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Drilled: 2691 Videos, grouped by Popularity

Ladyboy Nattcha Deep Anal Drill
06:10

Ladyboy Nattcha Deep Anal Drill

Amateur BBW shemale drills a dude
22:39

Amateur BBW shemale drills a dude

amateur tranny shemale gets to drill a dudes ass
05:00

amateur tranny shemale gets to drill a dudes ass

Drill this tranny, chap!
16:26

Drill this tranny, chap!

Ebony drills TS tart
16:00

Ebony drills TS tart

Black Tgirl drills her bf in a pub
19:36

Black Tgirl drills her bf in a pub

Drilling a Crossdresser Ass
08:57

Drilling a Crossdresser Ass

Wild tranny drills guys hairy ass
20:39

Wild tranny drills guys hairy ass

Tattooed tranny and guy drill each other
23:55

Tattooed tranny and guy drill each other

Dude drills a crossdresser like crazy
16:48

Dude drills a crossdresser like crazy

Amateur Ladyboy Hairy Anal Drill
06:10

Amateur Ladyboy Hairy Anal Drill

Find out the way ladyboy endures anal drilling
06:15

Find out the way ladyboy endures anal drilling

Shemale in spex drilled by male
06:15

Shemale in spex drilled by male

Teen TS beauty Jane Marie anally drilled
05:29

Teen TS beauty Jane Marie anally drilled

Asian TS Ben A getting anally drilled by lucky guy
05:27

Asian TS Ben A getting anally drilled by lucky guy

Asian TS in stockings drills girl hard.
17:55

Asian TS in stockings drills girl hard.

