Punishment (35,935)

Mistress Trap Punishment

Mistress Trap Punishment

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Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

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''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

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Curvy inked tranny punishes her best friend

Curvy inked tranny punishes her best friend

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Loser slave loses bet against 7 Dommes and is gangbanged (1080 EN-sub)

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Cumming At The Country Club Sex Clip With Phoenix Marie, Angel Youngs - Brazzers Official

Cumming At The Country Club Sex Clip With Phoenix Marie, Angel Youngs - Brazzers Official

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TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

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Bending Boundaries 2 Lina Luxas Punishment Pleasure

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Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

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Hot shemale professor gives the naughty guy a punishment he will never forget

Hot shemale professor gives the naughty guy a punishment he will never forget

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Femboy Viii punished

Femboy Viii punished

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Sexy punishment by hard sissy dick for misspelling

Sexy punishment by hard sissy dick for misspelling

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Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

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(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

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Atticus Cole loses his hole to his transgender roomie Natassia Dreams

Atticus Cole loses his hole to his transgender roomie Natassia Dreams

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Tania and her submissive play a little

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Sophia Loreen Strip

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Oopsie Bending Over Backwards Starring Angellica Good, Bailey Archer And Rana Katana Presented By Little Johnny Pecker

Oopsie Bending Over Backwards Starring Angellica Good, Bailey Archer And Rana Katana Presented By Little Johnny Pecker

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18 bimbo gets her freedom by fucking 2 hung mall cops

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Luscious Ladies In Latex - A TS Seduction Collection

Luscious Ladies In Latex - A TS Seduction Collection

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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

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Two Horny🥵 BBC Members Punish And Fuck Cute TS Marcela Dimov (Interracial — BBC — DAP — Humiliation — Gapes )

Two Horny🥵 BBC Members Punish And Fuck Cute TS Marcela Dimov (Interracial — BBC — DAP — Humiliation — Gapes )

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Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

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Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

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Sophia Loreen Party on Oct 4, 2024 - Part 4

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Sophia Loreen Party on Oct 4, 2024 - Part 4

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Tranny bitch tied up und tortured by her master

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Sophia Loreen Private Show

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Tgirl slave anal punishment

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

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

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French Maid Bound to Cum

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Innocent intern guy gets his ass banged by the nasty shemale boss in the office

Innocent intern guy gets his ass banged by the nasty shemale boss in the office

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Sophia Loreen Private Show

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Sophia Loreen Private Show

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Cute Femboy punished by BBC

Cute Femboy punished by BBC

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Blazing Hot Domination by The Fire FULL video from

Blazing Hot Domination by The Fire FULL video from

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Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock

Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock

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Good Girl Fucked, Bad Girl Cucked

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Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

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Step-daddy Catches His Horny Sissy Girl

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Step-daddy Catches His Horny Sissy Girl

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Shiny pantyhose massage

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Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

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Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist

Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist

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Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

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Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

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Hung ebony shemale S.S punishes a guyu with her big cock

aShemaleTube Hace1 mes

Lucky man gets gangbanged by the gorgeous TS chicks

Lucky man gets gangbanged by the gorgeous TS chicks

Tranny.one Hace 3 yaño

Petite fan is viciously punished by her beloved femdom idol

Petite fan is viciously punished by her beloved femdom idol

ThePornstar Hace10 mes

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - CLIP 2 OF 5 - WMV

60% 0:18 / 5:07

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - CLIP 2 OF 5 - WMV

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Ema Devine Private Show

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TS Morgan Bailey Gives Dominatrix Lesson to Submissive Alex - Kinky BDSM Roleplay

TS Morgan Bailey Gives Dominatrix Lesson to Submissive Alex - Kinky BDSM Roleplay

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Cross Training with LaSirena Tape With Zac Wild, LaSirena69 - Brazzers Official

Cross Training with LaSirena Tape With Zac Wild, LaSirena69 - Brazzers Official

Hoes.tube Hace 2 yaño

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slender chinese college sluts young woman punished with gang bang and anal

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Her Prisoner Part 24 - Sissy Training VII

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Her Prisoner Part 24 - Sissy Training VII

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A Private Punishment

A Private Punishment

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Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

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Easy to dress fake girl sakura experiences various gameplay of Punishment rack

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Extreme Punishment for the Dirtiest Shemales The Tiny Princess Tames the Wild Ones

CrazyPorn Hace3 mes

Domina t-girl punishes a lucky chap

Domina t-girl punishes a lucky chap

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Tied up teen gets merciless punishment she secretly enjoys

ThePornstar Hace10 mes

Playing with my LatexToy pt 4 of 4 1080p

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Playing with my LatexToy pt 4 of 4 1080p

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Cute Dance with Naughty Girl

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Wearing to cross dress

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Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

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Orianna Dunn Private Show

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Orianna Dunn Private Show

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Sexy Mommy Transgender punishing naughty hubby

Sexy Mommy Transgender punishing naughty hubby

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The League of Extraordinary Transsexuals: Beautiful, Feminine, Hung

54% HD 1:11 / 33:12

The League of Extraordinary Transsexuals: Beautiful, Feminine, Hung

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A FEMME FUCKING

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A FEMME FUCKING

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Priscilla makes her slave happy with her hard cock

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Ts creampie guys ass first time Punish my nineteen year-old caboose and mouth

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Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad

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SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

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SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

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Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

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Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

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Femdom Ts Pool Party Fuck Fest

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Damazonia & Rachel Rampage train their sluts to be Orgy party favors

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Damazonia & Rachel Rampage train their sluts to be Orgy party favors

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Trans Girl with Big Puffy Nipples Lactating and Gets her FAT ASS Spanked and Punished

Trans Girl with Big Puffy Nipples Lactating and Gets her FAT ASS Spanked and Punished

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Her Prisoner Part 23 - Sissy Training VI **wmv version**

63% 4K 0:45 / 10:09

Her Prisoner Part 23 - Sissy Training VI **wmv version**

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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

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He gets punished by his Bombshell ebony stepmom - black

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Trans Maid Kaela Luna Wants to Be Used by Her New Boss

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

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Valentina Melo breaks the boy's ass and then she gets her banging

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Curvy Babes Cumpilation ft Natasha Nice, Jenna Starr - GirlfriendsFilms

Curvy Babes Cumpilation ft Natasha Nice, Jenna Starr - GirlfriendsFilms

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

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Femdom Shemale Gangbang Action by TSDomme.com

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Futaslaves Fucked Side By Side

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Futaslaves Fucked Side By Side

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Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

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The Reformatory Part 2

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The Reformatory Part 2

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Huge BBC Takes Ria Bentley to Poundtown with Creampie

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Going Knuckle Deep torture

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The Sixth Former's Bargain - WMV Version

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Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

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Massage Seduction: Complete Release Has A New Meaning

64% 0:11 / 37:19

Massage Seduction: Complete Release Has A New Meaning

C4S Hace 2 yaño

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!

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Tranny Business Bitch with vibro light plug in her ass! Facials by two cocks!

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Amazingly adorable Shemale Khloe Kay's butt is marvelous

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Horny Striptease Harley

Horny Striptease Harley

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First Wives' Club The Punishment of an Unfaithful Husband Series

55% 0:11 / 31:28

First Wives' Club The Punishment of an Unfaithful Husband Series

C4S Hace 2 yaño

TS Larissa seduces the teacher and buggers him

TS Larissa seduces the teacher and buggers him

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Sophia Loreen Party on Apr 3, 2025 - Part 17

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Sophia Loreen Party on Apr 3, 2025 - Part 17

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