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[Mowgli]

My advice would be something along the lines of what Rad said. Only don't let the sweetheart thing go to your head, because some girls just say that out of being friendly.

Or you can just act like you're typing. Say what you'd say to any of us on aim, except lol or XD, that'd just be weird.

I know it's cliche, but just be yourself, bro. She's no different from you; she's made of flesh, skin and bone. So take her off the pedestal off put her on. Just walk up and be like: "Hey, how's it goin'?" Then talk to her like you usually do, about books and all that, then at the end be like: "You know, I've enjoyed talking to you a lot and was wondering if you'd like to hang out sometime. You know, someplace other than the library *smile*"

After that what's the worst that can happen? She sounds nice so she would probably let you down soft, if she's on crack. You're fuckin' Bojack, stop being a bitch, bitch! The only reason she would decline is because you just aren't her type, so in the end she's saving you from the heartbreak that comes after a failed relationship. So if she declines (highly doubt she will) that just means that somewhere in your future you're destined to find an even hotter, cooler chick.

Btw, don't push yourself out there and be all afraid you'll choke or fuck up, cuz guess what happens then? You do. Be confident, but not arrogant. By confident I don't mean fake it either, be proud of who you are but don't beast, you know?