Adam Sandler plays both Jack and Jack's identical twin sister Jill. When Jack and his sister Jill were children they were inseparable. They did everything together and developed that close bond that only identical twins have. But as they grew up, they grew apart. Jack moved out to California to become a very successful ad agency executive. Jill stayed behind on the east coast in New York, living with the parents taking care of them as they got older and died. Jill did very little else with her life.
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Jill comes to visit Jack for Thanksgiving. They immediately start to fight. Jack is shamed by Jill and the only way he can make it up to her is to let her stay from Thanksgiving through the end of the year. Jack is not happy with the arrangement because Jill essentially pushes him around with her demands everywhere they go.
In the meantime, Jack is having troubles at work. His biggest client at the ad agency is Dunkin' Donuts. They demand that Jack get Al Pacino to be the spokesperson for their new coffee drink product called the "Dunkachino." Jack thinks the request is outrageous and has no expectation he can get Pacino to do the advertisements, no matter how much they pay. Still, he is forced to try to get Pacino to sign on for the deal. The only way Jack knows how to meet Pacino to pitch him on the idea, is to find Pacino at a Laker's game, that he is known to frequent.
Jack wants to go alone but Jill insists he take her. They find Pacino at the game. Jack makes his "Dunkachino" pitch to Al Pacino. Pacino has little interest in the commercials but has a lot of interest in Jill. Pacino has gone a bit crazy and has lost touch with reality. Jill makes him feel comfortable because she reminds him of his home in the Bronx when he was a little child. Pacino makes the moves on Jill. She rebuffs his advances. She is a "good girl" and will not put up with any of that Hollywood carousing that she has read about in the tabloids. Pacino is starring at this time as Don Quixote in the play "The Man from La Mancha" so to him Jill represents the Dulcinea character from the play and in his insanity he feels that he must win her over to achieve his quest. Jack has to convince Jill to give Pacino a chance if he has any hope of getting Pacino to do the Dunkin' Donuts commercials.
Best part of story, including ending:
Adam Sandler does a very good job of making Jack the brother, distinctly different from Jill, the identical twin sister.
Best scene in story:
When Pacino first meets Jill, he becomes smitten with her. Because Jill is really Adam Sandler in drag and he is really ugly as a woman it is absolutely hilarious.
Opinion about the main character:
That he succeeds in getting Pacino to do the advertisement and also that he sees that his sister is really good in the process.