Hark! Already a catch-22 on quest...

Aahhhh... wisdom teeth, you saucy lads you! Come to put a dent in my quest to coffee conquest! I will not  even be able to begin until the next 2 weeks pass,  thanks to fearful but anticipated removal of all 4 of my wisdom teeth. I will have to put my adventure on hold for a bit, but perhaps this is for the better, as a dear friend of mine points out!
And such an impending detail this is, if not the most important one: where and what kind of coffee to start with. Should I haste myself to the first Tim Hortons or McDonalds and indulge in commercial caffeine only to disappoint my taste buds, or should I go big and try la creme de la creme and order something indulgent? According to my dear friend,I should avoid going for the quality first because

"every time [I'll] have something else, it's going to suck and [I'll] be disappointed so go for the crap and then when [I] have the legit shit it'll blow [my] mind" (Dear Friend, Facebook convo).

He makes a good point, and oddly enough seems to relate coffee to other substances... (ha, not that I have ever come in contact with these other "substances"... heck I'm a coffee virgin!). Though, what if I do go for the "crap" and the taste disgusts me so much that it disappoints me to move onto something bigger and better?

Please, help me out!