Chubby redhead babe punishes and strapon fucks a tranny
5 years ago
6:00

aShemaleTube

Chubby redhead babe punishes and strapon fucks a tranny

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Mistress T punishing sissy with big toys
3 years ago
23:40

aShemaleTube

Mistress T punishing sissy with big toys

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Cute and young shemale dominant slut punishes her submissive boyfriend
6 years ago
8:02

TrannyOne

Cute and young shemale dominant slut punishes her submissive boyfriend

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crossdresser spanking
3 years ago
12:56

aShemaleTube

crossdresser spanking

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Brunette tranny punisher with huge ass spanks and fucks
8 months ago
5:28

NuVid

Brunette tranny punisher with huge ass spanks and fucks

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Guy punished by ebony shemale dick
3 months ago
10:46

ShemaleTaxi

Guy punished by ebony shemale dick

Tags: anal, blowjob, dick, ebony, punishment, shemale, small tits

Ts Punished And Fucked Bareback With Victoria Neves
1 year ago
6:15

getTranny

Ts Punished And Fucked Bareback With Victoria Neves

Tags: anal, barebacking, big ass, big tits, blonde, hd, punishment

Brunette tranny punisher in black leather corset gets
4 days ago
7:45

NuVid

Brunette tranny punisher in black leather corset gets

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One Man's Fantasy: Ts Cock Punishing His Ass
8 years ago
4:00

XShemale

One Man's Fantasy: Ts Cock Punishing His Ass

Tags: ass, dick, fantasy, hd, punishment, shemale, transsexual

Teen TS punishing
12 years ago
25:58

aShemaleTube

Teen TS punishing

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Punished By Her Dominating Cock
8 years ago
4:00

XShemale

Punished By Her Dominating Cock

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Caught Watching Porn and Punished
9 years ago
5:15

aShemaleTube

Caught Watching Porn and Punished

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Lazy trans teen Riley Ivy gets anal punishment from Jenna Jaden
6 months ago
13:36

ShemaleMovie

Lazy trans teen Riley Ivy gets anal punishment from Jenna Jaden

Tags: anal, barebacking, game, punishment, shemale, teen (18+), transsexual

Sasha Bloom Punish The Thief
10 months ago
25:11

UPornia

Sasha Bloom Punish The Thief

Tags: blonde, hd, lingerie, punishment, shemale

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

aShemaleTube

Teen crossdresser cums early, gets punished with rough fucking

Tags: amateur, barebacking, crossdressing, cum, cumshot, domination, homevideo

Rough BDSM session with dominatrix Cherie DeVille delivering punishment
11 months ago
5:17

ShemaleTaxi

Rough BDSM session with dominatrix Cherie DeVille delivering punishment

Tags: anal, ass, bdsm, bondage, domination, dominatrix, gagging

YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC
1 year ago
2:38

aShemaleTube

YASMIMDORNELLE PUNISHMENT BAD BOY xhhhtyC

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Trans Buggers Bareback The Crook Who Wanted To Punish Her With Larissa Albuquerque
3 months ago
36:50

ShemaleZ

Trans Buggers Bareback The Crook Who Wanted To Punish Her With Larissa Albuquerque

Tags: anal, assfucking, barebacking, big tits, brunette, hd, hooters

Devastatingly Seductive Ts Yasmin Lee punishes Reed with a Deep Hard Fucking
10 years ago
4:00

aShemaleTube

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

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Ebony shemale dominates deceitful person with anal punishment
3 months ago
5:44

ShemaleTaxi

Ebony shemale dominates deceitful person with anal punishment

Tags: anal, ass, bdsm, blowjob, bondage, domination, ebony

Latin shemale bomb punished - she will need a new ass
3 years ago
6:01

aShemaleTube

Latin shemale bomb punished - she will need a new ass

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

ShemaleTaxi

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

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

TrannyOne

Horny shemale Karen Venus punishing a wet pussy

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Shemale Slave Gets Punished
8 years ago
4:00

aShemaleTube

Shemale Slave Gets Punished

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Thick ebony shemale punishing a submssive guy
1 year ago
7:20

aShemaleTube

Thick ebony shemale punishing a submssive guy

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Bad Tranny Punished Outdoors
14 years ago
26:07

aShemaleTube

Bad Tranny Punished Outdoors

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Shemale punishes her naughty bf
3 years ago
7:58

aShemaleTube

Shemale punishes her naughty bf

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Alice's filthy punishment
1 year ago
7:03

