BigNate
WKR
This is a tough one to answer without knowing your taste at least a little bit.What is some recommendations for someone who hasn't (ive tried maybe 2 in my life and they tasted like ass) tried bourbon but wants to?
Starting out I'd advise 80 proof ish, and probably not a rye or at least high rye as it can come off as more hot/spicy even at lower proof.
Probably try wheated whiskies like Makers Mark, or Benhiems for instance. Try regular Elijah Craig small batch and Woodford Reserve, both are sweeter, have pretty traditional flavors, and aren't expensive.
When first tasting, smell it with your mouth slightly open. It will help you "taste" the smell. Try a tiny splash of water (non-clorinated) added a few minutes before tasting. Swirl the juice in the glass let it sit and breath a little just like wine. Then add a single piece of ice and taste.
You'll find some taste entirely different neat than with water, or ice.
Don't get in a rush. The first drink on a clean palate or after eating, coffee, etc. always tastes different, than after it's been on your palate a few minutes.