Punishment Videos (38,101)

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 2 years ago

Kendall Penny Punishes Task App Guy With Her Cock.

Premium HD 50:47

Kendall Penny Punishes Task App Guy With Her Cock.

KinkTrans 6 years ago

Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

KeekAss 2 years ago

Veruzca Bigcock punishes guy so hard

Veruzca Bigcock punishes guy so hard

aShemaleTube 1 month ago

”Latex femdom strapon banging submissive lesbian”

”Latex femdom strapon banging submissive lesbian”

TransHero 1 week ago

Just Serve Monster Meat I Cannot Hear No

Just Serve Monster Meat I Cannot Hear No

4Gay 1 year ago

Luscious Ladies In Latex - A TS Seduction Collection

Luscious Ladies In Latex - A TS Seduction Collection

Tranny.one 4 years ago

Kitty Kunt and her huge she cock

58% HD 0:39 / 22:55

Kitty Kunt and her huge she cock

FapHouse 3 years ago

A Private Punishment

A Private Punishment

Tranny.one 4 years ago

Lily Demure Deepthroats

69% HD 1:01 / 30:01

Lily Demure Deepthroats

FapHouse 1 year ago

Joanna Jet dominates and punishes her student Sarah Vandella with a rough deepthroat and rimming session

Joanna Jet dominates and punishes her student Sarah Vandella with a rough deepthroat and rimming session

Pornicom 1 month ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 6 months ago

Executioners

Some.Porn 7 months ago

Ebony tranny domina punishes her bf in the kitchen

Ebony tranny domina punishes her bf in the kitchen

aShemaleTube 1 week ago

you were meant to be a girl: loving feminization and pov bj - full video on Veggiebabyy Manyvids

you were meant to be a girl: loving feminization and pov bj - full video on Veggiebabyy Manyvids

xHamster 7 months ago

cum show

55% HD 2:00 / 7:48

Flirt4Free 4 years ago

Pathetic Maid Apology Riding Crop Self Punishment

Pathetic Maid Apology Riding Crop Self Punishment

xHamster 3 weeks ago

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

xHamster 1 week ago

Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist

58% HD 1:01 / 50:40

Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist

FapHouse 1 year ago

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

xHamster 2 months ago

Threesome with bella

Threesome with bella

Tranny.one 4 years ago

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Tranny.one 3 years ago

Wearing to cross dress

Wearing to cross dress

xHamster 1 year ago

Shemale mistress punishing a tiedup sub dude

Shemale mistress punishing a tiedup sub dude

aShemaleTube 1 week ago

FUI PRESENTE DE ANIVERSARIO DA BIANCA FERRAZ E AS TRANS ME DEVORARAM

FUI PRESENTE DE ANIVERSARIO DA BIANCA FERRAZ E AS TRANS ME DEVORARAM

XVideosRed 3 years ago

”Amazingly adorable Shemale Khloe Kay's butt is marvelous”

”Amazingly adorable Shemale Khloe Kay's butt is marvelous”

4Wank 2 years ago

”Transgender in chastity punished & anal fucked”

”Transgender in chastity punished & anal fucked”

Rainblow 1 year ago

Punished for paying too little

Punished for paying too little

Eporner 4 days ago

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

65% HD 0:35 / 20:42

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

PornBox 1 year ago

Alexander Gustavo loves his lustful punishment from TS Morgan Bailey

Alexander Gustavo loves his lustful punishment from TS Morgan Bailey

MenGem 2 weeks ago

house maid Slave boy punishing with cadle

house maid Slave boy punishing with cadle

xHamster 7 months ago

Mistress Trap Punishment

Mistress Trap Punishment

aShemaleTube 4 months ago

Busty Shemale Punishes Dude in Black Mask

Busty Shemale Punishes Dude in Black Mask

BeMyHole 11 months ago

Jacob Malik Private Show

57% HD 2:00 / 16:32

Jacob Malik Private Show

Flirt4Free 2 months ago

Master Trainer's Command No. 23: Single-leg Suspension Bucket Punishment

HD 1:01 / 10:25

Master Trainer's Command No. 23: Single-leg Suspension Bucket Punishment

FapHouse 4 weeks ago

Mistress Flo Fists the Ass of Two Mature Transvestites

Mistress Flo Fists the Ass of Two Mature Transvestites

xHamster 2 months ago

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Tranny.one 3 years ago

Piss Pump With Enema Option

Piss Pump With Enema Option

xHamster 2 years ago

The BBC Punisher fucks Jenny Wei

The BBC Punisher fucks Jenny Wei

aShemaleTube 1 year ago

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Tranny.one 4 years ago

Trans Angels - Chanel Santini Has to Punish Her Employees When They Get Caught Masturbating on the Clock!

