Punished Videos (39,492)

Mistress T pt 3 Sissy Fuckmeat Whipped

Mistress T pt 3 Sissy Fuckmeat Whipped

Tranny.one 4 years ago

Beautiful Kasey Kei submits to King Noire for rough anal punishment

Beautiful Kasey Kei submits to King Noire for rough anal punishment

Fapnado 8 months ago

Giantess Game: Tiny Man Trapped, Cuckolded Punished in My First Pussy Fucked

HD 0:39 / 14:05

Giantess Game: Tiny Man Trapped, Cuckolded Punished in My First Pussy Fucked

FapHouse 3 months ago

Sexy Latina Mami Caricia De Angel gets Punished #2 HOT outdoor scene

Sexy Latina Mami Caricia De Angel gets Punished #2 HOT outdoor scene

aShemaleTube 1 month ago

Sophia Loreen Private Show

4K 2:00 / 13:07

Sophia Loreen Private Show

Flirt4Free 1 month ago

”Alexander Gustavo loves his horny punishment from Transgender Morgan Bailey”

”Alexander Gustavo loves his horny punishment from Transgender Morgan Bailey”

LesbianBliss 6 days ago

Punish Chair, Let Me Cum to Becoming a Fountain

HD 0:39 / 15:06

Punish Chair, Let Me Cum to Becoming a Fountain

FapHouse 3 weeks ago

Their slaves ass needs a little punishment

Their slaves ass needs a little punishment

xHamster 7 months ago

BDSM mommy punish me hard I also want to be always good

BDSM mommy punish me hard I also want to be always good

xHamster 3 years ago

sissy college girls get back at their mean coach

65% HD 1:01 / 38:45

sissy college girls get back at their mean coach

FapHouse 3 years ago

Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!

Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!

xHamster 2 years ago

Three shemales in black leather outfits spank and fuck a

Three shemales in black leather outfits spank and fuck a

xHamster 8 months ago

Fat man plays alone

Fat man plays alone

xHamster 1 year ago

PostOp Ladyboy Nid Self Punishment

PostOp Ladyboy Nid Self Punishment

Tranny.one 6 years ago

Pervert pigs 2

60% HD 1:01 / 11:02

FapHouse 3 years ago

TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

aShemaleTube 10 years ago

Sissy selfbondage tied in abandoned attic

Sissy selfbondage tied in abandoned attic

xHamster 6 months ago

Getting caught sunbathing when I should be working.

Getting caught sunbathing when I should be working.

xHamster 1 year ago

TS Mistress Dominates Beefy Sub

TS Mistress Dominates Beefy Sub

TrannyGem 2 weeks ago

cherry and i dominate our disobedient puppies nyxi and livi

cherry and i dominate our disobedient puppies nyxi and livi

PornBox 1 year 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 1 month ago

Jenny Wei gets Punished

Jenny Wei gets Punished

aShemaleTube 1 year ago

Sensual ladyboy tender gaping hole bareback

Sensual ladyboy tender gaping hole bareback

Eporner 1 year ago

Huge Tits TS Aubrey Kate Femdom Boss Punishes Inept Assistant With Pegging and Cumshot Orgasm

Huge Tits TS Aubrey Kate Femdom Boss Punishes Inept Assistant With Pegging and Cumshot Orgasm

Eporner 2 months ago

Tv Goddess Foxxy Punishes Loser Boyfriend

Tv Goddess Foxxy Punishes Loser Boyfriend

Tranny.one 3 years ago

Sophia Loreen Private Show

4K 2:00 / 16:47

Sophia Loreen Private Show

Flirt4Free 1 month ago

Master Spanks, Toys, Punishes, and Fucks Sissy Slave Girl

Master Spanks, Toys, Punishes, and Fucks Sissy Slave Girl

TrannyGem 5 years ago

Punishment Transexual (Full porn movie)

Punishment Transexual (Full porn movie)

xHamster 3 months ago

Dutch and TS Teighjiana Boring Date Becomes Rough Sex Club Fucking Anal Blowjobs and Licking

Dutch and TS Teighjiana Boring Date Becomes Rough Sex Club Fucking Anal Blowjobs and Licking

