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  • Cailey Katts and Silas Enjoy a Romantic Bareback Anal Night
    10:12
    Cailey Katts and Silas Enjoy a Romantic Bareback Anal Night
    Trans Roommates
    62.3K views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    737.7K views
  • GROOBYGIRLS - Veronica Snows Hardcore Debut with Silas!
    03:12
    GROOBYGIRLS - Veronica Snows Hardcore Debut with Silas!
    Grooby Girls
    69.5K views
  • Sissy faggot cumslut
    22:34
    Sissy faggot cumslut
    17.6K views
  • Raw, Rough, and Cum-Soaked, TS Gray Perrier's Night with Stud Silas Stone
    15:22
    Raw, Rough, and Cum-Soaked, TS Gray Perrier's Night with Stud Silas Stone
    Gray Perrier
    65.4K views
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.7M views
  • Dick Silly on Silas's Cock
    08:52
    Dick Silly on Silas's Cock
    Trans Erotica
    13.9K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Eva Maxim's Romantic Night with Silas Stone
    10:12
    Eva Maxim's Romantic Night with Silas Stone
    Trans Roommates
    12.8K views
  • Sissy 6
    19:29
    Sissy 6
    1.7M views
  • TS Ava Holt Gets Fucked by Silas Stone
    02:42
    TS Ava Holt Gets Fucked by Silas Stone
    1.6K views
  • Seeing Sabina
    09:02
    Seeing Sabina
    Justice Trans
    427.7K views
  • Lady Jadalyn's Nighttime Anal Adventure with Silas
    08:12
    Lady Jadalyn's Nighttime Anal Adventure with Silas
    Trans Roommates
    20.1K views
  • Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    3.3M views
  • Stephanie Special Takes Silas Deep in Every Way Oral, Missionary Ending with a Messy Facial She Eagerly Begs for
    08:12
    Stephanie Special Takes Silas Deep in Every Way Oral, Missionary Ending with a Messy Facial She Eagerly Begs for
    Trans Roommates
    75.5K views
  • Anal Training Progress
    10:22
    Anal Training Progress
    Ally Whorefrost
    34.5K views
  • Leah Deepthroats Silas, Rides Hard in Reverse Cowgirl, Then Cums on Her Tummy While He Blasts Her Tits.
    08:12
    Leah Deepthroats Silas, Rides Hard in Reverse Cowgirl, Then Cums on Her Tummy While He Blasts Her Tits.
    Trans Roommates
    69K views
  • DEVILS TGIRLS - Hung Guy Bangs Hard Heartbroken Trans Daisy Taylor's Ass
    16:33
    DEVILS TGIRLS - Hung Guy Bangs Hard Heartbroken Trans Daisy Taylor's Ass
    Devils tgirls
    913.4K views
  • Ruby Wren Bareback VR Passion with Silas Stone
    08:00
    Ruby Wren Bareback VR Passion with Silas Stone
    Honey Trans VR
    21.7K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    1.2M views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    932.5K views
  • Silas Diamond Short videos

    Silas and the Pet
    Silas and the Pet
    R Randy Morgan
    1.9K views
    Silas Pounds Riley Hard, Raw and Deep, in a Rough Trans Fuck Session Filled with Moans and Sweat.
    Silas Pounds Riley Hard, Raw and Deep, in a Rough Trans Fuck Session Filled with Moans and Sweat.
    Trans Roommates
    4.8K views
    Stephanie Special Takes Silas Deep in Every Way-oral, Doggy, Cowgirl, and Missionary
    Stephanie Special Takes Silas Deep in Every Way-oral, Doggy, Cowgirl, and Missionary
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    Cailey Katts and Silas Enjoy a Romantic Bareback Anal Night
    Cailey Katts and Silas Enjoy a Romantic Bareback Anal Night
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    4K views
    Stephanie Special Takes Silas Deep in Every Way Oral, Missionary Ending with a Messy Facial She Eagerly Begs for
    Stephanie Special Takes Silas Deep in Every Way Oral, Missionary Ending with a Messy Facial She Eagerly Begs for
    Trans Roommates
    3.8K views
    Silas Stone Gets His Soul Devoured by Eva Maxim and Lola Morena
    Silas Stone Gets His Soul Devoured by Eva Maxim and Lola Morena
    3X Media Models Trans
    3.4K views
  • Kim Dimond, Shemaleyum.com
    02:08
    Kim Dimond, Shemaleyum.com
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  • Sissy #1: Accepting Your Destiny
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    Sissy #1: Accepting Your Destiny
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  • Dolled up and Fucked Hard
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    Dolled up and Fucked Hard
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  • TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    15:39
    TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
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  • Big Booty Fem Sissy Boy Gets Raw BBC
    18:06
    Big Booty Fem Sissy Boy Gets Raw BBC
    DADDYBLACKXXX
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  • Intense Sissy Anal Hypno
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    Intense Sissy Anal Hypno
    516.3K views
  • Sissy Assessment
    04:22
    Sissy Assessment
    TSRyley
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  • Silas Pounds Riley Hard, Raw and Deep, in a Rough Trans Fuck Session Filled with Moans and Sweat.
    08:12
    Silas Pounds Riley Hard, Raw and Deep, in a Rough Trans Fuck Session Filled with Moans and Sweat.
    Trans Roommates
    328.9K views
  • Sissification 3 - G058.1
    07:14
    Sissification 3 - G058.1
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    266.2K views
  • Sissy Slut Motel
    58:39
    Sissy Slut Motel
    999.6K views
  • Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.7M views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
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  • Cibby's Favorite Big Dick
    19:00
    Cibby's Favorite Big Dick
    Justice Trans
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  • For the First Time He Put the Iron in the Trans - Isa Oliveira
    11:12
    For the First Time He Put the Iron in the Trans - Isa Oliveira
    Ted_oficial
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  • sugar Cravsitt Presents: BBC 3
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    sugar Cravsitt Presents: BBC 3
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  • Filthy Slut PMV
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    Filthy Slut PMV
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  • Perfect Sissy Slut Wife Swallowing Her Silver Daddy
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    Perfect Sissy Slut Wife Swallowing Her Silver Daddy
    KittyKaash
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  • Sissy 4: Cum Lover
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    Sissy 4: Cum Lover
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  • BTS POV sex with Taylor Diamond
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    BTS POV sex with Taylor Diamond
    Becoming Femme
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  • Triple X pt1
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    Triple X pt1
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  • TS Emanuelle Adams Anal Adventures
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    TS Emanuelle Adams Anal Adventures
    Sampasex Trans
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  • How to train your sissy ass
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    How to train your sissy ass
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  • CD TRAP SISSY EDUCATION TRAINING 101
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    CD TRAP SISSY EDUCATION TRAINING 101
    1.2M views
  • SissyAline - Anal Slut
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    SissyAline - Anal Slut
    446.1K views
  • Giving it to Daisy - Daisy Taylor
    05:20
    Giving it to Daisy - Daisy Taylor
    Rodrigo Amor
    930.6K views
  • Skylar Rose Ass Slamming Workout on BBC Dildo
    06:10
    Skylar Rose Ass Slamming Workout on BBC Dildo
    Skylar Rose
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