I wear the same shorts, jersey and bra (leg warmers now, as well!) for both ends of my commute (24 miles RT). I do the same as Regina and just hang things under my desk to dry out. As for the cheek lube, I typically only use it in the warmer months and even then, in the afternoons, so I didn't have to worry about sliding into pre-lubbed, already worn shorts. Sorry, not much of a help here!
Four wheels move the body, two wheels move the soul.
2010 Kelson custom/Brooks B17 Imperial
2009 Masi/Terry Damselfly
2004 Specialized Dulce Elite/Terry Damselfly
2003 Gary Fisher Tassajara/unknown saddle
1987 Bridgestone 100/Terry Liberator X