ShemaleMovie

Alice's filthy punishment

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crossdresser slave bitch
3 years ago
33:34

aShemaleTube

crossdresser slave bitch

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Dorm Room Punishment
10 years ago
6:37

aShemaleTube

Dorm Room Punishment

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Busty shemale Foxxy punishes girl for sleeping with her boyfriend and then has threesome
34 days ago
8:10

ShemaleTaxi

Busty shemale Foxxy punishes girl for sleeping with her boyfriend and then has threesome

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Shemale Punishing Her Man
8 years ago
3:11

aShemaleTube

Shemale Punishing Her Man

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Out of the office 3 - Punished by a futa futa on man
9 months ago
8:05

JizzBunker

Out of the office 3 - Punished by a futa futa on man

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Bald Guy Getting Spit On His Anus
12 years ago
3:05

FlyFlv

Bald Guy Getting Spit On His Anus

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Naughty nylon clad TGirl Maid given full punishment spanking ass fuck by big strapon cock
6 years ago
10:55

aShemaleTube

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

Tags: amateur, anal, assfucking, big cock, crossdressing, domination, feet

Trans Larissa Albuquerque Buggers Bareback The Crook Who Wanted To Punish Her
3 months ago
7:59

XShemale

Trans Larissa Albuquerque Buggers Bareback The Crook Who Wanted To Punish Her

Tags: anal, assfucking, barebacking, big tits, brunette, hd, hooters

Trucker punishes a submissive sissy
2 years ago
5:59

aShemaleTube

Trucker punishes a submissive sissy

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Kinky Guy Punishes TS Lorena Eduarda
3 years ago
6:02

aShemaleTube

Kinky Guy Punishes TS Lorena Eduarda

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Master turns blonde TGirl slave Suzie into cock sucking cum slut after her ass punishment
7 years ago
10:09

aShemaleTube

Master turns blonde TGirl slave Suzie into cock sucking cum slut after her ass punishment

Tags: amateur, ass, bdsm, blonde, blowjob, bondage, crossdressing

Trans cutie punished for cumming early
7 months ago
9:38

ShemaleSin

Trans cutie punished for cumming early

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Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm
2 years ago
8:03

aShemaleTube

Shemale Yasmin Fonthys Dominate Her Man and Punishes Him Till Orgasm

Tags: blowjob, domination, orgasm, punishment, shemale, stockings, uniform

Sissy Princess getting punished an Owned by Madam Kitty Kaos
1 year ago
18:09

aShemaleTube

Sissy Princess getting punished an Owned by Madam Kitty Kaos

Tags: amateur, anal, bdsm, big tits, crossdressing, domination, femdom

18 years old mommy gets punished!
5 years ago
4:44

aShemaleTube

18 years old mommy gets punished!

Tags: big ass, big cock, blowjob, creampie, cumshot, domination, gangbang

Crossdresser punishment
8 years ago
6:43

aShemaleTube

Crossdresser punishment

Tags: blonde, crossdressing, nylon, punishment, shemale, sissy

Cherri enjoying some titty punishment whilst jerking her gurl ramrod
11 months ago
1:17

ShemaleSin

Cherri enjoying some titty punishment whilst jerking her gurl ramrod

Tags: jerking, lingerie, masturbation, punishment, sissy, small tits

Shemale Domme Talks Dirty and Fucks Slave
6 years ago
3:18

TrannyOne

Shemale Domme Talks Dirty and Fucks Slave

Tags: anal, ass, bdsm, bondage, dick, dirty, domination

Punished & Transformed Sissy Kenzie star dominates her ass
2 months ago
6:06

ShemaleMovie

Punished & Transformed Sissy Kenzie star dominates her ass

Tags: anal, anal toying, ass, crossdressing, dildo, lingerie, pantyhose

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

Tags: amateur, anal, assfucking, hardcore, homevideo, lingerie, punishment

Guy Punishes His Ladyboy Maid Lin
2 years ago
6:25

aShemaleTube

Guy Punishes His Ladyboy Maid Lin

Tags: anal, asian, assfucking, barebacking, blowjob, doggystyle, hd

Punishing the royal slut - Trans kinky
3 months ago
5:43

ShemaleTaxi

Punishing the royal slut - Trans kinky

Tags: amateur, bdsm, big cock, blowjob, cum, cum in mouth, domination

TS Foxxy,Mike Panic in TS Foxxy Punishes Slob Boyfriend With Spanking Nonstop Pounding! - TSSeduction
6 years ago
4:00

