I haven't caught the same fish twice (that I know of)...however, I was on the New River fishin a small chartreuse crank bait and thought I landed a pig of a small mouth, but it turns out that 2 smallmouths (10 inches each) had struck at the same time, and had hooked up on each of the 2 individual treble hooks.
Nothing feels weirder than fighting 2 smallies on the same line.