personally I think that if you're not going for a "cartoony" look it might not be best to start off with cartoony t shirts just because it might capture the wrong target market. Say your next line is not really cartoony but your cartoony stuff sold really well, you have the possibility of losing that entire market that bought your first line because now your shirts are focused on a different market. Perhaps the new market will see your past line and they won't really relate to it either. You know what I mean?
For example, say Black Scale next season changed their stuff to look more like The Hundreds. The original Black Scale fans won't buy it since it now targets the Hundreds' targeted demographic. The Hundreds' original fans may or may not like the "new" Black Scale stuff. Remember I'm just using them as an example and am observing the possible extremes! Not saying that it will happen for sure, making an educated guess.
Just my 0.02 from a business standpoint since you said you weren't going for a cartoony look, but I think targeting the Bay area is a good way to start off.