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6 years ago
3:23

KeekAss

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11 years ago
5:10

aShemaleTube

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3 years ago
22:13

TrannyOne

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3 years ago
4:10

ShemaleSin

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7 years ago
2:49

aShemaleTube

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6 years ago
12:23

ShemaleZ

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14 years ago
25:38

aShemaleTube

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4 years ago
22:00

ShemaleSin

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12 years ago
6:15

aShemaleTube

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6 years ago
13:18

KeekAss

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8 years ago
7:00

XXXDan

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6 years ago
5:10

aShemaleTube

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4 years ago
10:15

TrannyOne

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6 years ago
6:10

aShemaleTube

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3 years ago
4:15

TrannyOne

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6 years ago
9:15

aShemaleTube

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13 years ago
24:41

aShemaleTube

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7 years ago
8:01

aShemaleTube

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14 years ago
5:02

aShemaleTube

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8 years ago
10:02

aShemaleTube

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13 years ago
10:37

aShemaleTube

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14 years ago
11:45

aShemaleTube

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10 years ago
4:00

aShemaleTube

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

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12 years ago
4:00

aShemaleTube

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14 years ago
19:46

aShemaleTube

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8 years ago
3:21

ShemaleZ

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7 years ago
24:21

ShemaleZ

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8 years ago
8:18

ShemaleZ

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14 years ago
28:02

aShemaleTube

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TS Pornstar Foxxy Punishes Her Loser Boyfriend
7 years ago
9:06

aShemaleTube

TS Pornstar Foxxy Punishes Her Loser Boyfriend

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13 years ago
26:04

aShemaleTube

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9 years ago
10:37

aShemaleTube

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8 years ago
5:01

aShemaleTube

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7 years ago
8:18

aShemaleTube

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7 years ago
5:17

aShemaleTube

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Lance Hart Is Given To TS Foxxy For Punishment
9 years ago
8:49

aShemaleTube

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5 years ago
6:10

ShemaleMovie

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7 years ago
5:01

AshemaleOne

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14 years ago
15:24

aShemaleTube

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10 years ago
5:15

aShemaleTube

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12 years ago
7:36

aShemaleTube

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3 years ago
7:58

TrannyOne

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12 years ago
6:15

aShemaleTube

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9 years ago
12:13

aShemaleTube

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11 years ago
3:00

FlyFlv

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14 years ago
6:36

aShemaleTube

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7 years ago
5:07

aShemaleTube

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6 years ago
7:59

aShemaleTube

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6 years ago
9:35

aShemaleTube

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8 years ago
8:33

aShemaleTube

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6 years ago
4:39

ShemaleZ

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Dominant TS Punishers In Action
11 years ago
5:04

aShemaleTube

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14 years ago
8:21

aShemaleTube

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The Punishment of an Unfaithful Ts Husband Series
11 years ago
4:01

aShemaleTube

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3 years ago
5:04

TrannyOne

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12 years ago
5:06

aShemaleTube

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12 years ago
6:02

aShemaleTube

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13 years ago
5:30

aShemaleTube

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7 years ago
6:29

aShemaleTube

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5 years ago
1:21

aShemaleTube

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13 years ago
5:30

aShemaleTube

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12 years ago
7:03

aShemaleTube

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14 years ago
30:11

aShemaleTube

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13 years ago
11:30

aShemaleTube

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7 years ago
5:09

AshemaleOne

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Threeway Punishment
13 years ago
26:16

aShemaleTube

Threeway Punishment

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7 years ago
4:05

AshemaleOne

Masked man fucks bound and collared ladyboy in punishment scene

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4 years ago
47:49

TrannyOne

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

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11 years ago
5:10

aShemaleTube

Rough transsexual police officer punishes a naughty guy

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11 years ago
5:03

aShemaleTube

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Stunning Asian TS chick dominates a masked man as she punishes his ass with her big Tcock
3 years ago
15:17

