Czech MILF dominates a stranger with her strapon KellyAErick
2 years ago
18:57

TrannyOne

Czech MILF dominates a stranger with her strapon KellyAErick

Tags: bdsm, crossdressing, czech, dominatrix, femdom

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

aShemaleTube

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

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The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb
7 months ago
6:02

ShemaleSin

The Royalzzz Presents Princess Punisher and Skinny Jimmy two newbies to the screen but not to the sheets See us talk a fine game and be about to bbbbb

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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
1 year 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
1 year ago
2:00

aShemaleTube

futanari professor punishing her pupil in a 3d animatio

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Two Shemale Mistress Punish A Slave Guy
3 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
3 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
3 years ago
5:13

getTranny

Dominant Tranny Punishes And Creampies Another One - Pov

Tags: anal, bdsm, blonde, creampie, domination

Your punishment is this chastity device
1 year ago
6:53

ShemaleTaxi

Your punishment is this chastity device

Tags: bdsm, handjob, orgasm, punishment, slave

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

ShemaleSin

FTM Love Button Punishment pt 1/3

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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

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Asian shemale in fishnets punishing a dude's ass hard
1 year ago
9:08

aShemaleTube

Asian shemale in fishnets punishing a dude's ass hard

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THIS CUTIE WAKES UP CONCUPISCENT EACH MORNING AND THE 1ST THING THAT BABE THINKS ABOUT THE LARGE RAMROD THIS BABE CRAVES TO HAVE INSIDE, THAT BABE USE
1 year ago
0:21

ShemaleSin

THIS CUTIE WAKES UP CONCUPISCENT EACH MORNING AND THE 1ST THING THAT BABE THINKS ABOUT THE LARGE RAMROD THIS BABE CRAVES TO HAVE INSIDE, THAT BABE USE

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Nerdy tranny punished hard
2 years ago
6:48

aShemaleTube

Nerdy tranny punished hard

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Riding crop for a slut ass
2 years ago
2:29

aShemaleTube

Riding crop for a slut ass

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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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Blond shemale punishes a bald guy's anus like no tomorrow
2 years ago
9:43

aShemaleTube

Blond shemale punishes a bald guy's anus like no tomorrow

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Golden-Haired t-girl punishes her boyfriend and cums inside his constricted dark hole.
4 years ago
6:06

ShemaleSin

Golden-Haired t-girl punishes her boyfriend and cums inside his constricted dark hole.

Tags: anal, blonde, booty, boy, boyfriend

Large butt t-girl punisher in leather corset bangs a guy doggy position
7 months ago
6:49

ShemaleSin

Large butt t-girl punisher in leather corset bangs a guy doggy position

Tags: anal, ass, bdsm, big cock, bondage

Shemale dominatrixes punishing males
7 months ago
5:12

aShemaleTube

Shemale dominatrixes punishing males

Tags: hd, punishment

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

ShemaleTaxi

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

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Bound Shemale Slave Anal Fucked And Punished
1 year ago
4:57

getTranny

Bound Shemale Slave Anal Fucked And Punished

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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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Old headmaster Dale Savage belts hawt tranny student Natalie Mars to wooden armchair and puts her rod in chastity and punishes her with clothespins th
1 year ago
5:05

ShemaleSin

Old headmaster Dale Savage belts hawt tranny student Natalie Mars to wooden armchair and puts her rod in chastity and punishes her with clothespins th

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Shemale punk Danni Daniels punishes her Tgirl sex slave Eva Lin
11 years ago
5:10

aShemaleTube

Shemale punk Danni Daniels punishes her Tgirl sex slave Eva Lin

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Worship my feet or face a naughty punishment - Female domination foot fetish
1 year ago
8:58

ShemaleTaxi

Worship my feet or face a naughty punishment - Female domination foot fetish

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Hawt transsexual bitch goddess Natalie Mars thoatfucks and assfucks a boy floozy with her nice-looking shecock!
1 year ago
4:06

ShemaleSin

Hawt transsexual bitch goddess Natalie Mars thoatfucks and assfucks a boy floozy with her nice-looking shecock!

