For examplee, this look.
Most Helpful Guy
Very cute, as long as it's a flowing summery dress. Dresses are pretty and feminine, and the pattern or colour should be in the spirit of the season. The sneakers show that you're ready to go experience a little adventure. Nothing is more annoying than a girl in heels who you can't take off the beaten path. Sometimes I just want to grab you and drag you through through a meadow so we can make a wreath out of flowers you can wear on your head. Plus sneakers look good on my shoulders.4
Most Helpful Girl
The only dress that look good with sneakers are skater dresses and it's on, y due to the fact that it is a skater dress... I don't know I guess it's just the fact that they always wear sneakers. I don't know but either way they really make it work:
I think that dress is to plain for sneakers and would look better with flats.