It's Always Fair Weather (1955)

Synopsis
Cooked up by Betty Comden and Adolph Green, It's Always Fair Weather could well have been titled On the Town Ten Years Later. Like 1949's On the Town (also a Comden/Green collaboration), this MGM musical follows the exploits of three servicemen buddies, played by Gene Kelly, Dan Dailey and Michael Kidd. The difference here is that the threesome has just been discharged from service. The boys agree to get together again exactly ten years after their parting. Flash-forward to 1955: Kelly, who'd dreamed of being a show biz entrepreneur, is a small-time boxing promoter, heavily in debt to the Mob; Dailey has abandoned his plans of becoming an artist in favor of a stuffy, grey-flannel existence as an ad executive; and Kidd, who'd aspired to being a master chef, is running a modest diner. On behalf of TV-personality Dolores Gray, network-staffer Cyd Charisse contrives to reunite the three men on a This is Your Life style TV special, but all three are hostile to the notion. ~ Hal Erickson, All Movie Guide