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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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The BBC Punisher fucks Denali Danger
1 year ago
4:33

aShemaleTube

The BBC Punisher fucks Denali Danger

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Compilation of Hot Girl getting Dominated and Fucked Hard
8 years ago
17:44

FapCat

Compilation of Hot Girl getting Dominated and Fucked Hard

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SADOMASOCHISM punishment my booty
2 years ago
2:41

ShemaleSin

SADOMASOCHISM punishment my booty

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Thick tranny offering her big ass for anal punishment
2 years ago
6:01

aShemaleTube

Thick tranny offering her big ass for anal punishment

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Pre op trans girl slut Sarah gets punished by her wife mistress Petula
2 years ago
11:29

aShemaleTube

Pre op trans girl slut Sarah gets punished by her wife mistress Petula

Tags: crossdressing, domination, hd, homevideo, mistress

609-808-906 In Training - Punishment I Dirty Dildo ATM
4 years ago
6:10

aShemaleTube

609-808-906 In Training - Punishment I Dirty Dildo ATM

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

ShemaleSin

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

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Rika Fox gets punished and takes a MASSIVE facial
8 months ago
1:52

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

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Punished And Anal With Natalie Mars
1 year ago
4:57

getTranny

Punished And Anal With Natalie Mars

Tags: anal, bdsm, bondage, brunette, fetish

Darksome skin t-girl punisher bangs a man in servitude and cums in his hand
1 year ago
7:02

ShemaleSin

Darksome skin t-girl punisher bangs a man in servitude and cums in his hand

Tags: anal, bdsm, big cock, bondage, cum

Mature Bitch Punish Her Male Slaves Ass
2 years ago
7:29

getTranny

Mature Bitch Punish Her Male Slaves Ass

Tags: asian, ass, big ass, big cock, big tits

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

Headmaster punishes and fucks bound shemale student
1 year ago
5:05

aShemaleTube

Headmaster punishes and fucks bound shemale student

Tags: anal, bound, domination, fetish, hd

Golden-Haired resigned tranny Lianna Lawson is fastened to a metal device gets her penis wanked then in metal chastity anal drilled by the large knob
1 year ago
5:04

ShemaleSin

Golden-Haired resigned tranny Lianna Lawson is fastened to a metal device gets her penis wanked then in metal chastity anal drilled by the large knob

Tags: anal, bdsm, blonde, bondage, dick

Femdom punishes a shemale and talks dirty
3 years ago
7:51

aShemaleTube

Femdom punishes a shemale and talks dirty

Tags: anal, assfucking, dirty, domination, femdom

Crossdresser punished
1 year ago
1:56:21

aShemaleTube

Crossdresser punished

Tags: crossdressing, domination, fetish, homevideo, punishment

Slim crossdresser in bodystocking receives a kinky punishment from domina - gets spanked, fisted, and cums multiple times
1 year ago
24:02

ShemaleTaxi

Slim crossdresser in bodystocking receives a kinky punishment from domina - gets spanked, fisted, and cums multiple times

Tags: anal toying, bdsm, bodystocking, bondage, chinese

Submissive transsexual blonde punished bareback
1 year ago
6:24

aShemaleTube

Submissive transsexual blonde punished bareback

Tags: anal, barebacking, blonde, blowjob, brazilian

Dominant girl punishes, fucks a guy so bad that made him impotent
3 years ago
20:23

FapCat

Dominant girl punishes, fucks a guy so bad that made him impotent

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Just feminin punishment
1 year ago
8:38

ShemaleSin

Just feminin punishment

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Blond shemale facializes a dude after anal punishment
2 years ago
13:15

aShemaleTube

Blond shemale facializes a dude after anal punishment

Tags: anal, assfucking, big tits, blonde, cumshot

Muscular Hunk Is Restrained For Bondage Pleasure
2 years ago
4:00

FlyFlv

Muscular Hunk Is Restrained For Bondage Pleasure

Tags: asslick, babe, bdsm, bondage, brunette

T-Girl Masturbates with Magic Wand and Post Climax Punishment
4 years ago
4:32

ShemaleSin

T-Girl Masturbates with Magic Wand and Post Climax Punishment

Tags: babe, brunette, cumshot, masturbation, punishment

Submissive kitty slave in bondage gets throatpie punishment. Blowjob, slapping, gagging, and BDSM action.
1 year ago
47:33

ShemaleTaxi

Submissive kitty slave in bondage gets throatpie punishment. Blowjob, slapping, gagging, and BDSM action.

