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A first date at a dessert place like Thierry or Sweet Revenge is a great way to make an impression. Most women like sweet things and a dessert place won't break the bank either. When I was a bachelor, women were always pleased when I took them to a dessert place for a first date.
With that said, does a night on the town count as a "date"? Reflections at the Hotel Georgia for drinks, then to Glowbal Grill for dinner, and some whiskey for a nightcap.
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