Tranny punishing a dude on their dinner table
2 years ago
5:29

aShemaleTube

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1 year ago
4:26

aShemaleTube

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10 months ago
10:34

ShemaleTaxi

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1 year ago
6:45

aShemaleTube

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10 months ago
11:32

ShemaleSin

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2 years ago
9:08

aShemaleTube

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Nathalia Fontes Is Dominated And Punished In Abandoned Prison
1 year ago
8:00

getTranny

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1 year ago
6:37

ShemaleSin

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Yasmin Lee Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!
36 days ago
41:49

ABTranny

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1 year ago
7:29

ShemaleSin

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Denali Danger gets Punished
8 months ago
3:00

aShemaleTube

Denali Danger gets Punished

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8 months ago
6:25

ShemaleTaxi

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1 year ago
6:28

aShemaleTube

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Shemale punisher Jeniffer Satine cums on a dude's chest after fucking
1 year ago
7:01

aShemaleTube

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1 year ago
8:30

ShemaleTaxi

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11 months ago
0:32

ShemaleSin

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Submissive lesbian punished with spanking and anal penetration
6 months ago
5:17

ShemaleTaxi

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5 months ago
2:24

aShemaleTube

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Anastasia Penny punishes him with her rock solid cock
1 year ago
5:32

aShemaleTube

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1 year ago
3:14

ShemaleSin

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1 day ago
6:28

ShemaleTaxi

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1 year ago
10:20

ShemaleTaxi

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Peeping Hotel Manager gets Caught And Punished
4 years ago
10:16

ShemalePub

Peeping Hotel Manager gets Caught And Punished

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Dominant TS Nurse Yasmin Fonthys Punishes Her Patient and Pounds His Ass
6 years ago
8:12

XShemale

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

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Crossdressers humiliated and punished in BDSM group session
5 months ago
10:51

PornLib

Crossdressers humiliated and punished in BDSM group session

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4 years ago
15:04

ShemalePub

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TS Girlfriend Punishes Boyfriend
4 years ago
10:49

ShemalePub

TS Girlfriend Punishes Boyfriend

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Shemale cop gets anal dildo punishment and masturbates to a messy finish
1 year ago
8:18

ShemaleTaxi

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1 year ago
6:29

ShemaleSin

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10 months ago
7:19

ShemaleTaxi

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Brunette shemale punisher spanks and fucks her lover outdoors
1 year ago
6:51

aShemaleTube

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resigned trans after being punished
58 days ago
0:28

ShemaleSin

resigned trans after being punished

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3 years ago
1:43

TrannyOne

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Larasukkuba Episode 4 - First live stream with a kinky tranny receiving oily ball punishment in shiny nylon pantyhose
1 year ago
5:18

ShemaleTaxi

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Naughty TS babe Lianna Lawson caged punished and fucked deep
3 months ago
6:55

FapCat

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Blonde shemale punisher with huge tits fucks her blindfolded slave
1 year ago
6:51

aShemaleTube

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TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!
1 year ago
2:00

RainblowXXX

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Crossdresser punishment
3 years ago
1:24:34

TrannyOne

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Mndy Punishes Kim
11 months ago
14:53

HClips

Mndy Punishes Kim

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Mistress fucks and punishes my ass
5 months ago
1:37

aShemaleTube

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Punished for disrespecting headmistress JaydenCherry
3 months ago
0:57

ShemaleSin

Punished for disrespecting headmistress JaydenCherry

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Tgirl wife punishes spouse in bar
10 months ago
5:08

ShemaleSin

Tgirl wife punishes spouse in bar

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Asian domina tranny punishes her buxom large positioned ts
1 year ago
5:53

aShemaleTube

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Trans Latin nurse pounded after having her big ass spanked
3 years ago
10:03

TrannyOne

Trans Latin nurse pounded after having her big ass spanked

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MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED
3 years ago
8:01

TrannyOne

MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED

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Man took cookie seller into house and punished for bad behavior
8 years ago
23:51

TrannyOne

Man took cookie seller into house and punished for bad behavior

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Shemale Amanda with Big Tan Line tits gets fucked
3 years ago
8:54

TrannyOne

Shemale Amanda with Big Tan Line tits gets fucked

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Naughty TGirl maid bent over Milfs knee for ass spanking
3 years ago
10:06

TrannyOne

Naughty TGirl maid bent over Milfs knee for ass spanking

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Spanking Shemale
3 years ago
13:51

TrannyOne

Spanking Shemale

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Straight guy together with freind of him who has boobs punishes whity
8 years ago
39:34

