Matt, your thinking is absolutely the same as mine. That is why I couldn't post more information on the kilt. I Have NO documentation. Just family hearsay. The elderly lady that brought it in was the gentleman's wife and not the most reliable source.
In a short conversation afterwards with the son it appears the gentleman who owned the kilt may have been a civilian piper that was sent by the Canadian Govt. to Europe in something like a USO show.
More details forthcoming as I get them.