Oh yeah, no doubt they won't discover the online thing for at least a while.  My questions was more along the lines of do you think they've both been in London for a couple of years (since graduating) and [i]haven't[/i] seen each other, completely unaware of one another's presence?  If that makes any sense...

Ooh, I kinda like the quest idea.  Maybe everybody who wants to be in on this tournament/quest-marathon type of deal meets in the city on the Fantasy/Sci-Fi border and register for it as an event.  They don't explicitly state that it takes high levels, so everybody just assumes it's some kind of combat type of event, when in reality it's slightly more puzzle-based, meaning your stats don't really have to be so special except for maybe class choices can't be solely combat.  I hope I'm not just rambling and not making sense here. XD

Their high school relationship could be on again/off again.  I imagine their 'break(s)' wouldn't last more than a month or two though.

As for discounts...  Yeah, I think I'd use it for big things like that, for sure.  Even for a movie, but it's probably not something I'd want to whip out a lot.