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3 years ago
4:53

ShemaleZ

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5 years ago
5:03

AshemaleOne

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4 years ago
3:59

FlyFlv

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Shemales Punish Their Little Man Slut
10 years ago
3:00

FlyFlv

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3 years ago
5:11

UPornia

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Femboi Mistress Kimmy Gives Foot Punishment And Cums Hands-free!
4 years ago
11:09

ShemaleZ

Femboi Mistress Kimmy Gives Foot Punishment And Cums Hands-free!

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VRB TRANS Wondrous Mia Maffia penalizing a guy
3 years ago
5:01

KeekAss

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4 years ago
12:56

BeMyHole

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She-Male Punishers Harsh up Dude Plaything Evelin Rangel Bruna Castro
3 years ago
21:24

KeekAss

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4 years ago
7:12

BeMyHole

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6 years ago
27:47

FetishPapa

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3 years ago
9:49

UPornia

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Sissy Maid Amanda Kiss Gets Harsh Punishment And Humiliation From Femdom Goddess Miss Nyx
3 years ago
28:52

BeMyHole

Sissy Maid Amanda Kiss Gets Harsh Punishment And Humiliation From Femdom Goddess Miss Nyx

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Shemale Punishes The Pussy
11 years ago
3:59

FlyFlv

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6 years ago
3:21

ShemaleZ

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4 years ago
6:54

HellPorno

Muscular hunk plays submissive for the slutty shemale

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T-Girl Many Penalized Without A Condom
4 years ago
6:20

KeekAss

T-Girl Many Penalized Without A Condom

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4 years ago
4:43

ShemaleZ

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Sissy Faggot Humiliated & punished by Daddy
4 years ago
7:55

ShemaleZ

Sissy Faggot Humiliated & punished by Daddy

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4 years ago
5:17

KeekAss

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4 years ago
13:28

ShemaleZ

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3 years ago
5:02

HD21

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3 years ago
7:10

KeekAss

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4 years ago
10:27

ShemaleMovie

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4 years ago
7:45

HotMovs

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Magnificent Cougar gives naughty meaty weenie TGirl donk and weenie penalty
3 years ago
6:58

KeekAss

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5 years ago
5:06

AshemaleOne

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4 years ago
31:21

ShemaleZ

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Natalie Mars - Caught Punished
4 years ago
26:25

ShemaleZ

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Nasty tranny professor punishes the student as she fucks his ass nice and hard
3 years ago
13:43

BeMyHole

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Blonde TS cop punishes the dirty guy's ass with her huge Tcock
3 years ago
6:39

BeMyHole

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4 years ago
4:40

ShemaleZ

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4 years ago
4:46

ShemaleZ

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PostOp Ladyboy Nid Self Punishment
4 years ago
4:34

ShemaleZ

PostOp Ladyboy Nid Self Punishment

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Busty shemale punished a cheating boyfriends tighty ass
4 years ago
5:31

ShemaleZ

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Gorgeous shemale secretary Yasmine Lee punishes her sexist boss' asshole
5 years ago
42:30

AshemaleOne

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Naughty Natasha Punishing Herself
3 years ago
0:33

xHamster

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3 years ago
5:02

BeMyHole

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Dominant Asian whore fucks her male slave in brutal XXX scenes
4 years ago
6:59

HellPorno

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This Cute Asian Ladyboy Needs A Real Hard Punishement
3 years ago
5:30

ShemaleZ

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Hot guy gets punished with hardcore anal penetration for interrupting the shemale babe's masturbation
3 years ago
16:26

BeMyHole

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Hot prisoner man gets punished by the big Tcock of the tranny cop
3 years ago
8:53

BeMyHole

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4 years ago
5:20

ShemaleMovie

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Tgirl Sissy Slut Anal Dildo Punishment
6 years ago
38:24

aShemaleTube

Tgirl Sissy Slut Anal Dildo Punishment

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Innocent lad gets punished by her tranny boss with hot anal pounding
4 years ago
6:42

