Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

Chris O'Donnell
Jimmie

Renée Zellweger
Anne

Artie Lange
Marco

Ed Asner
Gluckman

Hal Holbrook
O'Dell

James Cromwell
Priest

Marley Shelton
Natalie

Peter Ustinov
Grandad
317 ratings. The score is reasonably stable but could shift up to 0.14 as more ratings come in.
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Release Date
November 5, 1999
Runtime
1h 41m
Genres
Comedy, Romance
Director