Punish Videos (39,430)

Sara & Elver Private Show

61% HD 2:00 / 14:48

Sara & Elver Private Show

Flirt4Free 2 months ago

3D Monsters Fucking Super Hot Girls

3D Monsters Fucking Super Hot Girls

FapCat 1 year ago

”T-girl military has no borders”

”T-girl military has no borders”

ThePornstar 1 year ago

Redhead heshe fuck man in fishing web

Redhead heshe fuck man in fishing web

Sheshaft 5 years ago

TS Seduction 4: Rubber Room Rituals

HD 0:30 / 2:46:00

TS Seduction 4: Rubber Room Rituals

AEBN 7 years ago

Latex TS Clone Anal Punishment BDSM

Latex TS Clone Anal Punishment BDSM

BeMyHole 1 month ago

Shemale punishers indoors gangbang

Shemale punishers indoors gangbang

BeMyHole 4 years ago

Jizzsprayed tranny getting gangbanged

Jizzsprayed tranny getting gangbanged

xHamster 7 years ago

Jose Castell Black Domina with Whip 2

Jose Castell Black Domina with Whip 2

xHamster 5 months ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 2 weeks ago

Kinky sex with electro play and piss

Premium HD 32:53

Kinky sex with electro play and piss

Sheer 1 year ago

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

xHamster 3 years ago

Courageous TS Natalie Mars Bends Down And Lets The Giant Rubber Dick Destroy Her Asshole

Courageous TS Natalie Mars Bends Down And Lets The Giant Rubber Dick Destroy Her Asshole

Eporner 9 months ago

Choking and caning kitsy

Choking and caning kitsy

XXXShemalePorn 2 years ago

Alice Kizar Private Show

55% 4K 2:00 / 26:03

Alice Kizar Private Show

Flirt4Free 1 month ago

Liam Jacobson Private Show

44% HD 2:00 / 4:59

Liam Jacobson Private Show

Flirt4Free 4 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

Michelle Firestone swaps her pecker in and out of Juliette Marchs holes

Michelle Firestone swaps her pecker in and out of Juliette Marchs holes

Sheshaft 5 months ago

”Nicole Clitman gets punished with rough & hardcore sex”

”Nicole Clitman gets punished with rough & hardcore sex”

ThePornstar 1 year ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 3 years ago

TRANSEROTICA Natalie Eats Feet Before Submitting To Domina

TRANSEROTICA Natalie Eats Feet Before Submitting To Domina

xHamster 5 years ago

Vicky Katherine Private Show

63% HD 2:00 / 8:41

Vicky Katherine Private Show

Flirt4Free 2 years ago

Watch this kinky tattooed dominatrix tease and punish you with her tits and collar

Watch this kinky tattooed dominatrix tease and punish you with her tits and collar

Sheshaft 1 month ago

Sissy Kimberly Chained and Spanked

Sissy Kimberly Chained and Spanked

Tranny.one 3 years ago

Taylor Diamond was naughty so her Sir punishes her ass for over an hour.

Premium HD 1:05:30

Taylor Diamond was naughty so her Sir punishes her ass for over an hour.

XVideosRed 3 years ago

Punishing My Girlcock With a Fleshlight

Punishing My Girlcock With a Fleshlight

aShemaleTube 8 months ago

Mistress Reika makes domestic submissive crossdress and spanks him

Mistress Reika makes domestic submissive crossdress and spanks him

Rock.PORN 2 months ago

Shemale Beatrice Andrade submits her slave with the cock

56% HD 0:39 / 43:14

Shemale Beatrice Andrade submits her slave with the cock

FapHouse 4 years ago

Huge tits TS Sarina Dominates Her Boss

Huge tits TS Sarina Dominates Her Boss

TrannyGem 4 weeks ago

Sophia Loreen Private Show

63% HD 2:00 / 8:17

Sophia Loreen Private Show

Flirt4Free 5 years ago

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

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

PornBox 2 years ago

Pimp and prostitute-shemale punished prostitute-rival

Pimp and prostitute-shemale punished prostitute-rival

Tranny.one 3 years ago

Desperate For More Cherry

Premium HD 22:30

Desperate For More Cherry

Sheer 1 year ago

Three shemale punishers fuck a blindfolded dude and cum in

Three shemale punishers fuck a blindfolded dude and cum in

xHamster 9 months ago

Mary & Polly Private Show

Mary & Polly Private Show

Flirt4Free 5 months ago

”Trans fucking titty librarian”

