What to Talk about with a Guy You Like

So you’re at a friend’s birthday party, sidled up to that friend of a friend who you know is great match for you. (And you definitely have a crush on him.) But sometimes you need to know what to talk about when you find yourself face to face with a man you like OR you’re just about to meet up with that great guy you met online for a second date and can’t wait. BUT, you’re worried that you might run out of things to say! No sweat! We at Dating with Dignity have got you covered.

If you need a little nudge in the right direction and want some hot tips on what to talk about when you’re with a guy you could have the hots for, you’ve come to the right place.

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Here are four foolproof Dating with Dignity-approved conversation boosters to make your crush swoon (or at least contribute to the conversation and have a great time with you!).

1. Ask questions to discover what you have in common. Then talk about those things without taking over the conversation OR one-upping him.

Maybe you both went to the same elementary school, or perhaps you frequent the same Starbucks. No matter what the bond is that you share, talk about it! If you both like rock climbing, ask him about the last trip he went on or the gym where he climbs.

Feel free to share a few of your experiences, of course, but make sure you don’t one-up him in a competitive nature. Many women mistakenly believe they need to make sure they give an impression to the men they’re interested in that  they’re uber strong, a tough cookie, independent, smart, and brave when they share.

And while men are attracted to confident, powerful women, they also will NOT be so attracted to you in the same way if they feel like you’ve done everything they’re most proud of–in a much bigger way.

When you share, move the conversation away from what you achieved and instead focus on the sensory parts of the experience. Talk about what it meant to you. Share something you learned about yourself. They say guys bond more strongly based on shared activities, so talking about things you have in common AND what it means to you  will not only make him feel more comfortable, but perhaps (because he isn’t intimidated) he will ask you to join him next time.

2. Situational Beginning

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If you’re on a date or in a social setting with a guy you like, feel free to be creative. You can ask him where he got his shirt or comment on the spread at the party. If the people next you at the bar are having an interesting conversation, you can talk about being so close to them it feels like you’re all out together. At Starbucks? Ask him if he’s ever tried the pumpkin latte. Standing in front of the frozen food section at Trader Joe’s? Now is the perfect time to ask a bachelor which frozen dinner he thinks tastes “less frozen” and “more homemade.”
Who knows? There’s a chance that a brief Q and A can turn into a conversation–and your day/night could end up more interesting than you thought. Talking about the things you’re experiencing together is a great way to keep conversation flowing.

3. Current Events.