Sheshaft 1 week ago

Crossdresser spanking

Crossdresser spanking

Fetishpapa 4 years ago

Shemale Punishes Guy

Shemale Punishes Guy

BeMyHole 3 years ago

Italian tranny Anna Hickiman punishes wardrobe attendant

66% HD 1:01 / 46:40

Italian tranny Anna Hickiman punishes wardrobe attendant

FapHouse 3 years ago

hard pegging male in the kitchen

hard pegging male in the kitchen

AnalVids 1 year ago

My Beautiful Ass for U

My Beautiful Ass for U

Flirt4Free 4 months ago

Shemale Police Officer punishes bad boy

Shemale Police Officer punishes bad boy

aShemaleTube 7 years ago

Male looking like female prefers solid dildo over real cock

Male looking like female prefers solid dildo over real cock

Tranny.one 8 years ago

Arrogant Man Dominated by TS Boss

Arrogant Man Dominated by TS Boss

TrannyGem 2 weeks ago

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

58% 0:39 / 15:45

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

FapHouse 3 months ago

Cheating 18yo Twink Femboy Gets Anal Bareback Punishment by His Boyfriend

Cheating 18yo Twink Femboy Gets Anal Bareback Punishment by His Boyfriend

xHamster 2 years ago

Asian Ladyboy dominatrix punishing a slave client micro

Asian Ladyboy dominatrix punishing a slave client micro

FetishShrine 2 years ago

Lady In Black - in need for punishment, dicks and cum

Lady In Black - in need for punishment, dicks and cum

xHamster 10 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 week ago

Sissy Bimbo Dildo Gauntlet - Dolly's First Attempt

HD 0:10 / 13:11

Sissy Bimbo Dildo Gauntlet - Dolly's First Attempt

LoyalFans 1 year ago

TS Jayla Marie has fucking power of a machine that will set men straight

TS Jayla Marie has fucking power of a machine that will set men straight

Pornwhite 2 weeks ago

Unhappy wife cheating husband with her transsexual BFF!

Unhappy wife cheating husband with her transsexual BFF!

aShemaleTube 5 years ago

Mara Nova and Sydney Farron In Punishment by Principal

Mara Nova and Sydney Farron In Punishment by Principal

Tranny.one 6 years ago

Put Your Tongue into My Foreskin

Put Your Tongue into My Foreskin

Flirt4Free 1 year ago

Trans-Tastic Four

63% HD 0:30 / 1:34:00

Trans-Tastic Four

AEBN 9 years ago

Leela's Thanksgiving Day Dinner

Leela's Thanksgiving Day Dinner

xHamster 1 year ago

Hot shemale punisher in black fishnets gives a massive

Hot shemale punisher in black fishnets gives a massive

xHamster 1 year ago

Tranny in black corset makes a man lick her ass before

Tranny in black corset makes a man lick her ass before

xHamster 9 months ago

TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

aShemaleTube 10 months ago

Renatha Vega Private Show

Renatha Vega Private Show

Flirt4Free 1 month ago

Cute Blonde Sissy Lactating Her Big Tits with Pump Milking Machine

HD 1:01 / 14:12

Cute Blonde Sissy Lactating Her Big Tits with Pump Milking Machine

FapHouse 19 hours ago

Trans Caged And Fisted And Punished, Only In Germany

Trans Caged And Fisted And Punished, Only In Germany

PornUse 3 weeks ago

A Disgrace to Our Town Part 1

60% 1:01 / 21:04

A Disgrace to Our Town Part 1

FapHouse 10 months ago

lusty lesbian lie part 2

55% HD 0:10 / 11:29

lusty lesbian lie part 2

LoyalFans 4 years ago

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

xHamster 1 year ago

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

xHamster 1 month ago

Gabriella Bruni Private Show

62% 4K 2:00 / 6:03

Gabriella Bruni Private Show

Flirt4Free 1 month ago

Femtop.xxx - Roxxie Moth - Latex Sub Aphrodyte Adams Punished For Sneaking Out

Femtop.xxx - Roxxie Moth - Latex Sub Aphrodyte Adams Punished For Sneaking Out

AbTranny 4 years ago

Carla Novais and Lukas Leal

Carla Novais and Lukas Leal

xHamster 9 months ago

Justin Evanss Private Show

65% HD 2:00 / 13:53

Justin Evanss Private Show

Flirt4Free 3 weeks ago

Anonymous Cock Wall BJ Facefuck Facial Cumshot for Chastity Tgirl

Anonymous Cock Wall BJ Facefuck Facial Cumshot for Chastity Tgirl

XVideosRed 1 year ago

Joanna Jet dominates and punishes Sarah Vandella's tight pussy with her big tits and face

