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Caning: 356 Movies, sorted by Popularity

Sissy Jennifer Caned By Mistress

Sissy Jennifer Caned By Mistress

04:34
Soap and Spanking

Soap and Spanking

12:33
Crossdresser Spanking

Crossdresser Spanking

01:38
Caned balletgirls

Caned balletgirls

23:57
Sissy Jennifer Stripped & Spanked Outdoors

Sissy Jennifer Stripped & Spanked Outdoors

03:33
Crossdresser Whipped BDSM & Fucked

Crossdresser Whipped BDSM & Fucked

09:01
French Maid Gives Transvestite A Hard OTK Spanking

French Maid Gives Transvestite A Hard OTK Spanking

02:22
Amo usando a la perrita Kitsy. Master using pet Kitsy.

Amo usando a la perrita Kitsy. Master using pet Kitsy.

20:51
Rough Spanking

Rough Spanking

14:11
Nicky gets spanked

Nicky gets spanked

01:09
Crossdresser, spank and ice

Crossdresser, spank and ice

12:07
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Uniformed shemale spanks tranny friend

Uniformed shemale spanks tranny friend

05:30
:- MISTRESSES & TRANNY MAID -: ukmike video

:- MISTRESSES & TRANNY MAID -: ukmike video

43:55
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Fetish classes

Fetish classes

10:53
Vintage blonde TS gets spanked

Vintage blonde TS gets spanked

17:08
Big titted ts dominates a sissy Part 1

Big titted ts dominates a sissy Part 1

15:00
Kitsy ladrando. Pet puppy spanked till she barks. CD'TV

Kitsy ladrando. Pet puppy spanked till she barks. CD'TV

14:30
Brunette Tgirl spanks and drills her bf

Brunette Tgirl spanks and drills her bf

18:32
Sharixdress getting spanked a riding a dilod

Sharixdress getting spanked a riding a dilod

17:58
Anna gets her ass firmly spanked by The Carpet beater.

Anna gets her ass firmly spanked by The Carpet beater.

27:58
She Male Mania 9 - Scene 2

She Male Mania 9 - Scene 2

28:29
Mistresses punishing man

Mistresses punishing man

11:30
Tatiany sweet - BBC spank crossdresser!

Tatiany sweet - BBC spank crossdresser!

01:18
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
Trannies dominate their tied slave

Trannies dominate their tied slave

03:00
Cfnm femdom bitches sissify victim in prison

Cfnm femdom bitches sissify victim in prison

05:18
Every hole gets filled in this threesome

Every hole gets filled in this threesome

39:57
Guy gets sissification punishment

Guy gets sissification punishment

15:45
Sissy Spanked Over The Hood Of Car

Sissy Spanked Over The Hood Of Car

05:26
TRANSSEXUAL SWINGERS 1 - Scene 2

TRANSSEXUAL SWINGERS 1 - Scene 2

49:49
Transsexual Bondage - Scene 2

Transsexual Bondage - Scene 2

26:02
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:44
spank tranny

spank tranny

05:30
Shemale cop spanking tattooed bloke

Shemale cop spanking tattooed bloke

05:30
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:45
Plump shemale spanked by redhead dom

Plump shemale spanked by redhead dom

06:07
This tranny adores guys ass spanking and fingering before sex

This tranny adores guys ass spanking and fingering before sex

18:32
Naughty Schoolgirl Spanking

Naughty Schoolgirl Spanking

00:46
Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

07:02
Mature blonde shemale dominates a tied up slave

Mature blonde shemale dominates a tied up slave

36:15
I'm going to fuck you with my face

I'm going to fuck you with my face

43:58
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:44
Domination act with a strict ladyboy

Domination act with a strict ladyboy

12:35
Naughty ass spanked crossdresser sucks her masters juicy cock

Naughty ass spanked crossdresser sucks her masters juicy cock

12:14
shemale fucks guy

shemale fucks guy

01:09:51
Ass spanking and blowjob

Ass spanking and blowjob

19:41
Tammy's Hairbrush Punishment for Spending Too Much Money.

Tammy's Hairbrush Punishment for Spending Too Much Money.