”Trans fucking titty librarian”

LesbianBliss 4 days ago

”Big Titted latin gets pranked & banged in public”

”Big Titted latin gets pranked & banged in public”

ThePornstar 8 months ago

AS TRANS PIROCUDAS ME FIZERAM DE ESCRAVA NA COZINHA E COMERAM MEU CU

AS TRANS PIROCUDAS ME FIZERAM DE ESCRAVA NA COZINHA E COMERAM MEU CU

xnxxGold 3 years ago

cuntwhipping stapler ache

cuntwhipping stapler ache

MatureTubeHere 4 years ago

Female domination Domme will unlock sissy's purity cell if she ejaculates OF @Saskia_and_Sasha

Female domination Domme will unlock sissy's purity cell if she ejaculates OF @Saskia_and_Sasha

Transvids.tv 7 months ago

Trans Chica Gets Caught Playing and Gets Punished

Trans Chica Gets Caught Playing and Gets Punished

ShemaleSin 1 month ago

hot strict latex mistress and her play toy - trans wearing full suit with woman body

HD 0:30 / 10:03

hot strict latex mistress and her play toy - trans wearing full suit with woman body

PornBox 2 years ago

Feminine shemale punishers give a massive facial to their

Feminine shemale punishers give a massive facial to their

xHamster 8 months ago

Sophia Loreen Party on May 13, 2025 - Part 2

55% 4K 2:00 / 45:10

Sophia Loreen Party on May 13, 2025 - Part 2

Flirt4Free 8 months ago

Gabriella Bruni Private Show

61% 4K 2:00 / 6:17

Gabriella Bruni Private Show

Flirt4Free 2 months ago

Caught Stealing At Kink We dont Call the Cops we Call

Caught Stealing At Kink We dont Call the Cops we Call

AbTranny 11 years ago

Dominant TS Korra Del Rio punishes disgraceful sinner DJ

Dominant TS Korra Del Rio punishes disgraceful sinner DJ

UrGayPorn 2 months ago

Blonde tranny punishes priest

Blonde tranny punishes priest

Sheshaft 8 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 8 years ago

Two brunette and one blonde tranny dominate their slave

Two brunette and one blonde tranny dominate their slave

xHamster 8 months ago

”Atticus Cole loses his hole to his transgender roomie Natassia Dreams”

”Atticus Cole loses his hole to his transgender roomie Natassia Dreams”

IFuckedYourGF 2 weeks ago

Eve Girard Private Show

HD 2:00 / 18:20

Eve Girard Private Show

Flirt4Free 2 years ago

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

Katestube 5 months ago

The BDSM Rebel TS Luzigain Is Punished and Fucked by Miss Nicanordic

66% HD 1:01 / 14:13

The BDSM Rebel TS Luzigain Is Punished and Fucked by Miss Nicanordic

FapHouse 1 year ago

Sophia Loreen Party on Jan 14, 2026 - Part 3

4K 2:00 / 35:36

Sophia Loreen Party on Jan 14, 2026 - Part 3

Flirt4Free 4 days ago

Sophia Loreen Private Show

HD 2:00 / 20:49

Sophia Loreen Private Show

Flirt4Free 2 years ago

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

HD 0:30 / 31:40

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

Clips4sale 4 months ago

Elias & Elix Private Show

60% HD 2:00 / 5:14

Elias & Elix Private Show

Flirt4Free 4 months ago

"Red Fantasy: My Hot Side""Redhead ALISA: Alone in Paris"

"Red Fantasy: My Hot Side""Redhead ALISA: Alone in Paris"

xHamster 5 months ago

Riam Zoya Private Show

Riam Zoya Private Show

Flirt4Free 1 week ago

desperate for more cherry

62% HD 0:30 / 22:30

desperate for more cherry

PornBox 1 year ago

Charlie Cano Private Show, More Fucks Like This, I Want to Repeat

61% HD 2:00 / 14:57

Charlie Cano Private Show, More Fucks Like This, I Want to Repeat

Flirt4Free 3 years ago

Rika Fox gets punished and takes a MASSIVE facial full video available now

Rika Fox gets punished and takes a MASSIVE facial full video available now

aShemaleTube 5 months ago

Three shemales with big asses fuck a dude in bondage until

Three shemales with big asses fuck a dude in bondage until

xHamster 1 year ago

Four shemale punishers in black leather outfits manhandle a dude

Four shemale punishers in black leather outfits manhandle a dude

aShemaleTube 1 year ago

Transgender Princess Punishers Raunchy up Man Plaything Evelin Rangel , Bruna Castro

