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Caning: 413 Videos, grouped by Popularity

Crossdresser, spank and ice
12:07

Crossdresser, spank and ice

Femdom Spanking a Crossdresser
05:45

Femdom Spanking a Crossdresser

Huge dick tranny fucks and canes bound guy
01:46

Huge dick tranny fucks and canes bound guy

Spanking slowmotion
43:38

Spanking slowmotion

Mistresses punishing man
11:30

Mistresses punishing man

Crossdresser Spanking
01:38

Crossdresser Spanking

Femdom spanks and tortures naughty blonde sissy with huge strapon cock
08:42

Femdom spanks and tortures naughty blonde sissy with huge strapon cock

Brunette tranny gets his ass spanked, licked, fingered and fucked hard
14:42

Brunette tranny gets his ass spanked, licked, fingered and fucked hard

spank tranny
05:30

spank tranny

TRANSSEXUAL SWINGERS 1 - Scene 2
49:49

TRANSSEXUAL SWINGERS 1 - Scene 2

Redhead tgirl spanked and fingered in ass
06:10

Redhead tgirl spanked and fingered in ass

ASIAN TRANSSEXUAL LESBIANS 4 - Scene 4
18:03

ASIAN TRANSSEXUAL LESBIANS 4 - Scene 4

A MONSTER COCK SHEMALE NAMED LETICIA - Scene 4
17:15

A MONSTER COCK SHEMALE NAMED LETICIA - Scene 4

French Maid Gives Transvestite A Hard OTK Spanking
02:22

French Maid Gives Transvestite A Hard OTK Spanking

Shemale cop spanking tattooed bloke
05:30

Shemale cop spanking tattooed bloke

Amateur tranny sucked off before spanking ass
05:30

Amateur tranny sucked off before spanking ass

Two Tbitches dominated guy
16:54

Two Tbitches dominated guy

The Fetish Zone 6 - Scene 4
24:46

The Fetish Zone 6 - Scene 4

Mature blonde shemale dominates a tied up slave
36:15

Mature blonde shemale dominates a tied up slave

Rough Spanking
14:11

Rough Spanking

Tranny schoolgirl spanked and barebacked
06:00

Tranny schoolgirl spanked and barebacked

She Male Mania 9 - Scene 2
28:29

She Male Mania 9 - Scene 2

This tranny adores guys ass spanking and fingering before sex
18:32

This tranny adores guys ass spanking and fingering before sex

Fetish classes
10:53

Fetish classes

spanks
03:36

spanks

Sharixdress getting spanked a riding a dilod
17:58

Sharixdress getting spanked a riding a dilod

Transsexual Bondage - Scene 2
26:02

Transsexual Bondage - Scene 2

Tammy's Hairbrush Punishment for Spending Too Much Money.
00:52

Tammy's Hairbrush Punishment for Spending Too Much Money.

shemale fucks guy
01:09:51

shemale fucks guy

Naughty Schoolgirl Spanking
00:46

Naughty Schoolgirl Spanking

Spanked teen tgirl assfingered by dom redhead
06:07

Spanked teen tgirl assfingered by dom redhead

Sissy Spanked Over The Hood Of Car
05:26

Sissy Spanked Over The Hood Of Car

Wife and Husband Halloween Blowjob with thick cum in mouth and swallow
11:52

Wife and Husband Halloween Blowjob with thick cum in mouth and swallow

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1
18:13

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase
07:45

Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties
07:02

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Anna gets her ass firmly spanked by The Carpet beater.
27:58

Anna gets her ass firmly spanked by The Carpet beater.

Tatiany sweet - BBC spank crossdresser!
01:18

Tatiany sweet - BBC spank crossdresser!

