Punishment Videos (8,388)

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 2 years ago

Veruzca Bigcock punishes guy so hard

Veruzca Bigcock punishes guy so hard

aShemaleTube 1 month ago

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

xHamster 2 weeks ago

”Latex femdom strapon banging submissive lesbian”

”Latex femdom strapon banging submissive lesbian”

TransHero 1 week ago

Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

KeekAss 2 years ago

A Private Punishment

A Private Punishment

Tranny.one 4 years ago

Just Serve Monster Meat I Cannot Hear No

Just Serve Monster Meat I Cannot Hear No

4Gay 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

Punished for paying too little

Punished for paying too little

Eporner 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

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 4 weeks ago

Mistress Trap Punishment

Mistress Trap Punishment

aShemaleTube 4 months ago

”On The Wrong Track - Reagan Foxx, Madi Collins, Kimmy Kimm”

”On The Wrong Track - Reagan Foxx, Madi Collins, Kimmy Kimm”

TransHero 2 weeks 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

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

xHamster 1 year 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 4 years ago

Pathetic Maid Apology Riding Crop Self Punishment

Pathetic Maid Apology Riding Crop Self Punishment

xHamster 3 weeks ago

Valentina Melo breaks the boy's ass and then she gets her banging

Valentina Melo breaks the boy's ass and then she gets her banging

xHamster 1 year ago

trio.

Tranny.one 4 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

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

xHamster 2 months ago

Ebony tranny domina punishes her bf in the kitchen

Ebony tranny domina punishes her bf in the kitchen

aShemaleTube 1 week 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

Bad ladyboy punished for cheating

Bad ladyboy punished for cheating

VikiPorn 1 year ago

house maid Slave boy punishing with cadle

house maid Slave boy punishing with cadle

xHamster 8 months 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

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 1 month ago

Mistress Flo Fists the Ass of Two Mature Transvestites

Mistress Flo Fists the Ass of Two Mature Transvestites

xHamster 2 months ago

Naughty Boy's Get Punished

Naughty Boy's Get Punished

xHamster 1 week ago

TS Larissa seduces the teacher and buggers him

TS Larissa seduces the teacher and buggers him

xHamster 1 year ago

Trans All Girl Dominance. Restrain Bondage, Electro Ass Fucking and Deep-Throat Jobs.

Trans All Girl Dominance. Restrain Bondage, Electro Ass Fucking and Deep-Throat Jobs.

TrannyGem 6 years ago

Please Don't Tell Countess!

Please Don't Tell Countess!

xHamster 1 year 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

Nasty tranny cop Aylla fucks guy

Nasty tranny cop Aylla fucks guy

xHamster 1 year ago

Ts creampie guys ass first time Punish my nineteen year-old caboose and mouth

Ts creampie guys ass first time Punish my nineteen year-old caboose and mouth

Eporner 2 years 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

Latex Domination TS Femdom Compilation

Latex Domination TS Femdom Compilation

SukaPorn 1 month ago

Nikolly Gaucha punishes his partner

Nikolly Gaucha punishes his partner

xHamster 1 year 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

”Nanny Sydney Gets Punished With Shaft After Sneaking Friend Over”

”Nanny Sydney Gets Punished With Shaft After Sneaking Friend Over”

TransHero 2 weeks ago

Executioners

Some.Porn 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

crossdresser slave bitch

crossdresser slave bitch

aShemaleTube 4 years ago

Luscious Ladies In Latex - A TS Seduction Collection

Luscious Ladies In Latex - A TS Seduction Collection

Tranny.one 4 years ago

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Tranny.one 4 years ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 1 year ago

Bald Black Shemale Gets Hard Anal👌 Punishment Roughly

Bald Black Shemale Gets Hard Anal👌 Punishment Roughly

AnalRZ 7 months 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

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

Double domination - TS creampie

62% 1:01 / 22:05

Double domination - TS creampie

FapHouse 4 years ago

”T-girl in chastity punished & anal fucked”

”T-girl in chastity punished & anal fucked”

LesbianBliss 1 week 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

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 1 month 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 black dick t-girl Leilani Li assfucking destroys tight booty for sub Sage Roux”

”big black dick t-girl Leilani Li assfucking destroys tight booty for sub Sage Roux”

Zatube 1 month ago

Chastity punishment

Chastity punishment

xHamster 1 month 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

FEMINIZED - Rubber Maid Punishment (Natalie Mars, Shiri

FEMINIZED - Rubber Maid Punishment (Natalie Mars, Shiri

IcePorn 6 months ago

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

TrannyGem 6 years ago

Shemale mistress punishing a tiedup sub dude

Shemale mistress punishing a tiedup sub dude

aShemaleTube 2 weeks 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

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

CD Slut Fucked by Anon Grindr Cock

CD Slut Fucked by Anon Grindr Cock

Tranny.one 3 years ago

I was so overwhelmed that I had to take care of myself

I was so overwhelmed that I had to take care of myself

xHamster 2 weeks ago

Sissy big anal electric plug with microchastity

Sissy big anal electric plug with microchastity

xHamster 5 months ago

Submissive Gets Owned By Four Dommes by TSDomme.com

Submissive Gets Owned By Four Dommes by TSDomme.com

xHamster 1 year ago

Transvestite from hell

Transvestite from hell

xHamster 9 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

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

Mistress and trainee use an old slave

Mistress and trainee use an old slave

Fetishpapa 1 month 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

The teacher wants the cock of the young TS Larissa

The teacher wants the cock of the young TS Larissa

xHamster 3 years 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

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 4 weeks 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

