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Punished: 148 Movies, sorted by Popularity

Crossdresser Spanking

Crossdresser Spanking

01:38
Torturing of babes sexy assets

Torturing of babes sexy assets

05:09
Crossdresser Punishment Milking

Crossdresser Punishment Milking

09:02
Simatra Nursery Panthere Panties Punish Anal # 1

Simatra Nursery Panthere Panties Punish Anal # 1

03:00
Spanking slowmotion

Spanking slowmotion

43:38
One guy gets punished with six shemale dicks

One guy gets punished with six shemale dicks

05:05
Kinky Crystels hot wax punishment and self torture

Kinky Crystels hot wax punishment and self torture

05:01
Sissy gets Strapon punishment

Sissy gets Strapon punishment

08:23
TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

10:55
Fetish TS Punishers

Fetish TS Punishers

03:03
Strict hostess punishes her maid

Strict hostess punishes her maid

11:45
Sissy Boy Punished Hard

Sissy Boy Punished Hard

08:19
My strict Mistress punishes me

My strict Mistress punishes me

16:21
TS Domme Punishing Slave

TS Domme Punishing Slave

05:30
Dominant Shemale Punishers In Full Action

Dominant Shemale Punishers In Full Action

05:14
Dominant Shemale Punishers In Full Action

Dominant Shemale Punishers In Full Action

05:14
Cock Pedestal Punishment Chair - Intense CBT

Cock Pedestal Punishment Chair - Intense CBT

12:55
Sissy Boy Punished Hard

Sissy Boy Punished Hard

08:19
Femdom Spanking a Crossdresser

Femdom Spanking a Crossdresser

05:44
Tammy's Hairbrush Punishment for Spending Too Much Money.

Tammy's Hairbrush Punishment for Spending Too Much Money.

00:52
Mistresses punishing man

Mistresses punishing man

11:30
Suck my dick for your punishment for not paying me

Suck my dick for your punishment for not paying me

06:43
Anna's harsh self-punishment with two cables .

Anna's harsh self-punishment with two cables .

24:33
Crossdresser punish with candles

Crossdresser punish with candles

06:47
Perfect TS Punishment

Perfect TS Punishment

09:34
Guy gets sissification punishment

Guy gets sissification punishment

15:45
Dude Punished With Giant Long Black Cock

Dude Punished With Giant Long Black Cock

11:47
Perfect TS Punishment

Perfect TS Punishment

09:34
Sissy Audrey Punished

Sissy Audrey Punished

07:14
Simatra Sexy Brunette Fat Beauty Ass Fuck Anal Punish hardcore # 2

Simatra Sexy Brunette Fat Beauty Ass Fuck Anal Punish hardcore # 2

04:38
TS Jesse Punishes a Cis and TS Man!

TS Jesse Punishes a Cis and TS Man!

10:11
Amateur Punishment

Amateur Punishment

02:06
Wimp Gets Fitness Fucked By Foxxy

Wimp Gets Fitness Fucked By Foxxy

09:55
Six shemale cops punish just one criminal man

Six shemale cops punish just one criminal man

05:05
3 shemale punishers

3 shemale punishers

19:31
Anal cd punishment

Anal cd punishment

08:40
punishment shemale fucking

punishment shemale fucking

19:32
Tranny Training

Tranny Training

19:28
Big Boys Punish A Bad Tranny Slut

Big Boys Punish A Bad Tranny Slut

24:27
Crossdresser Punishment

Crossdresser Punishment

15:28
Isadora Venturini And Rayna Leah - Cock Hungry Shemales Ganging Up On Their Slave

Isadora Venturini And Rayna Leah - Cock Hungry Shemales Ganging Up On Their Slave

05:00
The punishment - the movie

The punishment - the movie

22:21
Buxom tranny in stockings Rabeche has a hung dude punishing her ass

Buxom tranny in stockings Rabeche has a hung dude punishing her ass

10:00
Anal punishment for naughty cd

Anal punishment for naughty cd

08:21
That needs some punishment

That needs some punishment

55:33
Strict hostess punishes her maid

Strict hostess punishes her maid

11:45
Police tgirlenjoys anal punishment and cock sucking tortures

Police tgirlenjoys anal punishment and cock sucking tortures

04:00
Naughty smoking blonde TGirl maid has tight ass spanked as kinky punishment

