With someone you meet everyday, maybe on your way to work, you need to do this gradually. Build a connection over a couple of days, smile in her direction but don’t stare like a creep. The day she smiles back, you can go over to her and introduce yourself. Ask her some really generic questions, like train timings or something and hit the ground running.
6. Don’t ever go with your friends, always go alone!
When you go over with a bunch of guys or even one, we get really uncomfortable. Because then not only your behaviour but also your friend’s behaviour is taken into consideration. And it’s better when you’re vulnerable, she’s more likely to talk to you.