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Caning: 433 Movies, sorted by Popularity

Crossdresser Spanking

Crossdresser Spanking

01:38
French Maid Gives Transvestite A Hard OTK Spanking

French Maid Gives Transvestite A Hard OTK Spanking

02:22
Rough Spanking

Rough Spanking

14:11
Anna gets her ass firmly spanked by The Carpet beater.

Anna gets her ass firmly spanked by The Carpet beater.

27:58
Spanking slowmotion

Spanking slowmotion

43:38
Transsexual Bondage - Scene 2

Transsexual Bondage - Scene 2

26:02
Mature blonde shemale dominates a tied up slave

Mature blonde shemale dominates a tied up slave

36:15
Nicky gets spanked

Nicky gets spanked

01:09
Crossdresser Whipped BDSM & Fucked

Crossdresser Whipped BDSM & Fucked

09:01
Sharixdress getting spanked a riding a dilod

Sharixdress getting spanked a riding a dilod

17:58
Tammy's Hairbrush Punishment for Spending Too Much Money.

Tammy's Hairbrush Punishment for Spending Too Much Money.

00:52
Fetish classes

Fetish classes

10:53
Spanked teen tgirl assfingered by dom redhead

Spanked teen tgirl assfingered by dom redhead

06:07
Amateur tranny sucked off before spanking ass

Amateur tranny sucked off before spanking ass

05:30
Mistresses punishing man

Mistresses punishing man

11:30
Sissy Spanked Over The Hood Of Car

Sissy Spanked Over The Hood Of Car

05:26
Femdom spanks and tortures naughty blonde sissy with huge strapon cock

Femdom spanks and tortures naughty blonde sissy with huge strapon cock

08:42
Naughty Schoolgirl Spanking

Naughty Schoolgirl Spanking

00:46
Granny The Tranny 02 - Scene 1

Granny The Tranny 02 - Scene 1

28:21
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 fucks guy

shemale fucks guy

01:09:51
She Male Mania 9 - Scene 2

She Male Mania 9 - Scene 2

28:29
This tranny adores guys ass spanking and fingering before sex

This tranny adores guys ass spanking and fingering before sex

18:32
Trannies dominate their tied slave

Trannies dominate their tied slave

03:00
Naughty ass spanked crossdresser sucks her masters juicy cock

Naughty ass spanked crossdresser sucks her masters juicy cock

12:14
Showing off my thong

Showing off my thong

03:15
spank tranny

spank tranny

05:30
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:45
Shemale cop spanking tattooed bloke

Shemale cop spanking tattooed bloke

05:30
Plump shemale spanked by redhead dom

Plump shemale spanked by redhead dom

06:07
spanks

spanks

03:36
Domination act with a strict ladyboy

Domination act with a strict ladyboy

12:35
Ass spanking and blowjob

Ass spanking and blowjob

19:41
SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

SUMMER GIRLS AND SOME ARE NOT 2 - Scene 1

18:13
Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

07:02
Brunette Tgirl spanks and drills her bf

Brunette Tgirl spanks and drills her bf

18:32
TRANSSEXUAL SWINGERS 1 - Scene 2

TRANSSEXUAL SWINGERS 1 - Scene 2

49:49
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
Redhead tgirl spanked and fingered in ass

Redhead tgirl spanked and fingered in ass

06:10
Cfnm femdom bitches sissify victim in prison

Cfnm femdom bitches sissify victim in prison

05:18
Tatiany sweet - BBC spank crossdresser!

Tatiany sweet - BBC spank crossdresser!