TrannyOne

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PostOp Ladyboy Nid Self Punishment
5 years ago
5:04

TrannyOne

PostOp Ladyboy Nid Self Punishment

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4 years ago
2:16

TrannyOne

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Good little CD Luci May sucking Santas big cock for a sack full of his christmas cum
3 years ago
8:02

TrannyOne

Good little CD Luci May sucking Santas big cock for a sack full of his christmas cum

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Tv Goddess Foxxy Punishes Loser Boyfriend
3 years ago
10:32

TrannyOne

Tv Goddess Foxxy Punishes Loser Boyfriend

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Mara Nova and Sydney Farron In Punishment by Principal
5 years ago
29:38

TrannyOne

Mara Nova and Sydney Farron In Punishment by Principal

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First spanking lesson
3 years ago
4:16

TrannyOne

First spanking lesson

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Jineteando de frente  sobre el potro
3 years ago
2:20

TrannyOne

Jineteando de frente sobre el potro

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shemale punishers Agatha Trajano
5 years ago
19:17

TrannyOne

shemale punishers Agatha Trajano

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Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari
5 years ago
8:10

TrannyOne

Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari

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Guy was pretty glad to be anally punished by seductive shemale
8 years ago
32:01

TrannyOne

Guy was pretty glad to be anally punished by seductive shemale

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Webcam ass worship Punish my 19 year-old backside and mouth
3 years ago
6:01

TrannyOne

Webcam ass worship Punish my 19 year-old backside and mouth

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crossdresser spanking
3 years ago
28:19

TrannyOne

crossdresser spanking

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Submissive punished and anally drilled by shemale Arianna Ferrari
9 months ago
11:14

ShemaleTaxi

Submissive punished and anally drilled by shemale Arianna Ferrari

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3 years ago
6:12

TrannyOne

Chubby t-girl punishes a slim one hard

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Horny shemale Karen Venus punishing a wet pussy
4 years ago
5:01

TrannyOne

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Transgender boss punishes ex employee
5 years ago
6:11

TrannyOne

Transgender boss punishes ex employee

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Darksome skinned tgirl punishes a bound up chap with her large dick
1 year ago
8:39

ShemaleSin

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Sucking cock and getting whipped
3 years ago
4:31

TrannyOne

Sucking cock and getting whipped

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Spanked teeny transexual assfingered by dom ginger
3 years ago
6:08

TrannyOne

Spanked teeny transexual assfingered by dom ginger

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Ebony trans maid gets punished with hardcore anal penetration for interrupting during the game
3 years ago
5:51

TrannyOne

Ebony trans maid gets punished with hardcore anal penetration for interrupting during the game

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Naughty TGirl maids get bondage and spanking punishment after being caught playing together
3 years ago
10:11

TrannyOne

Naughty TGirl maids get bondage and spanking punishment after being caught playing together

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Hot Tranny With Big Jugs Punishing A Dude And Fills His Ass With Jizz
2 years ago
6:52

HClips

Hot Tranny With Big Jugs Punishing A Dude And Fills His Ass With Jizz

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Fetish shemale whipped
3 years ago
5:30

TrannyOne

Fetish shemale whipped

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sissy vampire punishes visitor
9 months ago
1:16

aShemaleTube

sissy vampire punishes visitor

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Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard
3 years ago
15:20

TrannyOne

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

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3 years ago
6:06

ShemaleSin

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4 years ago
2:35

ShemaleSin

Sissy cums likewise early and gets punished with coarse banging

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3 years ago
7:34

ShemaleSin

Tgirl punishes a concupiscent stud in the butt.

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Spanked Natalie Mars slurps jizz after penetration
3 years ago
9:56

TrannyOne

Spanked Natalie Mars slurps jizz after penetration

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Sexy tranny in lingerie prepares her date for some anal punishment
1 year ago
9:43

aShemaleTube

Sexy tranny in lingerie prepares her date for some anal punishment

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4 years ago
5:02

TrannyOne

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Gagged sissy punishes herself.
6 months ago
2:03

ShemaleSin

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Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel
3 years ago
6:27

TrannyOne

Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel

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Self punishment and anal play
5 months ago
16:29

ShemaleSin

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Frenchbaguettes Yaya The Punisher
2 years ago
19:08

HotMovs

Frenchbaguettes Yaya The Punisher

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Robin Banks getting fingered
3 years ago
3:46

TrannyOne

Robin Banks getting fingered

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Burglar Gets Punished by Hung T-Girls Yasmin Dornelles n Bruna Ferrari
4 years ago
8:09

