4. What Does Friendship Mean To You

Every guy has a group of friends, pals, and bros. It’s always good to find out about his friendship. His friendship with a close guy friend is a window into another side of his personality. However, knowing his deep thoughts on friendship also relates to his feelings about romantic relationships. 

5. Who Was Your First Celebrity Crush?

The first crush is one of the most exciting times in a boy’s life, especially if it’s a world-famous celebrity. Every boy has a celeb crush at some point in their life. Most men probably still have a celebrity crush. It’s one of the fun questions to ask a guy. In some cases, it’ll be a good laugh, or it’ll reveal his “type.” 

6. What Frightens You?

It’s an interesting question that’s fun but reveals more about their personality and vulnerabilities. Every guy knows there’s no shame in being scared. There is always that scariest thing that frightens the bejesus out of them. Perhaps they’re afraid of the dark, heights, bees, or spirits haunting a mansion. Having said that, men are afraid of nothing. Well, maybe, ghosts.

7. Do You Like It When the Girl Makes the First Move?

This is a good question for a first date or dating app. It’ll help break the ice and is a good conversation starter. Indeed, many men love it when the woman makes the first move. It takes the pressure off the guy, which can be enormous. However, other guys might have a game plan and prefer to make the first move. 

8. What Is the Perfect Date? 

Asking about the perfect date is a great question to ask a guy. Some boyfriends probably put a lot of thought into a date. They might make grand romantic gestures and spend a week’s salary. Of course, other guys might be more subtle and just do dinner and a movie. Either way, it moves the conversation towards a romantic relationship.