TrannyOne

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7 years ago
8:01

TrannyOne

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5 years ago
7:26

ShemaleMovie

college girl punished by strung up Tranny Teacher

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7 years ago
8:02

TrannyOne

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6 years ago
5:17

aShemaleTube

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Mistress Mona Leeza and her Slave
3 years ago
30:55

TrannyOne

Mistress Mona Leeza and her Slave

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6 years ago
4:30

aShemaleTube

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Tgirl Mandy punishes her boyfriend a rough sex for cheating on her
8 years ago
6:11

aShemaleTube

Tgirl Mandy punishes her boyfriend a rough sex for cheating on her

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8 years ago
5:25

aShemaleTube

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4 years ago
29:51

TrannyOne

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10 years ago
5:15

aShemaleTube

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12 years ago
6:02

aShemaleTube

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10 years ago
4:01

aShemaleTube

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Pervert Bodybuilder Fucks Hung College Stud - Alex Adams
4 years ago
31:55

TrannyOne

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

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Busty Teen Tranny Bents Over And Punished
2 years ago
4:24

ShemaleZ

Busty Teen Tranny Bents Over And Punished

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Shemale mistress punishes a guy all over the place
56 days ago
6:08

aShemaleTube

Shemale mistress punishes a guy all over the place

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9 months ago
8:06

aShemaleTube

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Redhead tgirl Rachael Belle gets punished by busty MILF Destiny Williams with toys
51 days ago
9:52

ShemaleTaxi

Redhead tgirl Rachael Belle gets punished by busty MILF Destiny Williams with toys

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49 days ago
5:06

aShemaleTube

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Variety Itsol And Livie Blainn In Sexy Trans Receives Punishment And Pegging From
20 days ago
36:00

ShemaleZ

Variety Itsol And Livie Blainn In Sexy Trans Receives Punishment And Pegging From

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11 months ago
5:17

ShemaleTaxi

Dominant milf teacher punishes suspended student with whipping

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1 year ago
7:22

ShemaleMovie

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Well-hung shemale dominatrix Yasmin Lee pounds and punishes submissive hunk Jesse Carl
9 months ago
5:20

ShemaleTaxi

Well-hung shemale dominatrix Yasmin Lee pounds and punishes submissive hunk Jesse Carl

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8 months ago
7:11

aShemaleTube

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4 months ago
6:22

ShemaleTaxi

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8 months ago
6:23

aShemaleTube

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1 year ago
7:13

ShemaleSin

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4 years ago
1:01:38

aShemaleTube

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9 years ago
3:11

aShemaleTube

Shemale Punishing Her Man

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Maintenance Spanking For Kitsy. Blowjob And Sex Following The Punishment
2 years ago
15:10

ShemaleZ

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Steamy Cheyenne Jewel gets her tight pussy punished by trans Tarynxos in an amateur session
3 months ago
6:25

ShemaleTaxi

Steamy Cheyenne Jewel gets her tight pussy punished by trans Tarynxos in an amateur session

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Beautiful babes in watersports BDSM film: pee play, punishment, and humiliation. Featuring Mira Sunset.
9 months ago
13:24

ShemaleTaxi

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Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF
1 year ago
1:25

aShemaleTube

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

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Brunette tranny punishers take a stud prisoner and fuck him doggystyle
8 months ago
7:36

aShemaleTube

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Sissy Slave Tranny Punished Fucked Full Video xhgV9Vu
2 years ago
11:01

aShemaleTube

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Brunette shemale punisher dominates a dude before giving him a facial
1 year ago
7:59

aShemaleTube

Brunette shemale punisher dominates a dude before giving him a facial

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Heshe giving a rough anal punishment to her fuckbudy
3 years ago
6:36

aShemaleTube

Heshe giving a rough anal punishment to her fuckbudy

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Lucky man gets gangbanged by the gorgeous TS chicks
4 years ago
18:00

