Assignment (426)

Heather Gets A Free Pass From Mrs. Williams

Heather Gets A Free Pass From Mrs. Williams

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THE GAY AWAKENING 2 PODCAST: EPISODE #19: SISSY ERIC

THE GAY AWAKENING 2 PODCAST: EPISODE #19: SISSY ERIC

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Bratty Student Jessica Kat Punished by Miss Sandra

Bratty Student Jessica Kat Punished by Miss Sandra

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Gracie, Lulu flirt while grading, Daphne in the background.

Gracie, Lulu flirt while grading, Daphne in the background.

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College Trans Hotties Share The Same Room

College Trans Hotties Share The Same Room

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MY RUBBERDOLL Ch3: CANT HOLD HER CUM-cam2

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THE GAY AWAKENING 2 PODCAST: EPISODE #5 - NOW IN VIDEO

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THE GAY AWAKENING 2 PODCAST: EPISODE #5 - NOW IN VIDEO

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Table T&A

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Homo homewrecking

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Hot Summer Nights

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Hot Summer Nights

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TheThroatBully Trailer: Understanding the Assignment

TheThroatBully Trailer: Understanding the Assignment

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Handmaidens The Other Woman - S2:E5

Handmaidens The Other Woman - S2:E5

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THE GAY AWAKENING PODCAST - EPISODE #14 -AUDIO CLIP

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THE GAY AWAKENING PODCAST - EPISODE #14 -AUDIO CLIP

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The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

39% HD 0:20 / 29:43

The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

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Sissy All Day (480p)

66% HD 0:18 / 23:45

Sissy All Day (480p)

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[Trans] Avery Lust Is The Maid!

[Trans] Avery Lust Is The Maid!

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Sissy Cheerleader Caught

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Sissy Cheerleader Caught

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The Gay Awakening Podcast Episode #15

53% HD 0:24 / 15:16

The Gay Awakening Podcast Episode #15

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Trans Nurse Crystal Treats Badass Criminal In Hot Encounter

Trans Nurse Crystal Treats Badass Criminal In Hot Encounter

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SISSY ACADEMY

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The Gay Awakening Podcast Episode #21

55% HD 0:20 / 9:50

The Gay Awakening Podcast Episode #21

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Midnight pool sex with horny trannies - Korra Del Rio and Lianna Lawson

Midnight pool sex with horny trannies - Korra Del Rio and Lianna Lawson

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NUN SUPERVISED MASTURBATION

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NUN SUPERVISED MASTURBATION

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The Generals Pleasure

The Generals Pleasure

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TS prisoner getting assfucked by jail manager - Lola Morena

TS prisoner getting assfucked by jail manager - Lola Morena

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Breasty Black Teen Lily Takes Her Stepbro's Virginity In Swap For Doing Her Assignments

Breasty Black Teen Lily Takes Her Stepbro's Virginity In Swap For Doing Her Assignments

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Settled Out Of Court

Settled Out Of Court

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Shemale Nurse Crystal Treats Badass Criminal in Sexy Encounter

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TRANS ANGELS TS Assistant Loves Dominating

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Dark skinned babes Ana Foxxx & POST OP TS Natassia Dreams have sex

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Blonde nerd knows how to suck

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[Trans] Melody of Loyalty

[Trans] Melody of Loyalty

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Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

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REALTGIRLS - Jenna Jaden Gets Banged

REALTGIRLS - Jenna Jaden Gets Banged

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Sissy to the Headmistress' Office 4K

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Sissy to the Headmistress' Office 4K

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FBB Muscle Futa’s Size Comparison 720p

HD 0:27 / 13:47

FBB Muscle Futa’s Size Comparison 720p

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Bodybuilding Futa's Size Comparison - full video on ClaudiaKink Manyvids!

Bodybuilding Futa's Size Comparison - full video on ClaudiaKink Manyvids!

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real life futanari - shemale fuck her employer so hard but so enjoyable

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Maid Alexa Hoyt seduces hotel guest

Maid Alexa Hoyt seduces hotel guest

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TS Natassia Dream and Robert Axel in The Prelude to Super Soldier

TS Natassia Dream and Robert Axel in The Prelude to Super Soldier

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GROOBYVR - Maid Avery Lust Cannot Clean But Can Fuck

GROOBYVR - Maid Avery Lust Cannot Clean But Can Fuck

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College Trans Babes Share The Same Room

College Trans Babes Share The Same Room

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College Trans Babes Share the Same Room

College Trans Babes Share the Same Room

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Settled Out Of Court

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college trans babes share the same room

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college trans babes share the same room

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Take the book & jump into bed

