Ok, so being a food blogger is about as opposite as gangster can get, but being from Tampa and bred with a love of pirates & food... I had to get this t-shirt when I saw it at the DC Penn Quarter Holiday Market. (I forbade myself from enjoying it until after Christmas since I was supposed to be shopping for my loved ones instead of myself.)
The artist is Jon Wye, here's his site. He also makes bad ass leather belts, cuffs and dog collars.