25. What Is Your Favorite Thing To Do on Weekends? 

It’s important to ask a guy questions without revealing your real intention. For instance, ask him his favorite thing to do on weekends. It’ll show how he spends his free time. Maybe he spends it visiting his parents, working on his car, or watching TV. At the same time, it helps set up weekend plans for the future. 

26. What Is Your Family Like and Do You Have Any Siblings? 

Finding out about a guy’s family is a window into his personality. It’s a way to ask questions about his childhood, family life, and current relationship with his parents. His relationship with his siblings is a way to know more about him and get closer to his family. It’s a good conversation starter and a way to ease into more personal questions. 

27. Do You Believe in Soulmates? 

Here’s an excellent romantic question to ask a guy. Discussing soulmates is a way to get closer and connect on a higher level. Of course, it could always turn into a disaster. Many men hide behind a tough guy persona, but they’re really romantics who believe in soulmates. 

28. What Is Your Favorite Ice Cream Flavor? 

It might seem like a random question, but ice cream flavors tell a lot about a guy. Plus, it’s delicious. Men and women are similar to ice cream flavors. There are millions of different ones. Of course, choose wisely because you don’t want a stomach ache. Asking about favorite desserts sets up future dates and is the perfect question to ask a guy unless he’s lactose intolerant.

See more about – The 101 Best Open-Ended Questions Of All Time

29. What Is Your Favorite Movie?

Talking about a guy’s favorite movies is the best way to learn about his interests and hobbies. More importantly, it sets up potential movie dates. There are several types of movie dates, including going to a theatre, the drive-in, or staying home. Regardless, they’re all fantastic options. It’s a good question for either person to ask.