If you want to test the old girl, take the old hen to a Sam Peckinpah (look him up, Millennials) film festival. Starw Dogs should make for a fine date movie.
Or better still, a Three Stooges festival. Women are always going on about how they love a guy with a sense of humor, well, let the Tre Stoogi put that platitude to the test!
I took my then-girlfriend to the cinema for the first time to see '1492 - Conquest of Paradise' when it was released and she promptly fell asleep. Ever since she's been highly dubious of my choice of films, though she still decided to marry me...