Mad Men’s upcoming fifth season has everyone aflutter with questions: What happened with Don and Megan? How is Joan’s pregnancy going? Is Pete still … Pete? Of course, Matthew Weiner isn’t giving even the vaguest of hints, leaving us to wildly speculate. So, we figured, while we’re making informed guesses about the future, why stop at season five? And so here we theorize and illustrate what we think will happen to all of our favorite characters should Mad Men continue to an 18th, 21st, and even a 736th season.