TrannyOne

Lucky man gets gangbanged by the gorgeous TS chicks

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2 years ago
30:04

aShemaleTube

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TS Jesse Punishes A Cis and Trans Man
7 years ago
9:02

aShemaleTube

TS Jesse Punishes A Cis and Trans Man

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Blond tranny punishes a fan on webcam
3 years ago
5:23

aShemaleTube

Blond tranny punishes a fan on webcam

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Cute Cleo Clementine may look like an innocent girl, but she has a dirty, dirty mind. She is so sexually crazed that she had to be locked away in a ma
6 years ago
12:28

FapCat

Cute Cleo Clementine may look like an innocent girl, but she has a dirty, dirty mind. She is so sexually crazed that she had to be locked away in a ma

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8 years ago
28:21

FetishPapa

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Mistress punishes her submissive with lashes and whips
11 months ago
6:11

ShemaleTaxi

Mistress punishes her submissive with lashes and whips

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The BBC Punisher Fucks  Sexy Jenny Wei
2 years ago
4:17

aShemaleTube

The BBC Punisher Fucks Sexy Jenny Wei

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1 year ago
6:36

ShemaleSin

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Big Dicked Trannies Punish a Burglar
3 years ago
8:09

XShemale

Big Dicked Trannies Punish a Burglar

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The League of Extraordinary Transsexuals: The Final Punishment
9 years ago
4:00

HotMovs

The League of Extraordinary Transsexuals: The Final Punishment

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TS goddesses punish the amateur robbers
2 months ago
5:06

aShemaleTube

TS goddesses punish the amateur robbers

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4 months ago
6:11

ShemaleTaxi

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Slender Ebony Tranny Punishes Her Cousin For Watching Porn
2 years ago
6:12

FlyFlv

Slender Ebony Tranny Punishes Her Cousin For Watching Porn

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Naughty Tgirl gets an anal punishment from her teacher (Subtitled)
2 years ago
10:53

ShemaleTaxi

Naughty Tgirl gets an anal punishment from her teacher (Subtitled)

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Mistress Trap Punishment
2 months ago
37:24

aShemaleTube

Mistress Trap Punishment

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3 months ago
8:46

aShemaleTube

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2 months ago
8:14

ShemaleTaxi

Their slave's booty is due for a little punishment

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Rika Fox gets punished and takes a MASSIVE facial full video available now
3 months ago
1:24

aShemaleTube

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Ashee Sierra get punished and fuck harder till scream
2 months ago
0:36

aShemaleTube

Ashee Sierra get punished and fuck harder till scream

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3 months ago
1:41

aShemaleTube

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Blonde shemale Rafaela Ferrari delivers a cheeky punishment to a boy's booty
3 months ago
10:29

ShemaleTaxi

Blonde shemale Rafaela Ferrari delivers a cheeky punishment to a boy's booty

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49 days ago
8:33

aShemaleTube

My thick ass needs anal punishment

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Trans dominatrix Lexi Lela punishes lazy sissy maid Cailey Katts
8 days ago
7:05

ShemaleMovie

Trans dominatrix Lexi Lela punishes lazy sissy maid Cailey Katts

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TS Larissa Albuquerque raw anal punishes the guy who tried to penalize her
1 year ago
36:57

ShemaleMovie

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Sexy Avery Angel gets fucked  by The BBC PUNISHER and takes a nasty ! Full video available now 😈
41 days ago
1:52

aShemaleTube

Sexy Avery Angel gets fucked by The BBC PUNISHER and takes a nasty ! Full video available now 😈

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7 months ago
5:10

ShemaleMovie

Tgirl punishes another tgirl in a wild session

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Rika Fox gets punished #8 full 23 min video available now 😉 plus all our other collabs
5 months ago
1:30

aShemaleTube

Rika Fox gets punished #8 full 23 min video available now 😉 plus all our other collabs

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Sissy Punish Sissy
2 years ago
8:00

getTranny

Sissy Punish Sissy

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Ash-blonde TS prostitute Angelina Torres gets her tight ass punished by a client
3 months ago
6:25

