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James Stretch Wool Two-Button Suit by Boss Black

Boss Black - James wool two-button suit

I'd wear a plaid suit

Sand 'Sherman' Blue Plaid Wool Suit available at Nordstrom

Don't Get Taken to the Cleaners Chances are you're servicing your suit too often Do it infrequently. Dry cleaning can be brutal on suiting fabric. A suit is an investment; you want to preserve its integrity. If it's looking creased and wrinkled, take it in to have it steam-pressed. This is especially good for cotton suits, which wrinkle more easily. Hang it up in the bathroom, blast a hot shower, and close the door for ten minutes. It'll look—almost—like new.

Grey + Plaid Tie According to Sept GQ, this has the best of both worlds for fall. A wool (that's right put away the silk) gray tie or plaid. Both paired with a tie bar.

Ralph Lauren Spring 2010

Great Spring look. I have to get those pants!