Trans Angels - Chanel Santini Has to Punish Her Employees When They Get Caught Masturbating on the Clock!

xHamster 2 years ago

Submissive Gets Owned By Four Dommes by TSDomme.com

Submissive Gets Owned By Four Dommes by TSDomme.com

xHamster 1 year ago

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

xHamster 1 year ago

Nasty tranny cop Aylla fucks guy

Nasty tranny cop Aylla fucks guy

xHamster 1 year ago

Jenny Wei gets fucked by The BBC PUNISHER! Full 20 min video available now 😈

Jenny Wei gets fucked by The BBC PUNISHER! Full 20 min video available now 😈

aShemaleTube 7 months ago

Trans Beauty Worships His Trans Dick Previous to That guy Wrecks Her Butt

Trans Beauty Worships His Trans Dick Previous to That guy Wrecks Her Butt

FreePorn8 3 weeks ago

Hot Ebony Baddie TS 5F61 Gets Punished & Loves It

Hot Ebony Baddie TS 5F61 Gets Punished & Loves It

Eporner 1 week ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

66% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 2 months ago

”T-girl Kate Zoha punishes Korra Del Rio with deep rough fucking”

”T-girl Kate Zoha punishes Korra Del Rio with deep rough fucking”

TransHero 8 months ago

Mistress and trainee use an old slave

Mistress and trainee use an old slave

Fetishpapa 4 weeks ago

crossdresser slave bitch

crossdresser slave bitch

aShemaleTube 4 years ago

Jessica Host One Night Stand

66% HD 0:39 / 35:34

Jessica Host One Night Stand

FapHouse 6 months ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 1 year ago

Good sissy slut in pink baby-doll outfit take all hit, lick legs, and suck dick from his Owner, for prove that she is good gir

Good sissy slut in pink baby-doll outfit take all hit, lick legs, and suck dick from his Owner, for prove that she is good gir

xHamster 1 year ago

Santiago & Joseph Private Show

61% HD 2:00 / 24:52

Santiago & Joseph Private Show

Flirt4Free 1 year ago

Double domination - TS creampie

62% 1:01 / 22:05

Double domination - TS creampie

FapHouse 4 years ago

Nicco & Patric & Santiago Private Show

59% HD 2:00 / 16:28

Nicco & Patric & Santiago Private Show

Flirt4Free 1 year ago

Femdom Shemale Gangbang Action by TSDomme.com

Femdom Shemale Gangbang Action by TSDomme.com

xHamster 8 months ago

Year Long Chastity Release Shemale Femdom Foot Worship Anal Pegging and Face Fucking

Year Long Chastity Release Shemale Femdom Foot Worship Anal Pegging and Face Fucking

Eporner 1 month ago

”Ass Pumping swirlies,Pissing, & cum”

”Ass Pumping swirlies,Pissing, & cum”

TransHero 2 weeks ago

”T-girl in chastity punished & anal fucked”

”T-girl in chastity punished & anal fucked”

LesbianBliss 1 week ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

HD 0:10 / 13:27

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

LoyalFans 1 month ago

Busty Mature MILF Punishes Naughty Tranny And Latina With Strapon

Busty Mature MILF Punishes Naughty Tranny And Latina With Strapon

BeMyHole 2 weeks ago

Colombian Boys Private Show

51% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 1 year ago

Naughty Boy's Get Punished

Naughty Boy's Get Punished

xHamster 1 week ago

Bailey is miffed as she sends Angellica away and then punishes Rana by spanking her ass

Bailey is miffed as she sends Angellica away and then punishes Rana by spanking her ass

Yeswegays 10 months ago

When Your Clitty is Locked up, Your Little Balls Get Punished

When Your Clitty is Locked up, Your Little Balls Get Punished

ShemaleSin 3 weeks ago

Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples

HD 0:39 / 16:04

Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples

FapHouse 6 days ago

Jacob Malik Private Show

55% HD 2:00 / 12:33

Jacob Malik Private Show

Flirt4Free 2 months ago

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

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

BeMyHole 4 years ago

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

TrannyGem 6 years ago

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC

Tranny.one 3 years ago

Mistress Korra Punishes Naughty With Korra Del Rio

Mistress Korra Punishes Naughty With Korra Del Rio

AbTranny 2 years ago

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

getTranny 3 weeks ago

FEMINIZED - Rubber Maid Punishment (Natalie Mars, Shiri

FEMINIZED - Rubber Maid Punishment (Natalie Mars, Shiri

IcePorn 6 months ago

TS Mistress Alexa Dominates Muscular

TS Mistress Alexa Dominates Muscular

TrannyGem 1 week ago

Chastity punishment

Chastity punishment

xHamster 1 month ago

Moroccan whore riding on a prosthesis or a master on her cock with a lock 🤤

Moroccan whore riding on a prosthesis or a master on her cock with a lock 🤤

xHamster 2 weeks ago

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

Teacher Tranny Spanking Guy and Fucking His Ass in Classroom

Tranny.one 4 years ago

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

PissVids 1 year ago

Dommy mommy arena rome jessica fappit

Dommy mommy arena rome jessica fappit

Tranny.one 4 years ago

Hercules & Lian & Lance Private Show

50% HD 2:00 / 9:07

Hercules & Lian & Lance Private Show

Flirt4Free 3 years ago

Hot Asian Shemale Sucks Hard and Takes Rough Punishment in a Wild Triad Scene

Hot Asian Shemale Sucks Hard and Takes Rough Punishment in a Wild Triad Scene

3SumXL 1 year ago

Don't Do It Again

Don't Do It Again

Tranny.one 4 years ago

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

HD 0:39 / 45:19

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

FapHouse 2 months ago

Elvis & Alfonso & Master Private Show

62% HD 2:00 / 8:58

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Blonde shemale is punished and suspended

