14. Where Do You See Yourself in 5 Years?

When entering a serious relationship, it’s essential to know if there’s a future. It’s fair to ask a guy questions about his plans. Perhaps the guy sees himself getting married, traveling, or sitting in his pajamas playing his Xbox in five years. It’s impossible to predict the future, but it’s always good to have a plan.

See more about – The Top 101 Dirty and Kinky Sex Questions To Ask A Girl

15. What Superpower Would You Want?

It’s another fun question to ask a guy. Honestly, he’s probably been waiting years for someone to ask. Men often think about the person they want to marry, the type of job they want, and most importantly, what superpower they want. A lot of guys would say being invisible or flying. An intelligent man would say unlimited endurance or controlling time.

16. What Is Your Best Pick-Up Line?

Dating in 2022 is nothing like 1982. It’s common now for soulmates to meet online. Of course, dating apps have their obstacles as well. Asking about the best pick-up lines is a great conversation starter. It’s a fun question that’ll turn the conversations a little flirty. The best pick-up lines range from subtle to very creative. 

17. If You Could Time Travel To Any Historical Period, Which Would You Choose?

Most guys spend hours thinking about time travel. They think of a million places they would travel to in time. If time travel were real, it would be a great idea for a date. There are incredible moments in history that would be worth checking out. He might take his date to a romantic historical moment or watch a classic performance. It’s another great question to ask a guy.

18. What Is Your Dream Job?

Careers are a big part of everyone’s daily life. Indeed, many people’s lives revolve around their job. A few lucky people get their dream job, but not everyone. Guys love to talk about their dreams and goals. Discussing dreams and goals is a great way to learn more about him.