Successful shopping

The other day, I got to go shopping with Jess (and gang) for some sneakers, which were much needed. I've been wearing flip-flops nearly every day since about May, and my knees have started bothering me, so I figured it was time for some sneakers. I tried on several pairs, several kinds; and Bryce was helpful in informing me that "the white ones aren't cool". But I found some that are super comfy and were approved by the "style police". These are my awesome new sneakers that I'm totally loving:
Also on this shopping trip, I happened across a dress (on sale!) that I loved - very 50's style, but in a size smaller than I usually wear, but I tried it on anyway. It fit and Jess said that she loved it too - so I bought it. Now you must understand that I am not a frivolous shopper - if I don't absolutely LOVE something, I just won't get it. But I do really love this dress; and the fact that it's a smaller size just thrilled my soul as well. So, I brought the dress home and quickly tried it on for Joey. Here's the dress:
What I found amusing was that since I was "quickly" showing Joey the dress, I didn't take off my new shoes; and Lily was quick to inform me that I can't wear the sneakers and the dress together, because it's "too hip-hop". Am I too old to be "hip-hop"? I can't pull this look off?
I've always thought I was pretty style savvy, but now I'm beginning to wonder, cause even Laura told me that my shoes made me look like an emu, or some such thing.....:o)