7 Conversation Starters to Use with a Guy Youre Crushing on ...

By Lindsey • Feb 26, 2014

Striking up the courage to talk to a guy you’re crushing on can be nerve-wracking, and searching for the perfect conversation starters can be equally as frightening. However, there are extreme upsides to taking the lead in flirting with a guy. By starting the conversation, you’re showing initiative and proving your confidence. So go ahead, take a look at this list of conversation starters and try putting some of them to the test!

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1. Proudest Moment

A friend of mine suggested that one of the most interesting conversation starters is to ask a guy what his proudest moment is. This can open up the doorway to several new topics, and will definitely teach you a lot about who you’re talking to.

2. Funniest Moment

On the flip side, by talking about a funny moment, you get to see what the guy’s sense of humor is like. In turn, sharing your funniest moment too will help you loosen up and have a good laugh with your crush.

3. Family Life

Often times, the way to a guy’s heart is through his family. A man’s family dynamic can tell a lot about who he is and how he got where he is today. Not to mention, taking interest in his personal life shows your caring and considerate side.

4. Ideal Job

Talking about what you do for a living is all well and good, but this can get dry pretty quickly. After a while, it can seem as though you’re in a business meeting instead of flirting. Ask your crush what his absolute ideal job would be and learn about his dreams and goals. If he says that his current job is his ideal job, bonus points for him.

If you're looking to engage your partner in intriguing conversations, why not try some hypothetical questions for couples? These fun queries will not only keep the conversation lively but also stimulate deep thoughts and potentially reveal insights about each other's personality and thought processes.

5. First Concert

I personally love asking this question because everyone seems to have such an interesting first concert that they attended (for me: Cheap Trick). Sometimes this answer can be really funny too, like an O-Town concert when he was 12 (O-Town, anyone?). This can also lead to topics such as favorite music or favorite song. The possibilities are endless!

6. Pet Peeves

This topic could strike a sour chord, but at least this way you’ll learn what things he really doesn’t like and what to avoid! Some people can have really silly pet peeves too, so this topic can help lighten the mood as well. However, when you’re sharing, be careful not to go too far in to detail about how much you hated the majority of the people you went to college with, as this can scare him off pretty quickly.

7. Your Life Movie

Ask your crush which actor would play him in the movie about his life. This one can be hard to think of, but also pretty hysterical. It’s always interesting to see who they would pick! There’s a lot that can be said about a guy who chooses Adam Sandler versus a guy who chooses Tom Hanks.

Ladies, don’t be afraid to take the wheel when it comes to talking to guys. It’s a total turn-on for them to see a girl who isn’t afraid to approach them first. Worst case scenario, the guy isn’t interested. These things happen, so just move on to the next one. I’d love to hear some of your ideas for great conversation starters. Please share in the comments!

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Feedback Junction

Where Thoughts and Opinions Converge

  • Sweetheart31

    2014-03-22T12:47:10.687Z

    Well what worked for me I said hi to Ben the I asked him how is day was going ? He told me good and he asks me I said its good
  • Biba

    2014-02-27T04:34:05.392Z

    What if we never talked? It would be totally weird if I just come up to him and asked him about all of this. Something must happen that would make the both of us to talk.. I don't know :/
  • Audrey

    2014-02-27T07:40:31.886Z

    Talk About cross-fit :)
  • carmen

    2014-03-07T01:26:32.238Z

    umm wht if the guy u like sits across the room!! and tje only time for talking is when ur getting to class or at the end of class ??!? I like him but dont know wht to do?!
  • TheYellow1

    2014-03-03T11:14:12.430Z

    The image post is cute lol
  • Emily

    2014-02-27T07:06:32.161Z

    Very helpful :)
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