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

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

PornBox 2 years ago

”Lost in Orgasms”

”Lost in Orgasms”

TransHero 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

Babi Honey in leather punishes the doggie

Babi Honey in leather punishes the doggie

Eporner 5 months ago

”Lustful Emma Hix tied up & screwed”

”Lustful Emma Hix tied up & screwed”

ThePornstar 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

Real SISSY ENEMA slave cums in his own mouth

Real SISSY ENEMA slave cums in his own mouth

xHamster 1 year ago

Shiri Allwood - Isabella Sorrenti Punishes Peeping Shiri

Shiri Allwood - Isabella Sorrenti Punishes Peeping Shiri

TubeOn 1 year ago

Kitty Kunt and her huge she cock

74% HD 1:01 / 22:55

Kitty Kunt and her huge she cock

FapHouse 3 years ago

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

xHamster 9 months ago

Wanted: Episode 1

Wanted: Episode 1

Some.Porn 3 months ago

crossdresser ballbusting

crossdresser ballbusting

aShemaleTube 4 years ago

Courageous TS Natalie Mars bends down and lets the giant rubber cock destroy her asshole

Courageous TS Natalie Mars bends down and lets the giant rubber cock destroy her asshole

Fapnado 2 years ago

Bukkake #2 the *** 9 T-girls Mass Cumming

54% HD 1:01 / 29:35

Bukkake #2 the *** 9 T-girls Mass Cumming

FapHouse 3 years ago

Shiri Allwood - Gets Punished

Shiri Allwood - Gets Punished

AbTranny 2 years ago

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

Sheshaft 7 months ago

The Sissy Toy of the Goddess

64% HD 1:01 / 14:37

The Sissy Toy of the Goddess

FapHouse 1 year ago

Punish Me Shrine God, if I Am Too Provocative

Punish Me Shrine God, if I Am Too Provocative

xHamster 2 weeks ago

Wearing to cross dress

Wearing to cross dress

xHamster 1 year ago

Dominatrix caning useless slave

Dominatrix caning useless slave

Tranny.one 4 years ago

”Deep Feet Punishment: Mouth Screwed”

”Deep Feet Punishment: Mouth Screwed”

TransHero 2 weeks ago

Double Dipping

Kojka 2 years ago

Full-naked Femboy Shows Her Tits And Faps Shaft

Full-naked Femboy Shows Her Tits And Faps Shaft

Rock.PORN 1 year ago

Mrs. Principal Punishes Student Roleplay ~ Shemale hentai Dominium Chapter two: Carnage

Mrs. Principal Punishes Student Roleplay ~ Shemale hentai Dominium Chapter two: Carnage

SortPorn 2 months ago

Real-Life Futanari Tiffany Tatum Stretches Hot Pearl Holes

Real-Life Futanari Tiffany Tatum Stretches Hot Pearl Holes

Xfeed 1 year ago

Leather mistress punishes sub with gayblowjob

Leather mistress punishes sub with gayblowjob

SexTubeSpot 4 years ago

My best friend told me that while he was away I would watch videos of the two of us

My best friend told me that while he was away I would watch videos of the two of us

xHamster 3 weeks ago

full mouth gag device bondage submissive tgirl shock collar pain slut training

63% HD 0:29 / 13:38

full mouth gag device bondage submissive tgirl shock collar pain slut training

PornBox 1 year ago

”Transgender in chastity punished & anal fucked”

”Transgender in chastity punished & anal fucked”

ThePornstar 1 year ago

Young sissy edges and cums while riding huge dildo

Young sissy edges and cums while riding huge dildo

Tranny.one 4 years ago

Blazing Hot Domination by The Fire FULL video from

Blazing Hot Domination by The Fire FULL video from

xHamster 1 year ago

Lucky man gets gangbanged by the gorgeous TS chicks

Lucky man gets gangbanged by the gorgeous TS chicks

Tranny.one 4 years ago

”Amazing teen Vienna Rose banged by her professor's big cock”

”Amazing teen Vienna Rose banged by her professor's big cock”

ThePornstar 7 months ago

TS Mistress Alexa Dominates Muscular

TS Mistress Alexa Dominates Muscular

TrannyGem 1 week ago

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Tranny.one 4 years ago

A Disgrace to Our Town Part 1

A Disgrace to Our Town Part 1

xHamster 9 months ago

Busty Ts punishes her maid by destrying her pussy

Busty Ts punishes her maid by destrying her pussy

aShemaleTube 2 days ago

a private punishment

a private punishment

PornOne 4 years ago

Mistress punishes mask boy

Mistress punishes mask boy

FapCat 1 month ago

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

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

Tranny.one 4 years ago

KorraXXX.com - Tgirl stunner Korra Del Rio rides a dick vigorously before tasting cum

KorraXXX.com - Tgirl stunner Korra Del Rio rides a dick vigorously before tasting cum

UrGayPorn 2 weeks ago

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