When best buds Rick and Fred begin to show signs of restlessness at home, their wives take a bold approach to revitalize their marriages, they grant the guys a 'hall pass'—one week of freedom to do whatever they want. At first, it seems like a dream come true, but they quickly discover that their expectations of the single life—and themselves—are completely and hilariously out of sync with reality.

After taking his dying father's advice, Hal dates only the embodiments of female physical perfection. But that all changes after Hal has an unexpected run-in with self-help guru Tony Robbins. Intrigued by Hal's shallowness, Robbins hypnotizes him into seeing the beauty that exists even in the least physically appealing women. Hal soon falls for Rosemary, but he doesn't realize that his gorgeous girlfriend is actually a 300-pound-not-so-hottie.

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

Lloyd and Harry are two men whose stupidity is really indescribable. When Mary, a beautiful woman, loses an important suitcase with money before she leaves for Aspen, the two friends (who have found the suitcase) decide to return it to her. After some "adventures" they finally get to Aspen where, using the lost money they live it up and fight for Mary's heart.