So this Saturday, I'm buying my first cigar. I'm 23 and have smoked hookah for a couple years now, but it lacks that X factor I believe I'll find in cigars.
I've done quite a bit of research the last couple months. I've watched quite a few video's from Brain Glynn (CigarObsession) on Youtube and learned a bit.

I would like a little advice on what kind of cigar to buy for my first. I know I don't have the experience to enjoy a full bodied cigar, so maybe something medium?

When do cigars stop being some cheap crap like ghetto swisher sweets you find at every gas station and become a nice quality? Where is the price line?
I don't want to buy some cheap crap, I want an actual cigar. Paying 70 cents for a 'cigar' doesn't even qualify as a cigar to me.

Complete newbie here, I respect all opinions here and value your advice, thank you all out there.