It may be the call of fatherhood, but sometimes when we're considering purchasing a very expensive and well-made item, we're imagining the moment we pass it down to our son. These so-called "investment" pieces can vary greatly—whether a denim jacket, an impeccable blazer, or, in Bruce Willis' case in Pulp Fiction, a watch that his father hid in his ass for nearly a decade, we sometimes consider the next few generations when copping. We also factor in "cost-per-wear," if we're dropping serious dough on something we really love and can't wait to throw on—then it's definitely worth the price in our eyes.