The Squirming Studly Spanko!
The Ladies are finally getting to him, and making their mark with LEXAN punishment implements - in the way of canes and paddles. If you've ever had a lexan punishment before, you know that it is SEVERE! It's Domina Caitlin's time to paddle and Ms Boss stands by, makes comments while smiling, and hands her the punishment implements. Ladies in business jackets, girdles, stockings and heels. Goddess Caitlin really relishes disciplining him! He is made to count and better not make any mistakes...
Ms Boss gets some in at the end of the clip and decides to sit on him.
This is part 7 of 14 parts from "Breaking the Boy"
Building a better business man! part 5
Hard tandem strapping on the bed! part 4
The hired hand punishment! part 3
All men are slaves to their desires! part 2
Masculine male maid must strip! part 1
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