Both of those ideas are fucking horrible!!! Randomly saying "I love you" is as creepy as fuck. Asking a friend to talk to him will make you look immature. Just ask him out for something casual, coffee or a drink, that you could play off as a friendly request if he doesn't reciprocate your feelings.
What are some strategies you would use to ask this guy out?
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Both of those ideas are fucking horrible!!! Randomly saying "I love you" is as creepy as fuck. Asking a friend to talk to him will make you look immature. Just ask him out for something casual, coffee or a drink, that you could play off as a friendly request if he doesn't reciprocate your feelings.