The day has come – you’re finally going out with your latest crush. You can’t stop thinking about him, and everything you do, you wish he were by your side to share it with you. Your attempts to meet local singles have come to a close because if you nail this date, you’re going off the market for a very long time. With that in mind, check out our top 9 flirty questions to ask him, and make his head spin in ways he never thought possible.

  •  Have I seen you before?

Even if you haven’t seen him there before, asking this question is a clear sign you want to lead a flirty conversation. At the same time, if you picked the place and took him somewhere you go to often, asking this question can stir the conversation in the direction you want. For instance, any guy would be impressed if you told him you knew the owner of the establishment where the two of you were having dinner.

  •  Do I make you nervous?

This is an adorable question to ask if you see there is a chance you might be making him nervous for all the right reasons! If he blushes or starts stuttering, you’ll get the upper hand. Plus, you can help him out by saying he makes you kind of nervous, too.

  •  I can’t stop thinking about someone. You think it’s you? Maybe.

This question works if you’ve known each other for some time, not if you’re just getting to know each other on the first date. It indirectly tells him you like him, but he can’t be 100% sure, allowing you to retain some of your mystery.

  •  How did you get so good at making me like you?

If you want to stroke his ego the right way, go for a bold rhetorical question like this, and watch his self-confidence increase right before your eyes. Don’t forget that guys have it 10 times harder when it comes to rejection, and a little encouragement really goes a long way.

  •  What would you do if you could be invisible for one whole day?

This open-ended question will make him think about his fantasies whether he shares them with you or not. It’s flirty without being too direct and it can tell you plenty about his character based on what he says.

  • What’s the most played song on your phone?

Without asking him what kind of music he likes, ask for one particular song that he’s playing on repeat. It will reveal his current state of mind and tell you what kinds of emotions he’s feeling right now. They may or may not concern you, but can give you insider information into his life.

  • Have you ever had a sexual fantasy about me?

It takes a lot of guts to ask this question, but just think about it for a moment. Not every first date happens over dinner and not every first date happens with a person you don’t know all that well. If you’re dancing the night away with someone you’ve known for some time, and you were friends first but are on a date now, this question should absolutely be on your list because it will blow his mind!

  • How did you get to be so cute?

Another rhetorical question that serves as a great way to encourage him to kiss you, relax more in your company, or just take the next step, whatever that may be. Men like girls who find them funny so when he attempts to make a joke or actually succeeds in making one, ask him this question after you’re done giggling. It will be a nail in his coffin – you’ll get under his skin!

  • What movie deserves a sequel?

An easy question over dinner when you don’t know the person all that well and need conversation topics that are light and unassuming. The answer is probably going to be his favorite movie, which after all these questions will be the final piece of the puzzle that will give you a clearer picture about who he really is as a person.

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