Punishment Videos (26,261)

Sophia Loreen Private Show

67% 4K 2:00 / 9:48

Sophia Loreen Private Show

Camster 1 month ago

”Elder Mabry’s Booty Atonement”

”Elder Mabry’s Booty Atonement”

TransHero 9 months ago

Lisan & Mine Private Show

Lisan & Mine Private Show

Camster 4 days ago

Verticalargument4

Verticalargument4

XHamster 3 months ago

Robber gets punished with some hardcore anal pounding by the horny TS chick

Robber gets punished with some hardcore anal pounding by the horny TS chick

Tranny.one 4 years ago

TRANSFIXED - Two Naughty Students In Detention Get Punished By Hot Trans Teacher TS Foxxy

TRANSFIXED - Two Naughty Students In Detention Get Punished By Hot Trans Teacher TS Foxxy

Some.Porn 9 months ago

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

XHamster 1 year ago

”Cougar dominates ginger t-girl Chelsea Poe”

”Cougar dominates ginger t-girl Chelsea Poe”

4Wank 2 years ago

Anal punishment and pleasure for sexy Japanese shemale

Anal punishment and pleasure for sexy Japanese shemale

PornLib 1 year ago

Shocking Prison Break: Police Shemale's Hard-Fisted Anal Punishment

Shocking Prison Break: Police Shemale's Hard-Fisted Anal Punishment

BallsAndBoobs 2 months ago

Dragon Dildo Punishment Fuck in the Shower

Dragon Dildo Punishment Fuck in the Shower

AShemaleTube 3 weeks ago

A Private Punishment

A Private Punishment

Tranny.one 4 years ago

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

XHamster 5 months ago

TS Dominatrix Jesse Fucks and Punishes a Submissive Man and a TS Man!

TS Dominatrix Jesse Fucks and Punishes a Submissive Man and a TS Man!

XHamster 4 weeks ago

PUNISHMENT

AShemaleTube 10 months ago

Kinky latex wearing transsexual slut fucks a kinky male toy lover

Kinky latex wearing transsexual slut fucks a kinky male toy lover

Tranny.one 4 years ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

XHamster 4 months 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

Locker Room Pt.two

Locker Room Pt.two

ShemaleSin 5 months ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

XHamster 5 months ago

School teenie Practices Painfull Sensation

School teenie Practices Painfull Sensation

GayDudesFucking 1 year ago

Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

XHamster 3 weeks ago

Black tranny domina punishes a guy's anus hard

Black tranny domina punishes a guy's anus hard

AShemaleTube 1 year ago

Angelika's Mega-boob Afternoon

Angelika's Mega-boob Afternoon

Some.Porn 1 year ago

Julia Gives Student a Schooling - TGirlJapan

Julia Gives Student a Schooling - TGirlJapan

AbTranny 7 years ago

Tied Up Tgirl Suspended and Fucked Rough!

Tied Up Tgirl Suspended and Fucked Rough!

Eporner 6 years ago

Jenny Wei Gets Punished #3

Jenny Wei Gets Punished #3

AShemaleTube 7 months ago

Sophia Loreen Party on Aug 22, 2026 - Part 3

4K 2:00 / 1:33:22

Sophia Loreen Party on Aug 22, 2026 - Part 3

Camster 3 weeks ago

PHAT BOOTY Sissy Slut Rips Open Fishnet Tights, TWERKS, SPANKS, FUCKS Dildo, GAPES, and CUMS

PHAT BOOTY Sissy Slut Rips Open Fishnet Tights, TWERKS, SPANKS, FUCKS Dildo, GAPES, and CUMS

XHamster 3 years ago

Sophia Loreen Party on Jun 19, 2026 - Part 3

71% HD 2:00 / 47:03

Sophia Loreen Party on Jun 19, 2026 - Part 3

Camster 2 months ago

”TS Nanny Natalie Mars Gets Caught in the Act!”

”TS Nanny Natalie Mars Gets Caught in the Act!”

StarWank 2 years ago

Stepmom punisher her stepdaughter

Stepmom punisher her stepdaughter

AShemaleTube 3 weeks ago

Futa Anna Punishes the Submissive Burglar in Her House

Futa Anna Punishes the Submissive Burglar in Her House

3DPornDude 5 months ago

American MILF gets her pussy eaten & facialed in a wild threesome

American MILF gets her pussy eaten & facialed in a wild threesome

Some.Porn 2 years ago

mia macana punishes marley like a fuck toy

mia macana punishes marley like a fuck toy

PornOne 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 4 years ago

Busty TS chick dominates a hogtied submissive masked man

Busty TS chick dominates a hogtied submissive masked man

Tranny.one 4 years ago

TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

XHamster 1 year ago

His GF Is Dominatrix

His GF Is Dominatrix

Some.Porn 2 years ago

Watch as a white dude with a normal body punishes a skinny and kinky princess with his hard cock

Watch as a white dude with a normal body punishes a skinny and kinky princess with his hard cock