XShemale

TS Foxxy,Mike Panic in TS Foxxy Punishes Slob Boyfriend With Spanking Nonstop Pounding! - TSSeduction

Tags: bdsm, big ass, big tits, blonde, boyfriend, punishment, shemale

Avery Angel gets fucked by The BBC PUNISHER and takes a nasty facial cumshot
1 day ago
2:13

aShemaleTube

Avery Angel gets fucked by The BBC PUNISHER and takes a nasty facial cumshot

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

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

aShemaleTube

Tgirl Sissy Slut Anal Dildo Punishment

Tags: amateur, anal toying, big cock, masturbation, punishment, shemale, sissy

Punished as a naughty puppet for disobedience
11 months ago
12:41

ShemaleTaxi

Punished as a naughty puppet for disobedience

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Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats
4 years ago
10:07

TrannyOne

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats

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

RainblowXXX

Big Dicked T-girls Punish a Thief

Tags: 3some, anal, barebacking, blowjob, dick, extreme, hardcore

obedient transgirl punishing herself
1 year ago
1:52

aShemaleTube

obedient transgirl punishing herself

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Lizzy Laynez - Punished
1 year ago
7:59

getTranny

Lizzy Laynez - Punished

Tags: big tits, blonde, lingerie, punishment, tattoo

Sofhia Montesino Uses Her Powerful Shecock For Asshole Punishment
39 days ago
24:00

ShemaleZ

Sofhia Montesino Uses Her Powerful Shecock For Asshole Punishment

Tags: ass, big tits, blonde, hooters, huge tits, juggs, knockers

Caught sunbathing instead of working - boss punishes crossdresser in lingerie and stockings
9 months ago
10:59

ShemaleTaxi

Caught sunbathing instead of working - boss punishes crossdresser in lingerie and stockings

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Ts Punished Bareback For Bad With Natalia Castro
1 year ago
6:12

getTranny

Ts Punished Bareback For Bad With Natalia Castro

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My ass is naughty please punish me hard
2 years ago
7:17

aShemaleTube

My ass is naughty please punish me hard

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Mistress Savannah Hannah punishment
9 years ago
8:25

aShemaleTube

Mistress Savannah Hannah punishment

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Punishing her bf's ass with a hot painal session
1 year ago
9:07

aShemaleTube

Punishing her bf's ass with a hot painal session

Tags: amateur, anal, ass, assfucking, hardcore, homevideo, punishment

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

TrannyOne

Burglar Gets Punished by Hung Trannies Yasmin Dornelles n Bruna Ferrari

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Horny tranny Gabriela punishing man ass!
5 years ago
7:37

aShemaleTube

Horny tranny Gabriela punishing man ass!

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Hot TS Anal Punishment
10 years ago
5:16

aShemaleTube

Hot TS Anal Punishment

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I blow a sex-toy and punishment myself with a sex-toy
21 days ago
5:03

ShemaleSin

I blow a sex-toy and punishment myself with a sex-toy

Tags: anal, blowjob, deep throat, dildo, domination, punishment, solo

Uncle's slutty wife Charlie endures explicit punishment in Obscene 5
35 days ago
12:09

ShemaleTaxi

Uncle's slutty wife Charlie endures explicit punishment in Obscene 5

Tags: big cock, blowjob, cum, cum in mouth, cumshot, futanari, jizz

A Private Punishment
3 years ago
7:26

aShemaleTube

A Private Punishment

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Black tranny domina punishes her slave
1 year ago
5:29

aShemaleTube

Black tranny domina punishes her slave

Tags: amateur, anal, big tits, black, dominatrix, hardcore, homevideo

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

TrannyOne

Mara Nova and Sydney Farron In Punishment by Principal

Tags: punishment, shemale

Hot punishment from a vintage shemale
12 years ago
10:22

aShemaleTube

Hot punishment from a vintage shemale

Tags: lingerie, punishment, shemale, spanking, uniform, vintage

Rika Fox gets punished clips #3 full video on my Only Fans
3 months ago
1:27

aShemaleTube

Rika Fox gets punished clips #3 full video on my Only Fans

Tags: punishment, shemale

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

aShemaleTube

Tattoo slim guy. I punished him

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Blonde trans is punished & suspended
8 months ago
5:04

