It’s OK to ask personal questions on a first date

Personal is not the same thing as private. This is not just semantics; they are two different types of questions.  A private question addresses matters which are private. A personal question elicits an answer that is unique to that person.

Asking questions that pry into private matters – on a first date is just too soon.

What does a personal question look like? In addition to asking, “What do you do?” and leading into “so what does a [teacher/ lawyer/ entrepreneur] do?”, ask “That’s so interesting, how’d you get into that?”  You are opening the conversation to talk about themselves.

Not just “How was your weekend?”; also ask, “What was the best part of your weekend?”

it is important that you put some thought into the kinds of questions and answers you would like to use during the conversation. Don’t be afraid to write a list of great “personal” questions and make an effort to prepare yourself to give fulfilling answers to such questions put to you. You will both have a much more enjoyable and productive conversation.

That was just in brief, now let’s go deeper Into things…

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