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Okay, my advice. Tomatoes are not good in December, at least in Oklahoma. I'd go with a slightly more elegant salad. Thomas Keller makes one with lots of fresh herbs that can be prepared in advance, is quite tasty, and probably different from anything she's ever had.
Shrimp Scampi has lots of garlic in it. As others have said, that's not a good idea on a date. Nor does it pair well with wine. Tell us what types of food she likes and we'll recommend something else.
Dessert will depend on what the main course turns out to be.
JR
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