My Boss's Daughter

Tom Stansfield is a researcher at a publishing company in Chicago who works under the tyrannical Jack Taylor. Tom has a crush on his boss' daughter, Lisa, who is completely controlled by her overprotective father. Lisa reveals to Tom that her father is making her house-sit the same night as a party she wants to attend, so he convinces her to stand up to her father and attend the party anyway. Lisa asks him to come to their house that night, leading Tom to think that she has invited him to the party; in reality, she just wants him to fill in for her - he reluctantly agrees. A comedy of errors ensues, including the return of Lisa's older brother Red, on the run from drug dealers. He dumps drugs into the toilet, and instead returns a bag of flour to the drug dealer. One of Tom's tasks is to guard their owl, O-J, which lives in an open cage (it has not been able to fly due to a deep depression, from the loss of a prior mate). When the bird drinks from the toilet polluted with drugs, it flies away. Jack's ex-secretary Audrey goes to the house to try to earn her job back. After fighting with her boyfriend, she stays over at the house. Lisa returns home after finding out that her boyfriend Hans is cheating on her. Tom hides everything that happened and she spends some time with him thinking he is gay. He clarifies to her that he's actually straight and she starts to like him. Audrey's friend thinks she has breast cancer and asks Tom to feel her breasts. Lisa walks in on them and is disgusted. T.J., the drug dealer, discovers the 'drugs' he collected earlier was actually flour, so he threatens to kill Tom if he doesn't return his money. T.J. tries to open a safe and steal the money. However, Tom gives him sleeping pills mixed with alcohol which sends him into a coma. As they think T.J. is dead, Audrey and her friends bury him. Later, T.J. escapes from the grave and threatens to kill Lisa. With Red's help, Tom rescues Lisa and she falls in love with him. He then goes to get her father, but on the way back the owl gets into the car making Tom lose control of the car and crash into the house. They find police officers in the house looking for T.J., who ends up getting arrested. Jack is enraged by the damages done to the house and throws Tom out. He plans to take him and Lisa to Thailand. The next day, while looking for the owl on a tree branch, he overhears his son explaining to Lisa how she should stand up to their father and go back to Tom along with how he has treated them. Red bails Jack out of jail to help him get to the airport in time. Jack realizes his mistakes and gives Tom a promotion while Hans instead goes to Thailand.