TrannyMovs 2 weeks ago

Rod and Balls Punishment - Small Trap

Rod and Balls Punishment - Small Trap

ShemaleSin 2 months ago

Lana Madison Ordered to Punish her Asshole

Lana Madison Ordered to Punish her Asshole

AShemaleTube 1 week ago

Honey FoXXX Takes Down College Crush

Honey FoXXX Takes Down College Crush

PornGem 3 months ago

”Big Boobed tatted sexy girl gets titfucked & punished by a heavy prick”

”Big Boobed tatted sexy girl gets titfucked & punished by a heavy prick”

ThePornstar 2 years ago

Doc punishing his bratty submissive femboy sissy Michele

Doc punishing his bratty submissive femboy sissy Michele

XHamster 4 years ago

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad

Tranny.one 4 years ago

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

XHamster 7 months ago

Sexy Fat tranny getting punished

Sexy Fat tranny getting punished

XHamster 1 year ago

Sluts Get Fucked: New Girl Ella Hollywood Fucked by Sebastian Keys

Sluts Get Fucked: New Girl Ella Hollywood Fucked by Sebastian Keys

XHamster 3 months ago

Hot shemale professor gives the naughty guy a punishment he will never forget

Hot shemale professor gives the naughty guy a punishment he will never forget

Tranny.one 4 years ago

CBT Genital Rubber Band Torture and Ruined Orgasm of Trans Slut

CBT Genital Rubber Band Torture and Ruined Orgasm of Trans Slut

XHamster 2 years ago

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

XHamster 10 months ago

”Brats Get Punished”

”Brats Get Punished”

ThePornstar 6 months ago

Locker Room Pt.2

Locker Room Pt.2

XHamster 5 months ago

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

XHamster 10 months ago

Ts Punishment

AbTranny 2 years ago

Black stepdaughter with petite body rides stepdaddy

Black stepdaughter with petite body rides stepdaddy

Some.Porn 2 years ago

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

TransDoe 1 year ago

Instructions from the trainer No 11 Daily exposure walks

Instructions from the trainer No 11 Daily exposure walks

XHamster 10 months ago

DOTADASP's Raw Ride: A Shemale Cop Craves Hard Anal Punishment

DOTADASP's Raw Ride: A Shemale Cop Craves Hard Anal Punishment

BallsAndBoobs 2 months ago

Asian masseuse scissoring her client

Asian masseuse scissoring her client

Some.Porn 9 months 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 9 months ago

Peepers Punishment Is Punished By Shecock - Ts Foxxy

Peepers Punishment Is Punished By Shecock - Ts Foxxy

AbTranny 1 year ago

TS Viviana Rose gets Punished #1 OMG shes so sexy 😍

TS Viviana Rose gets Punished #1 OMG shes so sexy 😍

AShemaleTube 7 months ago

MY SHEMALE FANTASY ENDS IN A CUMSHOT AS SHE PEGS MY ASSHOLE

MY SHEMALE FANTASY ENDS IN A CUMSHOT AS SHE PEGS MY ASSHOLE

XHamster 3 months ago

shemale

PornOne 5 years ago

TS Nicole Pitty dominates Silvia Bianco's holes with rough anal and deepthroat punishment

TS Nicole Pitty dominates Silvia Bianco's holes with rough anal and deepthroat punishment

Sheshaft 10 months ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

XHamster 3 months ago

”Stalking guy talks stepsis into having some nasty sex with him”

”Stalking guy talks stepsis into having some nasty sex with him”

TransHero 9 months ago

Stepmom punisher her stepdaughter

Stepmom punisher her stepdaughter

AShemaleTube 3 weeks ago

Imilia Audley - Futa Mistress Punishes You With A Cummy Bed

Imilia Audley - Futa Mistress Punishes You With A Cummy Bed

ProPorn 7 months ago

Fucking Her Tentacle Dildo for Punishment

Fucking Her Tentacle Dildo for Punishment

AShemaleTube 3 weeks ago

26mins (FULL) Five Mistresses and One Boytoy

26mins (FULL) Five Mistresses and One Boytoy

XHamster 1 year ago

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad

Tranny.one 4 years ago

Ride for a Ride

Ride for a Ride

Some.Porn 10 months ago

Sexy blonde bottom Mitch Taylor gets his phat ass destroyed by The BBC PUNISHER!

Sexy blonde bottom Mitch Taylor gets his phat ass destroyed by The BBC PUNISHER!

BoyFriendTV 1 year ago

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

HentaiGem 3 years ago

Natalie Mars - Caught Punished

Natalie Mars - Caught Punished

AbTranny 6 years ago

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

AShemaleTube 1 year ago

Fucking my cock punishment insertion.

Fucking my cock punishment insertion.

