My brother just discovered Homestuck from a friend of his. I can't believe how proud I am of him, because he usually thinks the stuff I'm interested in is stupid. He's said he's currently on act 3 and wants to be up-to-date on it by Thanksgiving.
Good luck with him reading the next 7000 pages. I guess it makes sense...After all, ponies aren't a very...intense topic, like homestuck is. No offense. :)