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Caning: 662 Movies, sorted by Popularity

This tranny adores guys ass spanking and fingering before sex

This tranny adores guys ass spanking and fingering before sex

18:32
Sissy Jennifer Caned By Mistress

Sissy Jennifer Caned By Mistress

04:34
shemale fucks guy

shemale fucks guy

01:09:51
Caned balletgirls

Caned balletgirls

23:57
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Soap and Spanking

Soap and Spanking

12:33
Blonde Shemale Doll Spanks the Monkey on Cam

Blonde Shemale Doll Spanks the Monkey on Cam

09:21
TRANSSEXUAL SWINGERS 1 - Scene 2

TRANSSEXUAL SWINGERS 1 - Scene 2

49:49
Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

07:02
Trannies dominate their tied slave

Trannies dominate their tied slave

03:00
spank tranny

spank tranny

05:30
Anna gets her ass firmly spanked by The Carpet beater.

Anna gets her ass firmly spanked by The Carpet beater.

27:58
Guy gets sissification punishment

Guy gets sissification punishment

15:45
Naughty ass spanked crossdresser sucks her masters juicy cock

Naughty ass spanked crossdresser sucks her masters juicy cock

12:14
Crossdresser Spanking

Crossdresser Spanking

01:38
Hot Filipina Shemale Loves Candy Cane In Her Ass

Hot Filipina Shemale Loves Candy Cane In Her Ass

05:06
Tammy's Hairbrush Punishment for Spending Too Much Money.

Tammy's Hairbrush Punishment for Spending Too Much Money.

00:52
Redhead tgirl spanked and fingered in ass

Redhead tgirl spanked and fingered in ass

06:10
She Male Mania 9 - Scene 2

She Male Mania 9 - Scene 2

28:29
Sharixdress getting spanked a riding a dilod

Sharixdress getting spanked a riding a dilod

17:58
Crossdresser, spank and ice

Crossdresser, spank and ice

12:07
French Maid Gives Transvestite A Hard OTK Spanking

French Maid Gives Transvestite A Hard OTK Spanking

02:22
Tranny rubs her round black ass to dick of tied up guy in bedroom

Tranny rubs her round black ass to dick of tied up guy in bedroom

01:54
Rough Spanking

Rough Spanking

14:11
Sissy Jennifer Stripped & Spanked Outdoors

Sissy Jennifer Stripped & Spanked Outdoors

03:33
Every hole gets filled in this threesome

Every hole gets filled in this threesome

39:57
Granny The Tranny 02 - Scene 1

Granny The Tranny 02 - Scene 1

28:21
Crossdresser Whipped BDSM & Fucked

Crossdresser Whipped BDSM & Fucked

09:01
Big titted ts dominates a sissy Part 1

Big titted ts dominates a sissy Part 1

15:00
Uniformed shemale spanks tranny friend

Uniformed shemale spanks tranny friend

05:30
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
Mature blonde shemale dominates a tied up slave

Mature blonde shemale dominates a tied up slave

36:15
Do I like his dick or her dick

Do I like his dick or her dick

37:13
Tranny Furmistress & whip

Tranny Furmistress & whip

03:43
Susie Que XXX Spanks Her Balls

Susie Que XXX Spanks Her Balls

09:47
Naughty blonde CD maid has tight pert ass spanked as kinky punishment for smoking

Naughty blonde CD maid has tight pert ass spanked as kinky punishment for smoking

10:07
Ass spanking and blowjob

Ass spanking and blowjob

19:41
Mistresses punishing man

Mistresses punishing man

11:30
Kitsy ladrando. Pet puppy spanked till she barks. CD'TV

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

14:30
I'm going to fuck you with my face

I'm going to fuck you with my face

43:58
Sissy Spanked Over The Hood Of Car

Sissy Spanked Over The Hood Of Car

05:26
Nicky gets spanked

Nicky gets spanked

01:09
Amateur tranny sucked off before spanking ass

Amateur tranny sucked off before spanking ass

05:30
spanks

spanks

03:36
Amo usando a la perrita Kitsy. Master using pet Kitsy.

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

20:51
Domination act with a strict ladyboy

Domination act with a strict ladyboy

12:35
SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

18:13
Naughty Schoolgirl Spanking

Naughty Schoolgirl Spanking

00:46
Plump shemale spanked by redhead dom

Plump shemale spanked by redhead dom

06:07
Brunette Tgirl spanks and drills her bf

Brunette Tgirl spanks and drills her bf

18:32
Tatiany sweet - BBC spank crossdresser!

