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2 years ago
22:08

ShemaleSin

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1 year ago
11:34

ShemaleZ

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3 years ago
43:35

TrannyOne

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3 years ago
27:51

TrannyOne

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3 years ago
3:33

TrannyOne

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3 years ago
6:01

TrannyOne

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8 months ago
13:33

RainblowXXX

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1 year ago
8:22

ShemaleTaxi

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3 years ago
20:15

TrannyOne

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3 years ago
33:55

TrannyOne

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TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!
8 months ago
2:00

RainblowXXX

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3 years ago
6:01

TrannyOne

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3 months ago
6:23

AnalDin

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3 years ago
24:05

TrannyOne

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TGIRLS HOOKUP: Lying Top Gets Humiliated and Punished!
11 months ago
2:00

Fapnado

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TS Nurse Domina Punishes Patient
6 years ago
3:21

TrannyOne

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3 years ago
2:27

ShemaleSin

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1 year ago
4:34

aShemaleTube

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3 years ago
6:01

TrannyOne

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1 year ago
6:44

ShemaleZ

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3 years ago
10:00

TrannyOne

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3 years ago
20:34

TrannyOne

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3 years ago
16:25

TrannyOne

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2 years ago
10:03

TrannyOne

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3 years ago
11:45

TrannyOne

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4 years ago
5:01

TrannyOne

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2 years ago
10:18

TrannyOne

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1 year ago
7:21

aShemaleTube

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3 years ago
4:47

TrannyOne

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3 years ago
3:05

TrannyOne

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3 years ago
5:17

ShemaleSin

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4 years ago
18:06

ShemalePub

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3 years ago
2:31

TrannyOne

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1 year ago
6:50

ShemaleZ

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3 years ago
14:52

TrannyOne

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6 months ago
0:56

ShemaleSin

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Avery Angel gets Punished
3 months ago
1:33

aShemaleTube

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3 years ago
3:17

TrannyOne

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1 year ago
6:00

KeekAss

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2 years ago
15:20

ShemaleSin

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1 year ago
7:49

aShemaleTube

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3 years ago
4:17

ShemaleSin

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3 years ago
12:09

TrannyOne

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6 years ago
8:02

TrannyOne

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3 years ago
7:57

TrannyOne

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4 years ago
1:04

ShemalePub

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1 year ago
18:41

ShemaleSin

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3 months ago
6:25

ShemaleSin

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Chained Skinny Ladyboy Got Punished
7 years ago
4:05

TrannyOne

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3 years ago
53:31

TrannyOne

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1 year ago
7:35

aShemaleTube

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1 year ago
18:35

ShemaleZ

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1 year ago
6:04

KeekAss

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1 year ago
2:46

ShemaleSin

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2 years ago
6:15

ShemaleSin

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3 years ago
4:13

ShemaleSin

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3 years ago
30:04

TrannyOne

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Sissy Husband Gets Caught Crossdressing and Punished
2 years ago
5:00

TrannyOne

Sissy Husband Gets Caught Crossdressing and Punished

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3 years ago
7:15

ShemaleSin

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3 years ago
11:01

TrannyOne

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Briony Trashed by Master John Part 2
3 years ago
8:20

TrannyOne

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2 months ago
1:25

ShemaleSin

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1 year ago
7:20

aShemaleTube

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3 years ago
6:28

TrannyOne

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1 year ago
16:06

ShemaleZ

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5 months ago
0:34

ShemaleSin

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1 year ago
6:44

ShemaleSin

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Anal Stretching Routine Training for Sissy (Part two)
1 year ago
5:03

ShemaleSin

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3 years ago
28:10

TrannyOne

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1 year ago
6:53

ShemaleZ

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3 years ago
2:18

TrannyOne

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1 year ago
7:39

aShemaleTube

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1 year ago
5:21

aShemaleTube

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4 years ago
18:11

ShemaleSin

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3 years ago
5:41

TrannyOne

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1 year ago
15:35

KeekAss

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1 year ago
20:19

ShemaleSin

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3 years ago
10:42

TrannyOne

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1 year ago
10:32

ShemaleZ

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2 years ago
1:35

ShemaleSin

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1 year ago
24:42

ShemaleSin

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1 year ago
1:01

ShemaleSin

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1 year ago
6:09

aShemaleTube

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3 years ago
16:16

TrannyOne

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Sissy Crossdresser maid gets punished by BigDaddy8inchz -Onlyfans
8 months ago
4:16

