Age, according to Maxwell Cooper, is nothing more than a numerical label. He often finds himself drawn to his dear friend's mom, Amanda, an enchanting and recently divorced woman whose attractiveness captivates him. Amanda, well aware of Maxwell's infatuation, steers clear of his advances due to their significant age gap, suspecting it might stem from unresolved "Mommy issues" in his life. Maxwell, however, insists his feelings for Amanda are unique and not a general preference for older women. Their relationship takes an unexpected turn when Amanda returns home from a disappointing date, visibly upset. Maxwell, noticing her distress, offers comfort, leading to an invitation to her empty house. This opportunity arises because her son, Zac, is away visiting his father in New York for the weekend. Over the course of the weekend, they share a bottle of wine, reminiscing about the simpler times, and emotions run high. In a moment of vulnerability, they share a kiss, which, unfortunately, will later result in regret and the potential strain on their friendship.