00:52
Spanking slowmotion

Spanking slowmotion

43:38
Amateur tranny sucked off before spanking ass

Amateur tranny sucked off before spanking ass

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
spanks

spanks

03:36
Guy gets fingered by a horny shemale

Guy gets fingered by a horny shemale

20:32
SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

18:13
Redhead tgirl spanked and fingered in ass

Redhead tgirl spanked and fingered in ass

06:10
Hot Filipina Shemale Loves Candy Cane In Her Ass

Hot Filipina Shemale Loves Candy Cane In Her Ass

05:06
Do I like his dick or her dick

Do I like his dick or her dick

37:13
Blonde Shemale Doll Spanks the Monkey on Cam

Blonde Shemale Doll Spanks the Monkey on Cam

09:21
Granny The Tranny 02 - Scene 1

Granny The Tranny 02 - Scene 1

28:21
Susie Que XXX Spanks Her Balls

Susie Que XXX Spanks Her Balls

09:47
Shemale bondage penis treatment

Shemale bondage penis treatment

27:09
Showing off my thong

Showing off my thong

03:15
Brunette tranny gets his ass spanked, licked, fingered and fucked hard

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

14:42
Black shemale with a huge dick likes hard sex

Black shemale with a huge dick likes hard sex

29:13
Cheating tranny schoolgirl gets peachy red ass from spanking

Cheating tranny schoolgirl gets peachy red ass from spanking

07:00
Demon tranny angel fucks a red pussy

Demon tranny angel fucks a red pussy

01:38
Shemale bondage spanking fun

Shemale bondage spanking fun

23:09
Amateur Punishment

Amateur Punishment

02:06
CD spanking his ass

CD spanking his ass

09:05
Someone's been a bad boy

Someone's been a bad boy

06:54
Two sultty Halloween trannys give eachother blowjobs and swallow thick cum

Two sultty Halloween trannys give eachother blowjobs and swallow thick cum

10:47
sunday spank

sunday spank

02:12
Welcome to the shemale dungeon

Welcome to the shemale dungeon

11:31
Kinky tgirl beauties toying on double end dildo

Kinky tgirl beauties toying on double end dildo

06:00
My playful GF has a SEXY pair of tits & I love to show them off

My playful GF has a SEXY pair of tits & I love to show them off

11:36
Tranny Dominant Spanking Her Sub

Tranny Dominant Spanking Her Sub

14:02
Sissy Boy Gets Spanked

Sissy Boy Gets Spanked

09:45
Seeking Trannies - Scene 3

Seeking Trannies - Scene 3

20:34
Ebony Tgirl Wants To Get A Spanking

Ebony Tgirl Wants To Get A Spanking

04:51
Hard spanked and abused beautiful shemale slave

Hard spanked and abused beautiful shemale slave

05:03
Rough fetish threesome

Rough fetish threesome

14:43
Black hair tranny supermodel spanks whacking ass and strokes

Black hair tranny supermodel spanks whacking ass and strokes

07:21
Love Triangle Lesbian Gangbang

Love Triangle Lesbian Gangbang

16:24
Dearest Mommy

Dearest Mommy

11:35
Redhead tranny ass spanked and sucking cock for creamy spunk

Redhead tranny ass spanked and sucking cock for creamy spunk

09:54
SheMale Fingering and spanks her ass hard

SheMale Fingering and spanks her ass hard

04:11
CLIP voyance ABDL libertine et fessee

CLIP voyance ABDL libertine et fessee

07:27
Horny crossdresser Luci May has naughty latex spanking and cock sucking threesome

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

08:22
Little Miss Christi fucked and spanked by robotic machines

Little Miss Christi fucked and spanked by robotic machines

12:42
Sexy latina tranny and guy in mutual fuck

Sexy latina tranny and guy in mutual fuck

15:33
Naughty Crossdresser Shows Off Anal Skills

Naughty Crossdresser Shows Off Anal Skills

10:01
Transsexual babe fucked black

Transsexual babe fucked black

30:50
Asian ladyboy santa pulling her candy cane

Asian ladyboy santa pulling her candy cane

05:57
TV mistress abusing her slaves

TV mistress abusing her slaves

44:40
Shemale On Cam Nertwork

Shemale On Cam Nertwork

08:40
Rough anal treatment for Tranny Sabina

Rough anal treatment for Tranny Sabina

05:16
Shemale Slave Gets Punished

Shemale Slave Gets Punished

04:00
Crossdresser spanking

Crossdresser spanking

31:35
Sensual PMV Shemales Shiritrap Raven Shaddows blowjobs/ass rub on cock

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

16:23
Mel and Marcus Have Rough Sex

Mel and Marcus Have Rough Sex

16:34
Kinky blonde TS spanking and sucking

Kinky blonde TS spanking and sucking

05:09
Naughty Tranny Gets Spanked

Naughty Tranny Gets Spanked

04:21
Mature blonde shemale dominates a tied up slave

Mature blonde shemale dominates a tied up slave

36:15
SHE-MALE SUPERMODEL ANDREA DE OLIVEIRA - Scene 3

SHE-MALE SUPERMODEL ANDREA DE OLIVEIRA - Scene 3

27:05
great spanking session

great spanking session

43:35
Transexual Trio 13 - Scene 3

Transexual Trio 13 - Scene 3

28:56
Crossdresser slave

Crossdresser slave

03:18
Mad domination and spanking from a redhead TS bitch

Mad domination and spanking from a redhead TS bitch

13:54
Goth Shemales with putt plug

Goth Shemales with putt plug

30:03
Ts Teacher Fingering and Hard Anal and Pussy Fucking

Ts Teacher Fingering and Hard Anal and Pussy Fucking

04:01
Teasing white sexy boy, just a preview

Teasing white sexy boy, just a preview

11:34
Dude in the cage

Dude in the cage

14:42
Rough anal treatment for Tranny Sabina

Rough anal treatment for Tranny Sabina

05:16
Kitty plays with herself

Kitty plays with herself

10:58
Naughty blonde shemale spanked and fucked

Naughty blonde shemale spanked and fucked

22:36
Transtastic 4, Tiffany Starr Fucks Rebeka Refuse!

Transtastic 4, Tiffany Starr Fucks Rebeka Refuse!

03:33
Crossdresser Harley Quinn spank

Crossdresser Harley Quinn spank

01:27
Three shemales dominate a bound guy

Three shemales dominate a bound guy

10:04
Tranny Transformation 02 - Scene 3

Tranny Transformation 02 - Scene 3

10:54

Caning - Full Archive

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