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300 Questions To Ask A Guy You Like (2022 List)

What board game always ends badly?

Although game nights don’t always end up with flipping the board in frustration, some games just bring out the worst in people. Does his family get way too intense with their property empire in Monopoly or get aggressive with Scrabble? Whatever his answer, be sure to remove it from your list of board game options to play together.

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Do you have a restaurant horror story?

Restaurant horror stories always feel terrible at the time but are hilarious in hindsight. Whether he reveals that his card was repeatedly declined on a first date, or he had a waitress who was slightly too friendly, you can swap stories until you’re crying with laughter.

What is the most boring activity imaginable?

Everyone has different tastes, so it’s worth figuring out whether your love interest thinks your favorite hobby is an utter waste of time. If you both agree on a boring activity, have some fun ripping it to shreds. Keep it playful, of course!

What’s something about you that people don’t usually appreciate as much as they should?

Gratitude is a funny thing and many of us don’t appreciate how lucky we are. To get your guy’s perspective on the world, why not ask him this fascinating question. It’s likely to give you some useful information on how he views simple pleasures and his current position in life.

What’s your favorite kid’s cereal?

Something is comforting about eating a bowl of Captain Crunch on a lazy Sunday. To bring back fond memories of childhood, discuss what cereals used to get you two out of bed in the morning!

What is the most useful thing your mom or dad has taught you?

Advice passed down from mom and dad is often the most meaningful. If he has staunch family values or holds his parents in high regard, then this may give you a great insight into his approach to parenting and kids too.

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