Vintage ebony tgirl drills chick
18:25

Vintage ebony tgirl drills chick

TS cheerleader Carmen Moore anal drilled
06:02

TS cheerleader Carmen Moore anal drilled

Hot ebony shemale gets butt drilled by dick
05:00

Hot ebony shemale gets butt drilled by dick

ladyboy drill guy ass
23:22

ladyboy drill guy ass

Ladyboy Benz 3 Schoolgirl Anal Drill
06:11

Ladyboy Benz 3 Schoolgirl Anal Drill

Vicki Richter drilled by ebony
24:30

Vicki Richter drilled by ebony

asian tbabe maple juicy tight asshole gets drilled
06:32

asian tbabe maple juicy tight asshole gets drilled

Horny mature CD drilled
20:07

Horny mature CD drilled

Guy in tats drills red haired tranny
07:35

Guy in tats drills red haired tranny

Teen transbabe gets her ass drilled
07:25

Teen transbabe gets her ass drilled

Trans cocksucker babe drilled doggystyle
06:06

Trans cocksucker babe drilled doggystyle

Hot Shemale in Ass Drilling Gets Creamy Cum Inside
07:21

Hot Shemale in Ass Drilling Gets Creamy Cum Inside

Anime shemale does blowjob and gets drilled
05:34

Anime shemale does blowjob and gets drilled

Hot transsexual ass drilling
19:40

Hot transsexual ass drilling

TS Jesse Flores ass drilling lustful blonde babe Sheena Shaw
06:10

TS Jesse Flores ass drilling lustful blonde babe Sheena Shaw

Busty brunette shemale fully enjoys a rough anal drilling on the bed
10:04

Busty brunette shemale fully enjoys a rough anal drilling on the bed

Dominatrix TS Aly Sinclair drills both her pussy and ass
05:26

Dominatrix TS Aly Sinclair drills both her pussy and ass

Knockers tgirls ass drilled raw
06:15

Knockers tgirls ass drilled raw

Latina tranny drilled by her lover outside
23:48

Latina tranny drilled by her lover outside

Two ebony shemales drill each other with big cocks
15:16

Two ebony shemales drill each other with big cocks

Black tranny drills a white guy
10:04

Black tranny drills a white guy

BBW Shemale Gets Drilled By Ebony
01:08

BBW Shemale Gets Drilled By Ebony

Beautiful ladyboy in braces gets her ass drilled on the bed
06:06

Beautiful ladyboy in braces gets her ass drilled on the bed

kinky redhead ning gets drilled deep
05:06

kinky redhead ning gets drilled deep

Active tranny drills his hairy ass
16:21

Active tranny drills his hairy ass

Shemale Tamara Camargo drilling dudes ass
06:30

Shemale Tamara Camargo drilling dudes ass

Blonde shemale Aubrey Kate anal drilled
06:10

Blonde shemale Aubrey Kate anal drilled

Brunette Tbitch drills redhead slut
15:13

Brunette Tbitch drills redhead slut

He Drills Her Tranny Ass
13:56

He Drills Her Tranny Ass

Deep Drilling A Horny Teen Tranny
06:37

Deep Drilling A Horny Teen Tranny

Butty black tranny drills a guy
14:44

Butty black tranny drills a guy

White stud drills two black shemales in turn
22:40

White stud drills two black shemales in turn

Busty blonde shemale gets drilled in ass
26:20

Busty blonde shemale gets drilled in ass

Mature TS Johanna and a guy ass drilling
05:33

Mature TS Johanna and a guy ass drilling

Blonde Tranny Enjoys Ass Drilling
07:04

Blonde Tranny Enjoys Ass Drilling

Blonde kinky tranny gets her ass drilled!
24:22

Blonde kinky tranny gets her ass drilled!

Two horny trannies Sheylla and Anna drilling their hot asses
06:15

Two horny trannies Sheylla and Anna drilling their hot asses

Tall vintage TS drills her maid
18:07

Tall vintage TS drills her maid

Hot Shemale Candy N Gets Her Ass Drilled
05:24

Hot Shemale Candy N Gets Her Ass Drilled

Petite tranny shemale drilled in butthole
08:00

Petite tranny shemale drilled in butthole

Curvy French transgirl Fernanda De Castro drills juicy pussy
05:25

Curvy French transgirl Fernanda De Castro drills juicy pussy

hot blond shemal gets drilled
46:04

hot blond shemal gets drilled

My GF with strapon drills me
14:48

My GF with strapon drills me

Amateur Thai Ladyboy Drilled Hard
06:11

Amateur Thai Ladyboy Drilled Hard

Brunette shemale sucks and gets sucked before he gets his ass drilled
24:30

Brunette shemale sucks and gets sucked before he gets his ass drilled

Japanese trans maid asslicked and drilled
06:10

Japanese trans maid asslicked and drilled

Young tranny wraps her pretty lips around a thick hard cock then gets drilled
20:56

Young tranny wraps her pretty lips around a thick hard cock then gets drilled

Kamilly Santos drills Max Scars anal after blowjob
06:15

Kamilly Santos drills Max Scars anal after blowjob

Blonde drilled by small cock shemale
12:50

Blonde drilled by small cock shemale

Ladyboy Babydoll Bareback Anal Drill
06:20

Ladyboy Babydoll Bareback Anal Drill

Tranny drills a chap after pose 69
20:02

Tranny drills a chap after pose 69

Ladyboy amateur drilling tight pussy
05:10

Ladyboy amateur drilling tight pussy

Sweet Tbabe drilling scene
15:00

Sweet Tbabe drilling scene

Hentai cat girl with big boobs gets drilled by hentai shemale
01:20

Hentai cat girl with big boobs gets drilled by hentai shemale

Shemales from Asia get Anal Drilling
06:49

Shemales from Asia get Anal Drilling

Black tgirl Chanel Couture drills pussy
05:02

Black tgirl Chanel Couture drills pussy

Shemale amateur drills males butthole
06:15

Shemale amateur drills males butthole

Tranny with long dick drilling a chap
27:45

Tranny with long dick drilling a chap

Hot Carla drills sweet pussy
25:55

Hot Carla drills sweet pussy

TS Chanel drills that ass with her big cock
05:29

TS Chanel drills that ass with her big cock

Carla Novaes drilling brunette
28:59

Carla Novaes drilling brunette

Hot tranny drills shaved chick
14:59

Hot tranny drills shaved chick

TS Jesse Flores ass drilling Sheena Shaw
06:02

TS Jesse Flores ass drilling Sheena Shaw

Big dick black stud drills tranny in pantyhose
02:56

Big dick black stud drills tranny in pantyhose

Italian shemale drilling his tight ass
10:02

Italian shemale drilling his tight ass

Kimber James getting drilled in the anal so hard
06:15

Kimber James getting drilled in the anal so hard

Slutty tranny Leticia gets her tight ass slammed while lying down. After repeatedly fucking her partner's ass, the tables are turned and this time it's her turn to get fucked. The guy drills her asshole hard with his schlong in this hot shemale flick.
03:00

Slutty tranny Leticia gets her tight ass slammed while lying down. After repeatedly fucking her partner's ass, the tables are turned and this time it's her turn to get fucked. The guy drills her asshole hard with his schlong in this hot shemale flick.

