Let me tell you a little secret. Once upon a time, people actually met in real life to date. I know, what an odd and foreign concept Dating apps have become the norm among Gen-Yers.
Here is a great set of unique questions to ask a guy. They are designed to get an interesting conversation started, and so some of the questions are a bit off the beaten track. Remember every guy is different, so pick and choose which questions you think will work best for your guy or pick questions that you really want to know the answers to. Before we start, remember to ask lots of follow up questions to find out more and to keep the conversation going. These first 50 questions have a bit of commentary and are what I consider to be the most interesting questions. There is a list of more questions to ask a guy at the bottom of the page without commentary that are still really good. It will also let you know what kinds of things he is into and what he considers important.
When I was dating I remember constantly being smothered with that giant question like a bloated bear was sitting on my head, refusing to move. To magically stumble upon The One like finding the gold at the end of a rainbow that is being carried by a unicorn with leprechaun jockey. Marriage is like rolling Play-Doh, the more two different colors are meshed together the harder it becomes to distinguish one from another.
All Rights Reserved. Terms and Conditions of Service. Sometimes they lead to burning love sometimes they go down in flames. As dating experts agree, having a slew of good first date questions can be an easy way to maintain your banter and continue a conversation. The key to having a positive experience is relaxed conversation, and that can be helped along with some well-chosen first-date questions.