ShemaleSin

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3 years ago
2:43

TrannyOne

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9 months ago
15:18

XXXDan

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1 year ago
6:30

aShemaleTube

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1 year ago
7:57

ShemaleSin

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2 years ago
1:29

ShemaleSin

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3 months ago
4:48

aShemaleTube

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9 months ago
12:01

aShemaleTube

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10 months ago
5:04

aShemaleTube

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Transsexual mommy Kendall Penny assfucks a man whore in latex who craves for cum!
10 months ago
4:02

FapCat

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2 years ago
5:13

getTranny

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2 years ago
5:01

getTranny

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2 years ago
7:59

getTranny

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11 months ago
12:41

ShemaleTaxi

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1 year ago
6:37

aShemaleTube

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2 years ago
1:07

TrannyOne

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12 years ago
10:22

aShemaleTube

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1 year ago
7:07

aShemaleTube

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1 year ago
1:56:21

aShemaleTube

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1 year ago
4:06

ShemaleSin

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1 year ago
3:21

aShemaleTube

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1 year ago
3:21

ShemaleSin

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1 year ago
4:19

aShemaleTube

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1 year ago
8:38

ShemaleSin

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1 year ago
4:48

aShemaleTube

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1 year ago
3:38

ShemaleSin

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1 year ago
6:15

aShemaleTube

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2 years ago
2:49

ShemaleSin

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2 years ago
6:25

aShemaleTube

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2 years ago
5:23

aShemaleTube

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4 years ago
6:10

aShemaleTube

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10 months ago
1:17

ShemaleSin

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2 years ago
5:57

getTranny

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1 year ago
6:13

getTranny

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11 months ago
1:17

aShemaleTube

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1 year ago
9:07

aShemaleTube

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12 years ago
25:58

aShemaleTube

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1 year ago
6:26

ShemaleSin

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1 year ago
25:45

ShemaleSin

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1 year ago
7:00

aShemaleTube

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1 year ago
24:02

ShemaleTaxi

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Masturbating Shemale Hottie Punished By Her Stepbro
1 year ago
6:10

FlyFlv

Masturbating Shemale Hottie Punished By Her Stepbro

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U have been a nasty student. Now its time to be punished and compare jocks. Ever had a crush on your hawt teacher but the twist is u didnt know that b
1 year ago
11:38

ShemaleSin

U have been a nasty student. Now its time to be punished and compare jocks. Ever had a crush on your hawt teacher but the twist is u didnt know that b

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Trans Masc Giant Clitoris Pinch Punishment
3 years ago
0:33

ShemaleSin

Trans Masc Giant Clitoris Pinch Punishment

Tags: bdsm, big clit, clit, hairy, hardcore

That's smth I always wanted to try, and this day I did. I'm an absolute whimp, but the thought alone made me moist my pants. I actually need
1 year ago
3:02

ShemaleSin

That's smth I always wanted to try, and this day I did. I'm an absolute whimp, but the thought alone made me moist my pants. I actually need

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Brazilian heshe punishing her bf's best friend in front of him
2 years ago
4:11

aShemaleTube

Brazilian heshe punishing her bf's best friend in front of him

Tags: anal, best friend, brazilian, domination, hardcore

Evelina is playing with her hawt butt, exposing it and teasing, awaiting for a wonderful anal drilling from dad. This Babe has been a nasty little wen
2 years ago
6:48

ShemaleSin

Evelina is playing with her hawt butt, exposing it and teasing, awaiting for a wonderful anal drilling from dad. This Babe has been a nasty little wen

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t-girl serf in slavery with throat dilation in taut chastity anally punished with a bottle.
2 years ago
3:18

ShemaleSin

t-girl serf in slavery with throat dilation in taut chastity anally punished with a bottle.