01:18
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
Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase

Stunningly Hot Shemale Teasing With Her Tight Ass On Staircase

07:45
Vintage blonde TS gets spanked

Vintage blonde TS gets spanked

17:08
river Enza toys bound shemale with rough ass fucking have fun

river Enza toys bound shemale with rough ass fucking have fun

10:00
Spank and Whip

Spank and Whip

12:09
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
Trans Latin nurse pounded after spanked

Trans Latin nurse pounded after spanked

10:02
From the spank bank

From the spank bank

01:58:53
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
Naughty TGirl Maid given full punishment spanking and anal fuck by mistress big strapon

Naughty TGirl Maid given full punishment spanking and anal fuck by mistress big strapon

10:55
sunday spank

sunday spank

02:12
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
Trans Latin nurse pounded after spanked

Trans Latin nurse pounded after spanked

10:02
Sissy Boy Gets Spanked

Sissy Boy Gets Spanked

09:45
Seeking Trannies - Scene 3

Seeking Trannies - Scene 3

20:34
Hard spanking lesson la cerda

Hard spanking lesson la cerda

14:14
Slave slut tied, dildoed and fucked

Slave slut tied, dildoed and fucked

19:28
Ebony Tgirl Wants To Get A Spanking

Ebony Tgirl Wants To Get A Spanking

04:51
Intense Anal Licking And Spanking Ass

Intense Anal Licking And Spanking Ass

10:27
Rough fetish threesome

Rough fetish threesome

14:43
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
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
Batgirl, parody

Batgirl, parody

12:29
Redhead tranny ass spanked and sucking cock for creamy spunk

Redhead tranny ass spanked and sucking cock for creamy spunk

09:54
Amazing train! for all BDSM lovers

Amazing train! for all BDSM lovers

54:31
Predominance, trans

Predominance, trans

14:53
Cloe's basement playtime

Cloe's basement playtime

14:02
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
Trans Latin nurse pounded after having her big ass spanked

Trans Latin nurse pounded after having her big ass spanked

10:02
Trans Couple Flaunting Ass While Spanking it Using A Toy

Trans Couple Flaunting Ass While Spanking it Using A Toy

10:25
Slender Trans Enjoys Spanking And Bareback

Slender Trans Enjoys Spanking And Bareback

10:10
Self spanking and cumming

Self spanking and cumming

22:47
louise88 loves to be spanked hard before a good fuck

louise88 loves to be spanked hard before a good fuck

49:51
Sexy latina tranny and guy in mutual fuck

Sexy latina tranny and guy in mutual fuck

15:33
Asian ladyboy santa pulling her candy cane

Asian ladyboy santa pulling her candy cane

05:57
Pretty t-girl twerking and spanking her naughty ass

Pretty t-girl twerking and spanking her naughty ass

10:38
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
Ass Spanking Shemale Big cock

Ass Spanking Shemale Big cock

10:08
Sensual PMV Shemales Shiritrap Raven Shaddows blowjobs/ass rub on cock

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

16:23
slim transgirl takes dildo in ass on webcam

slim transgirl takes dildo in ass on webcam

16:05
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
Curvy blonde babe gets fucked hard in shower

Curvy blonde babe gets fucked hard in shower

11:32
Humping and masturbaiting on makeshift vibrating furniture up close

Humping and masturbaiting on makeshift vibrating furniture up close

15:55
Spank, dominatrix, first anal shemale

Spank, dominatrix, first anal shemale

12:19
Shemales Fucked Hard And Spanking Ass

Shemales Fucked Hard And Spanking Ass

10:15
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
Busty tranny gets teased by a painter

Busty tranny gets teased by a painter

10:00
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
Busty Aphrodite Adams Loves Spanking And Anal On The Job

Busty Aphrodite Adams Loves Spanking And Anal On The Job

10:26
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
Wild Horny Shemales Spanking Ass

Wild Horny Shemales Spanking Ass

10:12
Wetlook dress and playing, cock play, dress

Wetlook dress and playing, cock play, dress

10:20
Tranny likes to dominate

Tranny likes to dominate

10:28
Slutty blondeTgirl spanked

Slutty blondeTgirl spanked

17:09
Schoolgirl Carla gets spanked.

Schoolgirl Carla gets spanked.

02:17
TV TS Superstars - Scene 6

TV TS Superstars - Scene 6

17:34
Halloween treat brutal ass spanking in thongs with rough handjob

Halloween treat brutal ass spanking in thongs with rough handjob

05:47
Femdom whipping, rope bondage

Femdom whipping, rope bondage

23:16
Sissy Boy Gets Spanked

Sissy Boy Gets Spanked

09:45

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