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Sissy Train Videos, Page 3

Caged Sissy - Bandaged and Teased in ASMR Training | full asmr library on my patreon page 3 min

Caged Sissy - Bandaged and Teased in ASMR Training | full asmr library on my patreon page
  • 4.7k
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Mistress wants to dress you up like her personal fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED) 3 min

Mistress wants to dress you up like her personal fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED)
  • 60.3k
  • new
My dick was straining too hard in chastity, forgot to post video of wifey locking my tiny white dick up for Locktober!As ... 8 min

My dick was straining too hard in chastity, forgot to post video of wifey locking my tiny white dick up for Locktober!As ...
  • 724.6k
  • new
Caged, Humiliated, and Whipped for Shoe Worship | full version on my patreon page 8 min

Caged, Humiliated, and Whipped for Shoe Worship | full version on my patreon page
  • 107.1k
  • new
Dominatrix Mistress April - Cane Training Day 2 - how to get to a 1000 strokes on my slaves ass 38 sec

Dominatrix Mistress April - Cane Training Day 2 - how to get to a 1000 strokes on my slaves ass
  • 32.4k
  • new
Sissy Training - Blindfolded & Leashed by Daddy Dom | full asmr library on my patreon page 38 sec

Sissy Training - Blindfolded & Leashed by Daddy Dom | full asmr library on my patreon page
  • 62.4k
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Dizzy Miss Sizzy In Sissy Maid Training! 4 min

Dizzy Miss Sizzy In Sissy Maid Training!
  • 63.3k
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Brookelynne Briar Sissy Slut Training JOI 4 min

Brookelynne Briar Sissy Slut Training JOI
  • 69.2k
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How to Punish A Dirty Tranny 16 min

How to Punish A Dirty Tranny
  • 124.5k
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F4A | Erotic Audio | Bimbo Encouragemen 16 min

F4A | Erotic Audio | Bimbo Encouragemen
  • 259.7k
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Sissy Wife's First Anal JOI - Clara Dee JOI 4 min

Sissy Wife's First Anal JOI - Clara Dee JOI
  • 24M
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Training Ass Crossdressing with Dildo Ttaining 4 min

Training Ass Crossdressing with Dildo Ttaining
  • 38M
  • new
Helena Price - Slave Training Stockings And Foot Fetish! 3 min

Helena Price - Slave Training Stockings And Foot Fetish!
  • 23M
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PISSED ON BY THE MANN 3 min

PISSED ON BY THE MANN
  • 8M
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A PRNCE & 3 BBC SLUTS 6 min

A PRNCE & 3 BBC SLUTS
  • 86M
  • new
The Whore Takes Four 6 min

The Whore Takes Four
  • 20M
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The Whore Takes Four 3 min

The Whore Takes Four
  • 27M
  • new

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