James Shannon III is faced with the pressure of marriage as his friends tie the knot one by one. After his girlfriend catches the bouquet at his friend's wedding, he decides to propose, but botches it, causing her to leave town. With his granddad's will stipulating that he'll inherit a fortune only if he's married by his 30th birthday, Jimmie sets out to find a wife by backtracking through his past girlfriends.
The Bachelor
A man with a fear of commitment embarks on a quest to find a bride, including his exasperated girlfriend, in order to claim his grandfather's vast fortune of one hundred million dollars.