Since I've thougt about this before, and I'm usually on the 301 and there's always some cute girls on there... I've maybe come up with a strategy.
1) Check to see if there's a ring on their finger. Most of the time I've found, if it's too good to be true, it probably is. If I don't see a ring, well then it's fair game.
2) As cheesy as this sounds, drop your iPod next to them, or directly on them. It forces them to react, and you just have to apologize and laugh it off, and it atleast gets the basis for some interaction there. They'll talk to you even if it's just to say 'no worries' or something like that. It makes them notice you, and not in a way that you're hitting on them.
3) Zero in on conversation. You now have their attention. Ask them if they take this bus/train often, ask about what book they're reading, joke about exchanging iPods since you just dropped yours (make sure you have the better one).
4) If they take the bus often, tell them you'll see them the next time you're on the bus together. If not, make your move. Stay on as long as they stay on, and get off at the stop after them. You may not be in the right neighborhood, but atleast you've maximized your chances at conversation with them.
Be prepared to accept rejection. Otherwise, don't attempt this on the bus, because it can get incredibly awkward really fast.
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