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A Week Of Cuckolding

by Mistress Cassandra | Apr 13, 2011 | Cuckold, Humiliation, Sissy Chastity Training

The Zen Of Chastity

by Mistress Cassandra | Apr 6, 2011 | Bi Cocksucking Fantasy, Chastity, Humiliation

PEDICURE REDUX FOR SISSY Cocklock jeffie is well on his way to losing those extra pounds, and is sporting his new pedicure in red with the MC initials. They must think it odd that his initials are not MC, not even close. It’s now 30 whole days since the last...

Giantess Mall Submission

by Mistress Cassandra | Jan 28, 2011 | Chastity, Giantess Fantasy, Humiliation

JJ Gets Mean Princess Denial From Ms Heather

by Mistress Cassandra | Jan 16, 2011 | Humiliation, Stroking Games, Tease and Denial

Jay Jack Off Does Circuit Training

by Mistress Cassandra | Jan 14, 2011 | Humiliation, Stroking Games, Tease and Denial

I WONDER IF I WILL ALLOW HIM TO CUM… A new circuit training tease and denial boy has Me as Head Mistress. he still has 4 Mistresses to go through without cumming before he gets back to Me for a possible orgasm happy ending. Cassandra, Thanks for speaking with me...

Efie’s Assignment Complete

by Mistress Cassandra | Jan 8, 2011 | Chastity, Crossdressing, Humiliation

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