Blonde shemale is punished and suspended

Eporner 1 year ago

Slap My Horny Ass ^^

Slap My Horny Ass ^^

Flirt4Free 1 year ago

Transvestite from hell

Transvestite from hell

xHamster 9 months ago

TS Larissa seduces the teacher and buggers him

TS Larissa seduces the teacher and buggers him

xHamster 1 year ago

Stepdaddy and little shemale brat Chelsea Marie

Stepdaddy and little shemale brat Chelsea Marie

Eporner 1 year ago

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

xHamster 6 months ago

Sissy balls torture ballbusting

Sissy balls torture ballbusting

xHamster 1 year ago

Cum Facial and Cock Cleaning П🍆💦🤤

45% HD 2:00 / 44:57

Cum Facial and Cock Cleaning П🍆💦🤤

Flirt4Free 7 months ago

Trans Gal Worships His Trans Wang Before This chab Wrecks Her Ass

Trans Gal Worships His Trans Wang Before This chab Wrecks Her Ass

Dafreeporn 3 weeks ago

Trans Beauty Worships His Trans Penis Previous to This guy Wrecks Her Butt

Trans Beauty Worships His Trans Penis Previous to This guy Wrecks Her Butt

BigTitsLust 2 weeks ago

The teacher wants the cock of the young TS Larissa

The teacher wants the cock of the young TS Larissa

xHamster 3 years ago

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

Xshemale 3 weeks ago

Alice Kizar Private Show

55% 4K 2:00 / 7:45

Alice Kizar Private Show

Flirt4Free 6 days ago

Big ass domina Carla Noaves gets a blowjob from her prisoner

Big ass domina Carla Noaves gets a blowjob from her prisoner

xHamster 8 months ago

Shemale gets punished in the prison

Shemale gets punished in the prison

Tranny.one 4 years ago

new trans katia. cold water. humilation orders by sasha beart !!!

new trans katia. cold water. humilation orders by sasha beart !!!

PornBox 2 years ago

Double Dipping

Kojka 2 years ago

Babi Honey in leather punishes the doggie

Babi Honey in leather punishes the doggie

Eporner 5 months ago

Trans Gal Worships His Trans Wang In advance of This guy Wrecks Her Butt

Trans Gal Worships His Trans Wang In advance of This guy Wrecks Her Butt

Lesbian8 3 weeks ago

Cheap Slut Part 2 - Sex Slave Training

Cheap Slut Part 2 - Sex Slave Training

xHamster 7 months ago

”Lost in Orgasms”

”Lost in Orgasms”

TransHero 2 weeks ago

The Nerdy Professor That Begins to Flex and Becomes Dumb

61% HD 2:00 / 12:28

The Nerdy Professor That Begins to Flex and Becomes Dumb

Flirt4Free 1 year ago

Sold As a Slave by Roman Soldiers

54% HD 2:00 / 9:30

Sold As a Slave by Roman Soldiers

Flirt4Free 1 year ago

When I Get Home I Find a Trans with a Huge Dick Who Fucked My Partner and so I Punish Her.

When I Get Home I Find a Trans with a Huge Dick Who Fucked My Partner and so I Punish Her.

XVideosRed 2 weeks ago

Hot Trans Sabrina gets her punishment after fucking my partner.

Hot Trans Sabrina gets her punishment after fucking my partner.

XVideosRed 2 weeks ago

”Shemale Delia DeLions punishes stepson & Siouxsie Q in spicy 3some”

”Shemale Delia DeLions punishes stepson & Siouxsie Q in spicy 3some”

IFuckedYourGF 1 month ago

Luccas & Jhordy Private Show

52% HD 2:00 / 29:22

Luccas & Jhordy Private Show

Flirt4Free 6 months ago

Dance

HD 2:00 / 1:31:22

Flirt4Free 1 year ago

Sissy marionette Harley Quinn smashed

Sissy marionette Harley Quinn smashed

TransTube.tv 1 year ago

Ebony shemale in black leather boots dominates her white

Ebony shemale in black leather boots dominates her white

xHamster 1 year ago

Tgirl slave anal punishment

Tgirl slave anal punishment

Fetishpapa 8 years ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 months ago

Orianna Dunn Private Show

65% HD 2:00 / 4:47

Orianna Dunn Private Show

Flirt4Free 1 year ago

Crossdressed twink fucked bareback by straight curious Arab

Crossdressed twink fucked bareback by straight curious Arab

Tranny.one 3 years ago

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