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Friendly, in-depth, flirty—talk to any guy in style
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Let’s face it—starting a conversation with a guy you’ve just met or don’t know very well can seem really intimidating. You want to have a fun and engaging conversation that keeps a guy interested and avoids any awkwardness. So where do you start? Fortunately, there are so many different conversation starters for you to choose from. Here’s a list of the best talking points for a meaningful conversation with a guy that’ll leave you feeling confident and ready to start chatting!

Interesting Topics to Talk About

  1. Learn more about a guy's passions by asking about his hobbies and interests.
  2. Share a funny story to connect with him.
  3. Ask him what his favorite restaurant or meal is.
  4. Inquire about what he studies, does for a living, or aspires to do.
  5. Give him a chance to open up about his loved ones.
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Funny Stories

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  1. Laughter can be a great way to connect with people and relieve tension. Try telling him a joke or sharing a funny story. If he doesn’t find it funny, don’t be discouraged. [2] Keep the conversation going by asking him what he does find funny. You could ask:
    • What’s the funniest thing that’s ever happened to you?
    • What’s your favorite joke?
    • Do you have a favorite comedian?
    • What are some videos or memes that make you laugh?
    • What is the funniest text you’ve ever gotten or sent?
    • Reader Poll: We asked 248 wikiHow readers who've struggled with conversation, and 63% of them agreed the best way topic is something positive. [Take Poll]
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  1. Even if you don't have a heavy social media presence, we all have that one social media platform that we can’t get enough of or just spend too much time on. You may have even met or built a relationship with the guy you’re talking to online. [8] Here are some questions to get the conversation started:
    • What is your favorite or most visited social media site?
    • Do you spend a lot of time on social media?
    • Have you seen this meme or funny video?
    • What is your least favorite social media platform?
    • Do you prefer online or real life interactions?

Example Conversation Starters

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      Tips

      • If you're at a social event or in a business environment, try asking the guy what his plans are for the weekend or break the ice by commenting on why you are currently at the same social event, as this can help him open up to speaking with you.
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      Warnings

      • Avoid asking too many questions at once. The last thing you want in a conversation is to feel like you’re in the hot seat or being interrogated. [12]


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