In the vibrant world of the 1940s, a charismatic artist named Dickie is the center of attention at a city celebration. His natural charm and likability make him a favorite among women, but this carefree lifestyle filled with dates comes to an abrupt end when he encounters a teenage girl named Susan, who idolizes him. Susan, a high school graduate and a challenger of the system, is determined to take her love for Dickie to the next level.
The story becomes even more complicated when Susan tries to convince her older sister, a judge named Margaret, to allow her to date him. Margaret, an admirable woman with a very strict sense of duty, decides to intervene, resulting in a series of hilarious complications. What begins as an attempt to protect her sister turns into a game of cat and mouse, where the rules of love and duty intertwine in unexpected ways.
As the plot unfolds, the chemistry between Dickie and Margaret becomes more palpable, challenging the social norms of the time. With a touch of romance, comedy, and family drama, the story showcases the generational clash between youthful dreams and adult obligations. With a surprising and entertaining ending, the film leaves us contemplating the limits of love and maturity.