Punished Videos (59,695)

Corina Streignard Private Show

63% HD 2:00 / 4:39

Corina Streignard Private Show

Flirt4Free 3 years ago

Huge BBC Takes Ria Bentley to Poundtown with Creampie

Huge BBC Takes Ria Bentley to Poundtown with Creampie

XHamster 2 years ago

Kira's Punishment - Part Two

HD 1:01 / 19:59

Kira's Punishment - Part Two

FapHouse 4 years ago

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

HQBang 1 year ago

FUTA STEP-MOMMY FUCKS DAUGHTER FOR PUNISHMENT

FUTA STEP-MOMMY FUCKS DAUGHTER FOR PUNISHMENT

Clips4sale 1 year ago

Trying some new devices

Trying some new devices

XHamster 4 years ago

Sucker for Punishment

Sucker for Punishment

XHamster 2 years ago

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

Zatube 10 months ago

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

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

Yeswegays 1 year ago

Sabrina Smiith Private Show

4K 2:00 / 1:10:10

Sabrina Smiith Private Show

Camster 7 months ago

TS Ryder Monroe bound fisted and fucked hard in AI punishment

TS Ryder Monroe bound fisted and fucked hard in AI punishment

KeekAss 1 year ago

Tranny Bondage Cock Sucking Fest

Tranny Bondage Cock Sucking Fest

AbTranny 8 years ago

Mistress MahoganyQen punishes her sissy slave Yulia Masakowa

Mistress MahoganyQen punishes her sissy slave Yulia Masakowa

YouPorn Unknown

A Cabin Witch Diaper Spell

65% HD 0:30 / 9:36

A Cabin Witch Diaper Spell

Clips4sale 1 year ago

Goddess Cherry Punishes My Slutty Holes

Goddess Cherry Punishes My Slutty Holes

XHamster 3 months ago

Chocolate Part two

Chocolate Part two

ShemaleSin 1 week ago

Punishing the Voyeur

Punishing the Voyeur

ShemaleSin 3 months ago

Tatiana & Lord Private Show

Tatiana & Lord Private Show

Flirt4Free 2 weeks ago

Tall Bodybuilder in Small Underwear Tied Up

HD 2:00 / 44:37

Tall Bodybuilder in Small Underwear Tied Up

Flirt4Free 9 years ago

PUNISHING POOR JACK WITH DUAL FART BOMBS - BY THAY FLORES AND RAVE GIRL - CLIP 1 IN FULL HD

Premium HD 5:00

PUNISHING POOR JACK WITH DUAL FART BOMBS - BY THAY FLORES AND RAVE GIRL - CLIP 1 IN FULL HD

Clips4sale 3 years ago

Sophia Loreen Party on Jul 28, 2026 - Part 2

4K 2:00 / 51:31

Sophia Loreen Party on Jul 28, 2026 - Part 2

Flirt4Free 1 week ago

Celeste & Liz Private Show

63% HD 2:00 / 8:47

Celeste & Liz Private Show

Flirt4Free 3 years ago

Headmaster punishes and bangs fastened t-girl student (Natalie Mars)

Headmaster punishes and bangs fastened t-girl student (Natalie Mars)

ShemaleSin 2 years ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

Clips4sale 1 year ago

sadistic sissy hunk Lucy with his tied serf

sadistic sissy hunk Lucy with his tied serf

ShemaleSin 6 months ago

Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn

Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn

XHamster 7 months ago

Fer, mi papi me hace suya de nuevo

Fer, mi papi me hace suya de nuevo

Tranny.one 4 years ago

TS Dominant-Bitch in Latex Bangs Guy (Natalie Mars)

TS Dominant-Bitch in Latex Bangs Guy (Natalie Mars)

ShemaleSin 2 years ago

FEMDOM SHEMALE BOSS Punishes Employee With Rough Sex 🔥 (AI Generated)