Transgender Princess Punishers Raunchy up Man Plaything Evelin Rangel , Bruna Castro

TrannyGem 5 years ago

Blonde Tranny Punisher Mariana Fenix Fucks A Stud

Blonde Tranny Punisher Mariana Fenix Fucks A Stud

BeMyHole 1 year ago

Please punish me teacher for being bad

Please punish me teacher for being bad

FapCat 6 months ago

Pissing and Cumming... Crossdresser in black panties.

Pissing and Cumming... Crossdresser in black panties.

xHamster 11 months ago

solitary tranny goddess jerks while dirty talking

solitary tranny goddess jerks while dirty talking

Tranny.one 3 years ago

Shemale Barbara Pires Ass Humiliation I

Shemale Barbara Pires Ass Humiliation I

Clips4sale 2 weeks ago

Ebony Inmate gets Assfucked by Ebony Officer

Ebony Inmate gets Assfucked by Ebony Officer

Ebony8 7 years ago

Growing Into a Slut - MILF Step-Mommy Sydney Screams Punishes Slut TS Step-Daughter Sammi Smith

Premium HD 20:29

Growing Into a Slut - MILF Step-Mommy Sydney Screams Punishes Slut TS Step-Daughter Sammi Smith

xnxxGold 1 year ago

Joyce Naturelly and Raquel Dourado punish each other's hungry asses

Joyce Naturelly and Raquel Dourado punish each other's hungry asses

TubeOn 9 years ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

59% 0:30 / 16:29

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

Clips4sale 3 months ago

Ladyboy Slave Aom Blowjob and Frottage

Ladyboy Slave Aom Blowjob and Frottage

Sheshaft 7 years ago

TS Aubrey Kate Dominates Twink Levi Rhodes Intense Femboy BDSM Mansion Scene Raw Anal Sex

TS Aubrey Kate Dominates Twink Levi Rhodes Intense Femboy BDSM Mansion Scene Raw Anal Sex

Sheshaft 2 days ago

Schoolteacher's Pet: Tgirl Gets Rectally Punished (Subtitled)

Schoolteacher's Pet: Tgirl Gets Rectally Punished (Subtitled)

TrannyGem 2 years ago

Shemales in leather boots tie up a man before fucking him in

Shemales in leather boots tie up a man before fucking him in

xHamster 9 months ago

”Oriental bitch Venus Lux gets money to get drilled”

”Oriental bitch Venus Lux gets money to get drilled”

Fapnow 3 years ago

lesbian foot domination girls - today i will punish you with my sexy feets

lesbian foot domination girls - today i will punish you with my sexy feets

PornBox 7 months ago

Sabrina Smiith Private Show

4K 2:00 / 18:09

Sabrina Smiith Private Show

Flirt4Free 1 week ago

Liam Jacobson Private Show

59% HD 2:00 / 7:27

Liam Jacobson Private Show

Flirt4Free 4 months ago

Stunning domina punishes her male pet's ass and mouth - POV

Stunning domina punishes her male pet's ass and mouth - POV

aShemaleTube 2 years ago

Cassidy Quinn punished & diapered for being a bad girl - Tranny domination

Cassidy Quinn punished & diapered for being a bad girl - Tranny domination

Wankoz 1 month ago

Freya Bliss Private Show

Freya Bliss Private Show

Flirt4Free 2 weeks ago

Liam Jacobson Private Show - Part 2

HD 2:00 / 10:47

Liam Jacobson Private Show - Part 2

Flirt4Free 2 months 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

Sophia Loreen Private Show

HD 2:00 / 34:50

Sophia Loreen Private Show

Flirt4Free 4 years ago

Jhon & Derek & Chris Private Show

63% HD 2:00 / 50:21

Jhon & Derek & Chris Private Show

Flirt4Free 3 years ago

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

FetishShrine 6 months ago

Alexander & Patric & Alfonso Private Show

42% HD 2:00 / 1:26:38

Alexander & Patric & Alfonso Private Show

Flirt4Free 3 years ago

Latex Domination Heshe Jamie French Breaks Sebastian Keys with Deep Anal

Latex Domination Heshe Jamie French Breaks Sebastian Keys with Deep Anal

Sheshaft 1 week ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 2 years ago

