• 1. Your shoes should be darker than your pants.
  • 2. Your shoes should be the most expensive part of your wardrobe.
  • 3. No socks with sandals.
  • 4. Buy new flip-flops each summer.
  • 5. Be careful when wearing sneakers with khakis, you run the risk of looking older than you are.
  • 6. Your socks should be a nice bridge between your shoes and your pants.
  • 7. Your dress shoes should always be shined and looking good.
  • 8. The darker your suit, the darker your shoes.
  • 9. No flip-flops at work. Unless you work at a surf shop.
  • 10. Match your socks to your shoes.
  • 11. Know how to shine your shoes, and if you can't do it, find a professional shoe shiner. You'll get great looking shoes and an interesting conversation.
  • 12. Always spend money on shoes rather than shirts or pants.
  • 13. Loafers go with just about anything.
  • 14. When in doubt go conservative over edgy.
  • 15. Always choose fit over style
  • 16. Cowboy boots don't work with suits. Unless you are a real, honest to God cowboy.
  • 17. Be fitted for running shoes if you're going to push yourself.
  • 18. Wingtips are cool again.
  • 19. Make sure you have one great pair of boots.
  • 20. Your shoes should match your belt.
  • 21. Replace your workout shoes at least every six months.
  • 22. Don't wear sandals if you have gross feet.
  • 23. Buy a nice pair of brown oxfords, they go with almost anything.
  • 24. Splurge once a year on that pair of shoes you really want.
  • 25. Try out the new athletic shoe trends before training with them.