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58% 1:01 / 21:10

Crossdresser enjoys flogging session in the dungeon

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Latex Maid Lisa Gets a Good Spanking and Flogging From Tgirl Mistress Lucy

HD 0:39 / 32:14

Latex Maid Lisa Gets a Good Spanking and Flogging From Tgirl Mistress Lucy

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Sissy Caned by Two Cruel Mistresses

64% HD 1:01 / 15:23

Sissy Caned by Two Cruel Mistresses

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Trent Diesel's Orgasmic Adventure

51% HD 0:39 / 1:20:53

Trent Diesel's Orgasmic Adventure

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Story of Kt. Part 3

Story of Kt. Part 3

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”Ersties: SM-Spiele mit Fesseln und Gerte”

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Sloppy Milk Clyster & Cane Mayo Ass-Fuck Plumb With TRANSSEXUAL KATY BARETTO & Cis DARK SOFI

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”Handcuffed lesbian rough anal fucked”

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”GROOBYGIRLS: Popping the Cherry”

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Your Love of Pain Gets You the Cane

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JockPussy: Luke Hudson pussy eating

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Mistresse Aprils black female serf gets punished for masturbating

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Trans woman gets her twat and butt destroyed after some kinky play - DemonicSensuality part 4

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crossdresser spanking

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”Lesbo Girls tormented on device bondage”

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Severe Caned In A Pleated Satin Gown

Severe Caned In A Pleated Satin Gown

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”Bound Asian slave booty spanked”

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Very hard caning

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Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

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”Creepy Step Grandpa wants his Prick & Cane Shined!”

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Strap On Caning For Candi Cumdump - Stella Liberty - Femdom Female Domination Pegging Sissy Training

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57% HD 0:10 / 9:05

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”Strapped to parallel bars in the air”

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Flagellating my PHAT Clittie - Cunt Absorption + Using a Flog on my turgid FAT Clitoris

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”TS slave bound & feet caned”

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Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

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”Blond babe gets nipples hurt while she drinks piss”

”Blond babe gets nipples hurt while she drinks piss”

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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

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Ebony lesbian master teaching this little slut for good behaviour

Ebony lesbian master teaching this little slut for good behaviour

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Your Love of Pain Gets You the Cane

66% 0:39 / 10:07

Your Love of Pain Gets You the Cane

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I punish my husband because he doesn't lick his

I punish my husband because he doesn't lick his

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Caned by Princes Ammy 7

Caned by Princes Ammy 7

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Trans woman gets her cunt and butt destroyed after some kinky play - DemonicSensuality part 4

Trans woman gets her cunt and butt destroyed after some kinky play - DemonicSensuality part 4

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TS driving student smashes stunning slut in the classroom

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MTF Trans Cutie Deepthroats, Gets Her Titties Caned, and Gets Overspread in Cum

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”All Eyes On Her Part I”

”All Eyes On Her Part I”

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Trans slave Luzi punished and fucked

HD 0:10 / 14:09

Trans slave Luzi punished and fucked

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Sissy Caned by Two Cruel Mistresses

Sissy Caned by Two Cruel Mistresses

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KitsyMe0w. Ten minute fuck. (Anal sex)

KitsyMe0w. Ten minute fuck. (Anal sex)

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Monstrous beefstick imperious TGirl Lucy face tearing up and caning spectacular COUGAR Lisa

Monstrous beefstick imperious TGirl Lucy face tearing up and caning spectacular COUGAR Lisa

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severe caning for nicole

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JockPussy - Sweet Luke Hudson receives rough nailing

JockPussy - Sweet Luke Hudson receives rough nailing

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If you lick my feet you can fuck me

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spanking that Riley in tight yoga pants teen loves wearing leggings needs to take daddys dick

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Twink Sub Whipped By Brazilian Shemale Transwoman Domme Multiple Whips and Caning - Michelly Ximenez

Twink Sub Whipped By Brazilian Shemale Transwoman Domme Multiple Whips and Caning - Michelly Ximenez

