100+ Interesting Questions To Ask A Guy To Spark Conversation & Connection

Sometimes you're texting a guy you like or you're out on a first date, and for some reason, your mind just goes blank. You have no idea what to say next or what questions to ask. It happens to the best of us!

Whether you're on a date or just talking to the cute guy you always see in the elevator, the key to keeping a conversation going is to ask thoughtful follow-up questions. So, when someone tells you something—anything—listen intently, and then respond with a question that elicits a deeper explanation about what they just shared.

For example, if someone mentions they love the summer, ask what they love about it. If they tell you they're having a rough week, ask why that is.

If someone mentions they've been playing video games all day, ask what game they're playing and what's so fun about it. You can even go a level deeper: Do they consider themselves a serious gamer or a casual gamer? What's the first game they couldn't stop playing?

"Great interviewers know how to make people feel special by being genuinely fascinated by other people," couples' therapist Alicia Muñoz, LPC, recently told mbg. "Notice their response without jumping automatically back to yourself, your experience, your interpretations of what they said."