ShemaleSin

Burglar Gets Punished by Hung T-Girls Yasmin Dornelles n Bruna Ferrari

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TS Victoria Neves Punished And Fucked Bareback
2 years ago
6:27

aShemaleTube

TS Victoria Neves Punished And Fucked Bareback

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3 years ago
6:37

ShemaleSin

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7 years ago
8:02

TrannyOne

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Big ass ginger TS anal fucking boss : Part 2
3 years ago
5:04

TrannyOne

Big ass ginger TS anal fucking boss : Part 2

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Dominant TS Victoria Neves gets punished and barebacked in a wild anal session
1 year ago
6:37

ShemaleTaxi

Dominant TS Victoria Neves gets punished and barebacked in a wild anal session

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Bobbie Quest 7-19-21
3 years ago
16:20

TrannyOne

Bobbie Quest 7-19-21

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Feb third 2023
2 years ago
17:01

ShemaleSin

Feb third 2023

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Sunday loving after Saturday torment
3 years ago
54:24

TrannyOne

Sunday loving after Saturday torment

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3 years ago
6:11

TrannyOne

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51 days ago
5:04

aShemaleTube

Sissy outdoor public spanking

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TS Yoga Instructor Dominates Foot-Sniffer
3 years ago
10:56

TrannyOne

TS Yoga Instructor Dominates Foot-Sniffer

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Sissy Tyler Ass Play!
3 years ago
19:21

TrannyOne

Sissy Tyler Ass Play!

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Samantha on the Cross
3 years ago
14:51

TrannyOne

Samantha on the Cross

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Transgender in chastity punished & anal fucked
1 year ago
5:05

RainblowXXX

Transgender in chastity punished & anal fucked

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obedient transgirl punishing herself
2 years ago
1:52

aShemaleTube

obedient transgirl punishing herself

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1 year ago
55:35

ShemaleSin

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Four shemale punishers take turns at fucking their male prisoner
1 year ago
6:39

aShemaleTube

Four shemale punishers take turns at fucking their male prisoner

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2 years ago
7:33

aShemaleTube

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I was instructed by a partner to masturbate to a ruined climax, and download the clip.  I hope it made u cum.  I was said that I will be punished for
3 years ago
1:49

ShemaleSin

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She is Dominatrix Ladyboy punishing her slave with pain
1 year ago
13:33

RainblowXXX

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Curvy trans babe licks and fucks the guy's tight ass in her bedroom
3 years ago
15:54

TrannyOne

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Milf slave training hd and naughty girl punished Sexy young girls, Ale
3 years ago
8:01

TrannyOne

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Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip
6 months ago
1:53

aShemaleTube

Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip

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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.
3 years ago
8:35

ShemaleSin

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A submissive amateur girl endures bondage, whipping, and rough doggy-style action, eagerly pleasing her Sir. She's a good, obedient girl, and a n
9 months ago
10:57

FapCat

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Mistresse Cy's Abode of Whorrors: fifty Shades of BANGED UP Feat. Athena getting punished & Sexed During Tattoo SADOMASOCHISM Sessions (three
3 years ago
30:01

ShemaleSin

Mistresse Cy's Abode of Whorrors: fifty Shades of BANGED UP Feat. Athena getting punished & Sexed During Tattoo SADOMASOCHISM Sessions (three

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Lisa is the latex maid who have to be punished by her mastix for not washing the glasses properly. This Babe gets a valuable drubbing, whipping and cu
3 years ago
56:17

ShemaleSin

Lisa is the latex maid who have to be punished by her mastix for not washing the glasses properly. This Babe gets a valuable drubbing, whipping and cu

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4 years ago
6:12

ShemaleSin

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3 years ago
21:27

TrannyOne

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Nvh-029 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Miu Arioka/kanon Takanashi
9 months ago
8:00

getTranny

Nvh-029 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Miu Arioka/kanon Takanashi

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Submissive sissy guy dressed as a cute girl gets dominated by the nasty TS chick
3 years ago
26:22

TrannyOne

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Dominic Pacifico & Lianna Lawson in Bad Little Bitch: Lianna Lawson Punished, Suspended and Fucked - TSSeduction
5 years ago
4:00

XShemale

Dominic Pacifico & Lianna Lawson in Bad Little Bitch: Lianna Lawson Punished, Suspended and Fucked - TSSeduction

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2 years ago
6:40

TrannyOne

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Ebony large titties tranny Natassia Fantasies punishes brat golden-haired rocker hottie Mona Wales and with large ebony penis screws her vagina and an
3 years ago
5:10

