Dante420
Master Don Juan
This subject doesn't seem to be touched upon, so what's the smoothest way to handle the situation of hanging out with a girl while she's around her male friend who's hitting on her?
You asked her if she wanted to grab coffee. Then you asked if the time worked. Then you asked if the place was okay. Then you asked if she'd prefer tea.
Four questions. Four chances for her to say no. Four signals that you're terrified of making a decision.
Plan it. Pick the place. Pick the time. Tell her where to meet you. She'll either show up or she won't.
Either way, you look like a man instead of a scared little boy.