BeMyHole

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4 years ago
6:10

ShemaleMovie

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3 years ago
9:34

aShemaleTube

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Poor guy is humiliated and punished by sexy redhead tranny
5 years ago
8:02

TrannyOne

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Woman Knob Penalizes Army Cadet
4 years ago
5:44

KeekAss

Woman Knob Penalizes Army Cadet

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Roommate punished and made love by tranny
4 years ago
5:10

AnalDin

Roommate punished and made love by tranny

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The QueenPin, The Fox & The Little Bird: Punishing a Narc in Sex Sting
8 years ago
4:00

ShemaleZ

The QueenPin, The Fox & The Little Bird: Punishing a Narc in Sex Sting

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Perfect Blond TS Punished In Her Amazing Ass
4 years ago
5:20

ShemaleZ

Perfect Blond TS Punished In Her Amazing Ass

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Sissy Katelyn swallows her own urinate (Sissy Punishment)
4 years ago
5:30

ShemaleMovie

Sissy Katelyn swallows her own urinate (Sissy Punishment)

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TS Latin Babe gets punished by BBC
10 months ago
3:38

ShemaleSin

TS Latin Babe gets punished by BBC

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8 years ago
8:40

aShemaleTube

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4 years ago
6:10

ShemaleMovie

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Innocent intern guy gets his ass banged by the nasty shemale boss in the office
2 years ago
36:36

TrannyOne

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

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Female escapee caught and punished
4 years ago
8:42

ShemaleZ

Female escapee caught and punished

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TRANSSEXUAL Dominatrix Penalizes Her Customer!
4 years ago
3:16

KeekAss

TRANSSEXUAL Dominatrix Penalizes Her Customer!

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4 years ago
3:25

ShemaleZ

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3 years ago
6:17

aShemaleTube

Curvy tranny punishing her male date

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Chanel Santini Gets Punished In Hardcore Style
4 years ago
21:50

AnalDin

Chanel Santini Gets Punished In Hardcore Style

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PornHolidays 2
4 years ago
33:09

KeekAss

PornHolidays 2

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3 years ago
9:25

aShemaleTube

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Teacher Tranny Spanking Guy and Fucking His Ass in Classroom
2 years ago
6:41

TrannyOne

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

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4 years ago
5:02

ShemaleZ

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4 years ago
6:10

ShemaleMovie

Ts domme punishes her spectacular gimp

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5 years ago
9:35

aShemaleTube

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3 years ago
12:17

aShemaleTube

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slim tranny acquires Punished
4 years ago
38:39

ShemaleZ

slim tranny acquires Punished

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Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock
2 years ago
1:00:06

TrannyOne

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

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Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck
2 years ago
28:47

TrannyOne

Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck

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4 years ago
7:26

ShemaleMovie

college girl punished by strung up Tranny Teacher

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Teen crossdresser cums early, gets punished with rough fucking
5 years ago
2:49

aShemaleTube

Teen crossdresser cums early, gets punished with rough fucking

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FtM punished fir being lazy
2 months ago
5:12

xHamster

FtM punished fir being lazy

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2 years ago
19:30

aShemaleTube

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Sissy thrall T-Girl Danni punished and drilled by her Slavemaster. Wax play, caning ramrod, foot worship, and banging.
2 years ago
10:46

ShemaleSin

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Apr 16th 2022
2 years ago
9:10

ShemaleSin

Apr 16th 2022

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My Dominant ordered me to make a clip of myself torturing my teats, jerking off, and licking it all off of my fingers.
2 years ago
8:35

ShemaleSin

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TS Nurse Domina Punishes Patient
5 years ago
3:21

TrannyOne

TS Nurse Domina Punishes Patient

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Handcuffed, Blindfolded And Fucked By A Tranny
4 years ago
3:59

FlyFlv

Handcuffed, Blindfolded And Fucked By A Tranny

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Guy Anal Punished By Shemale
7 years ago
12:13

aShemaleTube

Guy Anal Punished By Shemale

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Pimp and prostitute-shemale punished prostitute-rival
5 years ago
5:58

ShemaleZ

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4 years ago
4:39

ShemaleZ

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4 years ago
5:27

ShemaleMovie

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5 years ago
6:17

aShemaleTube

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Features of Public Sex 45+ Sweet mature whore AimeePapadise!
2 years ago
28:10

TrannyOne

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4 years ago
5:24

ShemaleMovie

imperious shemale Punishers In full Action

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Horny TS Barbara gets punished by two cocks!
4 years ago
7:59

aShemaleTube

Horny TS Barbara gets punished by two cocks!