Naughty smoking blonde TGirl maid has tight ass spanked as kinky punishment

10:07
Police ladyboy punishes brunette with her dick

Police ladyboy punishes brunette with her dick

30:47
Dorm Room Punishment

Dorm Room Punishment

06:37
Sissy Boy Punished Hard

Sissy Boy Punished Hard

08:19
Tslut punished at hotel room

Tslut punished at hotel room

17:18
Rayna Leah and Isadora Venturini 3Way Tranny Sex

Rayna Leah and Isadora Venturini 3Way Tranny Sex

05:01
Schoolgirl Punished by hung Tranny Teacher

Schoolgirl Punished by hung Tranny Teacher

07:17
Severe punishments with lash for big balloons shemale

Severe punishments with lash for big balloons shemale

04:38
Crossdresser Punishment

Crossdresser Punishment

04:06
Sissy Schoolgirl Punishment: Part 2

Sissy Schoolgirl Punishment: Part 2

10:45
Crossdresser Punishment

Crossdresser Punishment

15:28
This busty slut needs to be punish

This busty slut needs to be punish

26:04
Domme shemale cop Sasha Strokes fucks thief for punishment

Domme shemale cop Sasha Strokes fucks thief for punishment

05:26
Sasha Knox Anal Xcess3

Sasha Knox Anal Xcess3

22:33
Lance Hart Is Given To TS Foxxy For Punishment

Lance Hart Is Given To TS Foxxy For Punishment

08:49
Horny Shemale Karen Venus Punishing A Fat Pussy

Horny Shemale Karen Venus Punishing A Fat Pussy

05:00
Hot punishment from a vintage shemale

Hot punishment from a vintage shemale

10:22
Teen TS punishing

Teen TS punishing

25:58
Guy Gets Punished By Shemales

Guy Gets Punished By Shemales

10:04
Sara wants you to cum by artificial inte

Sara wants you to cum by artificial inte

10:09
Sativa rose peggs her slave as his punishment

Sativa rose peggs her slave as his punishment

03:22
Gorgeous TS Secretary Dominates Boss

Gorgeous TS Secretary Dominates Boss

05:13
Two girlfriends being punished by a hard cock

Two girlfriends being punished by a hard cock

24:18
Kinky boy has a busty black tranny punishing his tight ass on the bed

Kinky boy has a busty black tranny punishing his tight ass on the bed

10:00
guy gets feminized and ass fucked in prison by chick

guy gets feminized and ass fucked in prison by chick

18:05
Brutal shemale punished hard

Brutal shemale punished hard

05:53
3 Shemales Punish Him

3 Shemales Punish Him

02:21
Absolute stunner punishes her man for wetting her top

Absolute stunner punishes her man for wetting her top

10:59
Nikollys punishment

Nikollys punishment

25:59
Horny shemale punishing a wet pussy

Horny shemale punishing a wet pussy

05:00
MILF Librarian Punishes TS Delinquent

MILF Librarian Punishes TS Delinquent

13:52
Sissy Schoolgirl Punishment: Part 1

Sissy Schoolgirl Punishment: Part 1

07:11
Rayna Leah and Isadora Venturini 3Way Tranny Sex

Rayna Leah and Isadora Venturini 3Way Tranny Sex

05:01
Beautiful teenie punishment

Beautiful teenie punishment

40:31
Devastatingly Seductive Ts Yasmin Lee punishes Reed with a Deep Hard Fucking

Devastatingly Seductive Ts Yasmin Lee punishes Reed with a Deep Hard Fucking

04:00
Crossdresser punishment

Crossdresser punishment

06:45
Nasty blonde needs to be punish

Nasty blonde needs to be punish

24:41
Handsome young stud has a black shemale punishing his ass on the bed

Handsome young stud has a black shemale punishing his ass on the bed

10:00
Lustful white boy seduces a buxom black tranny to punish his needy ass

Lustful white boy seduces a buxom black tranny to punish his needy ass

10:00
Sissy Needs Daddy To Punish Her Ass

Sissy Needs Daddy To Punish Her Ass

11:39
Stud Punished By Black Shemale Cock

Stud Punished By Black Shemale Cock

10:37
Dominant diva tgirl punishes horny guy

Dominant diva tgirl punishes horny guy

10:00
9999cams-blogspot Girl, punished by older man on webcam

9999cams-blogspot Girl, punished by older man on webcam

10:05
TS Domme Punishing Slave

TS Domme Punishing Slave

05:30
Sexy Milf gives horny big cock TGirl ass and cock punishment

Sexy Milf gives horny big cock TGirl ass and cock punishment

06:38
Sissy Maid Fucktoy Asscunt Punishment pt3

Sissy Maid Fucktoy Asscunt Punishment pt3

12:12
Hot trannies punishing stud

Hot trannies punishing stud

22:56
TS Domme Punishing Slave

TS Domme Punishing Slave

05:30
Beautiful stud Junior invites a buxom black tranny to punish his ass

Beautiful stud Junior invites a buxom black tranny to punish his ass

10:00
Shemale punishers

Shemale punishers

19:04
Kay One by Bushido

Kay One by Bushido

11:23
Bad Tranny Punished Outdoors

Bad Tranny Punished Outdoors

26:07
Cop Gets Dominated In Epic TS Gangbang

Cop Gets Dominated In Epic TS Gangbang

05:12
TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

10:55
Punish this horny ass

Punish this horny ass

22:51
angel blade punish

angel blade punish

26:23
Shemale punishes guy

Shemale punishes guy

17:23
debbie heart tv whipping myself for my mistress

debbie heart tv whipping myself for my mistress

04:05
Punishing my transgender Wife for starting arguement with me

Punishing my transgender Wife for starting arguement with me

01:03
Beautiful busty tranny fucks tied up guy in bed

Beautiful busty tranny fucks tied up guy in bed

01:47
Angel Blade Punish! - 1

Angel Blade Punish! - 1

26:38
Threeway Punishment

Threeway Punishment

26:16
Annas punishment for her cheating.

Annas punishment for her cheating.

25:36
Two sultty Halloween trannys give eachother blowjobs and swallow thick cum

Two sultty Halloween trannys give eachother blowjobs and swallow thick cum

10:47
Sissy Boy Punished Hard

Sissy Boy Punished Hard

08:19
Punished by Shemale Nuns

Punished by Shemale Nuns

40:00
Naughty smoking blonde TGirl maid has tight pert ass spanked for hot kinky punishment

Naughty smoking blonde TGirl maid has tight pert ass spanked for hot kinky punishment

10:03
Petite brunette tranny gets her ass punished

Petite brunette tranny gets her ass punished

19:16
TS Goddess POV Punishment

TS Goddess POV Punishment

07:00
Punishment 4 the slut

Punishment 4 the slut

10:36
Shemale cop gets punished

Shemale cop gets punished

24:08
Tranny soccer team punishing male

Tranny soccer team punishing male

05:00
Jaquline Braxton Punishes Nosey Lobby Boy with her Thick Cock

Jaquline Braxton Punishes Nosey Lobby Boy with her Thick Cock

04:01
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