Punishment Videos (8,396)

Step-mommy Teaches You About Condoms JOI

Step-mommy Teaches You About Condoms JOI

xHamster 1 year ago

Hard punishment and sex. KitsyMe0w

Hard punishment and sex. KitsyMe0w

xHamster 2 years ago

Sex slave for dominant couple

HD 1:01 / 23:25

Sex slave for dominant couple

FapHouse 7 years ago

”Tatted babe punishes Girlfriend for cheating”

”Tatted babe punishes Girlfriend for cheating”

TransHero 2 weeks ago

Two blonde and one brunette tranny domina fuck their male

Two blonde and one brunette tranny domina fuck their male

xHamster 8 months 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

Caught Peeping By Your Trans Roommate Teaser

Caught Peeping By Your Trans Roommate Teaser

xHamster 5 years ago

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

Yasmin Lee In Ts Devastatingly Gorgeous Secretary Punishes Boss Ass

AbTranny 1 month ago

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

xHamster 2 weeks ago

I want it like this before she comes back home

I want it like this before she comes back home

xHamster 1 year ago

Naughty TS babe Lianna Lawson caged punished and fucked deep

Naughty TS babe Lianna Lawson caged punished and fucked deep

Yeswegays 8 months ago

”Sorority Sitters Part 3 - Khloe Kay, Drake Von”

”Sorority Sitters Part 3 - Khloe Kay, Drake Von”

429Men 3 weeks ago

Poor guy gets his ass and mouth fucked to multiple orgasms by the mature blonde shemale

Poor guy gets his ass and mouth fucked to multiple orgasms by the mature blonde shemale

Tranny.one 3 years ago

Boy Ties His Friend to Punish Him on the Roof

Boy Ties His Friend to Punish Him on the Roof

xHamster 1 year ago

3D Monsters Fucking Super Hot Girls

3D Monsters Fucking Super Hot Girls

FapCat 1 year ago

TeensFuckingDads. - Exotic stepdaughter deepthr

TeensFuckingDads. - Exotic stepdaughter deepthr

ALOTPorn 9 months ago

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

xHamster 2 weeks ago

Shemale Babysitter Natalie Mars Gets Caught In The Act!

Shemale Babysitter Natalie Mars Gets Caught In The Act!

Eporner 9 months ago

Nurse Tgirl fucked by perv policeman - GenderX Films

Nurse Tgirl fucked by perv policeman - GenderX Films

XGroovy 1 year ago

”T-girl wifey wait all day for her hubby's shaft”

”T-girl wifey wait all day for her hubby's shaft”

TransHero 3 years ago

I'm so overwhelmed right now that I'm trying to make myself feel better

I'm so overwhelmed right now that I'm trying to make myself feel better

xHamster 1 day ago

Spidergwen Punished Part 2

Spidergwen Punished Part 2

xHamster 3 months ago

”Brunette in suspension hogtie fingered”

”Brunette in suspension hogtie fingered”

TransHero 2 weeks ago

”Babe cummed in public restroom”

”Babe cummed in public restroom”

TransHero 3 weeks ago

Bubble butt in hot white creams

Bubble butt in hot white creams

Tranny.one 4 years ago

Raid Over Japan , Asian Ladyboy Punished And Fucked In The Ass Hardcore

Raid Over Japan , Asian Ladyboy Punished And Fucked In The Ass Hardcore

Tranny.one 4 years ago

Very hot and hard webcamshow with on of my good masters

Very hot and hard webcamshow with on of my good masters

xHamster 8 months ago

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

xHamster 1 year ago

The Sissy Slut Gets Her Well-deserved Punishment

HD 1:01 / 21:30

The Sissy Slut Gets Her Well-deserved Punishment

FapHouse 6 months ago

One blonde and two brunette shemale punishers fucks a dude in bondage

One blonde and two brunette shemale punishers fucks a dude in bondage

aShemaleTube 1 year ago

The Reward for the Locked-up Sissy

The Reward for the Locked-up Sissy

xHamster 1 month ago

Fuck me in an office uniform, I'm your boss.