Tags: anal, anal toying, bdsm, bondage, bottle

Slim shemale punished on her new bed
3 years ago
5:14

aShemaleTube

Slim shemale punished on her new bed

Tags: anal, assfucking, bed sex, facial, hardcore

Headmistress Cy's Abode of Whorrors: fifty Shades of SCREWED UP Feat. Athena getting punished & Sexed During Tattoo S&M Sessions (three)
3 years ago
29:50

ShemaleSin

Headmistress Cy's Abode of Whorrors: fifty Shades of SCREWED UP Feat. Athena getting punished & Sexed During Tattoo S&M Sessions (three)

Tags: bdsm, blowjob, compilation, drilling, kinky

Pornstars: athena

Ladyboy Sapphire Young in sexy lingerie punishing her pretty cock
2 years ago
0:36

XShemale

Ladyboy Sapphire Young in sexy lingerie punishing her pretty cock

Tags: asian, big ass, big tits, dick, ladyboy

Beautiful submissive babe Kacie Castle deep throats the big cock of her transsexual goddess Casey Kisses and gets so turned on she begs to get fucked
10 months ago
4:02

FapCat

Beautiful submissive babe Kacie Castle deep throats the big cock of her transsexual goddess Casey Kisses and gets so turned on she begs to get fucked

Tags: assfucking, babe, bdsm, beauty, big cock

futanari professor punishing her pupil in a 3d animatio
10 months ago
2:00

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

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Two Shemale Mistress Punish A Slave Guy
2 years ago
8:00

getTranny

Two Shemale Mistress Punish A Slave Guy

Tags: 3some, anal, bdsm, bondage, deep throat

Three Shemales Punish Two Guys Outdoors With Camilla Jolie And Drielly Riuston
2 years ago
6:13

getTranny

Three Shemales Punish Two Guys Outdoors With Camilla Jolie And Drielly Riuston

Tags: anal, bdsm, blonde, brunette, domination

Dominant Tranny Punishes And Creampies Another One - Pov
2 years ago
5:13

getTranny

Dominant Tranny Punishes And Creampies Another One - Pov

Tags: anal, bdsm, blonde, creampie, domination

Punishing myself for your pleasure and showing off my cute little package
1 year ago
7:14

ShemaleTaxi

Punishing myself for your pleasure and showing off my cute little package

Tags: bdsm, cute, domination, punishment

Thai tranny punished hard on her couch
1 year ago
8:10

aShemaleTube

Thai tranny punished hard on her couch

Tags: anal, asian, couch, homevideo, punishment

Bound blonde shemale punished and anal fucked
1 year ago
5:04

aShemaleTube

Bound blonde shemale punished and anal fucked

Tags: anal, blonde, bound, domination, fetish

The BBC Punisher fucks Jenny Wei
1 year ago
1:17

aShemaleTube

The BBC Punisher fucks Jenny Wei

Tags: balls, barebacking, big black cock, blowjob, cowgirl

Korra Del Rio, a lifeguard for Tbabe, is cumshowered after receiving a severe asshole punishment.
1 year ago
8:49

FapCat

Korra Del Rio, a lifeguard for Tbabe, is cumshowered after receiving a severe asshole punishment.

Tags: anal, ass, big cock, big tits, blowjob

HUMILIATION AT ITS FINEST. Sissy Mindy goes to the local adult movie scene arcade. That Babe sets up in the common room where boyz go to see porn on t
1 year ago
14:51

ShemaleSin

HUMILIATION AT ITS FINEST. Sissy Mindy goes to the local adult movie scene arcade. That Babe sets up in the common room where boyz go to see porn on t

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Submissive Transgirl Gets Dominated, Punished, and Pleasured like a Mega-Slut
1 year ago
16:43

ShemaleTaxi

Submissive Transgirl Gets Dominated, Punished, and Pleasured like a Mega-Slut

Tags: bdsm, domination, feet, punishment, slut

Interracial couple Dillon Diaz and Charlotte Sins hear noises in the kitchen and find trans beauty Korra Del Rio trying to rob them! Seeing her big th
2 years ago
14:02

