An introverted man creates a pillow friend in his hotel room to ease his loneliness but this new friendship is short-lived when the maid makes the bedding again and again.
Even though Mickey's evening started slow and lazy, things get moving in a hurry when Minnie calls from outside the big dance, wondering why he's late. Luckily his best pal Pluto is happy to help wrangle the uncooperative evening wear and help get him out the door...without the tickets
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.
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.
Minnie Mouse knits a sweater for Pluto. When she puts it on him, Pluto does whatever he can to try to get it off, eventually shrinking it to the perfect size for Figaro.
In an attempt to convince Minnie that he hasn't forgotten to buy her an anniversary present, Mickey Mouse ends up promising to take her to Hawaii. Funds being short, he applies for a job as lab assistant to the sinister Dr. Frankenollie, who happens to be searching for a donor to provide his monstrous creation with a brain.