For a special occasion.. Makers Mark it is for me, it's like mother's milk.. kind of expensive tho. I can drink it straight no worries at all..
For a better than average night, or if my friends want to buy me a bottle of something special, I go with Wild Turkey. It mixes well and I can wake up hangover free..
For an average night, I can still be very happy with some Jim Beam White. Anything below that in quality is just not worth it.
If Jack was a bourbon I'd rate it slightly better than Turkey in my books.. and Bookers I've not had often enough to make a good opinion of.. usually it gets pulled out at the end of the night when there's nothing else left and you have to use the 'good stuff' so it's hard to compare with the bourbon you've been drinking all night because you're already too pissed.