FapCat

Interracial couple Dillon Diaz and Charlotte Sins hear noises in the kitchen and find trans beauty Korra Del Rio trying to rob them! Seeing her big th

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Tgirl mastix Casey Kisses gives him what all her slaves wish, her nice-looking shlong! This Babe slides her weenie in his greedy anal opening and poun
1 year ago
4:07

ShemaleSin

Tgirl mastix Casey Kisses gives him what all her slaves wish, her nice-looking shlong! This Babe slides her weenie in his greedy anal opening and poun

Tags: anal, ass, babe, barebacking, blowjob

Tranny mistress Casey Kisses gives him what all her slaves want, her gorgeous cock! She slips her cock in his greedy asshole and pounds him using his
1 year ago
4:03

FapCat

Tranny mistress Casey Kisses gives him what all her slaves want, her gorgeous cock! She slips her cock in his greedy asshole and pounds him using his

Tags: anal, ass, barebacking, bdsm, blowjob

Security officer Jack Vegas brings Dakota Burns and Mia Taylor into the backroom, as he suspects them of being part of the ANTIFA rioters and accuses
4 years ago
15:27

FapCat

Security officer Jack Vegas brings Dakota Burns and Mia Taylor into the backroom, as he suspects them of being part of the ANTIFA rioters and accuses

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Tranny domina punishes her slave
1 year ago
4:48

aShemaleTube

Tranny domina punishes her slave

Tags: anal, blowjob, domination, dominatrix, homevideo

Punished maid
1 year ago
2:28

aShemaleTube

Punished maid

Tags: crossdressing, domination, french, hd, maid

Horny and cute trans girl gets punished with anal toys
1 year ago
6:13

ShemaleTaxi

Horny and cute trans girl gets punished with anal toys

Tags: anal toying, bdsm, beauty, cute, domination

Victoria asked her audience if they're willing to submit to her superior intellect come into absolute admirable looks looking for submissives to
2 years ago
1:08

ShemaleSin

Victoria asked her audience if they're willing to submit to her superior intellect come into absolute admirable looks looking for submissives to

Tags: domination, fetish, french, lingerie, milf

Punishers
3 years ago
21:05

TrannyOne

Punishers

Tags: anal, anus, ass, bdsm, domination

Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer/clip
39 days ago
1:46

aShemaleTube

Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer/clip

Tags: anal, big black cock, blowjob, cowgirl, cumshot

Dominant Mrs. Samantha punishes and humiliates mega-slut Els, restrained with a chain
10 months ago
9:12

ShemaleTaxi

Dominant Mrs. Samantha punishes and humiliates mega-slut Els, restrained with a chain

Tags: abuse, bdsm, chained, domination, high heels

Bound Shemale Slave Anal Fucked And Punished
11 months ago
4:57

getTranny

Bound Shemale Slave Anal Fucked And Punished

Tags: anal, bdsm, big tits, bondage, bound

Morgan Bailey & Alexander Gustavo - A Perfect Punish
1 year ago
3:59

getTranny

Morgan Bailey & Alexander Gustavo - A Perfect Punish

Tags: anal, bdsm, big cock, big tits, brunette

Bitchwrapped Transgirl Getting Dominated Punished And Pleasured
1 year ago
8:00

getTranny

Bitchwrapped Transgirl Getting Dominated Punished And Pleasured

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Your punishment is this chastity device
11 months ago
6:53

ShemaleTaxi

Your punishment is this chastity device

Tags: bdsm, handjob, orgasm, punishment, slave

FTM Love Button Punishment pt 1/3
1 year ago
2:14

ShemaleSin

FTM Love Button Punishment pt 1/3

Tags: big clit, fetish, masturbation, pain, punishment

Amateur ladyboy Emie wears kinky hose, handcuffs and collar. This Babe is willing to do what her slavemaster says, that babe willing to please her dom
1 year ago
6:27

ShemaleSin

Amateur ladyboy Emie wears kinky hose, handcuffs and collar. This Babe is willing to do what her slavemaster says, that babe willing to please her dom

Tags: anal, asian, ass, assfucking, babe

BDSM dictator Before jizzing on her enormous tits, Lianna Lawson punishes the voluptuous blonde with a deep-throat cock and doggy-style drilling.
1 year ago
9:17

FapCat

BDSM dictator Before jizzing on her enormous tits, Lianna Lawson punishes the voluptuous blonde with a deep-throat cock and doggy-style drilling.

