One of my cardinal rules of clothing is that clothes MUST fit. A $300 “off the rack” suit that fits well will look better than a $5,000 Brioni suit that looks like it belongs to your dad. So before you buy anything, try it on, makes sure it fits slim, and get it tailored if it needs be. Look at the difference a few extra sizes can make:

Before
P.S.-Notice how the collar stands straight up when unbuttoned. Any shirt you buy that you desire to wear unbuttoned should do this. 1MX shirts at express have great stiff collars and only cost $50 regular price and as low as $20 a piece on sale.
Sweater, $780, and shirt, $260, by Salvatore Ferragamo. Jeans, $231, by Nom de Guerre. Shoes, $158, by Banana Republic. Belt by Coach. Watch by Rolex.






[...] And remember that none of this stuff matters if you don’t get clothes that fit. [...]