#2 is a bit too much. Looks too sloppy. Need something young and exciting yet with a hip-hop music/ urban clothing line feel. Can you find a cool animated high top sneaker and maybe play with that as an imbedded object. Maybe the hi top can be the 1st "L" in Ladylike. And maybe the "UN" over the word ladylike... I'm not sure how that would look. Just thinking...