Ok, here's my list. I couldn't narrow it down to only five of my favorites, so Bruce is getting six.
Diesel Unholy Cocktail: My go-to smoke when I want a nice oily, toothy maduro that isn't excessively long or a kick in the butt.
Brickhouse Toro: This is a just a good solid everyday stick that never stands out in any particular way other than great consistency, burn, and overall quality. Easy smoke but not boring either.
Xikar HC Habano Colorado Grande: This huge (6x60) stick delivers some great flavors and a L-O-N-G smoke, with quality and consistency. Lots of smoke, lots of flavor, medium nicotine.
Bahia Trinidad: An interesting smoke, I haven't smoked enough to describe it really well.
Gurkha Grand Envoy Robusto: Another really high-quality stick that tastes great and fits well when you want a shorter smoke.
Generic Nicaraguan Corojo: A dirt cheap stick that has over seven years of humidor time. These are great now. Rich in flavor, medium-light in nicotine, easy to smoke, and very tasty.