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Tgirl Mandy punishes her cheater lover
4 years ago
5:41

ShemaleZ

Tgirl Mandy punishes her cheater lover

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2 years ago
5:17

ShemaleSin

Tgirl nun anal punishes priest

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1 year ago
10:18

TrannyOne

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Chinese COUGAR t-girl step-mother penalize pulverizes faggott sonnie
4 years ago
6:01

KeekAss

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Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass
4 years ago
7:42

ShemaleZ

Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass

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FemDom Lifestyle - sissy maid scolded and punished
4 years ago
7:36

ShemaleZ

FemDom Lifestyle - sissy maid scolded and punished

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Kendall Penny - Punishes Corbin Dallas
4 years ago
37:17

ShemaleZ

Kendall Penny - Punishes Corbin Dallas

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My little sex slave Apple Jack Punishment
5 years ago
6:17

ShemaleZ

My little sex slave Apple Jack Punishment

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4 years ago
6:57

AnyPorn

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Thai slave Aom with shackles on her legs is on the bed waiting for punishment.
5 years ago
6:00

BravoTube

Thai slave Aom with shackles on her legs is on the bed waiting for punishment.

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4 years ago
4:38

ShemaleZ

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Both Slaves Get Punished Together By Their Mistress
4 years ago
14:34

ShemaleZ

Both Slaves Get Punished Together By Their Mistress

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6 years ago
3:46

ShemaleZ

Punishment of unruly bitch

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Blonde Shemale Lianna Gets Sucked an Fucked
6 years ago
8:02

xHamster

Blonde Shemale Lianna Gets Sucked an Fucked

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4 years ago
5:36

ShemaleZ

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Sissy Audrey Punished
7 years ago
7:14

xHamster

Sissy Audrey Punished

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5 years ago
8:00

IcePorn

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Lady Cock Punishes Army Cadet
5 years ago
5:29

HotMovs

Lady Cock Punishes Army Cadet

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8 years ago
49:29

xHamster

Anna's punishment the second part, birch twigs

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4 years ago
5:30

ShemaleZ

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5 years ago
13:27

HotMovs

Strapon punishment forChristabel ?

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5 years ago
8:54

AnyPorn

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4 years ago
4:38

ShemaleZ

Tranny wife punishes husband in bar

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Maid Punishment
5 years ago
13:02

ShemaleZ

Maid Punishment

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Nicolly Punishing Fagot By The Pool
4 years ago
17:32

ShemaleZ

Nicolly Punishing Fagot By The Pool

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4 years ago
3:36

ShemaleZ

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5 years ago
4:32

Txxx

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6 years ago
19:31

ShemaleZ

3 shemale punishers

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6 years ago
7:00

XXXDan

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4 years ago
4:39

ShemaleZ

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Filthy Conversing TRANSSEXUAL Domina Ruins Marionette!
4 years ago
3:23

KeekAss

Filthy Conversing TRANSSEXUAL Domina Ruins Marionette!

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4 years ago
15:56

ShemaleZ

Naughty sluts punishment 3

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

ShemaleZ

The League of Extraordinary Transsexuals The Final Punishment

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T-Model Domina and Stud Both Jizz Two Times!
4 years ago
3:16

KeekAss

T-Model Domina and Stud Both Jizz Two Times!

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Shemale anal punishes pervert dude
5 years ago
4:47

ShemaleZ

Shemale anal punishes pervert dude

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Tanned tranny boss punishes teacher
4 years ago
4:55

ShemaleZ

Tanned tranny boss punishes teacher

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Shemale Mistress Outdoor Punishment
5 years ago
10:00

AnalDin

Shemale Mistress Outdoor Punishment

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TS domina punishing restrained lesbian babe
4 years ago
5:38

ShemaleZ

TS domina punishing restrained lesbian babe

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4 years ago
4:10

ShemaleZ

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Perp is punished by getting fucked
13 years ago
17:00

TubeWolf

Perp is punished by getting fucked

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Naughty Blonde Tranny Punished In Her Asshole
4 years ago
5:41

ShemaleZ

Naughty Blonde Tranny Punished In Her Asshole

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Tranny Mistress Attacks a Boy!
4 years ago
3:04

KeekAss

Tranny Mistress Attacks a Boy!

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Sexy Milf gives horny big cock TGirl ass and cock punishment
7 years ago
6:37

xHamster

Sexy Milf gives horny big cock TGirl ass and cock punishment

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Domme shemale cop Sasha Strokes fucks thief for punishment
6 years ago
5:11

ShemaleZ

Domme shemale cop Sasha Strokes fucks thief for punishment

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First Wives' Club: The Punishment of an Unfaithful Husband Series
8 years ago
4:00

HotMovs

First Wives' Club: The Punishment of an Unfaithful Husband Series

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Crossdresser Punishment
6 years ago
31:36

ShemaleZ

Crossdresser Punishment

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Tabitha Stenves Controls And Punishes Her Sissy Boy Toy
4 years ago
16:13

ShemaleZ

Tabitha Stenves Controls And Punishes Her Sissy Boy Toy

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Alexia punishing her guy asshole hardcore in transsexual scene
6 years ago
12:00

BravoTube

Alexia punishing her guy asshole hardcore in transsexual scene

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Sexy blonde TS vixen Mirela Abelha punishes her hard cock
5 years ago
5:09

AshemaleOne

Sexy blonde TS vixen Mirela Abelha punishes her hard cock

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She-Creature Marionette Gets Culo Jizz Facialed
5 years ago
4:02

KeekAss

She-Creature Marionette Gets Culo Jizz Facialed

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Girl Ass Punished By Shemales
6 years ago
8:18

ShemaleZ

Girl Ass Punished By Shemales

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4 years ago
12:14

ShemaleZ

older muscle stud pounds punishes curious teen

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4 years ago
8:10

Txxx

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Shemale takes 5 cocks in wild gangbang
6 years ago
8:03

xHamster

Shemale takes 5 cocks in wild gangbang

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Ladyboy buttfuck penalize unfaithful hubby
5 years ago
5:08

KeekAss

Ladyboy buttfuck penalize unfaithful hubby

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Shemale Victoria punished hardcore doggystyle outdoor
5 years ago
8:56

AnyPorn

Shemale Victoria punished hardcore doggystyle outdoor

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Pamela Pillory Punishment timelapse
5 years ago
5:02

ShemaleZ

Pamela Pillory Punishment timelapse

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Ebony shemale dom Natalia Coxxx punishes her white male slave
5 years ago
28:38

AshemaleOne

Ebony shemale dom Natalia Coxxx punishes her white male slave

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Stalker shemale gets punished
4 years ago
33:05

ShemaleZ

Stalker shemale gets punished

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The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting
9 years ago
4:00

ShemaleZ

The QueenPin The Fox and The Little Bird Punishing a Narc in Sex Sting

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ladyboy self-punishment -bymonique
6 years ago
12:31

ShemaleZ

ladyboy self-punishment -bymonique

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Horny boss punish her employee
5 years ago
1:34

AnyPorn

Horny boss punish her employee

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Tall TS Domme Punishes Beefcake Lance
6 years ago
11:00

xHamster

Tall TS Domme Punishes Beefcake Lance

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6 years ago
28:21

FetishPapa

Sissy tgirl rough anal

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Shemale boss Franchezka punishes her young and nerdy maid Nickey
5 years ago
5:33

AshemaleOne

Shemale boss Franchezka punishes her young and nerdy maid Nickey

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5 years ago
13:40

NuVid

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diapers punishment ...
4 years ago
1:27

xHamster

diapers punishment ...

