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Punished: 161 Videos, grouped by Popularity

Anna's harsh self-punishment with two cables .
24:33

Anna's harsh self-punishment with two cables .

Sissy gets Strapon punishment
08:23

Sissy gets Strapon punishment

Mature trans covers herself with spunk
06:02

Mature trans covers herself with spunk

Dominant Shemale Punishers In Full Action
05:14

Dominant Shemale Punishers In Full Action

One guy gets punished with six shemale dicks
05:05

One guy gets punished with six shemale dicks

Tammy's Hairbrush Punishment for Spending Too Much Money.
00:52

Tammy's Hairbrush Punishment for Spending Too Much Money.

Crossdresser Punishment Milking
09:02

Crossdresser Punishment Milking

Simatra Nursery Panthere Panties Punish Anal # 1
03:00

Simatra Nursery Panthere Panties Punish Anal # 1

Suck my dick for your punishment for not paying me
06:43

Suck my dick for your punishment for not paying me

Strict hostess punishes her maid
11:45

Strict hostess punishes her maid

Dominant Shemale Punishers In Full Action
05:14

Dominant Shemale Punishers In Full Action

Anna's punishment the second part, birch twigs
49:29

Anna's punishment the second part, birch twigs

LEOPORNO Black Tanny Cop Big Cock Punishing Guy 02 XXX
20:57

LEOPORNO Black Tanny Cop Big Cock Punishing Guy 02 XXX

Brutal shemale punished hard
05:53

Brutal shemale punished hard

Petgirls, beth, petgirls training
10:19

Petgirls, beth, petgirls training

TS Girlfriend Punishes Boyfriend
10:48

TS Girlfriend Punishes Boyfriend

aunt charlie & roxy spaulding - lewd 4 - pleasure & punishment

Spanking realtime and slowmotion
10:22

Spanking realtime and slowmotion

TS Yoga Instructor Dominates Foot-Sniffer
10:55

TS Yoga Instructor Dominates Foot-Sniffer

Asian Ladyboy dominatrix punishing a slave client with a small micro dick faggot
15:13

Asian Ladyboy dominatrix punishing a slave client with a small micro dick faggot

Punished by Shemale Nuns
40:00

Punished by Shemale Nuns

Isadora Venturini And Rayna Leah - Cock Hungry Shemales Ganging Up On Their Slave
05:00

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

Guy Gets Punished By Shemales
10:04

Guy Gets Punished By Shemales

Crossdresser punishing her bf's ass for being naughty

Lustful boy has a redhead shemale and a busty girl punishing his ass
10:00

Lustful boy has a redhead shemale and a busty girl punishing his ass

Strict hostess punishes her maid
11:45

Strict hostess punishes her maid

Naughty TGirl maids get bondage spanking punishment after caught playing together by master

9999cams-blogspot Girl, punished by older man on webcam
10:05

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

Horny shemale Karen Venus punishing a wet pussy
05:00

Horny shemale Karen Venus punishing a wet pussy

Natalie punishing her ass with a toy on webcam
25:50

Natalie punishing her ass with a toy on webcam

Sissy Boy Punished Hard
08:19

Sissy Boy Punished Hard

Hardcore sex in a dungeon with tranny punishment
24:18

Hardcore sex in a dungeon with tranny punishment

Nice girls and webcam punish bubblebutt
09:03

Nice girls and webcam punish bubblebutt

TRANSFIXED - OOPSIE! House Robber Korra Del Rio Is Caught By Couple And Tag Teamed As Punish

Tall TS Domme Punishes Beefcake Lance
11:00

Tall TS Domme Punishes Beefcake Lance

Handsome young stud has a black shemale punishing his ass on the bed
10:00

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

Aspen Brooks Punishes Kip Johnson
10:17

Aspen Brooks Punishes Kip Johnson

Jaquline Braxton Punishes Nosey Lobby Boy with her Thick Cock

Horny Shemale Karen Venus Punishing A Fat Pussy
05:00

Horny Shemale Karen Venus Punishing A Fat Pussy

Perrita Kitsy castigada y usada por su Amo. (Spanking Anal)
15:03

Perrita Kitsy castigada y usada por su Amo. (Spanking Anal)

