I have seen several 1969 painted top cars including one Matador Red/ Cameo White car. They are rather unusual and seldom seen. All two tone cars had the vinyl top trim.
I have seen two '69 Judges both two tone cars from the same dealership in Rochester, MN. One was Carousel Red/Black and the other Crystal Turquoise/White.
I also own a '70 Judge two tone car. Factory colors were Granada Gold/Sienna Yellow with Sandal wood interior. Talk about a wild combo!
Unless your car is rare or matching numbers, you should paint it however you like. If you need the trim, I have a complete set available.