For me it's the trad burgundy high vamp beefroll. I have worn Weejuns since highschool and just recently got a pair of AE Kenwood. They look great with jeans, khakis, shorts...whatever. Corrected grain is fine in wet weather so basically they are my "beater" loafers.
That said, my RL Redway tassels are my current favorite, but they are less versatile and too damn pretty to not take care of.