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In the prelude, Gangster Angelo Snaps Provolone promises his dying father that he will give up a life of crime, and instead "go straight".
Months later, Snaps awakes at his mansion and begins his important morning. He has a meeting with several prominent bankers, as he hopes to donate a large sum of cash and join the banks board of trustees, thereby having an honest job and keeping his word to his father. Anthony Rossano, a young good-natured accountant of Snaps arrives at the mansion and sets all events in motion. Anthony tells his boss that hes in love, asks for a 250% raise, then tells Snaps the true love he speaks of is actually "Snaps's daughter." After Anthony professes his love for the daughter, Snaps agrees to let Anthony and his daughter marry.

Lisa Provolone is the only child of Snaps and Sofia. Lisa is a spoiled daughter whose dreams of seeing the worlds great sights run into a roadblock because of her overly protective father. Wishing to move out of the house, she lies to her parents (at the suggestion of the maid, Nora) and claims to be pregnant. Snaps, believing the father to be Anthony (as he wants to marry "Snaps's daughter"), is shocked when Lisa says the father is Oscar, the old chauffeur who is now out of the country.

Things get even more complicated when Anthony learns that Theresa, the woman he fell in love with, is not actually Snaps' daughter, but was merely pretending to be. Before Anthony can catch on, Snaps tricks him into agreeing to marry his actual daughter, Lisa, who is pregnant but without a husband. Both Lisa and Anthony are unhappy at the hasty arrangement, and the pair luck out when Lisa falls in love with someone else Dr. Poole, Snaps' dialectician.

Meanwhile, local police lieutenant Toomey is keeping eye on the mansion, believing that Snaps is meeting with Chicago mobsters soon. Also watching Snaps is mob rival Vendetti, who, too, believes that Snaps is meeting Chicago mobsters. Vendetti plans a hit on Snaps in the early afternoon while Toomey plans a raid at the same time to catch Snaps red-handed.

While Anthony seeks out Theresa, Snaps meets his mansion's new maid, Roxie. As it turns out, Roxie is an old flame of Snaps, and the pair talk memories and the life that never was. Theresa comes to the mansion and is revealed to be Roxie's daughter - who was actually fathered by Snaps long ago - making Snaps her dad after all. The impromptu celebration of both his daughters' engagements is cut short by the arrival of the bankers. During the meeting, Snaps senses the bankers are giving him a raw deal. The meeting is interrupted by police officers and Toomey, who is embarrassed to find no money or gangsters present on site. He leaves the mansion just in time for Vendetti's car full of armed men to crash right outside. Toomey smiles for reporters and arrests the men.

With no hope to actually become a banker, Snaps decides to abandon his short-lived honest ways and return to a life of crime. The final scene of the movie shows a double wedding for both his daughters. Oscar himself finally appears and objects to Lisa's marriage, but he is carried off by Snaps' men and the weddings end happily.

Oscar is a 1991 comedy with a runtime of 1 hour and 49 minutes. It has received mostly poor reviews from critics and viewers, who have given it an IMDb score of 6.5 and a MetaScore of 47.