Fuck me in an office uniform, I'm your boss.

xHamster 6 months ago

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY

DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY

xHamster 1 year ago

Ebony Shemale hentai With A Biggest Ramrod Punishes The Housekeeper

Ebony Shemale hentai With A Biggest Ramrod Punishes The Housekeeper

Amateur8 1 week ago

The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face

The BBC PUNISHER fucks Rika Fox and shoots a nice load all over her pretty face

aShemaleTube 2 months ago

”Blonde hides necklace in ass its time to punish her”

”Blonde hides necklace in ass its time to punish her”

TransHero 3 weeks ago

sitting on my slave s face and farting

sitting on my slave s face and farting

PornBox 1 year ago

TS Wife Wait All Day For Her Husband's Dick

TS Wife Wait All Day For Her Husband's Dick

Eporner 9 months ago

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

TrannyGem 6 years ago

Redhead TGirl slut handcuffed spanked and whipped in the garden by leather clad master

Redhead TGirl slut handcuffed spanked and whipped in the garden by leather clad master

aShemaleTube 7 years ago

Meeting &amp_ Eating New Girlfriend - Gogo Fukme, Lulu Chu / Brazzers / stream full from www.zzfull.com/finally

Meeting &amp_ Eating New Girlfriend - Gogo Fukme, Lulu Chu / Brazzers / stream full from www.zzfull.com/finally

XVideos 3 years ago

Busty babe gets double penetrated in lesbian bdsm orgy

Busty babe gets double penetrated in lesbian bdsm orgy

Some.Porn 1 year ago

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

Pervert Bodybuilder Fucks Hung College Stud - Alex Adams

Tranny.one 4 years ago

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Tranny.one 4 years ago

Fit shemale domina punishing a dude and fucking him in the ass

Fit shemale domina punishing a dude and fucking him in the ass

aShemaleTube 9 months ago

Amature Mr. Canuckperv Rides Mrs. Canuckperv's Big Strapon Cock While Dressed In Her Lingerie Until She Cums Really Hard

Amature Mr. Canuckperv Rides Mrs. Canuckperv's Big Strapon Cock While Dressed In Her Lingerie Until She Cums Really Hard

xHamster 2 years ago

Pervert pigs 2

60% HD 1:01 / 11:02

FapHouse 3 years ago

Blonde tranny punishes priest

Blonde tranny punishes priest

Sheshaft 8 years ago

Four busty shemale dominas in black lingerie fuck their

Four busty shemale dominas in black lingerie fuck their

xHamster 8 months ago

pool game where both players win

pool game where both players win

Tranny.one 4 years ago

I like to joke on him. I like his angry face.

I like to joke on him. I like his angry face.

xHamster 3 years ago

”T-girl military has no borders”

”T-girl military has no borders”

4Wank 2 years ago

Goddess Venus Punishes Arrogant Boy Toy

Goddess Venus Punishes Arrogant Boy Toy

xHamster 4 months ago

Freaks of Nature 22 Midget two

Freaks of Nature 22 Midget two

SortPorn 3 years ago

Gorgeous Nuns Cum Pegging

Gorgeous Nuns Cum Pegging

xHamster 5 months ago

Cute Secretary Trans Girl Cumming and Pissing After Slapping Her Balls and Jerking with a Dildo in Her Ass

66% HD 1:01 / 9:29

Cute Secretary Trans Girl Cumming and Pissing After Slapping Her Balls and Jerking with a Dildo in Her Ass

FapHouse 1 month ago

”Gagged hoe toyed & screwed in public”

”Gagged hoe toyed & screwed in public”

TransHero 2 weeks ago

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

FapHouse 1 day ago

The Wicked Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

The Wicked Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

ShemaleSin 2 weeks ago

shemale escort fucks guy

shemale escort fucks guy

Eporner 5 years ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 1 year ago

Rika Fox gets punished #8 full 23 min video available now!

