Watch HDToday. Fay Wray plays a beautiful showgirl who falls for a rich Park Avenue guy played by Phillips Holmes. William Powell is a producer in love with Miss Wray, but he won't use his influences to take any advantages.... as usual, he's a perfect gentleman. Pointed Heels was supposed to have been a vehicle for "boop-boop-a-doop" girl Helen Kane, but by the time the film was released, Kane's role was reduced to a supporting part.