You should wait until you feel comfortable around this guy. Things will go a lot smoother if you are confident and casual with him. It might be hard, but a little smile could take you a long way. So next time you catch him looking, just take a deep breath and smile back.
If he is not interested in dating right now, it’s def better to get to know him first. Once you’re feelin’ chill around him, you’ll know when it’s the right time is to ask him out. Just remember, don’t rush him or yourself and be confident!
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