The Vagabonds follows the life of Cynthia, a 45-year-old divorcee who finds herself attracted to younger men. As she navigates through the dating world, she faces societal double standards and judgment from her peers. Her mother and friends continuously belittle her for her choices, while her ex-husband seeks custody of their children, citing her lifestyle as a reason for being an unfit mother.
Despite the challenges, Cynthia finds solace in the arms of a 25-year-old bartender named Mason. Their relationship is met with disapproval from those around them, especially from Mason's overly macho friends who constantly belittle him for dating an older woman.
As their romance deepens, Mason's friends prove to be a toxic influence, leading to a rift in their relationship. Cynthia must reconcile her feelings for Mason with the societal pressures placed upon them, and Mason must confront his insecurities and toxic masculinity.
In the end, Cynthia and Mason must confront the societal prejudices that threaten to tear them apart and find a way to pursue a genuine human connection despite the double standards and societal expectations.
