Wow what a bunch of wonderful and creative answers. I had no idea this topic would be so much fun for everyone. I have to give props to Tanya for the idea because on another thread she linked a photo of her ideal outfit in some hypothetical situation.
My fantasy has me in the Mediterranean, with my husband. Strolling in a small beach side village. I'm wearing a strapless white bathingsuit top, bandeau style and a knee length (also white) flowing skirt. My accessories are a dramatic wide brimmed straw hat and strappy thong sandals. (Edit: and a big chunky pendant that magically does not create a tan line).
My husband is wearing , ah who cares what he's wearing--cuz everyone will be looking at me because I look so darn tootin' fabulous! All the tourists and a locals are sure that I must be someone famous!
Thanks for indulging me, everyone!