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Sideways and the Allure of the "Man's Golf Trip"


Sideways found a wide audience, and was generally well received, but what backlash it got was about its focus on middle-aged white men and their problems. To which I say: aren't middle-aged white men allowed a movie about their problems? The movie did take the feelings and personalites of the key women in the story(Maya and Stephanie) into account, but it was a "guy's story" at heart.

And this guy right here LOVED how the story was framed: a golf trip.

I've done those in real life, but never with just two guys. Three or four, more usually, so as to make sure that there is a "group rather than a couple."

And Sideways captured the allure of such trips.

They start quiet and slow, usually with somebody meeting somebody at somebody else's house. There may indeed be a need to be polite to someone's wife or even parents before "setting forth with the guys" for the trip. Then a long drive(in my case, inevitably to a coastal area, pretty much the case for the guys in Sideways, too.)

And at the beginning of the golf trip, always this thought: "Will we have some sort of adventure on this trip?" Nothing major, just something to remember. It could be comical. It could be...women. It could be a good drinking session or talking about old times over cigars.

There is usually a motel involved. Or a timeshare. One's time is split between "outdoors in the sun"(on the golf course) and "going out at night" (usually to a cool restaurant with pretty waitresses and sometimes, a good band.)

And when the trip is over, and the long drive home is made ...and the feeling "This was great, but I need to break off from these guys for awhile before we get tired of each other; I need to go home"....that's the end of the ritual. Til next time.

What I found amazing about "Sideways" is that it captured the relaxation and pleasure of the "man's golf trip ritual" and turned it into a much more "major sequence of events" with a much more difficult pair of men to share our time with. In the end, "Sideways" is a MOVIE, and so we get such "movie scenes" as the rescue of the wallet from the home of the Naked Obese People Having Sex, and the comedy of the "faked car crash into the tree." We get hot sex(Jack and Stephanie) yearning romance (Miles and Maya) and the realities of male lives rather played out too soon (Jack's still locked into the horndog POV of all women and it looks distinctly infantile in a man in his forties.)

There IS an adventure in the story of Sideways, and when Jack and Miles return to the home of Jack's rich future in-laws to be -- Jack with a broken nose, Miles with a wrecked car -- we realize that the story went a lot of places, that this particular "Man's golf trip" was truly an adventure and an odyssey.. And yet, as Miles drops Jack off, there is that "wind down" ("I better not spend anymore time with this guy for awhile") that perfectly matches how our "real life," comparatively non-dramatic golf trips conclude.

There are lots of reasons that Sideways was a hit, and won that Best Adapted Screenplay Oscar(I didn't even talk about all the wine talk here) but I contend that the film's "ode to the Man's Golf Trip" was a wonderful hook for the movie, made me smile, made it memorable...and connected it to the real life of millions of men.

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Nice essay.

I'm obviously not a Golfer (using the parlance of our times), and I really enjoyed the messy brotherhood of Jack and Miles. Many comments about them is that Jack is a wreckless rube who takes advantage of schlubby Miles, but to me I can feel the deeper friendship between them and can imagine their friendship going back to college where Miles was probably chippier and filled with wit unlike his current state of post-divorce-stress-disorder. They were probably a dynamic duo of sorts and played off each other's strengths as well as weaknesses. Jack's immaturity also helps Miles cope with his morose sense of self and in a way Jack's oblivious candor with women piques Miles' desire to get back into the game.

Even though Miles setup the whole bachelor party weekend as a Golf Trip, I've come to the conclusion that Miles was hoping Jack's virility-filled persona would also land him some man-credit as I think he really wanted to run into Mia, eventually.

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I'm obviously not a Golfer (using the parlance of our times), and I really enjoyed the messy brotherhood of Jack and Miles.

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Yes, while the movie uses the frame of "the golf trip" for the adventure, it is the quirky specifity of THESE two guys on the golf trip that makes it special and deep. A "man's golf trip" could certainly anchor a "son of Caddyshack" broad comedy with, say, Bill Murray and Dan Ackroyd(back in the day) as the two guys, but this was more "indiefilm" and realistic and sad.

There is also the issue that Miles himself has designed the trip to be BOTH about golf AND wine tasting, aficionado (and drunk) that he is.

Which reminds me -- not only have my friends and I enwrapped drinking into our golf trips -- in 2005, we steered our golf trip to the "Sideways" region of California. We visited several wineries in the film. At once place they said "Oh, yeah, they shot here , it was great, they were really nice" and at the other place, they said "Oh, yeah, they shot here -- they got in the way and drove away customers." So, go figure. And we had the obligatory "movie tourist" drink at the Hitching Post bar.

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Many comments about them is that Jack is a wreckless rube who takes advantage of schlubby Miles, but to me I can feel the deeper friendship between them and can imagine their friendship going back to college where Miles was probably chippier and filled with wit unlike his current state of post-divorce-stress-disorder.

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Great points. A movie as good as Sideways takes "the surface" (Jack's a selfish immature sex-crazed jerk; Miles is his too sensitive intellectual friend) and upends it. Jack TRIES to be a good friend to Miles(likely indeed remembering their better college days), but can only take male intimacy so far.

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They were probably a dynamic duo of sorts and played off each other's strengths as well as weaknesses.

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Its not that uncommon a pairing in college: the macho ladies man and his witty, less handsome "wingman." Macho guys like to have the less handsome pal with them so as to hit up on women without being a "predatory loner" about it; and Miles knowledge of wine and literature(likely there in college) likely got him certain women, too.

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Jack's immaturity also helps Miles cope with his morose sense of self and in a way Jack's oblivious candor with women piques Miles' desire to get back into the game.

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Good point. "In the beginning," Miles to seem to have no interest in this trip being about finding women, but he comes around...certainly once Maya enters the scene and Jack positions himself(here, truly as a good friend -- Jack NEVER hits on Maya) to help Miles get back in the game. (I love it: Jack offers one condom for Miles, three for Jack.)

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Even though Miles setup the whole bachelor party weekend as a Golf Trip, I've come to the conclusion that Miles was hoping Jack's virility-filled persona would also land him some man-credit as I think he really wanted to run into Maya, eventually.

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Interesting -- I guess we can figure that Miles was hoping on Maya to be at the Hitching Post working -- he just wasn't figuring on Jack pushing Miles into a more romantic interaction with her on this trip. But...maybe....with Jack as "the leader," Miles DID figure he could do better with Maya.

The movie is a very good character piece, it leaves so much unsaid and so much to be inferred.

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