I get what she's going for here:
The problem is that I think I hate it. I don't mind these parts on their own -- the dress is very cute, and the boots are cool (I am neutral on the bag) -- but there's "toughening up your girliest dress" and then there's "my feet fell into a 90s wormhole and now I can't stop singing Sixpence None the Richer," and if we could all avoid the latter, it'd be for the best.