Take the book & jump into bed

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Milf teacher Rebecca Jane Smyth seduces student

Milf teacher Rebecca Jane Smyth seduces student

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Sissy Breeders Primer Lesson 1

Sissy Breeders Primer Lesson 1

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Dark skinned babes Ana Foxxx & POST OP shemale Natassia Dreams have sex

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Trans Goddess Vitoria Neves And Her Ever-horny Cis Colleague, Natalie Cotez

Trans Goddess Vitoria Neves And Her Ever-horny Cis Colleague, Natalie Cotez

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THE GAY AWAKENING 2 PODCAST: EPISODE #21: SLUTTY SCOTTY FOR BBC UPDATE

HD 0:10 / 19:45

THE GAY AWAKENING 2 PODCAST: EPISODE #21: SLUTTY SCOTTY FOR BBC UPDATE

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TVKRISTINA- sex assignment #2

TVKRISTINA- sex assignment #2

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Boom-Boom With A Post-Op Redhead Tgirl Ola - shemale just got her gender re-assignment surgery and pays for it with sex

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College Trans Babes Share the Same Room

College Trans Babes Share the Same Room

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TVKRISTINA sex assignment #9

TVKRISTINA sex assignment #9

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The Gay Awakening Podcast Episode #44 - Gaped By SheMales

60% HD 0:19 / 10:10

The Gay Awakening Podcast Episode #44 - Gaped By SheMales

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Dark skinned babes Ana Foxxx & POST OP TS Natassia Dreams have sex

Dark skinned babes Ana Foxxx & POST OP TS Natassia Dreams have sex

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Sorority Sluts make NERD Alex do Things!

Sorority Sluts make NERD Alex do Things!

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Buddies fool around in bed

Buddies fool around in bed

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Big Tits Real Futanari Teacher Fucks And Creampies Student's Pussy

Big Tits Real Futanari Teacher Fucks And Creampies Student's Pussy

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THE GAY AWAKENING 2 PODCAST

THE GAY AWAKENING 2 PODCAST

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THE GAY AWAKENING 2 PODCAST: EPISODE #27: SISSY SLUT SCOTTY UPDATE

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THE GAY AWAKENING 2 PODCAST: EPISODE #27: SISSY SLUT SCOTTY UPDATE

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5 - Assignment Ada - Futa x Female

5 - Assignment Ada - Futa x Female

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Real life Futanari - Shemale fuck her employer so hard but so enjoyable

Premium HD 18:40

Real life Futanari - Shemale fuck her employer so hard but so enjoyable

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The Gay Awakening Podcast Episode #34

The Gay Awakening Podcast Episode #34

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Maid Alexa Hoyt seduces hotel guest

72% 1:01 / 18:24

Maid Alexa Hoyt seduces hotel guest

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Sissy Panty Task - Bella Trixxx - Encoraged Crossdressing & Cum Eating Tasks

Sissy Panty Task - Bella Trixxx - Encoraged Crossdressing & Cum Eating Tasks

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Sissy Karja in trouble (part: 'Selfbondage')

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Sissy Karja in trouble (part: 'Selfbondage')

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My Clerk Gets Anally Destroyed

67% HD 1:01 / 9:24

My Clerk Gets Anally Destroyed

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Public Humiliation Assignment for Cuckold Husband

Public Humiliation Assignment for Cuckold Husband

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Tara&#039_s Second Assignment - Dickgirl Cock-stroking Scene

Tara&#039_s Second Assignment - Dickgirl Cock-stroking Scene

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Venus Lux Rough at Work with Kayleigh Cox

Venus Lux Rough at Work with Kayleigh Cox

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Sissy All Day

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THE GAY AWAKENING 2 PODCAST: EPISODE #20: SISSY HALEN FOR BBC CO-WORKER

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THE GAY AWAKENING 2 PODCAST: EPISODE #20: SISSY HALEN FOR BBC CO-WORKER

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Midnight Pool Sex With Horny Trannies - Korra Del Rio And Lianna Lawson

Midnight Pool Sex With Horny Trannies - Korra Del Rio And Lianna Lawson

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REALTGIRLS - Jenna Jaden Gets Banged

REALTGIRLS - Jenna Jaden Gets Banged

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Sissy wedgies and Hands free orgasms - HFO ,FEMINIZATION

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Sissy wedgies and Hands free orgasms - HFO ,FEMINIZATION

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Your First Sissy Training Assignment

HD 0:17 / 11:52

Your First Sissy Training Assignment

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Midnight pool sex with lustful shemales - Korra Del Rio & Lianna Lawson

