Guys, Check It Out!
Bend Fashion to Your Will
The strategy: Demonstrate you're a leader, not a lemming. Add an irreverent, original element to your outfit that hints (not screams) that you don't break the rules, you make them.
How to pull it off: Keep 90 percent of your look appropriate to the occasion—you're fashionably astute, after all. Then throw on something ballsy. Suede New Balances with a designer suit (no tie) for an event at a swank lounge; a classic tweed jacket over a retro T-shirt for a dinner party; plaid wool pants with a hooded sweatshirt and Chuck T's for a concert.
What she'll think: You have the confidence to do things your way, and the savvy to do them well. You're witty, hip, and a bit of a troublemaker. (That's hot.)
What she'll say: "Nice pants."
Read more: http://www.menshealth.com/mhlists/dating_advice/Bend_Fashion_to_Your_Will.php#ixzz0MDHd7QMk