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punk girl-girl @ialmalt gets caned and peed on in my garage

punk girl-girl @ialmalt gets caned and peed on in my garage

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A Disgrace to Our Town Part 1

60% 1:01 / 21:04

A Disgrace to Our Town Part 1

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Kitsy paddled & caned a severe spanking in strappado with anal hook

Kitsy paddled & caned a severe spanking in strappado with anal hook

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Nutty the Elf in "Trouble Again"

Nutty the Elf in "Trouble Again"

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Caning Sweetie

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Sissy Caned by Two Cruel Mistresses

Sissy Caned by Two Cruel Mistresses

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Bondage Spitroast Caning Pt2

Bondage Spitroast Caning Pt2

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College sissy anal caning

College sissy anal caning

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julie caned then fucked by Master D

julie caned then fucked by Master D

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caned and wanked

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Bound gothic transsexual princess Ts Bunny gets ass b. with bamboo caning while bent over bed 02-04- tranny ladyboy sissy

Premium HD 5:35

Bound gothic transsexual princess Ts Bunny gets ass b. with bamboo caning while bent over bed 02-04- tranny ladyboy sissy

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CD Sissy ass caned hard

CD Sissy ass caned hard

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Master Leo disciplines his sissy

Master Leo disciplines his sissy

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French Aged S&M two of three

French Aged S&M two of three

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Krista Cane - Gets Epic Popping The Cherry Gg

Krista Cane - Gets Epic Popping The Cherry Gg

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TS Kitten Gal Pixi Lust dominated & fucked by Daddy Draven Navarro in a hardcore BDSM scene

TS Kitten Gal Pixi Lust dominated & fucked by Daddy Draven Navarro in a hardcore BDSM scene

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Choking and caning kitsy

Choking and caning kitsy

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”GROOBYGIRLS: Popping the Cherry”

”GROOBYGIRLS: Popping the Cherry”

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Truant Jenny gets caned

77% 0:30 / 11:34

Truant Jenny gets caned

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Sissy Maid's caning punishment WL1718

68% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

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The punishment of Louisa Part 8 of 8 Final clip in this set

66% 0:30 / 6:50

The punishment of Louisa Part 8 of 8 Final clip in this set

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Sexy Jade and Wolf Hudson

Sexy Jade and Wolf Hudson

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Spank my Hole

77% 0:57 / 16:08

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24 strokes for Jennifer plus 12 bonus whacks

72% 0:30 / 11:15

24 strokes for Jennifer plus 12 bonus whacks

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Spanking and flogging of new sub

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Caned And Fucked Double Domination

Caned And Fucked Double Domination

Clips4sale Hace 3 años

Bought & Broken In (1080 HD)

69% 4K 0:53 / 20:39

Bought & Broken In (1080 HD)

Clips4sale Hace 3 años

The punishment of Louisa Part 7 of 8

70% 0:30 / 6:30

The punishment of Louisa Part 7 of 8

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sissy maid caned in wet knickers

65% HD 0:10 / 4:44

sissy maid caned in wet knickers

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A Disgrace to Our Town Part 1

A Disgrace to Our Town Part 1

xHamster Hace 10 meses

This ladyboy breezy Madeline is vulnerable as she gets stiff penalty from her tormentor

This ladyboy breezy Madeline is vulnerable as she gets stiff penalty from her tormentor

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Chinese caning SADISM & MASOCHISM

Chinese caning SADISM & MASOCHISM

TrannyGem Hace 6 años

French Older SADOMASOCHISM two of three

French Older SADOMASOCHISM two of three

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Discipline Day For Joanne 1 The Pre Caning Warm Up

Discipline Day For Joanne 1 The Pre Caning Warm Up

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Beauty Slaves Dominated by a Heartless Tranny

Beauty Slaves Dominated by a Heartless Tranny

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Yogapants Kitsy PART1 Blowjob and caning.

Yogapants Kitsy PART1 Blowjob and caning.