Tags: bdsm, blowjob, bondage, brutal, deep throat

Bad Ladyboy Punished For Cheating
1 year ago
6:14

getTranny

Bad Ladyboy Punished For Cheating

Tags: anal, brunette, cheating, handjob, hd

SISSY disciplined for sissy punishment
1 year ago
15:58

ShemaleTaxi

SISSY disciplined for sissy punishment

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Thai ladyboy Noi wears handcuffs and collar with chain. This Babe is pleased to feel herself like a bang-doll during this throat bang and butt bang ac
1 year ago
6:25

ShemaleSin

Thai ladyboy Noi wears handcuffs and collar with chain. This Babe is pleased to feel herself like a bang-doll during this throat bang and butt bang ac

Tags: anal, asian, ass, babe, throat

Dominant t-girl punishes guy for cumming too quickly
2 years ago
7:08

ShemaleTaxi

Dominant t-girl punishes guy for cumming too quickly

Tags: anal, blowjob, cum, cumshot, ladyboy

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

getTranny

Ts Punished Bareback For Bad With Natalia Castro

Tags: anal, barebacking, blonde, hd, pov

Punishing, shemale tease
3 years ago
6:12

ShemaleTaxi

Punishing, shemale tease

Tags: bdsm, domination, punishment, tease

Headmaster Punishes And Fucks Bound Shemale
1 year ago
4:56

getTranny

Headmaster Punishes And Fucks Bound Shemale

Tags: bdsm, bondage, bound, hd, punishment

Ladyboy BDSM punished and sucking cock and getting anal fuck
1 year ago
7:19

XXXDan

Ladyboy BDSM punished and sucking cock and getting anal fuck

Tags: anal, bdsm, big cock, blowjob, couple

TS Foxxy Punishes Loser Boyfriend Mike Panic
4 years ago
10:49

ShemalePub

TS Foxxy Punishes Loser Boyfriend Mike Panic

Tags: boyfriend, domination, punishment, transsexual

Chubby shemale domme likes punishing her slave
4 years ago
8:02

ShemalePub

Chubby shemale domme likes punishing her slave

Tags: chubby, domination, punishment, seduce, slave

Punishment for anal-sumise
1 year ago
7:48

JizzBunker

Punishment for anal-sumise

Tags: anal, bdsm, punishment

Corporal punishment session: spankers and beaters at the Spankin
1 year ago
30:24

JizzBunker

Corporal punishment session: spankers and beaters at the Spankin

Tags: bdsm, couple, mature, punishment, spanking

Bound shemale slave anal fucked and punished
1 year ago
5:07

KeekAss

Bound shemale slave anal fucked and punished

Tags: anal, bdsm, big cock, blowjob, bondage

Slender Patayan tranny punishes a lucky guy
2 years ago
9:50

aShemaleTube

Slender Patayan tranny punishes a lucky guy

Tags: anal, domination, hd, homevideo, punishment

Inconsiderate neighbor Punished With TS Tenant's Creampie
4 years ago
8:06

ShemalePub

Inconsiderate neighbor Punished With TS Tenant's Creampie

Tags: creampie, doggystyle, neighbor, punishment, transsexual

Blonde shemale is punished and anal fucked
1 year ago
5:08

KeekAss

Blonde shemale is punished and anal fucked

Tags: anal, barebacking, bdsm, blonde, bondage

Her hot sub is quite addicted to her punishment
4 years ago
8:04

ShemalePub

Her hot sub is quite addicted to her punishment

Tags: gorgeous, punishment, seduce, transsexual

Busty brunette babe getting her ass red after getting spanked by her punisher
1 year ago
35:08

xHamster

Busty brunette babe getting her ass red after getting spanked by her punisher

Tags: amazing, american, ass, babe, bdsm

FtMbonusToy gets water tantalized
2 years ago
13:50

KeekAss

FtMbonusToy gets water tantalized

Tags: bdsm, cunt, dick, fetish, hd

Shemale officer punishes man
7 months ago
5:10

PornDr

Shemale officer punishes man

Tags: anal, bdsm, blowjob, bondage, cop

Sun Elf Punished with Spankings by Pulling Out Her Milk
1 year ago
7:56

xHamster

Sun Elf Punished with Spankings by Pulling Out Her Milk

Tags: asian, beauty, big ass, big cock, colombian

Black trans punisher fucks a dude in bondage and cums
1 year ago
7:02

JizzBunker

Black trans punisher fucks a dude in bondage and cums

Tags: 3some, anal, bdsm, big cock, black

FtMbonusToy disciplined for stealing climaxes
2 years ago
8:13

KeekAss

FtMbonusToy disciplined for stealing climaxes

Tags: bdsm, cunt, hardcore, hd, homevideo

European blonde Puma dominates her busty slave with various BDSM punishments
1 year ago
10:54

