For playability I really loved the 20th Anniversary (creamy white with 12th fret inlay). I know, I know... 1974 Norlin's aren't usually considered some of the best but it has super low action (truly a "fretless wonder") and my finger just seemed to glide across the neck.
While the "classic" Custom looks: black, white and wine red are all very nice, I actually prefer the look of my 2000 Premium Plus Custom (still made at the Gibson USA factory and not a Custom Shop model like nowadays). It's honeyburst flametop gave me the look of a Standard but with the features of a Custom... very nice IMO: