Sissy Punishment Videos
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1hr sissy punishment in the pillory
Duration: 10 min
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Pegging punishment for sissy
Duration: 10 min
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Sissy Public Punishment
Duration: 8 min
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DominaFire Sadistic Punishment Sessions
Duration: 8 min
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Wannabe Sissy Spanked and Humiliated
Duration: 31 min
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Busted Sissy Maids
Duration: 31 min
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Strictsenz - update #5 - Miss Alessa Milano Cruel Punishment on the Rack Part 1
Duration: 12 min
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Slut Sadie Humiliated and Caned
Duration: 12 min
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Session in Pillory
Duration: 18 min
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Sissy Slut in Double Trouble
Duration: 18 min
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Strictsenz - update #14 - Miss Alessa Milano Punishment with Tampons - Mar 30, 2025
Duration: 15 min
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Strictsenz - update #8 - Mercyless Whipping Part 1 - Mar 30, 2025
Duration: 15 min
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The Spanking of SallyAnne
Duration: 8 min
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Strictsenz - update #2 - Whipping stretched Standing black white Singletail Suite
Duration: 8 min
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Strictsenz - update #2 - Miss Alessa Milano Crushing Feeding Cleaning my Sissy Bitch
Duration: 40 min
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Strictsenz - update #5 - Miss Alessa Milano No Mercy with You.. Cigarette break RacK
Duration: 40 min
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Strictsenz - update #9 - Miss Alessa Milano Mercyless Whipping Part 2 - Mar 30, 2025
Duration: 19 min
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Strictsenz - update #11 - Miss Alessa Milano Upside Down Whipping Part 1 - Mar 30, 2025
Duration: 19 min
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Strictsenz - update #13 - Miss Alessa Milano Mercyless Whipping Part 3 - Mar 30, 2025
Duration: 18 min
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Strictsenz - update #12 - Miss Alessa Milano My Toilet Slave have to swallow a bottle of my pee - Mar 30, 2025
Duration: 18 min
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Strictsenz - update #13 - Miss Alessa Milano Caning me softly- Mar 30, 2025
Duration: 7 min
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Naughty Behaviour
Duration: 7 min
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Strictsenz - update #3 - Miss Alessa Milano No Mercy with You.. Cigarette break RacK
Duration: 7 min
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Punished and Humiliated Sissy Slut
Duration: 7 min
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Strictsenz - update #6 - Miss Alessa Milano Whipping on knees- - Feb 10, 2025
Duration: 17 min
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Strictsenz - update #10 - Miss Alessa Milano Racked and Feeding used Condoms - Mar 30, 2025
Duration: 17 min
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Viva Athena Squeezes all the cum out for her cuckold to eat it
Duration: 13 min
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