![]() ![]() ![]() However, the lies of both Miles and Jack threaten to derail their new relationships. A bored and neglected housewife joins a local escort service and soon sinks deeper into trouble when she finds that she's not permitted to quit when the work gets tough. ![]() Meanwhile, Jack feels a strong mutual attraction with a waitress, Maya Randall (Virginia Madsen). With Martin Hewitt, Michele Brin, Delia Sheppard, Catya Sassoon. Much to Miles’ consternation, Jack is more interested in romancing a woman named Stephanie (Sandra Oh) rather than focusing on the trip or his own impending wedding to another woman. Giamatti plays a struggling writer, Miles Raymond, who reunites with his friend, Jack Cole (Church), for a trip through wine country. Paul Giamatti and Thomas Haden Church are a winning comedic duo in Sideways. ![]()
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