ShemaleTaxi

European blonde Puma dominates her busty slave with various BDSM punishments

Tags: bdsm, big tits, blonde, european, latex

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Ts Belatriz Fucked Bareback And Punished Roughly
1 year ago
5:57

ShemaleZ

Ts Belatriz Fucked Bareback And Punished Roughly

Tags: ass to mouth, barebacking, brazilian, fetish, latina

TS Jesse punishes a cis man and a TS man!
1 year ago
10:11

XXXDan

TS Jesse punishes a cis man and a TS man!

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

Ice un the Culo
2 years ago
8:52

KeekAss

Ice un the Culo

Tags: anal, anal toying, assfucking, blonde, bondage

Curvy tranny punishes a guy in front of his friend
2 years ago
4:53

JizzBunker

Curvy tranny punishes a guy in front of his friend

Tags: anal, chubby, curvy, friend, hardcore

Gang fuck-a-thon with supah slender T-woman
2 years ago
6:00

KeekAss

Gang fuck-a-thon with supah slender T-woman

Tags: anal, blowjob, brunette, bukkake, double penetration

Punished And Face Fucked By A Horny Shemale
5 years ago
4:00

FlyFlv

Punished And Face Fucked By A Horny Shemale

Tags: babe, bdsm, black, blowjob, face sitting

Transsexual samanther as wild educator
2 years ago
11:38

KeekAss

Transsexual samanther as wild educator

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Ass Punishment With Raven Letrap
2 years ago
3:38

ShemaleZ

Ass Punishment With Raven Letrap

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Patayan Tranny Punishes Her Fuckbuddy
2 years ago
3:30

ShemaleZ

Patayan Tranny Punishes Her Fuckbuddy

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Trucker Punishes A Submissive Sissy
2 years ago
5:29

HClips

Trucker Punishes A Submissive Sissy

Tags: bdsm, brunette, punishment, sissy, stockings

Floozyjezebelle Punishing Her Big Ass With Huge Toys
2 years ago
9:21

ShemaleZ

Floozyjezebelle Punishing Her Big Ass With Huge Toys

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My Anal And Spanking Punishment
2 years ago
8:25

ShemaleZ

My Anal And Spanking Punishment

Tags: anal, big ass, fetish, hd, milf

The Story of Kt 2 by Mistress April
1 year ago
11:12

xHamster

The Story of Kt 2 by Mistress April

Tags: bdsm, beauty, bondage, couple, domination

help me penalize my gash
2 years ago
2:32

KeekAss

help me penalize my gash

Tags: cunt, dick, fetish, homevideo, masturbation

Shiri Allwood - Femboy Brat Jasper Gets Punished
2 years ago
24:43

KeekAss

Shiri Allwood - Femboy Brat Jasper Gets Punished

Tags: anal, barebacking, beauty, blowjob, cum

Natasha Steals Christmas Toy And Gets Santas Punishment
2 years ago
8:08

ShemaleZ

Natasha Steals Christmas Toy And Gets Santas Punishment

Tags: brazilian, brunette, hd, lingerie, punishment

Guy Punishes His Ladyboy Maid Lin 6 Min
2 years ago
5:56

ShemaleZ

Guy Punishes His Ladyboy Maid Lin 6 Min

Tags: asian, barebacking, creampie, hd, ladyboy

Italian transgirl Anna Hickiman penalizes wardrobe attendant
2 years ago
16:12

KeekAss

Italian transgirl Anna Hickiman penalizes wardrobe attendant

Tags: anal, barebacking, big tits, blowjob, brunette

Wild Shemale Need Punishment
2 years ago
20:38

ShemaleZ

Wild Shemale Need Punishment

Tags: big ass, blonde, ebony, hd, punishment

Tranny Gets Anally Punished
3 years ago
5:50

ShemaleZ

Tranny Gets Anally Punished

Tags: big tits, brunette, punishment, tranny, webcam

Naught shemale punishing and spanking submissive dude: Emma's Pet Will Havoc
1 year ago
15:00

