Of course much of where you choose would depend on what type of environment the client expects and/or desires, feels comfortable in.  I always try to create an experience to not only please me but also my partner .   The question you pose is very general. The type of place you are looking for would be helpful in giving you suggestions.  You know.. what you are trying to get away from? wanting more imaginative fare, hipper environment then the Capitol Grill (?) and what is your client imagining as his ideal.  

since many of the men paying for dinner dates expect that white tablecloth dining experience here are a few suggestions.
I like the French Room at the Anatole *most often when the fellow is TOTALLY expecting the highest quality personalized service* ,  560 sometimes for the Kitsch of the revolving ball,  you might do a search for Watel's  too.  

Lately my top pick for the candle light one on one has been SER.  I've been  a couple of times this year.  The other patrons were attractive and dressed the room.  It is still a Steak house but great view of the city from Anatole's 27th floor and some innovative 'different' thing like the heirloom tomatoes that fizz in your mouth, foie gras shooters.  this last time I veered away from  my usual filet and got some sea scallops... they were meaty and delicious.  Plus the acoustics were right for conversation and there was a piano playing in the background.  Just a really nice vibe. romantic and without the din and bustle *and hurried impersonal service* of places like Nick and Sam's (which I detest)    

But if the man is hoping to show you off - if that is part of the experience for him, then SER is not a recommendation as it is not really a 'see and be seen' venue.    In that case, maybe FEARINGS at the Ritz.

Restaurant Recommendations

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