Kyle,

You look very appropriately dressed in all of the photos, whether formal or casual.

I noticed a tattersal shirt in a few of the photos. I think tattersal looks especially appropriate for Highland day wear.

I also agree with your opinion of the Prince Charlie -- I would very much favor a regulation doublet myself, or a simple black Argyle, which is what I wear.

Regarding your wife's sash, I think it looks perfectly fine as pictured! The "tradition" dictating on what shoulder the sash may be worn is one that I think should be consigned to the trash bin. In my research, it seems to be a "tradition" that has no real prescedent and was just made up for the sake of having rules -- and not that long ago, at that. I say let the ladies' wear their sashed how they wish!

http://albanach.org/sash.htm