I am quite late to this party, but I do want Articifer to reconsider just a moment about the thinner soled shoes. While wing tips are great shoes--i agree whole heartedly--a dap toe is much better choice for dress shoes in general. For all the reasons noted above, and the fact that they are just better for dancing.

Evening shoes should feel like bed room slippers, light, comfortable, and generally not brogueish! Pumps are the choice for formal wear for a reason, and in kilts, lighter shoes like cap toes are also the proper choice. And cap toes never go out of style for men's dress shoes. A good pair of Allen Edmunds or Aldens will last you a life time, for sure.