Premium HD 5:13

FEMDOM SHEMALE BOSS Punishes Employee With Rough Sex 🔥 (AI Generated)

Sheer 3 weeks ago

Mistress Soleli and Casper Coxx

Mistress Soleli and Casper Coxx

XHamster 1 year ago

DOMINATE'S GRIP CHOKES CONTROL IN SHADOWED CHAINS Clip 1

DOMINATE'S GRIP CHOKES CONTROL IN SHADOWED CHAINS Clip 1

XHamster 4 months ago

Teen Creeper Cadence Lux - Punk Chick Gets Punished

Teen Creeper Cadence Lux - Punk Chick Gets Punished

Some.Porn 1 year ago

”Sexy Stepmom Tranny punishing naughty hubby”

”Sexy Stepmom Tranny punishing naughty hubby”

4Wank 2 years ago

Chocolate Fill Play with My Sissy Gurlfriend Part 1

Chocolate Fill Play with My Sissy Gurlfriend Part 1

XHamster 6 months ago

Sophia Loreen Party on Jul 11, 2026 - Part 3

HD 2:00 / 1:08:36

Sophia Loreen Party on Jul 11, 2026 - Part 3

Flirt4Free 3 weeks ago

Pecs Play, Bouncing and Putting Oil on Them...then Some Gentle Rubbing

HD 2:00 / 31:07

Pecs Play, Bouncing and Putting Oil on Them...then Some Gentle Rubbing

Flirt4Free 7 years ago

”Sydney caught having sex on the Job - gets Punished”

”Sydney caught having sex on the Job - gets Punished”

TransHero 7 months ago

Sophia Loreen Private Show

4K 2:00 / 17:22

Sophia Loreen Private Show

Flirt4Free 2 days ago

Elvis & Alfonso & Master Private Show

65% HD 2:00 / 13:28

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Triple Thrill

Some.Porn 2 years ago

Subby's Punishment By Dom CD: Spanking Fun!

Subby's Punishment By Dom CD: Spanking Fun!

Eporner 1 year ago

Ice un the Ass

XHamster 2 years ago

Lika Kai Private Show

Lika Kai Private Show

Flirt4Free 1 week ago

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

XHamster 1 year ago

Viky & Master Private Show

HD 2:00 / 14:49

Viky & Master Private Show

Camster 10 months ago

SQUIRT - Part 2

SQUIRT - Part 2

Camster 6 months ago

Hawt Sissygasm WBS for BNWO with BBC sex-toy and ball punishment

Hawt Sissygasm WBS for BNWO with BBC sex-toy and ball punishment

ShemaleSin 2 years ago

Sexy strip... enjoy my wet pussy getting fucked and my booty bouncing on that juicy hard cock! (squirt) - Part 2

HD 2:00 / 14:53

Sexy strip... enjoy my wet pussy getting fucked and my booty bouncing on that juicy hard cock! (squirt) - Part 2

Flirt4Free 1 year ago

TS Mistress Alexa Dominates Muscular

TS Mistress Alexa Dominates Muscular

TransTube.tv 5 months ago

Andrea Lavigne Private Show

HD 2:00 / 17:09

Andrea Lavigne Private Show

Flirt4Free 2 years ago

Bound up Femboy gets edged until that guy can't stop himself! (POST CLIMAX PUNISHMENT)

Bound up Femboy gets edged until that guy can't stop himself! (POST CLIMAX PUNISHMENT)