Rayna Leah and Isadora Venturini 3Way Tranny Sex
05:01

Rayna Leah and Isadora Venturini 3Way Tranny Sex

Petite brunette tranny gets her ass punished
19:16

Petite brunette tranny gets her ass punished

TS Domme Punishing Slave
05:30

TS Domme Punishing Slave

Corporal Punishment Session Pt 02 4-16-2019
45:03

Corporal Punishment Session Pt 02 4-16-2019

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

Sissy Princess getting punished an Owned by Madam Kitty Kaos

Sexy punishment by hard sissy dick for misspelling xhru

Police ladyboy punishes brunette with her dick
30:47

Police ladyboy punishes brunette with her dick

Blond shemale facializes a dude after anal punishment

Guy Gets Punished By Shemales
10:04

Guy Gets Punished By Shemales

RawAttack - latin Katrina Jade is punished by a monster lollipop, interview

Master turns tranny slave into cock sucking cum slut after ass punishment
10:09

Master turns tranny slave into cock sucking cum slut after ass punishment

Domme shemale cop Sasha Strokes fucks thief for punishment
05:26

Domme shemale cop Sasha Strokes fucks thief for punishment

Severe punishments with lash for big balloons shemale

Futanari long, futanari shemale mom, rough punishment sex
37:21

Futanari long, futanari shemale mom, rough punishment sex

Mistress Jamie - Corporal Punishment Session Pt 04 4-13-2019
30:24

Mistress Jamie - Corporal Punishment Session Pt 04 4-13-2019

Mistress Jamie - Corporal Punishment Session Pt 02 4-13-2019
30:04

Mistress Jamie - Corporal Punishment Session Pt 02 4-13-2019

Two girlfriends being punished by a hard cock
24:18

Two girlfriends being punished by a hard cock

Beautiful blonde tranny Mel Vogue has a black bull punishing her ass
10:00

Beautiful blonde tranny Mel Vogue has a black bull punishing her ass

Naughty smoking blonde TGirl maid has tight ass spanked as kinky punishment
10:07

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

Sexy Milf gives horny big cock TGirl ass and cock punishment

Lance Hart Is Given To TS Foxxy For Punishment

Midnight, stepmom punishment son, mum sleeping son
11:48

Midnight, stepmom punishment son, mum sleeping son

Sexy Milf gives horny big cock TGirl ass and cock punishment
06:37

Sexy Milf gives horny big cock TGirl ass and cock punishment

Gemma Israel is back and wants to punish her slave with her monstrous cock
10:43

Gemma Israel is back and wants to punish her slave with her monstrous cock

Shemale handjob punishment, german fkk club, cfnm handjob
11:10

Shemale handjob punishment, german fkk club, cfnm handjob

Lustful guy invites a hung black shemale to punish his ass on the bed
10:09

Lustful guy invites a hung black shemale to punish his ass on the bed

Buxom tranny in stockings Rabeche has a hung dude punishing her ass
10:00

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

Mistress Jamie - Corporal Punishment Session Pt 01 4-13-2019
30:05

Mistress Jamie - Corporal Punishment Session Pt 01 4-13-2019

Hardcore sex in a dungeon with tranny punishment

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

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

Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock

Amateur, sissy, Skinny, Slave, Ass, Anal, punishment,
14:10

Amateur, sissy, Skinny, Slave, Ass, Anal, punishment,

Pretty blonde shemale has a hung stud punishing her tight ass outside
10:00

Pretty blonde shemale has a hung stud punishing her tight ass outside

Raid over Japan , Asian Ladyboy punished and fucked in the ass hardcore
26:03

Raid over Japan , Asian Ladyboy punished and fucked in the ass hardcore

Horny shemale punishing a wet pussy
05:00

Horny shemale punishing a wet pussy

Sissy Slave Tranny Punished Fucked Full Video xhgV9Vu

TS Domme Punishing Slave
05:30

TS Domme Punishing Slave

Dominant tranny punishes her man toy
10:00

Dominant tranny punishes her man toy

Tranny.Pack.Big.Cock.Shemale.Dommes.Punish.XXX
19:28

Tranny.Pack.Big.Cock.Shemale.Dommes.Punish.XXX

Beautiful stud Junior invites a buxom black tranny to punish his ass
10:00

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

Two sultty Halloween trannys give eachother blowjobs and swallow thick cum
10:47

Two sultty Halloween trannys give eachother blowjobs and swallow thick cum

TSgirl punished intensely by a massive cock - amazing POV