Reply To: Crush’s best friend keeps trying to hinder my chances with him???

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December 20, 2023 at 9:58 am #1127187

Ok, he’s a neighborhood pal and not a classmate — got it! Even still, you’ve already hung out with him and his friend as a trio for safety (a couple of times if I am understanding this correctly). Why continue to involve his friend at all? This is the most roundabout way of trying to get a crush’s attention and I think it’ll prove ineffective. Right now, you are trying to befriend his friend to get closer to him and not from any real desire to be her friend from what I can tell. That’s… not very nice.

If you see him at the neighborhood holiday party you referenced, strike up a conversation. You can be a little flirty — it’s okay to do that, it doesn’t have to be over-the-top. You don’t have to make a declaration that you like him when you ask for his number. Even a casual, “Hey, I realized I don’t have your number!” then hand him your phone for him to put it in.

I also can really relate to what @Anonymousse wrote about being shy but still being able to be bold in love. I’m similar, but have typically been okay putting myself out there when I’m interested in something or someone. No regrets, even in the situations where the outcome wasn’t what I wanted.