http://www.straightbourbon.com.cob-web.org:8888/ Ask your question there if you`ve got time for a *lot* of answers.
I`d consider Maker`s Mark to be a good starter; delicious, not too heavy, but with much of what makes a good bourbon good. Eagle Rare in the basic bottling is an incredible steal, rich and delicious and cheap; it`s also great in some of the deluxe bottlings.
Try the Evan Williams single barrel offerings, or almost anything from Old Charter. Ditto the Old Rip Van Winkle line; the 15 y.o. is right up there next to heaven.
Also impossible to go wrong with Wild Turkey, if you avoid the 80 proof. Any of their top-end stuff is sublime, and the Russell`s Reserve is a bargain.
Lots of possibilities and, generally, if you avoid the really cheap stuff, it`s difficult to buy bad bourbon. I`d definitely steer you away from the low-end Jim Beam whiskey, but the top of the line stuff is excellent.