Tatiany sweet - BBC spank crossdresser!

01:18
Shemale bondage penis treatment

Shemale bondage penis treatment

27:09
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Fetish classes

Fetish classes

10:53
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:44
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:44
:- MISTRESSES & TRANNY MAID -: ukmike video

:- MISTRESSES & TRANNY MAID -: ukmike video

43:55
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:45
Femdom spanks and tortures naughty blonde sissy with huge strapon cock

Femdom spanks and tortures naughty blonde sissy with huge strapon cock

08:42
Transsexual Bondage - Scene 2

Transsexual Bondage - Scene 2

26:02
Guy gets fingered by a horny shemale

Guy gets fingered by a horny shemale

20:32
Vintage blonde TS gets spanked

Vintage blonde TS gets spanked

17:08
Spanking slowmotion

Spanking slowmotion

43:38
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
Shemale cop spanking tattooed bloke

Shemale cop spanking tattooed bloke

05:30
Cfnm femdom bitches sissify victim in prison

Cfnm femdom bitches sissify victim in prison

05:18
Shemale bends over for her shemale to spank her ass

Shemale bends over for her shemale to spank her ass

05:30
Blonde Tranny Mistress Abuses A Slave

Blonde Tranny Mistress Abuses A Slave

06:02
Spanking And Fucking That Booty

Spanking And Fucking That Booty

05:02
Bootylicious tgirl spanked and asspleasured

Bootylicious tgirl spanked and asspleasured

06:00
Black shemale with a huge dick likes hard sex

Black shemale with a huge dick likes hard sex

29:13
Crossdresser paddled

Crossdresser paddled

00:30
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
Sizzling Hot Blonde Shemale Spanks her Ass

Sizzling Hot Blonde Shemale Spanks her Ass

03:27
Amateur Punishment

Amateur Punishment

02:06
CD spanking his ass

CD spanking his ass

09:05
Hairy asian tgirl spanks

Hairy asian tgirl spanks

05:29
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
Crossdresser paddling

Crossdresser paddling

00:40
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
My lonely petgirl loves her daddy.

My lonely petgirl loves her daddy.

10:34
Tranny Dominant Spanking Her Sub

Tranny Dominant Spanking Her Sub

14:02
Sissy Boy Gets Spanked

Sissy Boy Gets Spanked

09:45
cd spanking

cd spanking

00:46
Kinky blonde TS spanking and sucking

Kinky blonde TS spanking and sucking

05:09
Seeking Trannies - Scene 3

Seeking Trannies - Scene 3

20:34
Guy in bondage fucked by a wild tranny

Guy in bondage fucked by a wild tranny

06:02
Maid Louann spanked with a Shoe Horn

Maid Louann spanked with a Shoe Horn

01:03
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
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:43
sissy caning

sissy caning

02:03
Pantyhose spanking

Pantyhose spanking

00:12
Love Triangle Lesbian Gangbang

Love Triangle Lesbian Gangbang

16:24
Faggot Anal compilation

Faggot Anal compilation

01:21
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
Tgirl Slut taken to guys house for fucking

Tgirl Slut taken to guys house for fucking

00:55
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
Crossdresser Punishment

Crossdresser Punishment

06:10
Filipina Shemale Loves Candy Cane In Her Ass

Filipina Shemale Loves Candy Cane In Her Ass

05:06
Mylla Pereira has a big cock and loves to spank guy's tight

Mylla Pereira has a big cock and loves to spank guy's tight

03:00
Domination and spanking scenes with a black TS

Domination and spanking scenes with a black TS

06:00
Tranny gets spanked and sucked

Tranny gets spanked and sucked

05:29
Little Miss Christi fucked and spanked by robotic machines

Little Miss Christi fucked and spanked by robotic machines

12:42
Kinky TGirl Maid Luci May has fun spanking Crossdressers tight ass

Kinky TGirl Maid Luci May has fun spanking Crossdressers tight ass

07:26
Spank my Ass

Spank my Ass

02:03
Rubberkate polishes her tranny mistress

Rubberkate polishes her tranny mistress

02:53
Hot crossdresser bitch spanking her own ass

Hot crossdresser bitch spanking her own ass

01:04
Sexy latina tranny and guy in mutual fuck

Sexy latina tranny and guy in mutual fuck

15:33

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