Assuming I was dropped into WHS and wound up a part of the same social circles I ran with when I was in high school, I would opt for Anita Nuevo. I actually knew quite a few members of the girls soccer team way back when I was actually in high school so it would be rather easy to get access to her and wouldn't look out of place if we were seen together frequently after that.
Could there be some more advantageous servants? Absolutely. But if this is high school me making this decision, high school me really only had one thing on his mind.
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