I really like to watch old movies and then "copy" some of my favorite dresses or looks in real life. For example: I watched this great Rita Hayworth movie, "You Never Looked Lovelier", and she was this awesome dancing outfit. So I copied the look for a daytime adventure. If you've never seen the movie, I suggest it wholheartedly, great film, and co-stars Fred Astaire.
Also, I love to experiment with makeup, and typically wear a very "fifties" look, black eyeliner, curled and mascared lashes, red lips.
As far as shoes go, I love my Converse lowtops, but I do have an adorable pair of vintage black mary janes with a low heel that I will rock when I feel a need to get a little more dressed up.