Okay, I'll play along. My first pick is Kate Upton.
As for what I'd do to her, well I imagine her pussy would be bleeding like a virgin's once I'm done with her after the first night. Her tits would be red from the squeezing, pinching, biting, and slapping that I'd do to them. And she would be very intimate with how my cum feels inside her.
Drafts:
1. Kate Upton
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