Black tranny gets her mouth fucked and tight anal drilled
07:35

Black tranny gets her mouth fucked and tight anal drilled

Tranny rudely drilled and fisted
05:09

Tranny rudely drilled and fisted

Slim tranny Dany De Castro ass drilled
05:39

Slim tranny Dany De Castro ass drilled

Small pussy gets drilled with monster ebony trannys cock
05:00

Small pussy gets drilled with monster ebony trannys cock

Shemale 3d animation coed with bigboobs caught and drilled b
05:22

Shemale 3d animation coed with bigboobs caught and drilled b

Superb latina shemales gets anal drilled
05:04

Superb latina shemales gets anal drilled

Beautiful ladyboy in braces gets her ass drilled on the bed
06:06

Beautiful ladyboy in braces gets her ass drilled on the bed

Bound Slave Drilled By Sexy Transsexual
04:01

Bound Slave Drilled By Sexy Transsexual

Big tits ladyboy drills her her own asshole with a dildo
05:02

Big tits ladyboy drills her her own asshole with a dildo

Sexy shemale drills a guy in pantyhose
19:01

Sexy shemale drills a guy in pantyhose

Ebony nasty tranny with monster dick drills hard white girl
06:06

Ebony nasty tranny with monster dick drills hard white girl

Two trannies Gaby and Bianca anal drilling with bald guy
05:41

Two trannies Gaby and Bianca anal drilling with bald guy

Gorgeous blonde tranny drilled in the gym
20:32

Gorgeous blonde tranny drilled in the gym

Hot blonde tranny drilling latin ass
02:46

Hot blonde tranny drilling latin ass

Guy drills randy cd on a couch
13:39

Guy drills randy cd on a couch

Small tits Latina shemale drills guy ass
15:18

Small tits Latina shemale drills guy ass

Fine looking tgirl drilled on massage table
06:17

Fine looking tgirl drilled on massage table

Homemade crossdresser anal drilling video
18:53

Homemade crossdresser anal drilling video

Nasty tiny Asian ladyboy sloppy blowjob and anal drilled
05:18

Nasty tiny Asian ladyboy sloppy blowjob and anal drilled

Passion by drilling with t-girls compilation
19:17

Passion by drilling with t-girls compilation

Yummy latina shemale Vaniity drills pussy
05:06

Yummy latina shemale Vaniity drills pussy

Shemale Gorgeous Tranny In Leather Drilled Hard!
20:21

Shemale Gorgeous Tranny In Leather Drilled Hard!

Busty Tgirl Angela Bratzz Gets Her Ass Drilled
05:18

Busty Tgirl Angela Bratzz Gets Her Ass Drilled

Attractive brazilian tgirl Nicole Bahls gets her ass drilled
05:06

Attractive brazilian tgirl Nicole Bahls gets her ass drilled

Hard tight body ladyboy handcuffed blowjob and anal drilling
05:37

Hard tight body ladyboy handcuffed blowjob and anal drilling

I want to see and eat you big cock honey!
05:46

I want to see and eat you big cock honey!

Two horny shemales drilling a guys ass
05:00

Two horny shemales drilling a guys ass

Blonde Shemale Sheyene Lima drills a guy
19:56

Blonde Shemale Sheyene Lima drills a guy

Big Ass Tranny Uses Fake Hand and Fuck Machine to Drill Her
11:03

Big Ass Tranny Uses Fake Hand and Fuck Machine to Drill Her

Shemale Aubrey Kate drilled in the ass
06:02

Shemale Aubrey Kate drilled in the ass

Horny CD upskirt gets drilled by 2 men
14:37

Horny CD upskirt gets drilled by 2 men

Garden Drill And Cummed Crack
06:11

Garden Drill And Cummed Crack

Girl watching how her BF drills hot TS
32:20

Girl watching how her BF drills hot TS

Shemales ass drilled with strapon
05:42

Shemales ass drilled with strapon

Black tranny drills her bf
08:44

Black tranny drills her bf

TS Danielly Colucci gets her ass drilled
05:28

TS Danielly Colucci gets her ass drilled

Transsexual Beauty Queen Drilled
26:46

Transsexual Beauty Queen Drilled