Tom Stansfield works as a researcher at a publishing company in Chicago under the harsh supervision of Jack Taylor. Tom harbors feelings for his boss’s daughter, Lisa, who is under the strict control of her overprotective father.
One day, Lisa confides in Tom that her father has tasked her with house-sitting on the same night as a party she desperately wants to attend. Tom encourages her to stand up to her father and join the party. Believing that Lisa has invited him to the event, Tom agrees to accompany her.
As the night unfolds, a series of comedic mishaps occur. Lisa’s older brother Red shows up, fleeing from drug dealers. In a panic, Red disposes of the drugs in the toilet, unknowingly causing chaos. Additionally, Tom is entrusted with watching O-J, a depressed owl unable to fly, and chaos ensues when the bird consumes the contaminated water from the toilet.
Further complications arise when Jack’s former secretary, Audrey, seeks shelter at the house after a fight with her boyfriend. Meanwhile, Lisa returns home heartbroken after discovering her boyfriend’s infidelity. Mistakenly believing Tom is gay, Lisa begins to bond with him, leading to misunderstandings and awkward situations.
The situation escalates when the drug dealer, T.J., realizes he was given flour instead of drugs. Threatening Tom’s life, T.J. attempts to steal money from a safe, only to be subdued by Tom’s cunning use of sleeping pills and alcohol. The ensuing chaos involves a mistaken burial, a daring rescue, and a final confrontation that leads to T.J.’s arrest.
In the aftermath of the chaos, Jack is furious at the damages incurred and dismisses Tom. However, witnessing the positive influence Tom has had on his daughter prompts Jack to reassess his actions. Recognizing his mistakes, Jack offers Tom a well-deserved promotion, acknowledging the valuable lesson he has learned.
Watch “My Boss’s Daughter” for a hilarious tale of mishaps, misunderstandings, and unexpected consequences. Embrace the comedy and chaos as Tom navigates his way through a whirlwind of events, leading to unexpected friendships and newfound love.