Wrong shoes from thescene.com.au:

"Girls will tell you that you can tell a lot about a guy by checking out his shoes, so while you might think you’re getting away with the suit pants and Blundstones ensemble, she’s thinking of you as a scruffy, soulless old boot. Going barefoot can also affect your chances of scoring, particularly if your forgotten toenails resemble a set of crooked piano keys."

Danielle Billet, Men's Fashion Guide from about.com:

Chunky Shoes
These were okay back in the 90s, but the big chunky shoes, especially those with square toes, should be retired at this point. Choose something classic that stands the test of time.

Forbes.com on Top 10 Men's Worst Fashion sins

Scruffy Shoes:

Lee Baxter, director of products for Sperry Topsider, says polish goes a long way with scuffed shoes, especially if you need to wear them with a suit. "A layer of polish, and your shoes will be good as new," he says. Sounds obvious? Maybe, but plenty of men don't bother.