Rika Fox gets punished #8 full 23 min video available now!

aShemaleTube 6 months ago

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Tranny.one 4 years ago

Naughty shemale Nun Korra Del Rio punishing DJ in bondage with face fucking and cumming

Naughty shemale Nun Korra Del Rio punishing DJ in bondage with face fucking and cumming

aShemaleTube 7 months ago

Getting Punished in His Office for Failing His Course. Bless That Dick

Getting Punished in His Office for Failing His Course. Bless That Dick

xHamster 1 year ago

”Stalking guy talks step sister into having some nasty sex with him”

”Stalking guy talks step sister into having some nasty sex with him”

ThePornstar 8 months ago

Poor guy moans loudly as the beautiful tranny babe bangs him hard

Poor guy moans loudly as the beautiful tranny babe bangs him hard

Tranny.one 3 years ago

Basketball Stars - Young took 24cm of cock in virgin ass

Basketball Stars - Young took 24cm of cock in virgin ass

xHamster 1 year ago

Bondage hentai bride with bigtits gets punishment

Bondage hentai bride with bigtits gets punishment

VikiPorn 12 years ago

Bnwo Orientation Video

Bnwo Orientation Video

xHamster 5 months ago

Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck

Obedient guy gets his thick ass smashed deep and hard in the hot TS threesome fuck

Tranny.one 4 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 2 months ago

Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

46% HD 1:01 / 25:09

Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

FapHouse 5 months ago

Sissy In Diaper Punished With Strict Pegging

Sissy In Diaper Punished With Strict Pegging

BallsAndBoobs 3 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

Xshemale 1 month ago

POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification

POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification

xHamster 3 years ago

Extreme Pain for PIG Nipples and Tits

Extreme Pain for PIG Nipples and Tits

xHamster 3 years ago

Balls crushed & Cock electric torture

Balls crushed & Cock electric torture

xHamster 2 years ago

Sissy was drilled and punished by her headmistress

Sissy was drilled and punished by her headmistress

ShemaleSin 6 months ago

Four femdom shemales punish and anal fuck submissive males

Four femdom shemales punish and anal fuck submissive males

Sheshaft 6 months ago

Just Squeezing My Tgirl Tits Hard Until They Lactate

Just Squeezing My Tgirl Tits Hard Until They Lactate

FapHouse 1 month ago

I can't stop thinking about my best friend's relationship with me

I can't stop thinking about my best friend's relationship with me

xHamster 4 weeks ago

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Pornzona 2 weeks ago

Blindfolded tied up man fucked by TS

Blindfolded tied up man fucked by TS

TrannyGem 2 weeks ago

Student gets castigate by her stepparent and her brown sphincter wrecked

Student gets castigate by her stepparent and her brown sphincter wrecked

TrannyGem 1 month ago

Robin Banks getting fingered

Robin Banks getting fingered

Tranny.one 4 years 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 4 months ago

Femboy Viii punished

Femboy Viii punished

Transvids.tv 8 months ago

Hung Trans Mistresse Punishes Inactive Sissy Maid

Hung Trans Mistresse Punishes Inactive Sissy Maid

BigTitsLust 3 months ago

Ts Vaniity and Mia Isabella dominate and punish thieves with their massive cocks in a group fuck

Ts Vaniity and Mia Isabella dominate and punish thieves with their massive cocks in a group fuck

Eporner 2 weeks ago

Strict female guard sissyfies and strapon fucks the smooth prisoner

Strict female guard sissyfies and strapon fucks the smooth prisoner

Tranny.one 8 years ago

t-girl punishes lustful bitch Iskra

t-girl punishes lustful bitch Iskra

ShemaleSin 8 months ago

TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

aShemaleTube 10 years ago

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

XVideos 4 months ago

Sissy Gimp Disciplined for Vaping instead of Smoking

Sissy Gimp Disciplined for Vaping instead of Smoking

TrannyGem 5 years ago

Must-share moment from "perform extreme cam assignments with fire and thumbtacks"