RainblowXXX

Blonde trans is punished & suspended

Tags: anal, bdsm, blonde, blowjob, bondage, domination, extreme

Dudes Ass Punished By A Blonde Shemale
8 years ago
10:19

aShemaleTube

Dudes Ass Punished By A Blonde Shemale

Tags: anal, ass, big tits, blonde, brazilian, hd, oral

Spanking Shemale
3 years ago
13:51

TrannyOne

Spanking Shemale

Tags: anal, anus, ass, bdsm, domination, hd, ladyboy

Blonde shemale is punished and suspended
10 months ago
5:04

aShemaleTube

Blonde shemale is punished and suspended

Tags: blonde, blowjob, domination, fetish, hd, punishment, shemale

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

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Busty ebony shemale dominatrix extremely punishes her bold male slave
6 years ago
8:01

TrannyOne

Busty ebony shemale dominatrix extremely punishes her bold male slave

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Three Shemales Dominate Pansy Boy
11 years ago
3:00

FlyFlv

Three Shemales Dominate Pansy Boy

Tags: bdsm, blonde, blowjob, bondage, boots, boy, brunette

I was naughty plz punish my big ass - pov
2 years ago
6:18

aShemaleTube

I was naughty plz punish my big ass - pov

Tags: amateur, anal, big ass, hd, homevideo, masturbation, naughty

Dudes caught transexual and punished him orally and anally
7 years ago
37:36

TrannyOne

Dudes caught transexual and punished him orally and anally

Tags: anal, blowjob, caught, gangbang, group sex, interracial, latina

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, lingerie, masturbation

Lady In Black - in need for punishment, dicks and cum
7 days ago
14:58

xHamster

Lady In Black - in need for punishment, dicks and cum

Tags: amateur, black, compilation, crossdressing, cum, cumshot, dick

Hot tranny with big jugs punishing a dude and fills his ass with jizz
1 year ago
7:21

aShemaleTube

Hot tranny with big jugs punishing a dude and fills his ass with jizz

Tags: amateur, anal, ass, creampie, hardcore, jizz, juggs

Breasty t-girl punisher bangs a man doggy position and gives him a facial
20 days ago
8:00

ShemaleSin

Breasty t-girl punisher bangs a man doggy position and gives him a facial

Tags: anal, bdsm, big cock, bondage, cumshot, doggystyle, domination

Lesbian officer takes anal cable punishment
3 months ago
5:20

ShemaleMovie

Lesbian officer takes anal cable punishment

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

ShemaleTaxi

Punishment and discipline for your eager cock

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MIlf shemale mother in law punishing lazy teeanger
6 years ago
8:01

aShemaleTube

MIlf shemale mother in law punishing lazy teeanger

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The Punishment
3 years ago
2:33

TrannyOne

The Punishment

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Black guy punishes a tight t-girl ass - homemade
10 months ago
9:24

TrannyOne

Black guy punishes a tight t-girl ass - homemade

Tags: anal, ass, black, hardcore, homevideo, punishment, shemale

He punishes that tight shemale ass from behind
3 years ago
6:09

TrannyOne

He punishes that tight shemale ass from behind

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Shemale gets punished in the prison
13 years ago
6:40

aShemaleTube

Shemale gets punished in the prison

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Punished shemale transformed and fucked in the room
1 year ago
11:14

ShemaleTaxi

Punished shemale transformed and fucked in the room

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Transsexual Punishment
1 year ago
8:06

Txxx

Transsexual Punishment

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Blond domina punishes and fucks her new slave
12 days ago
7:16

aShemaleTube

Blond domina punishes and fucks her new slave

Tags: amateur, anal, blonde, domination, dominatrix, hardcore, homevideo

Tranny milf punished by BIG BLACK COCK!
5 years ago
7:31

aShemaleTube

Tranny milf punished by BIG BLACK COCK!

