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Caning: 433 Movies, sorted by Date

Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase

Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase

07:45
Redhead tgirl spanked and fingered in ass

Redhead tgirl spanked and fingered in ass

06:10
Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

07:02
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:45
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Plump shemale spanked by redhead dom

Plump shemale spanked by redhead dom

06:07
spank tranny

spank tranny

05:30
Shemale cop spanking tattooed bloke

Shemale cop spanking tattooed bloke

05:30
Femdom spanks and tortures naughty blonde sissy with huge strapon cock

Femdom spanks and tortures naughty blonde sissy with huge strapon cock

08:42
Amateur tranny sucked off before spanking ass

Amateur tranny sucked off before spanking ass

05:30
Brunette tranny gets his ass spanked, licked, fingered and fucked hard

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

14:42
Crossdresser Whipped BDSM & Fucked

Crossdresser Whipped BDSM & Fucked

09:01
spanks

spanks

03:36
Crossdresser Spanking

Crossdresser Spanking

01:38
Naughty Schoolgirl Spanking

Naughty Schoolgirl Spanking

00:46
Showing off my thong

Showing off my thong

03:15
Spanking slowmotion

Spanking slowmotion

43:38
Naughty ass spanked crossdresser sucks her masters juicy cock

Naughty ass spanked crossdresser sucks her masters juicy cock

12:14
Mature blonde shemale dominates a tied up slave

Mature blonde shemale dominates a tied up slave

36:15
Tatiany sweet - BBC spank crossdresser!

Tatiany sweet - BBC spank crossdresser!

01:18
Mistresses punishing man

Mistresses punishing man

11:30
Rough Spanking

Rough Spanking

14:11
Fetish classes

Fetish classes

10:53
Trannies dominate their tied slave

Trannies dominate their tied slave

03:00
shemale fucks guy

shemale fucks guy

01:09:51
Vintage blonde TS gets spanked

Vintage blonde TS gets spanked

17:08
Granny The Tranny 02 - Scene 1

Granny The Tranny 02 - Scene 1

28:21
This tranny adores guys ass spanking and fingering before sex

This tranny adores guys ass spanking and fingering before sex

18:32
Domination act with a strict ladyboy

Domination act with a strict ladyboy

12:35
She Male Mania 9 - Scene 2

She Male Mania 9 - Scene 2

28:29
Nicky gets spanked

Nicky gets spanked

01:09
Transsexual Bondage - Scene 2

Transsexual Bondage - Scene 2

26:02
Tammy's Hairbrush Punishment for Spending Too Much Money.

Tammy's Hairbrush Punishment for Spending Too Much Money.

00:52
Sharixdress getting spanked a riding a dilod

Sharixdress getting spanked a riding a dilod

17:58
French Maid Gives Transvestite A Hard OTK Spanking

French Maid Gives Transvestite A Hard OTK Spanking

02:22
Crossdresser, spank and ice

Crossdresser, spank and ice

12:07
TRANSSEXUAL SWINGERS 1 - Scene 2

TRANSSEXUAL SWINGERS 1 - Scene 2

49:49
Sissy Spanked Over The Hood Of Car

Sissy Spanked Over The Hood Of Car

05:26
SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

18:13
Brunette Tgirl spanks and drills her bf

Brunette Tgirl spanks and drills her bf

18:32
Ass spanking and blowjob

Ass spanking and blowjob

19:41
Anna gets her ass firmly spanked by The Carpet beater.

Anna gets her ass firmly spanked by The Carpet beater.

27:58
Wife and Husband Halloween Blowjob with thick cum in mouth and swallow

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

11:52
Pretty t-girl twerking and spanking her naughty ass

Pretty t-girl twerking and spanking her naughty ass

10:38
Busty Aphrodite Adams Loves Spanking And Anal On The Job

Busty Aphrodite Adams Loves Spanking And Anal On The Job

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

Busty Aphrodite Adams Loves Spanking And Anal On The Job

10:26
Self spanking and cumming

Self spanking and cumming

22:47
Pretty t-girl twerking and spanking her naughty ass

Pretty t-girl twerking and spanking her naughty ass

10:38
Bigass Latin TS with big boobs BBC banged after ass spanking

Bigass Latin TS with big boobs BBC banged after ass spanking

10:00
From the spank bank

From the spank bank

01:58:53
Trans Couple Flaunting Ass While Spanking it Using A Toy

Trans Couple Flaunting Ass While Spanking it Using A Toy

10:25
Slave slut tied, dildoed and fucked

Slave slut tied, dildoed and fucked

19:28
Slender Trans Enjoys Spanking And Bareback

Slender Trans Enjoys Spanking And Bareback

10:10
Curvy shemale maid in glasses and stockings jerks off her dick on webcam

Curvy shemale maid in glasses and stockings jerks off her dick on webcam

21:37
Pre op trans girl slut Sarah gets punished by her wife mistress Petula

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

11:29
Slender Trans Enjoys Spanking And Bareback

Slender Trans Enjoys Spanking And Bareback

10:10
Crossdresser caning

Crossdresser caning

23:48
Busty Aphrodite Adams Loves Spanking And Anal On The Job

Busty Aphrodite Adams Loves Spanking And Anal On The Job

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

Busty Aphrodite Adams Loves Spanking And Anal On The Job

10:26
Pretty t-girl twerking and spanking her naughty ass

Pretty t-girl twerking and spanking her naughty ass

10:38
Greasy goth Transsexual covered in oil twerks with toy in her asshole

Greasy goth Transsexual covered in oil twerks with toy in her asshole

10:41
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
oil, spanking & wanking

oil, spanking & wanking

32:38
small tits gorgeous russian trans cutie with small cock jerks and precums on webcam