ShemaleSin

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LiveNLove IS A SISSY PISSY IN TRAINING
3 years ago
12:53

TrannyOne

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Karlin rough bitch: The most rough femdom punishment ever! My God!
3 years ago
0:40

TrannyOne

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(Part 3/3) Hot Translesbian Kink Sex, Oral Pleasure, S&M, Alternative Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress
3 years ago
22:28

ShemaleSin

(Part 3/3) Hot Translesbian Kink Sex, Oral Pleasure, S&M, Alternative Vampire Sex, Sex Thrall Whipped; Raven & Athena Punished by Headmistress

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Pornstars: athena

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4 years ago
7:23

ShemaleSin

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Resigned Thai shemale Nutty gets punished for her bad behavior. During getting butt spanked and screwed bareback, Nutty wears kinky SADOMASOCHISM attr
2 years ago
6:26

ShemaleSin

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3 years ago
3:12

TrannyOne

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

TrannyOne

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3 years ago
40:47

TrannyOne

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3 years ago
5:11

ShemaleSin

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TS Boss Punishes Employee
6 years ago
3:25

TrannyOne

TS Boss Punishes Employee

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Trans Angels - Chanel Santini Has to Penalize Her Workers When They Get Caught Milking on the Clock!
2 years ago
8:12

KeekAss

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2 years ago
7:22

aShemaleTube

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3 years ago
35:35

TrannyOne

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3 years ago
2:06

TrannyOne

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1 year ago
6:33

ShemaleSin

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8 years ago
32:37

TrannyOne

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3 years ago
6:07

ShemaleSin

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TS Belatriz Fucked Bareback And Punished Roughly
2 years ago
6:26

aShemaleTube

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Raid Over Japan , Asian Ladyboy Punished And Fucked In The Ass Hardcore
3 years ago
25:50

TrannyOne

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2 years ago
22:08

ShemaleSin

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Corporal Punishment Session with Mistress Jamie & Diaper Sis
3 years ago
43:35

TrannyOne

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The naughty TS assistant pleases her boss by banging his juicy butthole deep and hard
3 years ago
27:51

TrannyOne

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4 years ago
3:33

TrannyOne

Wanking On A Windy Day

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3 years ago
20:15

TrannyOne

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3 years ago
33:55

TrannyOne

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4 years ago
6:01

TrannyOne

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8 months ago
6:23

AnalDin

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Chanel Santini, Trans Angels' Dominant Boss, Punishes Her Naughty Employees for Jerking Off on Company Time!
2 years ago
8:22

ShemaleTaxi

Chanel Santini, Trans Angels' Dominant Boss, Punishes Her Naughty Employees for Jerking Off on Company Time!

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TS judge punishes the hot guy with a hardcore ass pounding with her huge Tcock
3 years ago
24:05

TrannyOne

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TGIRLS HOOKUP: Lying Top Gets Humiliated and Punished!
1 year ago
2:00

Fapnado

TGIRLS HOOKUP: Lying Top Gets Humiliated and Punished!

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TS Nurse Domina Punishes Patient
6 years ago
3:21

TrannyOne

TS Nurse Domina Punishes Patient

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3 years ago
2:27

ShemaleSin

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this maid was punished for not cleaning my room😈cum in her ass and on her chest💦💦💦
2 years ago
4:34

aShemaleTube

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3 years ago
6:01

TrannyOne

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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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2 years 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

guy gets feminized and ass fucked in prison by chick

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3 years ago
2:31

TrannyOne

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Daddy Spanks & Fucks Femboy Chrissy
3 years ago
14:52

TrannyOne

Daddy Spanks & Fucks Femboy Chrissy

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Cute and youthful trans cutie gets her arsehole punished by her massive toy????
11 months ago
0:56

ShemaleSin

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Avery Angel gets Punished
8 months ago
1:33

aShemaleTube

Avery Angel gets Punished

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16 days ago
5:08

KeekAss

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3 years ago
3:17

TrannyOne

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2 years ago
6:00

KeekAss

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2 years ago
15:20

ShemaleSin

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2 years ago
7:49

aShemaleTube

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Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment
4 years ago
4:17

ShemaleSin

Sissy Cassy with a Full Climax after a Lengthy Denial with Sex Tool and Post Climax Punishment

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3 years ago
12:09

TrannyOne

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7 years ago
8:02

TrannyOne

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7 MINUTES TO WORSHIP THIS FAT ASS
3 years ago
7:57

TrannyOne

7 MINUTES TO WORSHIP THIS FAT ASS

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