Joanna Jet dominates and punishes Sarah Vandella's tight pussy with her big tits and face

VikiPorn 2 months ago

Sub Shemale Drilled Coarse by Dom

Sub Shemale Drilled Coarse by Dom

ShemaleSin 4 years ago

Brihana Boll Private Show

61% HD 2:00 / 25:22

Brihana Boll Private Show

Flirt4Free 6 months ago

Horny Striptease Harley

Horny Striptease Harley

Flirt4Free 11 months ago

Thirsty Boy Gets Fed & Fucked!

Thirsty Boy Gets Fed & Fucked!

FapHouse 5 months ago

Unhappy wife cheating husband with her transsexual BFF!

Unhappy wife cheating husband with her transsexual BFF!

Tranny.one 4 years ago

Nicolle & Christian Private Show

63% HD 2:00 / 5:00

Nicolle & Christian Private Show

Flirt4Free 6 months ago

Complete Cute Blonde Tgirl Lactating Her Tits and Punishing Her Puffy Nipples with a Vacuum Pump

HD 0:39 / 15:39

Complete Cute Blonde Tgirl Lactating Her Tits and Punishing Her Puffy Nipples with a Vacuum Pump

FapHouse 2 weeks ago

Elix & Elias & Paulo Private Show

69% HD 2:00 / 4:57

Elix & Elias & Paulo Private Show

Flirt4Free 3 months ago

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

TRANSEROTICA Obedient Raven Vice Fucked By TS Kelly Lovely

Tranny.one 3 years ago

Freya Bliss Party on Jan 20, 2026 - Part 4

HD 2:00 / 50:04

Freya Bliss Party on Jan 20, 2026 - Part 4

Flirt4Free 16 hours ago

Trans Stepsister Femdom

50% HD 1:01 / 17:03

Trans Stepsister Femdom

FapHouse 1 year ago

Big Nipples Trans Girl Punishes and Slaps her Lactating Tits with Clamps and a Bbc Dildo

Big Nipples Trans Girl Punishes and Slaps her Lactating Tits with Clamps and a Bbc Dildo

xHamster 2 months ago

Spanked, Whipped, and Humiliated Dominatrix Duo's Punishment

Spanked, Whipped, and Humiliated Dominatrix Duo's Punishment

Hog.tv 4 weeks ago

Tranny maid River Enza disciplined for being naughty

Tranny maid River Enza disciplined for being naughty

GayCK 2 years ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

xHamster 1 month ago

Treated like a slut and squeezed like a cow

Treated like a slut and squeezed like a cow

xHamster 1 year ago

Orianna Dunn Private Show

48% HD 2:00 / 12:27

Orianna Dunn Private Show

Flirt4Free 1 year ago

Latex Domination Shemale Jamie French Breaks Sebastian Keys with Deep Anal

Latex Domination Shemale Jamie French Breaks Sebastian Keys with Deep Anal

Eporner 1 week ago

English Mistress punishes cross dressed guy

English Mistress punishes cross dressed guy

UiPorn 2 years ago

Nick & Diego & Liam Private Show

53% HD 2:00 / 1:06:19

Nick & Diego & Liam Private Show

Flirt4Free 3 years ago

Alice and Domi

HD 2:00 / 11:37

Flirt4Free 2 years ago

hard pegging male in the kitchen

46% HD 0:20 / 6:48

hard pegging male in the kitchen

AnalVids 1 year ago

Freya Bliss Party on Dec 3, 2025 - Part 2

HD 2:00 / 32:21

Freya Bliss Party on Dec 3, 2025 - Part 2

Flirt4Free 1 month ago

”All Eyes On Her Part I”

”All Eyes On Her Part I”

TransHero 3 weeks ago

”Fucked Behind Bars”

”Fucked Behind Bars”

ThePornstar 1 year ago

Trans Military Has No Borders

Trans Military Has No Borders

Eporner 9 months ago

pure ts - katya ivanova are you gonna punish me daddy porn video

pure ts - katya ivanova are you gonna punish me daddy porn video

TransDoe 2 months ago

HOT Trans Avery Angel gets fucked by the BBC PUNISHER and takes a nice facial cumshot

