Oliver has a mid-life crisis, and decides to get married - to himself. This is the story of his relationship, and how he discovers some truths about life and love on the way.
Tom heads for a big city penthouse to become acquainted with a rich pretty female cat that lives there. He brings her Jerry as a gift and does some humiliating things to Jerry. Jerry, in turn, attracts the attention of another cat who also becomes interested in the female cat. It eventually turns into a fight between Tom and the other cat for the lady's hand but Jerry is the one who gets her in the end.
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
Spike the bulldog, grateful to Jerry for getting him out of the dogcatcher's van, offers to help the little mouse any time he whistles. Tom, Jerry's feline tormentor, seeks to overcome this new disadvantage.
Schoolboy Donald is torn between his angel and devil sides, though in Donald's case, the devil side isn't hard to resist. But the smoking he's encouraged to do turns him green and gives him regrets, and when the good side shows up and kicks evil's butt, Donald cheers.