Welcome!
@prairiedruid makes a great point suggesting a corncob pipe. Cheap, low maintenance, and can help you determine if you like this hobby or not.
The hobby is a lot about trying different blends. You will find one "best of" recommendation from each of us, which means... there is more than one "best of". With that in mind, there are at least three broad families of tobacco to explore:
- Strongly Flavored (think "plums" or "maple")
- Pure tobacco taste
- "Spicy" tobacco (flavor is added by fermenting / smoking the leaf, plus many other tricks).
You will hear about Aromatics, Virginia-based, Burley-based, English, and Orientals in due time. You will also learn not all pipe tobacco is presented equally (you'll also hear about flakes and plugs and ribbon cuts).
The majority of pipe smokers enjoys more than one "class" of tobacco, perhaps favoring one over the others. Keep that in mind as you explore.
For starters, of the three classes I proposed, which one sounds like something you'd like to try?