XHamster 2 weeks ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

XHamster 1 year ago

Kennedy Rose Gets a Donut on her Butthole While Taking 2 Strap-ons

Kennedy Rose Gets a Donut on her Butthole While Taking 2 Strap-ons

Some.Porn 1 year ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

AShemaleTube 1 month ago

TS Viviana Rose gets Punished #1 OMG shes so incredibly sexy

TS Viviana Rose gets Punished #1 OMG shes so incredibly sexy

AShemaleTube 8 months ago

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Pietra Mancini and friend break and use up the slave, fistin and fuckin

AShemaleTube 10 months ago

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

AShemaleTube 1 year ago

Asian straight gets fuck by shemale

Asian straight gets fuck by shemale

BoyFriendTV 4 months ago

Pornstar Nikita Gets Creampied

Pornstar Nikita Gets Creampied

XHamster 3 weeks 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 1 year ago

Two Very Horny BBC Took Punishes And Fuck The Cute TS MARCELA DIMOV (Interracial, BBC, DAP, Humiliat

Two Very Horny BBC Took Punishes And Fuck The Cute TS MARCELA DIMOV (Interracial, BBC, DAP, Humiliat

PornoXO 2 years ago

Big Tits Submissive Russian Slut Returns For Ass Eating & Rough Sex

Big Tits Submissive Russian Slut Returns For Ass Eating & Rough Sex

Fapcat 1 year ago

Hot Ebony Baddie TS 5F61 Gets Punished & Loves It

Hot Ebony Baddie TS 5F61 Gets Punished & Loves It

Eporner 9 months ago

Submitting And Becoming Her Property - Victoria Voxxx, Ashley Lane

Submitting And Becoming Her Property - Victoria Voxxx, Ashley Lane

XVideos 10 months ago

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

XVideos 1 year ago

Sophia Loreen Private Show

4K 2:00 / 10:50

Sophia Loreen Private Show

Camster 1 week ago

Exotic stepdaughter sucks huge dick and ends up cr

Exotic stepdaughter sucks huge dick and ends up cr

ALOTPorn 1 year ago

Skinny shemale with big round boobs slams her cock in a tight ass

Skinny shemale with big round boobs slams her cock in a tight ass

Tranny.one 4 years ago

Step Daughter Likes to get hardcore Punishment from her StepDad after rain Dance ( Full Movie )

Step Daughter Likes to get hardcore Punishment from her StepDad after rain Dance ( Full Movie )

XVideos 2 years ago

The Most beautiful Trans Tits in the World Pinched and Lactating

The Most beautiful Trans Tits in the World Pinched and Lactating

XHamster 9 months ago

Slave rental

XHamster 1 year ago

Sophia Loreen Party on Sep 4, 2026 - Part 2

4K 2:00 / 54:21

Sophia Loreen Party on Sep 4, 2026 - Part 2

Camster 1 week ago

Tasting The Bride

Tasting The Bride

Some.Porn 10 months ago

Sandra Palmer Party on Aug 17, 2026 - Part 2

4K 2:00 / 37:23

Sandra Palmer Party on Aug 17, 2026 - Part 2

Camster 1 month ago

Lika Kai Private Show

68% 4K 2:00 / 9:50

Lika Kai Private Show

Camster 2 weeks ago

3some with Two Shemale Tops

3some with Two Shemale Tops

Katestube 2 weeks 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 7 years ago

Dudes caught transexual and punished him orally and anally

Dudes caught transexual and punished him orally and anally

Tranny.one 9 years ago

Cat: S&M Rough Raw and Bound Sodomy

Cat: S&M Rough Raw and Bound Sodomy

Some.Porn 1 year ago

Shemale Beatrice Andrade submits her slave with the cock

Shemale Beatrice Andrade submits her slave with the cock

XHamster 1 year ago

Lisan & Mine Private Show

Lisan & Mine Private Show

Camster 4 days ago

Naughty soldier punished by Sergeant for being a sissy crossdresser

Naughty soldier punished by Sergeant for being a sissy crossdresser

GayVD 2 weeks ago

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Tranny.one 4 years ago

Veregit - Filipina Cowgirl - Clip

Veregit - Filipina Cowgirl - Clip

Some.Porn 1 year ago

Banged Behind Bars

Banged Behind Bars

Fapnado 1 year 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 9 months ago

Double Enemas, Custard, Bananas And A Sweet Mess All Over Us Clip 1

Double Enemas, Custard, Bananas And A Sweet Mess All Over Us Clip 1

XHamster 9 months ago

Mistress's Feet Are the Only Thing You Deserve

Mistress's Feet Are the Only Thing You Deserve

XHamster 6 days ago

Their Relationship

Their Relationship

Some.Porn 11 months ago

Asian Dommes Training White Sissy Slave Kassie

Asian Dommes Training White Sissy Slave Kassie

XHamster 6 days ago

Dinner Gathering

Dinner Gathering

Some.Porn 2 years ago

1 2 3 4 5

26,261 results found

Narrow your search

bbc punishment spanking punishment slave punishment anal punishment diaper punishment punishment gangbang enema punishment punishment anal self punishment bdsm punishment teen punishment 18+ hard punishment femdom punishment anal bbc punishment corporal punishment gangbang punishment pussy punishment lesbian punishment rough punishment stepmom punishment

Categories Pornstars

Parents

Pornmd.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.