Dude you're not an 8. You're a farking 10, never ever forget that. You can't go into a set of any kind thinking you're the lesser person, because that messes up your frame. So go in as a 10 or even an 11!
As for the girl, if she's extremely beautiful i.e. a HB9.5 or 10, I'd actually open with a neg. Be like, "you know why you suck? I keep trying to figure out what draws you to me, and come up blank. I mean you're a good looking girl, but beauty is common, there's plenty of beautiful girls in NYC, so what makes you so damn special?" if she replies with something like, my clothes, my appearence, or something really silly like that, say "that's it? is that all you got?" but if she says something like my smile or my energy or my outlook, then ioi her, and then IOD her right away.