Tags: big black cock, big cock, big tits, blonde, blowjob, creampie, cumshot

Amazing blond sissy punished by her construction worker
1 year ago
7:00

aShemaleTube

Amazing blond sissy punished by her construction worker

Tags: amateur, amazing, anal, assfucking, blonde, hardcore, punishment

Three busty shemales in leather boots punish a dude until
15 days ago
8:45

DrTuber

Three busty shemales in leather boots punish a dude until

Tags: big tits, boots, group sex, hd, leather, punishment, shemale

Ebony Shemale Punishes A Guy And Cums Inside Him
1 year ago
4:48

getTranny

Ebony Shemale Punishes A Guy And Cums Inside Him

Tags: amateur, anal, big tits, creampie, cum, ebony, interracial

Slim tranny punished hard on webcamp
4 years ago
9:25

aShemaleTube

Slim tranny punished hard on webcamp

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Transgender boss punishes ex employee
4 years ago
6:11

TrannyOne

Transgender boss punishes ex employee

Tags: big tits, boss, hd, punishment, shemale

Chubby shemale punisher fucks a guy from behind in the
8 months ago
6:10

NuVid

Chubby shemale punisher fucks a guy from behind in the

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Roxi punishment
2 years ago
2:27

aShemaleTube

Roxi punishment

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Please spank this naughty girl hard
3 years ago
3:46

TrannyOne

Please spank this naughty girl hard

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Bareback Punishment - LadyboyVice
5 years ago
6:00

XShemale

Bareback Punishment - LadyboyVice

Tags: amateur, asian, barebacking, big tits, cumshot, ladyboy, punishment

Tied Up Man Gets Dominated By Three Shemales
12 years ago
2:59

FlyFlv

Tied Up Man Gets Dominated By Three Shemales

Tags: 4some, bdsm, blonde, blowjob, boots, brunette, curly haired

Amazing latin tranny punishment
9 months ago
5:40

XXXDan

Amazing latin tranny punishment

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Nikollys punishment - Pinko TGirls
1 year ago
0:33

Txxx

Nikollys punishment - Pinko TGirls

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Shemale Was Punished With Oral And Anal Sex In The Kitchen By With Pierce Paris And Chelsea Marie
5 months ago
4:36

ShemaleZ

Shemale Was Punished With Oral And Anal Sex In The Kitchen By With Pierce Paris And Chelsea Marie

Tags: anal, bdsm, blowjob, brunette, domination, hd, kitchen

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

ShemaleTaxi

Your punishment is this chastity device

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Trans Larissa Albuquerque buggers bareback the crook who wanted to punish her
4 months ago
36:56

xHamster

Trans Larissa Albuquerque buggers bareback the crook who wanted to punish her

Tags: anal, barebacking, blowjob, hd, punishment, shemale, transsexual

TSgirl punished intensely by a massive cock - amazing POV
1 year ago
10:31

aShemaleTube

TSgirl punished intensely by a massive cock - amazing POV

Tags: amateur, amazing, anal, assfucking, big cock, hardcore, homevideo

Dominant shemale babe punishing a dude over the kitchen counter
1 year ago
8:13

aShemaleTube

Dominant shemale babe punishing a dude over the kitchen counter

Tags: amateur, anal, assfucking, babe, domination, hardcore, homevideo

TS Chrystal Punished For Bad Behavior
3 years ago
6:02

aShemaleTube

TS Chrystal Punished For Bad Behavior

Tags: anal, barebacking, blowjob, brazilian, fetish, hd, latina

Punishing, rectal
5 months ago
9:41

ShemaleTaxi

Punishing, rectal

Tags: amateur, anal, ass, australian, barebacking, bdsm, beauty

Mia Catches Athlete And Punishes Him
2 years ago
4:00

getTranny

Mia Catches Athlete And Punishes Him

Tags: bdsm, big cock, big tits, cumshot, deep throat, domination, fetish

TS Belatriz Fucked Bareback And Punished Roughly
1 year ago
6:26

aShemaleTube

TS Belatriz Fucked Bareback And Punished Roughly

Tags: anal, ass to mouth, barebacking, blowjob, brazilian, dick, doggystyle

Rude TS mistress punished guy
12 years ago
6:02

aShemaleTube

Rude TS mistress punished guy

Tags: domination, lingerie, mistress, punishment, shemale, spanking, sucking

Blond shemale spanked in her perfect ass before anal
3 years ago
7:09

TrannyOne

Blond shemale spanked in her perfect ass before anal

Tags: amateur, anal, anus, ass, blonde, couple, dick

Ts Belatriz Fucked Bareback And Punished Roughly
1 year ago
6:14

getTranny

Ts Belatriz Fucked Bareback And Punished Roughly

Tags: anal, barebacking, big tits, blonde, hd, lingerie, punishment

Punishment and cum education
9 months ago
7:44

JizzBunker

Punishment and cum education

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Busty Yasmin Andrade punishes her slave and fucks him doggystyle
2 days ago
8:23

