Sideways

Rating: **** (out of 4)
Cast: Paul Giamatti, Thomas Haden Church, Virginia Madsen, Sandra Oh
Director: Alexander Payne
Year of release: 2004

Miles Raymond (Paul Giamatti) is a middle-aged man who is stuck in a stagnant job teaching English in high school. His true ambition, which is to become a writer, is going nowhere with his novel struggling to get published. His marriage too, failed 2 years ago. Everyday, after work, he comes back to a empty, lonely home. He has a habit of dining alone in quiet corners of restaurants.

Romantic life? Miles has more or less gave up on that prospect. With a balding hair, bulging tummy and fading youth, Miles runs low on confidence on how he looks and his own perceived career failure, and he thinks that no women will find him attractive for that. So dejected is he that when an attractive waitress Maya (Virginia Madsen) whom he had secretly taken a liking on asked him what is he doing for the night, he dully said to her 'You know, I am kind of tired by the day's traveling so I guess I will just go back to the Motel room to sleep'.

No, he's not a homo. But he sometimes gets so sicked of his best friend Jack (Thomas Haden Church)'s persistence on setting him up for dates that he will say 'Alright, alright, I am a homo. Give me a gay confession letter and I'll sign it. Just don't push me any further!'

Thank God, he has a way to light up his depressed life with his whole-hearted passion on wine. A passion like this may seems like a trivial hobby to others, but writer-director Alexander Payne knows that to someone like Miles, it is by no way just a hobby. It is in fact, a critical element that keeps him going with his life.

That shows incredibly sharp observation on human nature by the writer-director. That quality is also what makes 'Sideways' such a heartfelt, moving and wonderful film. It is road movie at its most inspiring. Payne understands that people like Miles is quite common among us. Hell, it can even be you or me. Majority of us, like it or not, lives an ordinary life. Many of us goes on with our monotonous life routine with ideals and dreams unfulfilled, and there comes a time when we start questioning the whole meaning of our lives and grow insecure over it. A classic case of mid life crisis and Payne (and his co-writer Jim Taylor) made a hero out of it, unconventional in every sense and devoid of any screen stereotype. Brilliant.

Mile's best friend Jack is getting married in a week's time. To celebrate Jack's last week of bachelor-hood, Miles treats him to a wine tasting road trip across California wine countryside. But Jack, a wine dummy, is not having it. He has his own plan of playboy adventure and dragged the reluctant Miles along in his adventure. So, the wine-tasting road trip turned sideways into something else, a delightful journey of life and tentatitve tender romance.

The romance between Miles and Maya (Virginia Madsen) is masterfully executed. Haunted by past marriage failures, they have both turned into passive mode in their respective romantic life. It was Jack who set them up and in their first gathering, there is this unavoidable awkwardness to start a topic. It helps that they both share a passion in wine and conveniently they launched into conversation sharing their passion on wines. The conversation gradually turned into something more personal and there comes the indecisiveness in Miles' part to 'make the move', and When he finally made it, they both turned unsure about what they are doing and calls it a day. All these are masterful sequence that we want to see it again and again to savor it, because it felt so personal. Alexander Payne understands how two lonely souls like Miles and Maya will progress on their relationship, and he filmed it in near perfection, not a false note, just all the right tone.

Paul Giamatti, Thomas Haden Church, Virginia Madsen all gave performances that when we view it, we can't think of any other actors who can substitute them to better effect.


'Sideways' could just turn up to be one of my all time favourite. It's the kind of film you want to see it again, even though you would have known its story and plot after the first viewing. You want to see it to savor the human experience, not to comprehend what happens in the plot. I have seen 2 films by Alexander Payne prior to this, 'Election' and 'About Schmidt'. They are both intelligent, great films. 'Sideways' topped them all, it is a wonderful, wonderful film.

Watch out for Alexander Payne for more great films.


* 'Sideways' was nominated for 5 Oscars in the 2005 Academy Awards, for best picture, best director, best adapted screenplay, best supporting actor and best supporting actress. It won the best adapted screenplay Oscar for Alexander Payne and Jim Taylor's excellent screenplay.