ShemaleTaxi

Ash-blonde TS prostitute Angelina Torres gets her tight ass punished by a client

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Beautiful transgender princess punished, gives blowjob, and gets fucked
1 year ago
8:40

ShemaleMovie

Beautiful transgender princess punished, gives blowjob, and gets fucked

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Sissy gets rocked with ruined orgasms and edging during chastity punishment
4 days ago
5:19

ShemaleTaxi

Sissy gets rocked with ruined orgasms and edging during chastity punishment

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Busty transgender princess Jessy Dubai gives her husband a wild buttfucking punishment in the bar
7 months ago
5:17

ShemaleTaxi

Busty transgender princess Jessy Dubai gives her husband a wild buttfucking punishment in the bar

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Rika Fox gets punished and takes a HUGE facial cumshot available now 😈
2 months ago
1:22

aShemaleTube

Rika Fox gets punished and takes a HUGE facial cumshot available now 😈

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Femboy Brat Jasper Gets Punished
2 months ago
24:44

ABTranny

Femboy Brat Jasper Gets Punished

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TS stars anal punish thieves
25 days ago
5:07

aShemaleTube

TS stars anal punish thieves

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Nikolly Gaucha Punishes His Partner
11 months ago
8:00

getTranny

Nikolly Gaucha Punishes His Partner

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Chesty mummy Jessy Dubai gets punished and pounded by her furious stepson
5 months ago
6:10

ShemaleTaxi

Chesty mummy Jessy Dubai gets punished and pounded by her furious stepson

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Toying Ladyboy Punished Bareback
11 months ago
6:27

aShemaleTube

Toying Ladyboy Punished Bareback

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Punished By Her Dominating Cock
9 years ago
4:00

XShemale

Punished By Her Dominating Cock

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Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!
55 days ago
1:34

aShemaleTube

Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!

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Sexy Young Trans Denali Danger gets fucked by the BBC PUNISHER in a real way!
6 months ago
1:50

aShemaleTube

Sexy Young Trans Denali Danger gets fucked by the BBC PUNISHER in a real way!

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Dominant t-doll Honey Foxxx punishes her submissive after giving a blowjob
6 months ago
6:07

ShemaleTaxi

Dominant t-doll Honey Foxxx punishes her submissive after giving a blowjob

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Sasha Bloom Punish The Thief
1 year ago
8:00

XShemale

Sasha Bloom Punish The Thief

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Punished By Her Dominating Cock
9 years ago
4:00

XShemale

Punished By Her Dominating Cock

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Avery Angel gets deep strokes and fucked by The BBC PUNISHER! Full video available now 😈
19 days ago
1:18

aShemaleTube

Avery Angel gets deep strokes and fucked by The BBC PUNISHER! Full video available now 😈

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T-girl nun Aubrey Kate gives a priest a wild assfucking punishment
3 months ago
5:27

ShemaleTaxi

T-girl nun Aubrey Kate gives a priest a wild assfucking punishment

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Caught in the act - Korra Del Rio gets dominated by Charlotte Sins and Dillon Diaz as punishment
6 months ago
14:16

ShemaleTaxi

Caught in the act - Korra Del Rio gets dominated by Charlotte Sins and Dillon Diaz as punishment

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Undertaker gets punished and takes it from a shemale Morgan Bailey
7 months ago
5:17

ShemaleTaxi

Undertaker gets punished and takes it from a shemale Morgan Bailey

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Maci May Kelli Lox in Mermaid Cock Punishment For Captain Who Torments The Syren - TSPussyHunters
8 years ago
4:00

XShemale

Maci May Kelli Lox in Mermaid Cock Punishment For Captain Who Torments The Syren - TSPussyHunters

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All you're gonna get from me is some punishment and humiliation
22 days ago
5:52

ShemaleTaxi

All you're gonna get from me is some punishment and humiliation

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Subjugated A.I. - voluptuous Ryder Monroe gets punished by the cynical scientist
5 months ago
11:14