aShemaleTube

Busty Yasmin Andrade punishes her slave and fucks him doggystyle

Tags: 3some, anal, big ass, big cock, big tits, blowjob, cumshot

Blonde Shemale Is Punished And Anal Fucked
11 months ago
4:58

getTranny

Blonde Shemale Is Punished And Anal Fucked

Tags: anal, blonde, hd, punishment, shemale, tattoo

Brunette tranny punisher in black corset fucks a skinny
5 days ago
6:30

NuVid

Brunette tranny punisher in black corset fucks a skinny

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You've Been a Bad Boy Mommy Wants to Punish You
11 months ago
1:17

aShemaleTube

You've Been a Bad Boy Mommy Wants to Punish You

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Marina bound to the couch by her mistress Samantha for a naughty punishment and teasing time
9 months ago
13:42

ShemaleTaxi

Marina bound to the couch by her mistress Samantha for a naughty punishment and teasing time

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She is in punishment
5 years ago
8:07

aShemaleTube

She is in punishment

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Pink haired heshe slut takes her huge anal dildo
3 years ago
6:01

TrannyOne

Pink haired heshe slut takes her huge anal dildo

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Punishes Pixi Lust
1 year ago
8:00

getTranny

Punishes Pixi Lust

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Natassia Dreams & Jonah Marx in The Sketch Artist: Model Natassia Dreams Punishes Pathetic Creep - TSSeduction
5 years ago
4:00

XShemale

Natassia Dreams & Jonah Marx in The Sketch Artist: Model Natassia Dreams Punishes Pathetic Creep - TSSeduction

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Mirjam Machine Fucked and spanked
3 years ago
20:01

TrannyOne

Mirjam Machine Fucked and spanked

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crossdresser punishment
3 years ago
1:13:13

aShemaleTube

crossdresser punishment

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Steamy Shemale Takes on Slut
15 years ago
27:45

aShemaleTube

Steamy Shemale Takes on Slut

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SISSY disciplined for sissy punishment
1 year ago
15:58

ShemaleTaxi

SISSY disciplined for sissy punishment

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Asian babe gets anal fucked in spreader bar punishment
3 months ago
5:41

ShemaleMovie

Asian babe gets anal fucked in spreader bar punishment

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Lesbian mechanic punished and pounded
3 months ago
5:17

ShemaleMovie

Lesbian mechanic punished and pounded

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Crossdresser punishing her bf's ass for being naughty
1 year ago
11:56

aShemaleTube

Crossdresser punishing her bf's ass for being naughty

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Strict female guard sissyfies and strapon fucks the smooth prisoner
7 years ago
18:06

TrannyOne

Strict female guard sissyfies and strapon fucks the smooth prisoner

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Nutty : Bareback Punishment
5 years ago
2:58

TransHero

Nutty : Bareback Punishment

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I'm being a compliant chastity sissy doxy for Headmistress Polieana anew. In this clip Polieana punishes me by thrashing me with multiple whips p
26 days ago
5:29

ShemaleSin

I'm being a compliant chastity sissy doxy for Headmistress Polieana anew. In this clip Polieana punishes me by thrashing me with multiple whips p

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Tranny punished hard for being a rich spoiled slut
1 year ago
8:36

aShemaleTube

Tranny punished hard for being a rich spoiled slut

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Punishment for the slut
13 years ago
10:37

aShemaleTube

Punishment for the slut

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

aShemaleTube

The BBC Punisher fucks Jenny Wei

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Busty shemale punisher fucks a dude doggystyle and gives him a facial
7 days ago
7:55

aShemaleTube

Busty shemale punisher fucks a dude doggystyle and gives him a facial

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

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

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TSDOMME: Straight Guy Bound and Punished
5 days ago
20:25

aShemaleTube

TSDOMME: Straight Guy Bound and Punished

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Crazy blonde mature shemale scientist punishes her black male slave
6 years ago
8:02

TrannyOne

Crazy blonde mature shemale scientist punishes her black male slave

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One Mans Fantasy: Ts Cock Punishing His Ass - Teaser Video
2 years ago
7:54

getTranny

One Mans Fantasy: Ts Cock Punishing His Ass - Teaser Video

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Muscled guy punishes a moaning tranny
5 months ago
6:29

