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I'd probably have a couple of places in mind.. be decisive in what you pick, but if she brings up some big issue (e.g. "I am allergic to shellfish" or "I ate there yesterday"), its nice to have a decided fallback. Show her you have a plan..
Good luck.. bow chicka bow bow!
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Keep it a baseball day and head to the Beacher Bar. Anywhere you go on game day will be busy and crowded, so most of what you are asking for is out of range.
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re: cassis
Here's my chance to play "yente"..:)
I'm 10 years + out of the dating scene but I really like this idea. If you and your date are into art, you get to wander around a great museum and get get to know each other.
I always preferred" activity" dates as oppose to just a meal. It also allows you to appear "sophisticated and cultured," even if you're not...:)
Unless you're in college, I'd probably avoid Tasty Burger and sports type bars, unless you know your date is a big sports enthusiast. You don't mention your age but in my 20s, you might get away with a sports bar; 30+..not so much. At least that was not what I considered to make an impression on a first date..:)
I'll second most of the other restaurant recs; ESK or Audobon would both work well if you don't want or think your date won't like the museum idea.
Have fun!
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Island Creek Oyster Bar perhaps?
Tasty Burger is definitely delicious, unpretentious, fun, and cool, but quiet is rarely a good descriptor. Perhaps way too casual for a first date once you're out of college though, but they have a pool table which should count as fun.
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