[G Larry]

I think a before and after couple would take the prize:

Bruce and Cate.....

[Charles Martel]

I think a before and after couple would take the prize:

Or a single costume, half Bruce and half Cait.

Heh, now I'm recalling that silly '70s sci-fi series, Quark. There was a character named Jean (and also Gene...) that switched back and forth between masculine and feminine mannerisms.