I wouldnt go so far as to call a first date an interview.

Think of your last job interview.

over the vague, open-ended, oh-so dreaded tell me about yourself.

In either context, the latter question is too broad to start a meaningful conversation.

Ive never felt a spark after someone asked if Im passionate or care about honesty.

So many well-meaning first-date questions end up being too vague or boring or both.

So, whats a single person to do?

or do you think you could outrun me?

or can you watch my cat this weekend?

So, whats your story?This is the tell me about yourself of romantic pursuits.

(Youre so great…how are you still single?)

Even if youre trying to be flirty, think logically about how this will play out.

Now theyre scrambling to steer the conversation away from why theyre actually single, like their deep-seated commitment issues.

Or worse, youve now opened the doors for them to steer the conversationintotheir deep-seated commitment issues.

What attracted you to me?Again, a misguided attempt at flirtation.

This question in particular will sound either too arrogant or too insecure.

Either way, dont go fishing for compliments.

What are your hobbies?Too generic.

However, you have to personalize this one.

Avoid did you cause your parents divorce?

or why arent you on speaking terms with your father?

Red or white wine?Red.

The key is to make the other person feel comfortable and interesting.

Questions like this one are perfect for flirty banter.

These kinds of questions could be innocent, flirty, deep, or whatever your vibe happens to be.

For instance: would you rather sleep with your closest friend or your worst enemy?

What did you do today?Yes, I know this seems basic.

I know it seems like Im contradicting my own advice to always be specific.

Its crucial that youre still, well,normal.

Plus, what did you do today?

is still more specific and fruitful than an open-ended how was your day?

The takeaway here: Dont come on too strong (ranch or blue cheese?)

without covering common pleasantries first.

Who did you vote for?Controversial, but a time-saver.

Well-considered questions are a good start, but a date also shouldntfeellike a job interview or an interrogation.