Jeffrey Haywood wants to marry to Virginia Embrey. However, Virginia refused to marry unless her older sister, the hard-to-please Angelica gets married first. Angelica, in turn, finds every man she knows too dull and predictable, and for this reason prefers to stay single. Jeff then tries to make Angelica interested in the mild-mannered and timid Reggie Irving passing him off as a notorious playboy to intrigue her. He asks his friend Polly to teach Reggie “how to treat a woman right”, but he turns to be a disastrous learner.

Snagglepuss finds a missing baby and goes to the address where the baby lives to collect the reward. But it is the lion-hating Major Minor's baby and the Major gets out his hunting rifle to reward Snagglepuss with a bullet. Snagglepuss has difficulty trying to avoid the Major because the baby knows all Snag's hiding places and leads the Major to them.

Two buddies who rise from fly-by-night wildcatters to oil tycoons over a twenty year period both love the same woman.