I've come to the decision that sooner or later, I'll be needing a nice pair of shoes (both kilting and formal) and I think wingtips would do the trick.

Since, I'm just a youngun who knows nothing about looking nice; what should I look for? and what are reasonable prices?

Also, I'd prefer black and I'm size 8.5, so if they don't make half sizes do I size up or down??

Any help would be appreciated.