ShemaleSin 2 years ago

Silvana Cute Private Show

Silvana Cute Private Show

Camster 3 years ago

Colombian Boys Private Show

61% HD 2:00 / 10:07

Colombian Boys Private Show

Flirt4Free 2 years ago

Desire Sweet Private Show

HD 2:00 / 12:51

Desire Sweet Private Show

Camster 1 week ago

Spanking crossdresser

Spanking crossdresser

BoyFriendTV 1 year ago

Cum with Free Hands

58% HD 2:00 / 8:27

Cum with Free Hands

Flirt4Free 2 years ago

Busty shemale punisher spanks and fucks her lover with a

Busty shemale punisher spanks and fucks her lover with a

XHamster 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 week ago

Pretty Lyka Private Show

Pretty Lyka Private Show

Flirt4Free 1 year ago

King of Thrust

55% 4K 2:00 / 9:45

Flirt4Free 6 months ago

Punished by the Headmaster - WMV Version

Punished by the Headmaster - WMV Version

Clips4sale 2 years ago

Latina shemale in black stockings fucks her skinny male

Latina shemale in black stockings fucks her skinny male

XHamster 1 year ago

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

KeekAss 1 year ago

No. 189: Punishment for Wetting Myself

55% HD 1:01 / 7:23

No. 189: Punishment for Wetting Myself

FapHouse 2 months ago

Naughty animated bitch is hotly fucked by her shemale stepmoms big dick.

Naughty animated bitch is hotly fucked by her shemale stepmoms big dick.

XCafe 1 year ago

I Need to Be Punished

I Need to Be Punished

FapHouse 10 months ago

”Babe in lesbian group public torment”

”Babe in lesbian group public torment”

TransHero 7 months ago

The punishment - the movie

The punishment - the movie

XXXShemalePorn 9 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 9 months ago

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

Faptor 1 year ago

Nipple Torture Show

HD 2:00 / 10:56

Nipple Torture Show

Flirt4Free 2 years ago

”Screwed Behind Bars”

”Screwed Behind Bars”

LesbianBliss 5 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 3 years ago

Valery & Felipe Private Show

Valery & Felipe Private Show

Camster 2 years ago

My Pink Fantassy! Veronica Vixen Punishes Gracie Jane at GenderFlux

My Pink Fantassy! Veronica Vixen Punishes Gracie Jane at GenderFlux

XVideos 11 months ago

Denali Danger gets Punished #3 out now!!! Shes so amazing

Denali Danger gets Punished #3 out now!!! Shes so amazing

AShemaleTube 1 year ago

Luccas & Jhordy Private Show

67% HD 2:00 / 6:43

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

The Reformatory Part 2

64% 0:19 / 27:40

The Reformatory Part 2

Clips4sale 1 year ago

Your Girl is with a Lot of Oil 🥛🍾

Your Girl is with a Lot of Oil 🥛🍾

Flirt4Free 1 year ago

Master & Ithan Private Show

55% HD 2:00 / 17:19

Master & Ithan Private Show

Flirt4Free 11 months ago

How Many Hours Are You Going to Punish

How Many Hours Are You Going to Punish

FapHouse 1 year ago

Five shemale punishers tie up a dude and fuck him in the ass doggystyle

Five shemale punishers tie up a dude and fuck him in the ass doggystyle

AShemaleTube 2 years ago

Good Hard Spanking For Sissy Slave Janine

Good Hard Spanking For Sissy Slave Janine

XHamster 4 years ago

squirt - Part 2

squirt - Part 2

Camster 10 months ago

Lika Kai Private Show

4K 2:00 / 27:43

Lika Kai Private Show

Flirt4Free 1 week ago

Mrs Samantha Punishes Her Slave Tgirl Marina with a Good Spank and Teases Her

HD 0:39 / 14:14

Mrs Samantha Punishes Her Slave Tgirl Marina with a Good Spank and Teases Her

FapHouse 1 year ago

Cream Pie For Good Sluts Pt2

Cream Pie For Good Sluts Pt2

Cremz 5 years ago

The Lost Bet

XHamster 1 year ago

Young Trans Hotty Milking her Big Natural Tits after Punishing and Slapping her Puffy Nipps with Chunky Vibrator

Young Trans Hotty Milking her Big Natural Tits after Punishing and Slapping her Puffy Nipps with Chunky Vibrator

PornFreeNow 1 week ago

Self bondage inflation gone wrong - extreme air enema with powerfull compressors

Self bondage inflation gone wrong - extreme air enema with powerfull compressors

AbTranny 2 years ago

Sexy dance, savage twerk, enjoy my streaptase while i make my body shine with oil, twerk in your face and red spanks, lets make my pussy wet with me riding my NEW TOY!