XHand

Naught shemale punishing and spanking submissive dude: Emma's Pet Will Havoc

Tags: anal, ass, assfucking, asslick, bedroom

This Guy Wanted Anal Punishents By A Shecock
3 years ago
4:31

ShemaleZ

This Guy Wanted Anal Punishents By A Shecock

Tags: anal, big tits, brunette, handjob, punishment

Crossdresser nine17
1 year ago
0:07

KeekAss

Crossdresser nine17

Tags: bdsm, crossdressing, dress, ebony, hd

Ts Blondie Punishes Her New Bf
3 years ago
9:37

ShemaleZ

Ts Blondie Punishes Her New Bf

Tags: blonde, boyfriend, punishment, transsexual, webcam

Super-Fucking-Hot Semolina Pudding Clyster for Large Butt Stiff Penalty
2 years ago
7:15

KeekAss

Super-Fucking-Hot Semolina Pudding Clyster for Large Butt Stiff Penalty

Tags: anal, ass, bdsm, big ass, bondage

Leatransteen frolicking with a phat fake penis and jizm in own facehole
2 years ago
15:21

KeekAss

Leatransteen frolicking with a phat fake penis and jizm in own facehole

Tags: anal, anal toying, brunette, crossdressing, cum

Slim Shemale Punished On Her New Bed
3 years ago
4:45

ShemaleZ

Slim Shemale Punished On Her New Bed

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Get caught. Get punished
3 years ago
21:06

KeekAss

Get caught. Get punished

Tags: anal, barebacking, big ass, blonde, blowjob

TS Cop Gabi Punishes Burglar
8 years ago
15:37

aShemaleTube

TS Cop Gabi Punishes Burglar

Tags: anal, big tits, blowjob, cop, outdoor

Maria Flavia hard-core ass-fuck lovemaking
1 year ago
6:02

KeekAss

Maria Flavia hard-core ass-fuck lovemaking

Tags: anal, assfucking, brazilian, brunette, hardcore

Sissy contest four Days only in sissy clothes
3 years ago
2:09

KeekAss

Sissy contest four Days only in sissy clothes

Tags: abuse, big ass, clothed sex, contest, crossdressing

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

KeekAss

She-Male Punishers Harsh up Dude Plaything Evelin Rangel Bruna Castro

Tags: anal, ass, bdsm, big tits, blonde

Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick
3 years ago
11:09

KeekAss

Korra Del Rio Penalizes TRANSSEXUAL College Girl Sarina Havok With Her Prick

Tags: anal, blowjob, brunette, college, domination

609-808-906 In Training - Punishment I Dirty Dildo Atm
3 years ago
6:19

ShemaleZ

609-808-906 In Training - Punishment I Dirty Dildo Atm

Tags: ass to mouth, bdsm, brunette, dildo, dirty

Torrid Paraffin Wax On Sissy Chisel
3 years ago
4:15

KeekAss

Torrid Paraffin Wax On Sissy Chisel

Tags: bdsm, crossdressing, dick, hd, wax

Tranny cop punishes shemale by inserting her butthole
6 years ago
5:45

ShemaleZ

Tranny cop punishes shemale by inserting her butthole

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Hot Shemale Jessica punishes a girls pussy with her she cock
8 years ago
5:56

ShemaleZ

Hot Shemale Jessica punishes a girls pussy with her she cock

Tags: blowjob, dick, hd, masturbation, pussy

Fetished shemale punishes her slave
6 years ago
19:16

ShemaleZ

Fetished shemale punishes her slave

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Tranny nun anal punishes priest
6 years ago
4:48

ShemaleZ

Tranny nun anal punishes priest

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Xoxo da punisher
3 years ago
47:50

KeekAss

Xoxo da punisher

Tags: anal, beauty, big cock, blowjob, ebony

Hot Busty Tranny Getranny Punish By With Chanel Santini
3 years ago
4:53

ShemaleZ

Hot Busty Tranny Getranny Punish By With Chanel Santini

Tags: barebacking, big cock, big tits, brunette, lingerie