A black penny loafer, IVY classic that really does not need too much boasting for its relevance.
Well, everyman might as well just have them with no regrets.
This one from Carlos Santos has great feel to it, for plenty of reasons. Not too fancy, perfect in shape and a good fit from heel. Also, their upper calf and lining leather feels great when broken in.
Just get some good pair of socks to go with it.