Tags: bdsm, big cock, big tits, blonde, blowjob

Pornstars: liana

Punishment and discipline for your eager cock
1 year ago
7:41

ShemaleTaxi

Punishment and discipline for your eager cock

Tags: dick, humiliation, punishment

Submissive transsexual blonde punished bareback
1 year ago
6:24

aShemaleTube

Submissive transsexual blonde punished bareback

Tags: anal, barebacking, blonde, blowjob, brazilian

Big tits trans Foxxy punishes her cheating husband by fucking another guy as he watches.The latina tgirl deepthroats his big cock in front of the cuck
3 years ago
6:11

FapCat

Big tits trans Foxxy punishes her cheating husband by fucking another guy as he watches.The latina tgirl deepthroats his big cock in front of the cuck

Tags: barebacking, big cock, big tits, blowjob, cheating

Busty TS Foxxy catches her bf fucking a girl and spanks her as punishment.The latina shemale facefucks her and licks her shaved pussy as they 69.The t
1 year ago
7:56

FapCat

Busty TS Foxxy catches her bf fucking a girl and spanks her as punishment.The latina shemale facefucks her and licks her shaved pussy as they 69.The t

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Cherry Punishes My Lewd Aperture With Her Biggest Knob
1 year ago
11:56

ShemaleSin

Cherry Punishes My Lewd Aperture With Her Biggest Knob

Tags: anal, babe, barebacking, close up, doggystyle

After TS student Stefani Peculiar made noise in library hot brunette hair Mistresse Kara punished her and made screw her with large ramrod in library
3 years ago
5:09

ShemaleSin

After TS student Stefani Peculiar made noise in library hot brunette hair Mistresse Kara punished her and made screw her with large ramrod in library

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SADOMASOCHISM punishment my booty
1 year ago
2:41

ShemaleSin

SADOMASOCHISM punishment my booty

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Hardcore sex in a dungeon with tranny punishment
1 year ago
24:17

aShemaleTube

Hardcore sex in a dungeon with tranny punishment

Tags: big tits, crossdressing, dungeon, group sex, hardcore

FerMerino Nice-Looking femboy punished by herself with a whip, girly butt t-girl balls and booty spanked by her self, transsexual spanked sissy male b
1 year ago
10:57

ShemaleSin

FerMerino Nice-Looking femboy punished by herself with a whip, girly butt t-girl balls and booty spanked by her self, transsexual spanked sissy male b

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Cock and ass punishment by mistress
2 years ago
5:50

aShemaleTube

Cock and ass punishment by mistress

Tags: ass, bdsm, dick, domination, dominatrix

Tattoo slim guy. I punished him
2 years ago
0:30

aShemaleTube

Tattoo slim guy. I punished him

Tags: ass, dick, hd, ladyboy, outdoor

Blond tranny in pink thong punishes a guy hard
2 years ago
11:46

aShemaleTube

Blond tranny in pink thong punishes a guy hard

Tags: anal, assfucking, blonde, domination, hardcore

Blond trap and her bf punishing each other dirtyholes
2 years ago
8:26

aShemaleTube

Blond trap and her bf punishing each other dirtyholes

Tags: anal, assfucking, blonde, boyfriend, domination

Shemale dominatrixes punishing males
47 days ago
5:12

aShemaleTube

Shemale dominatrixes punishing males

Tags: hd, punishment

Punished And Anal With Natalie Mars
10 months ago
4:57

getTranny

Punished And Anal With Natalie Mars

Tags: anal, bdsm, bondage, brunette, fetish