Bravado Living

If you’ve been stuck wearing the same dull box-toe black shoes with all your shirt and tie combos it’s time for an upgrade. I recommend a round toed shoe, but instead of going for black this time, get a little riskier and buy a nice pair of chocolate brown shoes. They are more versatile than black, look phenomenal with almost any color suit-especially navy, hold a shine better than black shoes, and can dress up a pair of fitted jeans with a nice blazer. Pair it with a matching gold buckled belt and your grandfather’s watch and you will look timeless and modern in the same breath.

Allen Edmond "Weybridge" Oxford

Allen Edmond “Weybridge” Oxford $325 www.nordstrom.com

If a jacket has a breast pocket, there should always be something in it. Period. Ideally, it should compliment but not match anything on your outfit, but when in doubt, match your shirt color. Traditionally silk, a pocket square used to be placed effortlessly into a pocket and forgotten- looking sloppily like it just prevented a mess being sneezed in your hand. A modern man wears it neatly flat, exposing but a simple elegant line to compliment his silhouette. Buy cotton or linen as it tends to hold its shape better than silk. Check periodically to ensure it stays that way, but fix it only in the bathroom- never act like you care about your appearance for it spoils the effortlessness of your outfit.

Kenneth Cole New York Suit

P.S.- Round Toe. Not Square. End of Story

Suit, $296, by Kenneth Cole New York. Shirt, $45, by Nautica. Tie, $150, by Black Fleece by Brooks Brothers. Shoes, $680, by Salvatore Ferragamo. Socks by Punto. Pocket square by Paul Stuart.

Ralph Lauren Black Label 2009 Collection

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Claiborne Suit

1.) Your clothes should fit. They should flatter your figure. Period.

2.) Never buy anything before you try it on.

3.) $Suit=Shoes=Watch/10=Ties x10= Shirts x6= Briefcase/10= Jeans x2= $Belt

4.) Everything should match, ask your girlfriend if you need to.

5.) Everything should be clean and pressed or at least ironed.

6.) Take care of your clothes, you can’t build a wardrobe if you ruin everything you own.

7.) How much something costs= Price/ How many times you wore it.

A pair of $200 jeans worn 100 times is cheaper than a pair of $40 jeans collecting dust in your closet.

8.) Spending $30 getting a shirt tailored to fit perfectly is worth more than buying a new $50 shirt that doesn’t.

9.) Remember what gets complimented. Buy more similar items.

10.) Buy what’s always been in fashion, not what’s currently in style.

If you follow these quick 10 rules, you should make an immediate change to how you buy your clothes, take care of the ones you already own, and wear everything with authority and confidence.

Suit, $296, by Claiborne by John Bartlett. Shirt, $80, by Brooks Brothers. Tie, $140, by Aquascutum London. Pocket square by Dion by Peter Tsihlias.