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Jay Z

There was a point in time where Jay Z rocked a Yankee fitted so much that you would have thought he bled blue. Hov actually went all the way and launched a special apparel collection — Yankee fitted included — with the iconic baseball team to celebrate his Eminem-assisted Home & Home Tour at their stadium. Even though Jay has moved on to grown man things like Tom Ford, it’s never hard to find him rocking the iconic blue cap, sometimes even better than a Yankee can.

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