Sideways (2004)

I recently rewatched Sideways. It’s funny that I expected a romance, and actually shelve the DVD in the romance section at home, because really the film isn’t in fact a romance, but a very good buddy movie. Yet the romance subplot left such a strong impression on me that I mostly remembered those scenes, and in revisiting them, I knew why.

Miles (Paul Giamatti), a divorced high-school teacher approaching middle age and connoisseur of wines, goes on a one-week-trip with his best friend from college, Jack (Thomas Haden Church). Jack is an actor who used to be in a soap opera, but is reduced to filming commercials these days. In a week’s time, he is to marry the beautiful daughter of a very wealthy realtor. Miles and Jack are as different as can be: Jack wants to cram as much fun as possible into this week, sex included, and is not bothered by being unfaithful to his fiancee. Neurotic Miles is still in love with his former wife, not interested in finding a new partner, and far more worried about a novel that he has written and that his agent may have placed. When Jack points out that Maya (Virginia Madsen), a waitress in a restaurant that Miles frequents, is showing an interest in him, he is more irritated than anything else. Yet Jack is nothing if not determined to see his friend gets laid …

Throughout the film, you keep wondering how two such opposing characters can be friends, and then there comes another scene and you think yes, that’s why. Both Miles and Jack can be truly annoying, callous or whiny at times, but director Alexander Payne manages to create strong sympathy for them all the same, even for philandering Jack. In terms of romance, Miles is a prime example of the slightly ugly, clever guy who never gets the girl at the end. Jack is a highly ironic take on the archetypal rake, slightly aged good looks included.

The landcapes are beautiful, the food is sumptuous, the secondary characters are remarkable and well-rounded. So what about the romance? If you like a muted, slow development, where little happens on the surface but with a wealth of meaning underneath, it’s to die for. There is a scene in which Maya and Miles discuss wines which is so breathtaking with its unspoken messages that I had tears in my eyes as I watched it – not because it’s sad, but because it’s so intense. So even if the romance is not the movie’s main plot, it is the part that most impresses me.

So, yes, Sideways will stay on my romance DVD shelf. It’s an extremely beautiful film, both funny and moving, and it’s definitely a film to watch more than once to savor all its richness.

-Rike Horstmann

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I enjoy spending as much time as I can between the covers of a book, traveling through time and around the world. When I'm not having adventures with fictional characters, I'm an attorney in Virginia and I love just hanging out with my husband, little man, and the cat who rules our house.