Calvin Klein, Kenneth Cole, DKNY, all are kind of edgy and classic at the same time. Walk around the men’s department at Bloomigdale’s and check out what they have. Maybe plan on a trip to the mall without buying anything, and then a second one when you have had time to take in what is out there now, and what you might like to buy for yourself. Also try Banana Republic for a little more preppy as you mentioned. And, there is always Polo by Ralph Lauren.