Trannies dominate their tied slave
03:00

Trannies dominate their tied slave

Asian ladyboy santa pulling her candy cane
05:57

Asian ladyboy santa pulling her candy cane

Uniformed trans Latina booty pounded
10:02

Uniformed trans Latina booty pounded

Blowjob, spanking
10:10

Blowjob, spanking

The Lingerie Salesman's Worst Nightmare
04:09

The Lingerie Salesman's Worst Nightmare

Luck boy sucked and fucked by hot shemale
12:48

Luck boy sucked and fucked by hot shemale

Sexy latina tranny and guy in mutual fuck
15:33

Sexy latina tranny and guy in mutual fuck

petite russian teen shemale cutie with tattoos spanking on webcam
10:24

petite russian teen shemale cutie with tattoos spanking on webcam

TS spanking a tied up slave
05:09

TS spanking a tied up slave

two Trans chicks have fun on webcam
23:48

two Trans chicks have fun on webcam

Mature blonde shemale dominates a tied up slave
36:15

Mature blonde shemale dominates a tied up slave

Crossdresser enjoys a very painful flogging session in the d
21:10

Crossdresser enjoys a very painful flogging session in the d

Redhead tranny ass spanked and groped then sucks cock for masters creamy spunk
09:55

Redhead tranny ass spanked and groped then sucks cock for masters creamy spunk

Tranny, guy and a pole
28:11

Tranny, guy and a pole

spanking it tuesday
10:00

spanking it tuesday

Wild Horny Shemales Spanking Ass
10:12

Wild Horny Shemales Spanking Ass

Tranny Tortured
23:05

Tranny Tortured

Shemale fucked and ass spanked
24:30

Shemale fucked and ass spanked

High Heel Falaka Bastinado - amawebcam
15:37

High Heel Falaka Bastinado - amawebcam

Rough Domination
11:30

Rough Domination

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely
12:00

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

Transexual Trio 13 - Scene 3
28:56

Transexual Trio 13 - Scene 3

slender trans fairy teases on webcam
16:17

slender trans fairy teases on webcam

Exotic Shemale Spanks her Busty Humps
12:11

Exotic Shemale Spanks her Busty Humps

Submissive Tranny Gets Spanked
05:00

Submissive Tranny Gets Spanked

Sissy slave maid Cam
13:34

Sissy slave maid Cam

Sensual PMV Shemales Shiritrap Raven Shaddows blowjobs/ass rub on cock
16:23

Sensual PMV Shemales Shiritrap Raven Shaddows blowjobs/ass rub on cock

Horny Tgirl Luci May has naughty latex spanking and cock sucking threesome
08:22

Horny Tgirl Luci May has naughty latex spanking and cock sucking threesome

Spanked hunk with clothespins on dick gets anal sex
20:43

Spanked hunk with clothespins on dick gets anal sex

Kinky blonde TS spanking and sucking
05:09

Kinky blonde TS spanking and sucking

Chicks Packin Dicks - Scene 3
30:07

Chicks Packin Dicks - Scene 3

Temple Of The She Male - Scene 1
24:57

Temple Of The She Male - Scene 1

Exotic Shemale Spanks her Busty Humps
12:11

Exotic Shemale Spanks her Busty Humps

tgirl dominated
24:07

tgirl dominated

Crossdresser Spanked
13:49

Crossdresser Spanked

Bigass Latin TS with big boobs BBC banged after ass spanking
10:00

Bigass Latin TS with big boobs BBC banged after ass spanking

My Naughty Tranny - Scene 2
15:41

My Naughty Tranny - Scene 2

Transgender lesbians, culo
13:24

Transgender lesbians, culo

TS brunette gets sucked by some guy and spanks him
12:34

TS brunette gets sucked by some guy and spanks him

MILF Librarian Punishes TS Delinquent
13:52

MILF Librarian Punishes TS Delinquent

Sweet Shemales Spanking Ass Live
10:17

Sweet Shemales Spanking Ass Live

Cute femboy in high heels and a chastity belt was spanked by daddy and fucked in the ass
20:03

Cute femboy in high heels and a chastity belt was spanked by daddy and fucked in the ass

Sexy Alissa Spanking Herself
09:32

Sexy Alissa Spanking Herself

Halloween treat brutal ass spanking in thongs with rough handjob
05:47

Halloween treat brutal ass spanking in thongs with rough handjob

Shemale fucked and ass spanked
24:38

Shemale fucked and ass spanked

small tits gorgeous russian trans cutie with small cock jerks and precums on webcam
22:16

small tits gorgeous russian trans cutie with small cock jerks and precums on webcam

