I have several 5 bourbon rotations (all subject to change depending on my mood and taste...tic):

My <$30/handle rotation:
-WSR
-FRYL
-VOB90
-OC10 (until it runs out)
-EWBlack

My Everybody thinks you should have rotation:
-MM
-WT
-KC
-WR
-JBB

My Pre- Govt Warning Dusty Rotation (those I have a fair supply of):
-OGD - BIB or 86 or both
-Ezra Brooks
-Benchmark
-Old Taylor 86 proof
-Rebel Yell

My Favorites Rotation (only special friends get to try these):
-Pappy 15
-Vintage 17
-ER101
-Saz18
-AE Rye (recently added)