Joan Howell has big dreams of becoming an actress, but for now, she’s working as a maid in a wealthy Manhattan neighborhood. Little does she know, her life is about to take an unexpected turn when she meets Tom Milford, a charming yet notorious womanizer and a successful publishing executive. As fate would have it, their paths cross on three different occasions, each encounter more serendipitous than the last. By the third meeting, Tom is intrigued enough to ask Joan on a date, setting the stage for a comedic tale full of misunderstandings and unexpected romance.
Joan’s life seems simple, yet filled with aspirations of stardom. She’s living with her best friend, Audrey, in a modest apartment, but her dreams of becoming an actress are far from reality. On a casual workday, Joan finds herself unexpectedly bumping into Tom Milford, who is immediately taken by her charm. Despite Tom’s reputation as a ladies’ man, he’s intrigued by Joan’s down-to-earth attitude and invites her out for a drink. However, Joan, unaware of Tom’s wealth and success, is slightly embarrassed by her humble living situation and hesitant about revealing too much. As the two continue to cross paths, a comedic pattern of mishaps and accidental meetings leads to Joan agreeing to go out with Tom.
Feeling self-conscious about her modest home, Joan decides to invite Tom to what she believes is the lavish apartment of one of her wealthy clients. She’s certain the client is out of town for the next couple of weeks, making the apartment the perfect backdrop for a date with Tom. Joan’s plan is to pretend the apartment is hers, hoping to impress Tom with her apparent success. What she doesn’t realize, however, is that the apartment actually belongs to Tom himself, who has been keeping his home a secret from her.
When Tom walks into the apartment and is greeted as though it’s his own home, he’s initially taken aback. His shock turns into amusement as he starts to play along with Joan’s ruse. Little does Joan know, Tom is intrigued by how far she’s willing to go to impress him. As the situation unfolds, Tom enlists the help of his close friend, Harvey, to navigate the bizarre situation. Harvey, dealing with his own issues involving a messy divorce and some questionable property dealings, is skeptical of Joan’s intentions and the charade she’s created. Nevertheless, he agrees to stay by Tom’s side, while Tom continues to play along with Joan’s mistaken identity game.
As the days pass, Joan begins to grow closer to Tom, although she remains unaware of the true identity of the apartment. However, the truth soon catches up with her. Realizing that Tom has been in on the joke all along, Joan decides to get even. In a clever twist, she invites all of Tom’s former lovers to a lavish party at the same apartment, where they are all dressed as prostitutes. The situation takes an even more unexpected turn when the police raid the party, causing chaos and confusion.
In the midst of the police raid and the ensuing chaos, Tom realizes that despite all the games, he’s fallen for Joan. As the two are carted off to the police station, Tom, in a moment of spontaneity, proposes to Joan, hoping to turn their whirlwind romance into something real. Meanwhile, Audrey, Joan’s loyal friend, has her own romance blossoming with Harvey, who, despite his cynicism, finds himself charmed by her flirtations.
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