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

22:16
Cruising For A Bruising

Cruising For A Bruising

41:00
slim transgirl takes dildo in ass on webcam

slim transgirl takes dildo in ass on webcam

16:05
TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

12:00
DEVILSTGIRLS Smokin' Hot Trans Babe Kim Bella Opens Her Ass For Her Horny Neighbor

DEVILSTGIRLS Smokin' Hot Trans Babe Kim Bella Opens Her Ass For Her Horny Neighbor

12:54
Sissy Spanked & Sucked by Daddy

Sissy Spanked & Sucked by Daddy

14:50
Cute femboy in high heels and a chastity belt was spanked by daddy and fucked in the ass

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

20:03
BDSM with two matures crossdressers and an old man

BDSM with two matures crossdressers and an old man

11:12
Busty Halloween Trans Witch Gets Spanking And Bareback Sex

Busty Halloween Trans Witch Gets Spanking And Bareback Sex

10:51
slim latina teen tgirl with big balls and horse cock jerks on webcam

slim latina teen tgirl with big balls and horse cock jerks on webcam

39:30
Busty Halloween Trans Witch Gets Spanking And Bareback Sex

Busty Halloween Trans Witch Gets Spanking And Bareback Sex

10:51
Busty Halloween Trans Witch Gets Spanking And Bareback Sex

Busty Halloween Trans Witch Gets Spanking And Bareback Sex

10:51
two Trans chicks have fun on webcam

two Trans chicks have fun on webcam

23:48
Uniformed trans Latina booty pounded

Uniformed trans Latina booty pounded

10:02
Trans Latin nurse pounded after spanked

Trans Latin nurse pounded after spanked

10:02
Trans Latin nurse pounded after spanked

Trans Latin nurse pounded after spanked

10:02
Tattooed american ladyboy spanking her ass and playing with her cock and balls

Tattooed american ladyboy spanking her ass and playing with her cock and balls

16:52
slender trans fairy teases on webcam

slender trans fairy teases on webcam

16:17
Spanking wife, give it me, tough

Spanking wife, give it me, tough

11:24
Trans Latin nurse pounded after having her big ass spanked

Trans Latin nurse pounded after having her big ass spanked

10:02
Ass Spanking Shemale Big cock

Ass Spanking Shemale Big cock

10:08
Trans Latin nurse pounded after spanked

Trans Latin nurse pounded after spanked

10:02
Ass Spanking Shemale Big cock

Ass Spanking Shemale Big cock

10:08
Ass Spanking Shemale Big cock

Ass Spanking Shemale Big cock

10:08
Transgender, sissy spanking

Transgender, sissy spanking

10:19
sexy brunette tranny cutie in lingerie shows off her nice ass

sexy brunette tranny cutie in lingerie shows off her nice ass

11:13
Femdom mistress, femdom spanking

Femdom mistress, femdom spanking

37:56
crossdresser spanking

crossdresser spanking

28:18
Blowjob, spanking

Blowjob, spanking

10:10
crossdresser slave

crossdresser slave

33:14
crossdresser spanking

crossdresser spanking

12:56
Humping and masturbaiting on makeshift vibrating furniture up close

Humping and masturbaiting on makeshift vibrating furniture up close

15:55
Tranny, spank

Tranny, spank

11:49
Tgirl Mirjam, spanked, fisted and machine fucked

Tgirl Mirjam, spanked, fisted and machine fucked

19:57
super hot russian shemale babe with tattoos teases on webcam

super hot russian shemale babe with tattoos teases on webcam

26:13
Tgirl bitch Mirjam, from Spank to Fist!

Tgirl bitch Mirjam, from Spank to Fist!

18:53
Daddy Spanked me fucked me and breed me

Daddy Spanked me fucked me and breed me

16:24
big boobs russian brunette shemale beauty with full tattoos pulls off her cock

big boobs russian brunette shemale beauty with full tattoos pulls off her cock

14:55
Ass Spanking Shemale Big cock

Ass Spanking Shemale Big cock

10:08
She-male, ass fucking

She-male, ass fucking

10:59
Hard spanking lesson la cerda

Hard spanking lesson la cerda

14:14
Domme, slapping

Domme, slapping

11:18
Hard spanking

Hard spanking

10:51
Shemale new long, shemale and guy long, all new

Shemale new long, shemale and guy long, all new

40:31
Sissy Slut Is What You Will Always Be

Sissy Slut Is What You Will Always Be

18:22
Batgirl, parody

Batgirl, parody

12:29
Wild Horny Shemales Spanking Ass

Wild Horny Shemales Spanking Ass

10:12
Sissy, sadism & masochism

Sissy, sadism & masochism

32:45
The She Devil Gonna Get You

The She Devil Gonna Get You

12:07
Femdom whipping, rope bondage

Femdom whipping, rope bondage

23:16
Intense Anal Licking And Spanking Ass

Intense Anal Licking And Spanking Ass

10:27
Youthfull, grease

Youthfull, grease

43:03
latina teen tattooed tgirl showing off her big ass

latina teen tattooed tgirl showing off her big ass

16:29

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