HOT Trans Avery Angel gets fucked by the BBC PUNISHER and takes a nice facial cumshot

aShemaleTube 10 months ago

Cross Dresser Dominated and Pissed on by a Blonde MILF

Cross Dresser Dominated and Pissed on by a Blonde MILF

xHamster 9 months ago

Jessica Host One Night Stand

68% HD 1:01 / 35:34

Jessica Host One Night Stand

FapHouse 6 months ago

Lianna Lawson Latex Babe Fucks Master

Lianna Lawson Latex Babe Fucks Master

TrannyGem 1 week ago

Patric & Alexander & Lian Private Show

47% HD 2:00 / 38:16

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Submissive bloke gets his ass destroyed by the horny TS babe

Submissive bloke gets his ass destroyed by the horny TS babe

Tranny.one 4 years ago

Viky & Master Private Show

63% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 5 months ago

Epic moment from "How a Tgirl severely punishs her big cock."

Epic moment from "How a Tgirl severely punishs her big cock."

xHamster 3 months ago

Hard punishment and sex. KitsyMe0w

Hard punishment and sex. KitsyMe0w

xHamster 2 years ago

Riam Zoya Private Show

HD 2:00 / 10:02

Riam Zoya Private Show

Flirt4Free 1 day ago

Piss Train No4 I Was A Bad Girl For Not Listening An She Didnt Like Tha So I Licked My Piss From Te Floor It Felt Good

Piss Train No4 I Was A Bad Girl For Not Listening An She Didnt Like Tha So I Licked My Piss From Te Floor It Felt Good

xHamster 2 years ago

Mistress Makes House Slave Cross-dress, Orders Him to Fap, Watches Him Jerk off His Dick, and Cum Denial with Handjob

Mistress Makes House Slave Cross-dress, Orders Him to Fap, Watches Him Jerk off His Dick, and Cum Denial with Handjob

xHamster 1 month ago

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈

aShemaleTube 5 months ago

Sabrina Smiith Private Show

4K 2:00 / 15:26

Sabrina Smiith Private Show

Flirt4Free 1 week ago

Ts bdsm Punish my nineteen year-old butt and mouth

Ts bdsm Punish my nineteen year-old butt and mouth

Eporner 3 years ago

Avery Angel gets Punished

Avery Angel gets Punished

aShemaleTube 1 year ago

”Alexander Gustavo loves his horny punishment from TBabe Morgan Bailey”

”Alexander Gustavo loves his horny punishment from TBabe Morgan Bailey”

Fapnow 1 month ago

”big black dick tranny Leilani Li ass fucking destroys tight booty for sub Sage Roux”

”big black dick tranny Leilani Li ass fucking destroys tight booty for sub Sage Roux”

429Men 1 week ago

Joanna Jet dominates and punishes Sarah Vandella with hardcore face fucking, pussy licking, and deepthroating

Joanna Jet dominates and punishes Sarah Vandella with hardcore face fucking, pussy licking, and deepthroating

Sheshaft 2 months ago

Spit-roasted And Treated Like A Plaything

Spit-roasted And Treated Like A Plaything

Tranny.one 4 years ago

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

xHamster 1 week ago

Crossdresser Tickled and Vibed in Slut Heels

75% HD 1:01 / 8:37

Crossdresser Tickled and Vibed in Slut Heels

FapHouse 8 months ago

Four busty brunette trannies fuck one man in a domination

Four busty brunette trannies fuck one man in a domination

xHamster 8 months ago

esmagando a cara da sissy com nossas bundas enormes

esmagando a cara da sissy com nossas bundas enormes

PornBox 2 years ago

Mv – Shiri Allwood – Caught And Punished By Boyfriends Wife

Mv – Shiri Allwood – Caught And Punished By Boyfriends Wife

AbTranny 3 years ago

sloppy sluts femdom orgy

68% HD 0:30 / 23:50

sloppy sluts femdom orgy

PornBox 1 year ago

You can't Touch Yourself without Permission! Veronica Vixen & Gracie Jane for GenderFlux

You can't Touch Yourself without Permission! Veronica Vixen & Gracie Jane for GenderFlux

xHamster 3 months ago

I Need to Be Punished

I Need to Be Punished

FapHouse 4 months ago

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