At some point in our lives, we all look around and realize that despite whatever success we have, we’re surrounded by people who just seem to be more successful, more popular, more together, more with-it, and just plain happier about life—and if we’re lucky, we laugh. That’s the dilemma that Professor Grady Tripp faces—he’s a fiftyish literature teacher, slightly unkempt, freshly separated from his fourth wife, his successes years behind him and none more anywhere in sight. The affair he’s been carrying on with his supervisor’s wife has ended with her becoming pregnant. His biggest success as a novelist was seven years ago, and there’s been no follow-up. What little relief he gets comes in the form of the occasional joint smoked in the car. Tripp, unfortunately, can barely muster the energy to smile, let alone laugh.
Wonder Boys is about Tripp, and it makes us laugh even if he can’t. Like Sideways, it’s about people who feel like their chance at life has already blown past them, but it has affection for its characters instead of contempt and makes us want to know what happens to them. It features Michael Douglas as Tripp, and it’s a performance so removed from his usual high-voltage, A-type characters that I lamented him not being seen more in this mode when he was younger. See how time passes you by?


