Rick and Fred are longtime best friends, both feeling stuck in their monotonous marriages. When their wives, Maggie and Grace, begin to suspect that their husbands are secretly harboring desires to stray, they decide to grant them a "hall pass," a one-week break from marriage to do whatever they please without any repercussions. The idea is that this freedom will allow Rick and Fred to indulge their fantasies and get them out of their systems. Giddy with newfound liberty, the two friends set out to make the most of their week, certain that it will be an epic adventure filled with flirtatious conquests and extravagant escapades.

As the week progresses, Rick and Fred quickly realize that their assumptions about the easy and carefree nature of single life were grossly exaggerated. Unfamiliar with the dating scene and out of practice with seduction, they struggle to adjust and face numerous comical setbacks. Their initial excitement turns into a series of misadventures, leading to introspection about their marriages and the lives they thought they wanted.