My Boss's Daughter is a 2003 American romantic comedy film by director David Zucker, starring Ashton Kutcher, Tara Reid, and Terence Stamp. Ashton Kutcher is Tom Stansfield, a researcher at a publishing company who works his tail off to please his monster boss, Jack Taylor (Terence Stamp). The grumpy old grouch has one redeeming factor, however: his lovely daughter, Lisa Taylor (Tara Reid). Tom has a full-blown crush on the overprotected beauty and when she invites him to her hosue, he thinks that she is asking him out on a date! In reality, she just wants him to fill in for her as a house sitter so that she can attend a party. A comedy of errors ensues, including a run-in with Lisa's druggie older brother, an incident with a high MORE [EDIT]
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