I pretty much stayed away from bourbon after a few bad experiences during my misspent youth, but got hooked during a trip to the 1999 Kentucky Derby. Pretty much the only way to stay hydrated on that trip. I've been hooked on Woodford Reserve ever since.
I’m a huge Wild Turkey fan. 101 is an alltime classic. If you want to go a little nicer then Longbranch, Rare Breed or Master’s Keep are all great. Other than those some of my favorites are Blanton’s and Weller Special Reserve.
My son in law is a bourbon connoisseur, his taste in the bourbons is much better than mine. His favorite are Buffalo Trace as a everyday go to , Blanton as his main sit down at the end of a long day bourbon. Pappys Van Winkle if he can get a bottle ! Me I drink bourbon neat so I love Basel Haden . I also can recommend Eagle Rare, Calumet ,Woodford reserve , Elijah Craig and Bookers. Watch Bookers though , it can catch up to you quickly. I have been known to enjoy a couple only to wake up the next morning only to realize I bought another rifle on Gun Broker! Drink responsibly !
Makers Mark it has just enough rye in it to give it a little after bite . A good Kentucky Bourbon won't have too much sugar used for the fermenting process thus it won't leave you with a bad head the next day lol .