TS POV 4 U - Scene 1 - ROBERT HILL
19:27

TS POV 4 U - Scene 1 - ROBERT HILL

Three shemales dominate a bound guy
10:04

Three shemales dominate a bound guy

Spain, piercing
25:50

Spain, piercing

Busty Aphrodite Adams Loves Spanking And Anal On The Job
10:26

Busty Aphrodite Adams Loves Spanking And Anal On The Job

Naughty nylon clad TGirl Maid given hard spanking ass fucking strapon Milf
10:55

Naughty nylon clad TGirl Maid given hard spanking ass fucking strapon Milf

Crossdresser caning
23:48

Crossdresser caning

Naughty TGirl maids get bondage and spanking punishment after being caught playing together
10:10

Naughty TGirl maids get bondage and spanking punishment after being caught playing together

Sharixdress using her spanking machine
09:28

Sharixdress using her spanking machine

Sissy Boy Gets Spanked
09:45

Sissy Boy Gets Spanked

crossdresser punishment
19:30

crossdresser punishment

Busty tranny gets teased by a painter
10:00

Busty tranny gets teased by a painter

TRANSSEXUAL LAIR A MIDGETS APARTMENT - Scene 4
25:26

TRANSSEXUAL LAIR A MIDGETS APARTMENT - Scene 4

Latin in fishnet spanked while sucking
20:05

Latin in fishnet spanked while sucking

Vintage Shemale Carnal Candy & TV Maid
11:44

Vintage Shemale Carnal Candy & TV Maid

Blonde Shemale Doll Spanks the Monkey on Cam
09:22

Blonde Shemale Doll Spanks the Monkey on Cam

Hard spanking & ass fingering for fervent tgirl
27:13

Hard spanking & ass fingering for fervent tgirl

slim latina tranny sisters anal sex on cam
12:42

slim latina tranny sisters anal sex on cam

Ladyboy Lady River Strokes Her Big Dick While Plugging Her Tight Ass
17:08

Ladyboy Lady River Strokes Her Big Dick While Plugging Her Tight Ass

crossdresser spanking
12:56

crossdresser spanking

Hunk spanks & fucks slutty shemale
19:06

Hunk spanks & fucks slutty shemale

Pre op trans girl slut Sarah gets punished by her wife mistress Petula
11:29

Pre op trans girl slut Sarah gets punished by her wife mistress Petula

Horny crossdresser Luci May has naughty latex spanking and cock sucking threesome
08:22

Horny crossdresser Luci May has naughty latex spanking and cock sucking threesome

TEENAGE TRANSSEXUAL NURSES 6 - Scene 3
26:29

TEENAGE TRANSSEXUAL NURSES 6 - Scene 3

Tranny couple butt spank on sofa
03:19

Tranny couple butt spank on sofa

Bigtits, futa
12:50

Bigtits, futa

She Male Mania 10 - Scene 2
19:30

She Male Mania 10 - Scene 2

Hard spanking
10:51

Hard spanking

Crossdresser punishment
12:45

Crossdresser punishment

Black hair tranny supermodel spanks whacking ass and strokes
07:21

Black hair tranny supermodel spanks whacking ass and strokes

Anal machine tranny fucking ts tv self fuck smacking ass-fuck dildo opening up 7
18:37

Anal machine tranny fucking ts tv self fuck smacking ass-fuck dildo opening up 7

Fetish sex with a wild shemale bitch
12:25

Fetish sex with a wild shemale bitch

Lesbian long, transexuelle lesbienne, lesbian bdsm
40:50

Lesbian long, transexuelle lesbienne, lesbian bdsm

Horny Duo Butt Spanking and Anal Fucking
10:05

Horny Duo Butt Spanking and Anal Fucking

BIG COCK TEENAGE ASIAN TRANSSEXUALS STROKIN 3 - Scene 3
26:14

BIG COCK TEENAGE ASIAN TRANSSEXUALS STROKIN 3 - Scene 3

The She Devil Gonna Get You
12:07

The She Devil Gonna Get You

Cruising For A Bruising
41:00

Cruising For A Bruising