XXXDan

Muscled guy punishes a moaning tranny

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Anal cd punishment
9 years ago
8:40

aShemaleTube

Anal cd punishment

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My Stepmom Fucks My Girlfriend, and as Punishment, I Fuck Her Ass Until I Can't Anymore  Blacksheep Ovca
22 days ago
7:17

xHamster

My Stepmom Fucks My Girlfriend, and as Punishment, I Fuck Her Ass Until I Can't Anymore Blacksheep Ovca

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T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar
8 months ago
8:05

RainblowXXX

T-girl Isabela Fontenele & Her Girlfriend Punish a Burglar

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Sissy Punish Sissy
2 years ago
8:00

getTranny

Sissy Punish Sissy

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A severe punishment for offending nun
9 years ago
12:17

aShemaleTube

A severe punishment for offending nun

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Busty Blonde Shemale Punisher Plays With Her Huge Cock And Smokes
7 months ago
5:54

ShemaleZ

Busty Blonde Shemale Punisher Plays With Her Huge Cock And Smokes

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Natassia is always just wonderful
3 years ago
26:43

TrannyOne

Natassia is always just wonderful

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TS Nurse Domina Punishes Patient
6 years ago
3:21

TrannyOne

TS Nurse Domina Punishes Patient

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Heathrow Dungeon Part 3 - Throat Fuckers for Sucking Too Much Cock
16 days ago
0:32

xHamster

Heathrow Dungeon Part 3 - Throat Fuckers for Sucking Too Much Cock

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Poor Mason Lear Delinquent And Was Punished By Ladyboy
3 years ago
22:14

ShemaleZ

Poor Mason Lear Delinquent And Was Punished By Ladyboy

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Guy punished by shemale cops
13 years ago
5:30

aShemaleTube

Guy punished by shemale cops

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Hard Punishment And Sex. Kitsyme0w
1 year ago
7:29

getTranny

Hard Punishment And Sex. Kitsyme0w

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Tanned tattooed shemale offering her backdoor for punishment
2 years ago
7:17

aShemaleTube

Tanned tattooed shemale offering her backdoor for punishment

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Poor lad gets his anal desires fulfilled by the huge BBC of the ebony shemale
3 years ago
4:47

TrannyOne

Poor lad gets his anal desires fulfilled by the huge BBC of the ebony shemale

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Inked girl paddle punishment
4 years ago
9:34

aShemaleTube

Inked girl paddle punishment

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Captivated - Horny naughty lady Aria Valencia craves punishment in sex dungeon from Kasey Kei
2 months ago
20:31

ShemaleTaxi

Captivated - Horny naughty lady Aria Valencia craves punishment in sex dungeon from Kasey Kei

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Blond trans thrall in cage Lianna Lawson is caught jerking off by corporalist Dominic Pacifico then in suspension throat screwed previous to anal scre
11 months ago
5:05

ShemaleSin

Blond trans thrall in cage Lianna Lawson is caught jerking off by corporalist Dominic Pacifico then in suspension throat screwed previous to anal scre

Tags: anal, blonde, cage, caught, domination, drilling, hardcore

Big Boys Punish A Bad Tranny Slut
14 years ago
24:27

aShemaleTube

Big Boys Punish A Bad Tranny Slut

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Crossdresser punishment
3 years ago
1:24:34

TrannyOne

Crossdresser punishment

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Has To Punish Her - Chanel Santini
11 months ago
8:29

getTranny

Has To Punish Her - Chanel Santini

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Thieves punished with anal strap-on play in the shop
3 months ago
5:36

ShemaleTaxi

Thieves punished with anal strap-on play in the shop

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Blonde Shemale Is Punished And Suspended
9 months ago
4:55

getTranny

Blonde Shemale Is Punished And Suspended

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Busty milf dominatrix punishes man with cane for kinky fun
4 months ago
5:20

ShemaleMovie

Busty milf dominatrix punishes man with cane for kinky fun

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Anal cd punishment
8 years ago
8:40

aShemaleTube

Anal cd punishment

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Hung blond shemale punishes a guy
3 years ago
7:06

aShemaleTube

Hung blond shemale punishes a guy

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

aShemaleTube

Cock and ass punishment by mistress

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Intense wax punishment for submissive sissy maid
9 months ago
8:30

ShemaleTaxi

Intense wax punishment for submissive sissy maid

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Thick tranny offering her big ass for anal punishment
1 year ago
6:01

aShemaleTube

Thick tranny offering her big ass for anal punishment

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