Must-share moment from "perform extreme cam assignments with fire and thumbtacks"

xHamster 2 months ago

He Cum From My Big Strapon - Pegging Session

He Cum From My Big Strapon - Pegging Session

XVideos 1 year ago

Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH

Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH

xHamster 6 months ago

”Trans Kate Zoha punishes Korra Del Rio with deep rough fucking”

”Trans Kate Zoha punishes Korra Del Rio with deep rough fucking”

LesbianBliss 4 weeks ago

tranny punishes horny slut Iskra

tranny punishes horny slut Iskra

xHamster 8 months ago

Big Dick Trans Mommy Cumming and Milking her Tits

Big Dick Trans Mommy Cumming and Milking her Tits

xHamster 1 month ago

play with wax and thumbtacks

play with wax and thumbtacks

xHamster 3 years ago

Dominating tranny dildo fucks submissive tranny after whipping ass

Dominating tranny dildo fucks submissive tranny after whipping ass

XCafe 2 years ago

Rope bondage session with nylon tranny dom! Tranny girl helplessly used!

Rope bondage session with nylon tranny dom! Tranny girl helplessly used!

xHamster 10 months ago

Alexander Gustavo loves his lustful punishment from TS Morgan Bailey

Alexander Gustavo loves his lustful punishment from TS Morgan Bailey

MenGem 3 weeks ago

FUTA MISTRESSES PUNISHED BAD SANTA CLAUS WITH DEEP THROAT AND ANAL SEX (SIMS ANIME HENTAI SFM)

FUTA MISTRESSES PUNISHED BAD SANTA CLAUS WITH DEEP THROAT AND ANAL SEX (SIMS ANIME HENTAI SFM)

XVideos 1 year ago

Sexy Denali Danger gets Punished #3 full 20 min video available now 😈

Sexy Denali Danger gets Punished #3 full 20 min video available now 😈

aShemaleTube 7 months ago

Lustful goth punishes her cunt

Lustful goth punishes her cunt

XVideos 3 months ago

She Frees Her Clitty From Its Inverted Chastity Cage, Inserts a Metal Rod &amp_ Fucks it While Punishing Her Little Balls

She Frees Her Clitty From Its Inverted Chastity Cage, Inserts a Metal Rod &amp_ Fucks it While Punishing Her Little Balls

XVideos 10 months ago

CROSSDRESSER SUBMISSA DA BUNDA GRANDE HUMILHADA AOS PES DO MESTRE QUE A PUNE COM SOCOS

CROSSDRESSER SUBMISSA DA BUNDA GRANDE HUMILHADA AOS PES DO MESTRE QUE A PUNE COM SOCOS

XVideos 9 months ago

Futa Mirko Joi Cbt Cei (Punishment, Sissy, Denial, HARDCORE ANAL, Chastity, Feet Fetish)

Futa Mirko Joi Cbt Cei (Punishment, Sissy, Denial, HARDCORE ANAL, Chastity, Feet Fetish)

XVideos 3 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

XVideos 1 year ago

When I Get Home I Find a Trans with a Huge Dick Who Fucked My Partner and so I Punish Her.. Full video on my Red Page.

When I Get Home I Find a Trans with a Huge Dick Who Fucked My Partner and so I Punish Her.. Full video on my Red Page.

XVideos 3 weeks ago

Asian MILF TS domina fucks her assistant

Asian MILF TS domina fucks her assistant

FetishShrine 6 years ago

a private punishment

a private punishment

PornOne 4 years ago

Asian MILF shemale domina punish fucked her assistant

Asian MILF shemale domina punish fucked her assistant

ALOTPorn 6 years ago

Busty ebony shemale anal fucks blonde

Busty ebony shemale anal fucks blonde

Eporner 4 years ago

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

Tranny.one 3 years ago

Tranny BDSM in Elevator!

Tranny BDSM in Elevator!

XVideos 15 years ago

Bbc Punisher In Another Collab With Sexy Trans Denali Danger Of

Bbc Punisher In Another Collab With Sexy Trans Denali Danger Of

AbTranny 4 months ago

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