59% HD 2:00 / 19:53

Sexy dance, savage twerk, enjoy my streaptase while i make my body shine with oil, twerk in your face and red spanks, lets make my pussy wet with me riding my NEW TOY!

Flirt4Free 4 years ago

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

XHamster 7 months ago

”Gagged hoe toyed & screwed in public”

”Gagged hoe toyed & screwed in public”

TransHero 7 months ago

Sandra Palmer Private Show

4K 2:00 / 26:51

Sandra Palmer Private Show

Camster 2 weeks ago

Chupando La Polla En Cabo

Chupando La Polla En Cabo

Some.Porn 1 year ago

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

63% HD 0:28 / 25:53

TS Juliana Belfort and Hex Fetish: Hotel Room Desires (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking - Trans Anal - Trans Sex

Clips4sale 8 months ago

Sandra Palmer Private Show

Sandra Palmer Private Show

Flirt4Free 6 days ago

Sexy shemale punishing her German slave's ass

Sexy shemale punishing her German slave's ass

TrannyGem 2 years ago

Findom Session!

Findom Session!

Camster 1 year ago

Enjoy my nipples with clamps while I twerk in your face...not enough? Let me bounce over that cock, WILD RIDE! and lets cum! (yummy) for only 50 crdts - Part 2

56% 4K 2:00 / 9:55

Enjoy my nipples with clamps while I twerk in your face...not enough? Let me bounce over that cock, WILD RIDE! and lets cum! (yummy) for only 50 crdts - Part 2

Flirt4Free 7 months ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years ago

TS Natalie Mars fisted and stretched by MILF Penny Barber

TS Natalie Mars fisted and stretched by MILF Penny Barber

Fapcat 1 year ago

Spider Woman Its Ready!

Spider Woman Its Ready!

Flirt4Free 3 years ago

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

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

429Men 6 months ago

Shemale Slut Carla Fucking Her Ass with a Big Dildo

Shemale Slut Carla Fucking Her Ass with a Big Dildo

XHamster 1 month ago

The BBC Punisher fucks Denali Danger

The BBC Punisher fucks Denali Danger

AShemaleTube 2 years ago

Kamille Amora Wanted Cock

Kamille Amora Wanted Cock

Some.Porn 1 year ago

Liam Jacobson Private Show

61% HD 2:00 / 19:32

Liam Jacobson Private Show

Flirt4Free 1 year ago

Dominant Trans Beauty Punishes Sub

Dominant Trans Beauty Punishes Sub

BeMyHole 9 months ago

Crushed cake by my feet is now your favorite dessert

61% HD 0:37 / 7:42

Crushed cake by my feet is now your favorite dessert

Clips4sale 4 years ago

Mistress Priest punish her slave with cane

Mistress Priest punish her slave with cane

XVideos 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 week ago

Black Teen Floozy Steals And Gets Caught

Black Teen Floozy Steals And Gets Caught

Ebony8 1 year ago

Desire Sweet Private Show

HD 2:00 / 10:21

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Papa and Step Sun Roleplay

61% HD 2:00 / 25:19

Papa and Step Sun Roleplay

Flirt4Free 3 years ago

Luna Florez Private Show

65% 4K 2:00 / 5:44

Luna Florez Private Show

Flirt4Free 1 week 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

Independent training 50. Straddling the rope with punishment exposure

Independent training 50. Straddling the rope with punishment exposure

XHamster 7 months ago

Archie Blossom Private Show

50% HD 2:00 / 22:08

Archie Blossom Private Show

Flirt4Free 4 months ago

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