On my first viewing of Carefree, I experienced something I never thought I would with Fred and Ginger, boredom. Initially I was expecting another spectacular musical showcase, however, the film is on a smaller scale (their shortest at only 80 minutes) than their previous outings and only contains a mere four musical numbers; making it more of a comedy with some singing and dancing than a full-fledged musical. With several movies behind them following a similar formula, if they were going to make another then they had to do something different or things would have become stale. I wished though that Fred Astaire could have done straight comedies during his career; Carefree is the closest thing to that.
None of the musical numbers in Carefree stand out as being among the best in the series. Fred Astaire's number in which he plays golf while tap dancing sounds better on paper than it does in execution. I'm sure what he's doing is no easy task yet it doesn't look all that impressive to watch. The Yam, on the other hand, is a pretty standard number, but heck, it's still Fred and Ginger dancing. I find the film's most interest musical number is 'I Used to be Color Blind', the most experimental in the film, shot in slow motion and allowing the viewer to see Fred and Ginger's grace in every detail.
For the only time in the series, Astaire plays a character who is not a dancer by profession, but rather a psychiatrist (although they do make sure to mention he once had aspirations of becoming a dancer). I don't completely buy Astaire as a psychiatrist, but realism is not what these movies are about. Plus I'm sure the psychology on display here is of the "you are getting sleepy" variety as seen in movies. He doesn't break his professional ethics though by pursuing his patient like his stalkerish attitude towards Ginger in other films in the series, instead, she wants him.
Carefree belongs to Ginger, playing a character whom has been put under hypnosis, giving her the opportunity to completely goof around in a childlike manner with big wide eyes, and it's pretty funny stuff. How many movies do you get to see Ginger Rogers wielding a shotgun? Everyone needs at least one movie where they get to act stupid. The comedic assets of Ralph Bellamy and Jack Carson are big benefits to the film's witty dialogue, where much of the film's strength lies. Even if the dance numbers don't fully exceed, as a screwball comedy, Carefree grows on me, of course, I am a sucker for these movies and the Astaire/Rodgers name, so good enough for me!
