My fav was the color block outfit Eve Arden wore - the black top and the green green pants. I love how they WORE clothes in those days! None of this low rider on the hips bs.....a waist is a waist and it's made for a waistband or a nice belt!
Yes, Milo Anderson was a wonderful, albeit unsung hero of costume design. Helen Rose, Adrian, and Orry Kelly got a lot of well-deserved publicity for their designs, but Milo's approach was thoughtful, almost psychological.
Look at the way he used color to define character & personality in Doris Day's first two movies: In "Romance on the High Seas", most of Doris' costumes when she was impersonating Janis Paige's character were white/aqua/blue pastels and prints. In this film, she's quite a different person, with jewel tones; the Kelly green in particular is vibrant without overwhelming Doris' delicate coloring.
The most over-rated Hollywood costume "designer" of all was Edith Head. She was an untalented, self-promoting hack who couldn't even draw a sketch. She would meet with producers, directors, and stars, absorb what they wanted, and then went back to her office, where she dictated those ideas to an army of sketch artists.