Questions to Ask on a Date?

While I don’t know much about dating, I do enjoy looking at articles with fun date ideas – because sometimes the activities mentioned seem like good ideas whether you have a date or not!

We know that a first date can be awkward. What do you talk about? I especially don’t care for small talk, so the conversation would probably become uncomfortable for me quite quickly. In my thought process, I don’t really care how many facts about you I can recite, because knowing about you isn’t the same as knowing you. That’s  partly what distinguishes our relationships to our friends versus our celebrity crushes. Learn as much as you want about Jennifer Lawrence, but unless you take her out for pizza and spend time with her, chances are you won’t really know her that well.

That being said, I came up with the following list of questions that will guarantee success on any first date you go on.

Actually I have no idea if these are any good; these are just questions I’ve thought about in my spare time when my brain has nothing better to do.

If you were granted three wishes, what would you wish for?

If you had a completely empty day ahead of you, how would you spend it?

Were you to pick any job besides the one you have, what would you want to do?

Do you like sweet, salty, or spicy foods?

What is one of your favorite places to go in town?

If you could pick any era to live in, past, present, or future, what would you pick?

What is something you don’t want to live without?

What is something you’re thankful for today?

What, if anything, do you want to change about the world?

Who do you want to be in the future?

When is your favorite time of day?

Where do you go to relax?

How many licks does it take to get to the center of a Tootsie pop? (answer: the world will never know)

What’s the strangest question you’ve been asked on a first date?

*Disclaimer: Katherine Hill is not liable for any rejections or failures that result from using this list of questions, so please do not sue her. Side affects may include queasy stomach, palm sweating, frequent trips to the bathroom, and uncomfortable silences.


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