I'd go along with it without question, honestly. I mean, hey, the world would presumably be a little apocalypsed by then, so I wouldn't have much else to do! And it'd definitely be interesting, if nothing else. I'm not sure what kind of session I'd end up in, though -- none of my closest friends are at all into Homestuck.
For my strife specibus, umbrellakind. I couldn't tell you why. I do have a fancy-ish umbrella that I could start off with, but I don't have any good reason for choosing that. Just feels right, I guess? ^w^
No idea about the fetch modus, though. Something rather inconvenient, that's for sure. Maybe having to write the object's name in proper cursive? (my handwriting is awful.)