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Directed by Billy Wilder

Starring:

Jack Lemmon as C. C. Baxter

Shirley MacLaine as Fran Kubelik

Fred MacMurray as Jeff D. Sheldrake

Ray Walston as Joe Dobisch

Jack Kruschen as Dr Dreyfuss

The rom-com against which all others must be judged (and most will be found wanting), writer-director Billy Wilder’s tale of the troubled romance between an ambitious young insurance adjuster and a heartsick elevator operator was made over fifty years ago but, like all great romances, can effortlessly capture your heart to this day.

As well as the incomparable script, what makes this movie really shine is the perfect casting of a young and adorable Jack Lemmon as an eager-to-please office drone in a huge Manhattan insurance firm—and a young and equally adorable Shirley MacLaine as the smart, pretty lift girl whom he fancies from afar but whose chirpy persona hides a heartbreaking secret.

How does he find out her secret? Well, that’s part of the movie’s brilliant premise—and where the title comes in.

Lemmon’s character C. C. Baxter, you see, is an average low-level employee, but he has ambition, courtesy of his downtown bachelor pad, which he allows his married bosses to use for their clandestine affairs on a nightly basis. So far so Mad Men.

C.C. isn’t really as calculating and cynical as that state of affairs suggests, though. He’s just a cog in a rather corrupt and unpleasant wheel, trying to get ahead. In fact, his apartment-loaning service has sort of backfired on him, because given the power dynamics of the situation (and his rather weak will), C.C. can’t say no when he’s asked to loan out his home at all hours of the night. But C.C.’s wake-up call, his discovery that what he is doing is really much more seedy than he has realised, comes when he is asked by top boss Mr Sheldrake (a brilliantly slimy performance from Fred MacMurray) to loan out his apartment key exclusively for Sheldrake’s latest extramarital fling.

C.C. thinks he’s finally going to get the promotion he’s been hoping for and is delighted with himself, until he makes the devastating discovery (in a poignant, bittersweet exchange at an office Christmas party) that Sheldrake’s latest conquest is none other than Fran Kubelik, the elevator girl he adores. But much worse is yet to come. What he doesn’t yet know is that Fran is as sweet and vulnerable as she appears. Fran has believed Sheldrake’s lies about leaving his wife, and when she is finally beaten down by her lover’s neglect and cruel manipulation she takes an overdose of sleeping pills…on Christmas Eve in the apartment of you-know-who.

C.C. comes back to find her passed out in his bed, and that’s when the comedy takes a dark turn, giving way to a moving and eventually heart-wrenching romance about two people cast adrift in the big city, who must learn not only to love each other, but to love themselves, as well.

I’ve probably given away far too much of the plot. But actually, it’s hard to describe how subtle and wonderfully nuanced this story is—and how remarkably real, even now. Portraying the sexual politics of New York office life, circa 1960, with an honesty and complexity and conspicuous lack of glamour, the film is both a brilliant snapshot of a bygone era and also a remarkably contemporary love story. Both Lemmon and MacLaine play superbly to type—but even the supporting roles, of Lemmon’s seedy line managers, the brash office totty, C.C.’s harassed next-door neighbours, are expertly realised.

If you’ve ever wondered what Mad Men might be like with a lot more laughs, then you need look no further than this beautifully observed, surprisingly dark and yet eventually heart-warming movie that continues to get better and better with age.