ShemaleTaxi

Subjugated A.I. - voluptuous Ryder Monroe gets punished by the cynical scientist

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Trixy thief was caught and punished
4 months ago
2:22

aShemaleTube

Trixy thief was caught and punished

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Booty trans Jessy Dubai punishes Ruckus and gives him BDSM session
5 months ago
7:00

FetishPapa

Booty trans Jessy Dubai punishes Ruckus and gives him BDSM session

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Probation Officer shemale punishes man
5 months ago
5:10

aShemaleTube

Probation Officer shemale punishes man

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Esther gets punished #2  trailer 😈 full 20 min video available now
6 months ago
0:51

aShemaleTube

Esther gets punished #2 trailer 😈 full 20 min video available now

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Dominant trans beauty punishes sub
2 months ago
5:10

aShemaleTube

Dominant trans beauty punishes sub

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Sexy Denali Danger gets Punished #3 full 20 min video available now 😈
5 months ago
1:10

aShemaleTube

Sexy Denali Danger gets Punished #3 full 20 min video available now 😈

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Rika Fox gets punished and takes a MASSIVE facial #8 full video available
4 months ago
1:37

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial #8 full video available

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Nicolly Nogueira punishes Lucas for attempting to pound her from behind
6 months ago
18:12

ShemaleTaxi

Nicolly Nogueira punishes Lucas for attempting to pound her from behind

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Shemale punished with cane and ass drilled
8 months ago
5:18

ShemaleMovie

Shemale punished with cane and ass drilled

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Sexy Young Trans Denali Danger gets Punished #3 out now!
6 months ago
1:59

aShemaleTube

Sexy Young Trans Denali Danger gets Punished #3 out now!

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Lazy trans teen Riley Ivy gets anal punishment from Jenna Jaden
1 year ago
13:36

ShemaleMovie

Lazy trans teen Riley Ivy gets anal punishment from Jenna Jaden

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Punishing My Girlcock With a Fleshlight
6 months ago
9:52

aShemaleTube

Punishing My Girlcock With a Fleshlight

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She-male punishes guy's hole with intense pleasure
5 months ago
6:21

ShemaleTaxi

She-male punishes guy's hole with intense pleasure

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Anna Hickhiman, Tommy Bravo And Anna Hickiman In Italian Tranny Punishes Wardrobe Attendant
27 days ago
46:14

ShemaleZ

Anna Hickhiman, Tommy Bravo And Anna Hickiman In Italian Tranny Punishes Wardrobe Attendant

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Three shemale punishers dominate a dude outdoors until triple cumshot
8 months ago
7:33

aShemaleTube

Three shemale punishers dominate a dude outdoors until triple cumshot

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Big Dicked T-girls Punish a Thief
1 year ago
8:09

RainblowXXX

Big Dicked T-girls Punish a Thief

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Punishing My Girlcock With a Fleshlight Until I Explode
6 months ago
10:14

ShemaleSin

Punishing My Girlcock With a Fleshlight Until I Explode

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She spreads legs and punished
3 years ago
9:56

aShemaleTube

She spreads legs and punished

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Sissy Steph gets fucked by The BBC PUNISHER and facialed! Full 20 min video available now 😈
5 months ago
0:58

aShemaleTube

Sissy Steph gets fucked by The BBC PUNISHER and facialed! Full 20 min video available now 😈

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Rika Fox gets fucked by The BBC PUNISHER and takes a nasty facial cumshot, full video out!
2 months ago
1:34

aShemaleTube

Rika Fox gets fucked by The BBC PUNISHER and takes a nasty facial cumshot, full video out!

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Roped shemale Eva Maxim gets dominated and punished with an intense anal invasion
4 months ago
5:17

ShemaleTaxi

Roped shemale Eva Maxim gets dominated and punished with an intense anal invasion

Tags: anal, bdsm, big cock, domination, punishment