Try both on and see. I have the SS with a black leather loop and absolutely love it. It's a modern band that dresses both down and up, working as a sporty accessory but working just as perfectly as a more formal band. I wore it with a Tux yesterday as the best man in a wedding, and got several compliments from people who didn't even recognize it as an apple watch, just a nice watch.
The leather is not soft, but I really like how simple and ingenious the loop is, and the fit is perfect all day. When I tried the classic buckle in store I felt like the clasp was just too thin, and I likewise felt that it was a sort of boring band in general.
I was trepidatious at first, but the leather loop grew on me almost instantly after wearing it as *my* band.