I’m going to recommend Old Forester 1910. A lot of people prefer the 1920, which is a bit pricier, and I can see why they might, but I actually prefer the 1910. It’s complex enough to think about but easy enough to just enjoy. It’s got some classic sweet bourbon flavors (people usually describe the flavor as deserty: molasses, vanilla, etc.), and a wonderfully luxurious mouthfeel that’s very bourbon and sticks around for a long time.