Seduced on The Dance Floor The Return of a Ts Godess

72% 0:11 / 44:17

Seduced on The Dance Floor The Return of a Ts Godess

C4S 2 years ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 3 weeks ago

$Hey guys, let\'s have fun today, send 50cr and you\'ll receive a surprise ❤️❤️ LUHS ON, play with me😊 - Part 10$ HD 2:00 / 9:53

Hey guys, let\'s have fun today, send 50cr and you\'ll receive a surprise ❤️❤️ LUHS ON, play with me😊 - Part 10

Flirt4Free 8 months ago

ultra-cutie penalize Ger Maid Trans hotty

ultra-cutie penalize Ger Maid Trans hotty

TrannyGem 5 years ago

Troy Khalil Private Show

70% HD 2:00 / 11:02

Troy Khalil Private Show

Flirt4Free 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 2 months ago

Masturbation, Dick Slapping and Tarture

Masturbation, Dick Slapping and Tarture

xHamster 1 month ago

hot tgirl bitch face fucked railed by stud until she anal gapes face full of cum

HD 1:08 / 25:43

hot tgirl bitch face fucked railed by stud until she anal gapes face full of cum

PornBox 1 year ago

Lady Wawy Private Show

Lady Wawy Private Show

Flirt4Free 4 days ago

Elvis Rey & Andres & Aron Private Show

Elvis Rey & Andres & Aron Private Show

Flirt4Free 3 years ago

Troy Khalil Private Show

4K 2:00 / 13:58

Troy Khalil Private Show

Flirt4Free 1 month ago

Punishing A Guy Outdoors - Alana Ferreira

Punishing A Guy Outdoors - Alana Ferreira

AbTranny 3 years ago

Perspired black in hogtie gets caned

Perspired black in hogtie gets caned

Ebony8 4 years ago

Nettle spanking

Nettle spanking

xHamster 2 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 7 years ago

”TS babe Aubrey Kate & Tony Orlando fuck each other assholes”

”TS babe Aubrey Kate & Tony Orlando fuck each other assholes”

LesbianBliss 1 week ago

Ass Spanking Close-Up for a Hot German Girl

Ass Spanking Close-Up for a Hot German Girl

xHamster 3 years ago

”Skinny blonde girl gets her muff stuffed in a kitchen quickie”

”Skinny blonde girl gets her muff stuffed in a kitchen quickie”

ThePornstar 10 months ago

The BDSM Rebel TS Luzigain Is Punished and Fucked by Miss Nicanordic

HD 0:39 / 14:13

The BDSM Rebel TS Luzigain Is Punished and Fucked by Miss Nicanordic

FapHouse 1 year ago

BDSM TS Domme Jade Venus Fucks Bound Slave Draven Navarro After Edging Him with a Butt Plug

BDSM TS Domme Jade Venus Fucks Bound Slave Draven Navarro After Edging Him with a Butt Plug

Sheshaft 3 weeks ago

”Hardcore sex in a dungeon with transgender punishment”

”Hardcore sex in a dungeon with transgender punishment”

TransHero 2 years ago

Tranny video black gay teen first time Explosions, failure, and punishment

Tranny video black gay teen first time Explosions, failure, and punishment

ManPorn 8 years ago

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman (trans),Tommy Bravo - Trans n Shemale

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant feat. Anna Hickhiman (trans),Tommy Bravo - Trans n Shemale

FapHouse 2 years ago

Chained Skinny Ladyboy Got Punished

Chained Skinny Ladyboy Got Punished

aShemaleTube 8 years ago

”Incompetent Nanny Punished By Bondage Orgasm - Kristen Scott,Ryan Driller”

”Incompetent Nanny Punished By Bondage Orgasm - Kristen Scott,Ryan Driller”

TransHero 1 month ago

Cataleya Divine Private Show

Cataleya Divine Private Show

Flirt4Free 2 years ago

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