Midnight pool sex with lustful shemales - Korra Del Rio & Lianna Lawson

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Cum-in and Play with Me in My Room

Cum-in and Play with Me in My Room

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GROOBYVR - Maid Avery Craving Cannot Clean But Can Bang

GROOBYVR - Maid Avery Craving Cannot Clean But Can Bang

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Sissy Public Humiliation Assignment Sissy Maid buys a gulp

Sissy Public Humiliation Assignment Sissy Maid buys a gulp

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GROOBYVR - Maid Avery Lust Cannot Clean But Can Fuck

GROOBYVR - Maid Avery Lust Cannot Clean But Can Fuck

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TS Natassia Dream and Robert Axel in The Prelude to 'Super Soldier'

TS Natassia Dream and Robert Axel in The Prelude to 'Super Soldier'

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Crossdressing Pageant Ms DomCon 2016 Sissy Crossdresser

Crossdressing Pageant Ms DomCon 2016 Sissy Crossdresser

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Donut : Minny Donut ... Big Fun

Donut : Minny Donut ... Big Fun

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Show Me Your Panties - Sissy Task

Show Me Your Panties - Sissy Task

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Gracie, Lulu flirt while grading, Daphne in the background.

Gracie, Lulu flirt while grading, Daphne in the background.

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Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

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THE GAY AWAKENING 2 PODCAST - EPISODE #2

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THE GAY AWAKENING 2 PODCAST - EPISODE #2

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THE GAY AWAKENING 2 PODCAST: EPISODE #17

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THE GAY AWAKENING 2 PODCAST: EPISODE #17

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Five Days in Panties (WMV)

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Five Days in Panties (WMV)

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T-girl goddess Vitoria Neves & her ever-lustful cis colleague, Natalie Cotez

T-girl goddess Vitoria Neves & her ever-lustful cis colleague, Natalie Cotez

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TS Prisoner Getting Assfucked By Jail Manager - Lola Morena

TS Prisoner Getting Assfucked By Jail Manager - Lola Morena

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THE GAY AWAKENING 2 PODCAST - EPISODE #4 : AUDIO CLIP

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THE GAY AWAKENING 2 PODCAST - EPISODE #4 : AUDIO CLIP

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THE GAY AWAKENING 2 PODCAST - EPISODE #3

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THE GAY AWAKENING 2 PODCAST - EPISODE #3

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Asian cutie Lulu Chu sucked the trans dick of blonde Gracie Jane before a hardcore ra

Asian cutie Lulu Chu sucked the trans dick of blonde Gracie Jane before a hardcore ra

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SINful Assignments 60 Minutes of UNRIGHTEOUS Pleasure with Maya

SINful Assignments 60 Minutes of UNRIGHTEOUS Pleasure with Maya

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SissyMindys Chastity Cage Exposure Boardwalk

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Sissy Rating

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My Clerk Gets Anally Destroyed

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The cock of Chaa Diamond buried into the mouth and ass of lustful Lily Demure

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Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

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Lulu CHu sucking Gracie Janes hard she prick under the table

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Trans prisoner getting assfucked by prison manager - Lola Morena

Trans prisoner getting assfucked by prison manager - Lola Morena

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Shemale Nurse Crystal Treats Badass Criminal in Sexy Encounter

Shemale Nurse Crystal Treats Badass Criminal in Sexy Encounter

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Suck It For Futa Step-Mommy

Suck It For Futa Step-Mommy

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Asian cutie Lulu Chu sucked the trans dick of blonde Gracie Jane before a hardcore rammning

Asian cutie Lulu Chu sucked the trans dick of blonde Gracie Jane before a hardcore rammning

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Sissy Bimbo Dildo Gauntlet - Dolly's First Attempt

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Controlled Burn - Face Only (1080 HD)

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Controlled Burn - Face Only (1080 HD)

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Sissy Task 2 Trans Lola Minaj Sisst Trans Dom AUDIO ONLY

Sissy Task 2 Trans Lola Minaj Sisst Trans Dom AUDIO ONLY

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Extra Credit - S40:E21

Extra Credit - S40:E21

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THE GAY AWAKENING 2 PODCAST: EPISODE #17

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THE GAY AWAKENING 2 PODCAST: EPISODE #17

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Dark skinned babes Ana Foxxx & POST OP transgender Natassia Dreams have sex

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FLUNY FAGGOT PROFESSOR

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FLUNY FAGGOT PROFESSOR

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Gracie, Lulu flirt while grading, Daphne in the background.

Gracie, Lulu flirt while grading, Daphne in the background.

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Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

Lulu Chu's blowjob for Gracie Jane before a hardcore fuck

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