Random questions to ask a guy you re dating11/11/2023 ![]() Or, you can ask him this: #19 Can You Play Poker? If he said “no” to the above question, ask him this: #18 Do You Like Board Games? Probably a yes questions…to be followed up with: #17 What is Your Favorite Video Game? I don’t understand it myself, but there it is. Ways to tell what kind of movies he likes. ![]() #12 What’s Your Favorite Book?Ī great way to make conversation if he’s reading something. #11 Who’s Your Favorite Author?Įndless possibilities. #10 Do You Like Red or White Wine?Īlso a date question unless he’s ordering a drink on his long flight. ![]() #8 If You Could Have One Superpower, What Would it Be?Īlways a good question most people WANT to answer this one. #7 Are You a Night Person or a Day Person? Great for sitting next to a hottie on a long flight. Sports are a safe conversations starter, and if he doesn’t watch sports you can always follow up with, “Oh, what kind of things are you interested in?” #6 What Do You Do for a Living? #5 What Do You Think About (insert random sports event)? #4 What’s Your Favorite Food?ĭon’t ask this one at the gym. You can’t go wrong with this conversation starter. This one is also a good question for later in the conversation. (It would sound a little creepy as the very first thing you ever say to him.) #2 Do You Have any Brothers or Sisters? These twenty-five questions to ask a guy will keep it casual and flowing without getting too personal (just in case you don’t like his answers). ![]() What games did you like?ĭo you see how that flowed? You asked an open-ended question, he responded, and you kept the conversation going with a response that reflected his answer while giving a little tidbit of information about yourself as well.
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