsome crossdresser with glasses and no condom from his handsome boyfriend

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Curvy crossdresser in lingerie sucks before erotic sex in this kinky duo
2 years ago
6:15

JizzBunker

Curvy crossdresser in lingerie sucks before erotic sex in this kinky duo

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Sissy crossdresser plays with ass and wanks her she cock till she spurts
5 years ago
1:22

PornHub

Sissy crossdresser plays with ass and wanks her she cock till she spurts

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Moaning Dirty Talking Sissy Crossdresser Anal Masturbation & Sissygasms Cum in High Heels & Lingerie
3 years ago
7:27

PornHub

Moaning Dirty Talking Sissy Crossdresser Anal Masturbation & Sissygasms Cum in High Heels & Lingerie

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Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti
21 days ago
26:07

xHamster

Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti

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SISSY SLUT ASS PUSSY FUCKED DEEP AND OPENED LIKE A WHORE 4 DADDYS COCK. CROSSDRESSER CUM SLUT BEGGING 4 DADDY DICK WHILE I GAPE
2 months ago
13:07

xHamster

SISSY SLUT ASS PUSSY FUCKED DEEP AND OPENED LIKE A WHORE 4 DADDYS COCK. CROSSDRESSER CUM SLUT BEGGING 4 DADDY DICK WHILE I GAPE

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