Only the hippest, most happening peeps will be donning these super-stylized hoodies while roaming around town. If he's always on the cutting edge of pop/sub-culture these will make an unforgettable impression. - Dana S.

A fantastic hybrid shoe, these sneaks sport classic menswear designs - pinstripes, tweed, and plaid. A great way to dress up a casual outfit without sacrificing comfort and a welcome addition to any sneaker freak's collection. - Megan H.

They've got a personality. So why shouldn't their USB flash drive? In our data-driven culture, USB drives are an invaluable tool. These Mimobots merge technology with flair. Great for someone who is slightly geeky yet has artistic sensibilities. - Dan T.

If they are glued to their headphones and love cruising record stores for old LPs, they may have a calling as a DJ. Send them to the school of their dreams where they can learn how to spin from the pros. Private lessons offered in New York City & Miami. - Megan H.