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Femdom Ball Busting Chearleader Punishes Boyfriend
11 years ago
10:33

xHamster

Femdom Ball Busting Chearleader Punishes Boyfriend

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Tgirl Tattoo S&M Kink Sex in Bang Dungeon Feat The Immodest Doxies Synnz & Her Female-Dom Mistresse Cyanide Getting Kinky During Tattoo Sessio
1 year ago
3:41

ShemaleSin

Tgirl Tattoo S&M Kink Sex in Bang Dungeon Feat The Immodest Doxies Synnz & Her Female-Dom Mistresse Cyanide Getting Kinky During Tattoo Sessio

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She-Male Mistress Chats Muddy and Tears Up Victim!
4 years ago
3:17

KeekAss

She-Male Mistress Chats Muddy and Tears Up Victim!

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Anal Stretching Routine Training for Sissy (Part two)
8 months ago
5:03

ShemaleSin

Anal Stretching Routine Training for Sissy (Part two)

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T-Model maid Sea Enza punished for being insane
4 years ago
9:51

KeekAss

T-Model maid Sea Enza punished for being insane

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AUNT CHARLIE & ROXY SPAULDING - LEWD 4 - PLEASURE & PUNISHMENT
3 years ago
11:32

aShemaleTube

AUNT CHARLIE & ROXY SPAULDING - LEWD 4 - PLEASURE & PUNISHMENT

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Dominant tranny mistress must punish her young brunette maid Nickey
5 years ago
5:00

AshemaleOne

Dominant tranny mistress must punish her young brunette maid Nickey

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Sly Fawkes PUNISHES his pet Kiwwi - My ass turns red right from the start in this video. I get a REAL punishing!
4 years ago
5:45

ShemaleZ

Sly Fawkes PUNISHES his pet Kiwwi - My ass turns red right from the start in this video. I get a REAL punishing!

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Transgirl Dominatrix Spunks on a Gay-For-Pay Stud!
4 years ago
3:02

KeekAss

Transgirl Dominatrix Spunks on a Gay-For-Pay Stud!

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Platinum-Blonde Flagellated
4 years ago
12:19

KeekAss

Platinum-Blonde Flagellated

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Xxxtranssex Akane 4 - TGirlJapan
2 years ago
27:45

TrannyOne

Xxxtranssex Akane 4 - TGirlJapan

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Leather BDSM tease
6 months ago
4:57

xHamster

Leather BDSM tease

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Shemale Punishing Her Man
7 years ago
3:11

aShemaleTube

Shemale Punishing Her Man

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4 years ago
3:26

aShemaleTube

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Arabic squirt compilation 4
2 years ago
4:37

TrannyOne

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Spanked & Swallow 2 Loads From Young Stud
2 years ago
15:57

TrannyOne

Spanked & Swallow 2 Loads From Young Stud

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Breasty corporalist enjoys punishing her bf
2 years ago
6:07

ShemaleSin

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Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass
6 years ago
8:33

aShemaleTube

Crossdresser Mistress Luci May punishes spanks blonde tranny maid tight ass

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1 year ago
2:34

TrannyOne

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Sissy boy twerks
2 years ago
2:53

TrannyOne

Sissy boy twerks

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Facesitting asian domina punishes her slave
5 years ago
6:00

aShemaleTube

Facesitting asian domina punishes her slave

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Large shaggy pussy clamped and widen out in a vagina dreamcatcher for snatch punishment, stretching, figging, tough sextoy screwing. Preview / teaser
2 years ago
2:27

ShemaleSin

Large shaggy pussy clamped and widen out in a vagina dreamcatcher for snatch punishment, stretching, figging, tough sextoy screwing. Preview / teaser

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Slave boy dominated by shemales Rayna Leah and Isadora Venturini
5 years ago
5:01

AshemaleOne

Slave boy dominated by shemales Rayna Leah and Isadora Venturini

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Masked man fucks bound and collared ladyboy in punishment scene
5 years ago
4:05

AshemaleOne

Masked man fucks bound and collared ladyboy in punishment scene

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