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T-Models cane and shag

T-Models cane and shag

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Misty Cane tease in white

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Wire On Cropping for Candi Cumdump - Stella Liberty - Female Dominance Chick Predominance Pegging Sissy Teaching

Wire On Cropping for Candi Cumdump - Stella Liberty - Female Dominance Chick Predominance Pegging Sissy Teaching

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Freaks of Nature 26 Aged Fisted and Vagina Slapping

Freaks of Nature 26 Aged Fisted and Vagina Slapping

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slavery electro spitroast caning pt1

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Freak of Nature 38 Older SADOMASOCHISM

Freak of Nature 38 Older SADOMASOCHISM

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Tinasback caning

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Freak of Nature 13 Mature Endless Soundy Cuntrubbing

Freak of Nature 13 Mature Endless Soundy Cuntrubbing

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Towheaded Whipped

Towheaded Whipped

TrannyGem Hace 5 años

Dominatrix caning useless slave

Dominatrix caning useless slave

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Bastinado and Tickling

63% HD 0:11 / 11:24

Bastinado and Tickling

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He Cane Prepare Ready to Devore Me

He Cane Prepare Ready to Devore Me

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Cane Massaging the Huge Head of His Cock Until He Cums and Fills His Entire Condom!

42% HD 0:39 / 9:00

Cane Massaging the Huge Head of His Cock Until He Cums and Fills His Entire Condom!

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JockPussy: Sweet Luke pussy fuck caning

JockPussy: Sweet Luke pussy fuck caning

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Ginormous Faux Baps Hermaphroditism Caning - Arch over and I will slap you !

Ginormous Faux Baps Hermaphroditism Caning - Arch over and I will slap you !

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Naughty Fashion Show - compilation of stylings with hard caning and vast cumshot

Naughty Fashion Show - compilation of stylings with hard caning and vast cumshot

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I Would Love to be that Candy Cane

I Would Love to be that Candy Cane

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Spank Crossdresser slave

Spank Crossdresser slave

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Jesse Jane picked up on the side of the road & pounded hard

Jesse Jane picked up on the side of the road & pounded hard

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”Caned babe cries while caned & eats butt”

”Caned babe cries while caned & eats butt”

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Crossdresser spanking

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Caning and choking Kitsy

Caning and choking Kitsy

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Slave Gets His Holes Filled

Slave Gets His Holes Filled

xHamster Hace 1 año

SISSY Femboy T-model Gimp EDGES AND SPANKS Herself (Caning, Jack Off, Orgasm Denial, BEEFSTICK AND BALL TORMENT)

SISSY Femboy T-model Gimp EDGES AND SPANKS Herself (Caning, Jack Off, Orgasm Denial, BEEFSTICK AND BALL TORMENT)

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Cheating on a 9 Inch Cock Vanilla and Pancho

Cheating on a 9 Inch Cock Vanilla and Pancho

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Trans All Girl Dominance. Restrain Bondage, Electro Ass Fucking and Deep-Throat Jobs.

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Freaks of Nature 22 Midget two

Freaks of Nature 22 Midget two

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Dommy Karabella the Big Dick Reindeer

HD 0:10 / 13:30

Dommy Karabella the Big Dick Reindeer

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Young Tbabe Mariana Lins Enjoys a BBC

61% HD 1:01 / 33:56

Young Tbabe Mariana Lins Enjoys a BBC

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”Japanese slave rough tormented”

”Japanese slave rough tormented”

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”This guy has two mistresses - Jezebel Alexa & Jane Marie”

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MistressAe Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

66% HD 0:10 / 31:14

MistressAe Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

LoyalFans Hace 1 mes

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pointed nipples stretch greedily in the air while a tranny can be fucked horny by her boyfriend in the ass

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You can break my ass #Kodabratz

You can break my ass #Kodabratz

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Slave Gets His Holes Filled

59% HD 1:01 / 8:07

Slave Gets His Holes Filled

FapHouse Hace 1 año

pointed nipples stretch greedily in the air while a tranny can be fucked horny by her boyfriend in the ass

pointed nipples stretch greedily in the air while a tranny can be fucked horny by her boyfriend in the ass

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”BLACK-TGIRLS: Cherry Cane's Climax Thursday”

”BLACK-TGIRLS: Cherry Cane's Climax Thursday”

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