Gore Verbinki’s The Mexican has always been a huge favourite of mine. It’s sort of a diamond in the rough in the sense that it didn’t meet very explosive box office or critical acclaim, but upon closer inspection is actually a uniquely structured, sexy, dangerous, eccentrically funny romantic black comedy. It’s one of those laconic yet feisty crime flicks, the kind that Elmore Leonard writes and Soderbergh directs, but this one is given the trademark oddball humour and distinct flourish that Verbinski brings to all of his films, the guy is so undervalued in Hollywood. Brad Pitt, in one of his scrappiest turns, plays perpetual fuck-up Jerry, a low level mob package boy who couldn’t deliver a pizza without dicking it up. He’s tasked by his freaky boss (a scary Bob Balaban) to deliver an ancient antique pistol across the Mexican border. Of course everything that can go wrong does, like the Murphy’s law of caper flicks. His high maintenance, wired girlfriend Samantha (Julia Roberts) tracks his course and ends up in quite a bit of danger. It’s all a breezy affair that goes from one episodic, densely written and excellently acted scene to the next, with redundant complexities of plot less important than character development and singular instances of violence and dark comedy. I won’t ruin the surprise cameo near the end but it’s someone who you’d always expect to find in smart ass films like this and shows up like he meant to be there the whole time but got caught in border traffic. J.K. Simmons is hilarious as a slightly odd colleague off Jerry’s, but the best performance of the film by far comes from the late James Gandolfini as Winston Baldry, a gay contract killer with both a soft and a dangerous side who kidnaps Samantha and holds her ransom until he finds Jerry. The brilliant script by J.H. Wyman focuses on and develops their relationship beautifully until we believe both as human beings in full colour and personality, as opposed to just characters on the page. Gandolfini could play a barstool on camera and still have enough depth and human spirit to win over an audience, the guy was just that good and this remains my favourite character he has ever created. There’s always a qualm people have with this film, and it’s that despite billed as a romance, Pitt and Roberts barely share any screen time together, instead running around the southwest and Mexico trying to find each other. Well, perhaps the poster shouldn’t have shown that image of them sharing a moment like that, but to me this story was never about them together, but the journey they take finding each other, all the crazy people they meet along the way and the strange parable of the pistol Jerry must deliver, which gets it’s own black and white aside flashback sequence that has a Robert Rodriguez feel. This one is a charmer, has enough action, wit and warmth to fill it’s leisurely two hour runtime, and languishes in each minute of it like any good, well thought out story does.