George Clooney: The New Frank Sinatra? Discuss, In Rewind

Since Clooney is so comfortable as Danny Ocean, what other Ol' Blue Eyes roles could he take on?

Much has been written about how George Clooney is a throwback to the classic movie stars — a dashing presence respected by his peers, adored by women and envied by men.

In "Ocean's Thirteen," Clooney returns to one of his more glamorous roles, that of scalawag thief Danny Ocean (see " 'Ocean's Thirteen' Hits $37 Million Box-Office Jackpot"). The character was first played in the 1960 Rat Pack flick "Ocean's 11" by Frank Sinatra, one of those Hollywood icons to whom Clooney is often compared. So we were wondering, are there other Sinatra movies that could perhaps benefit from some modern-day Cloonefication?

After his Oscar-winning, career-rejuvenating turn as the doomed GI Maggio in 1953's "From Here to Eternity," Sinatra was suddenly taken seriously as an actor, and for his next film, he chose a dark political thriller. "Suddenly" (1954) stars Sinatra as John Baron, a killer who invades a family's home to get a shot at assassinating the president of the United States as he passes through their small town. Baron is a bitter, cynical ex-soldier who becomes increasingly irritated by the morality thrown at him from his hostages. The movie touches on the kind of sociological and political issues (including some radical ideas for the time about toy guns) that are even more relevant today. It's perfect Clooney fodder.

In 1955, in Otto Preminger's "The Man With the Golden Arm," Sinatra played Frankie Machine, an ex-con who dreams of resurrecting his drumming career but gets dragged back into a world of gambling and heroin addiction. The movie was groundbreaking in many ways: the stylistic title design of Saul Bass, Elmer Bernstein's jazz score and the stark depiction of addiction. (That last one cost the movie its seal of approval from the period's Production Code, which governed films before today's ratings system was put in place.) We've seen Clooney play unglamorous roles (specifically "Syriana"), but Frankie Machine could force him to stretch those acting muscles in an entirely new direction.

"High Society" (the 1956 musical remake of the much-beloved 1940 film "The Philadelphia Story") follows wealthy socialite Tracy Lord (Grace Kelly), whose impending marriage to a man she doesn't love is complicated by both the return of her still-besotted ex-husband and the advances of a tabloid reporter assigned to cover the wedding for a magazine. Frank plays reporter Mike Connor, whose disdain for the excesses of the privileged is challenged by his growing affection for Tracy. Clooney is comfy with the fluff, and grouped with, say, Steve Carell and Josh Lucas competing for Isla Fisher, a film satirizing culture clash, sexual indiscretions and tabloid journalism could work today (although the movie's message, that rich people have troubles too, might not go over so well).

Frank Capra's "A Hole in the Head" (1959) features Sinatra as Tony Manetta, a widowed single father who runs a Miami hotel but is endlessly distracted by impractical get-rich-quick schemes and comely female tenants. Tony's lack of focus just might cost him both his business and his son (who is in many ways more mature than he is), but possible salvation comes in the forms of a wealthy widow and a Walt Disney-esque real estate mogul with some big ideas. The ending is a ludicrous fantasy, all the better for some contemporary tinkering, and no doubt millions of ladies long to see George do the single-dad thing again (as he did in "One Fine Day").

Few of Sinatra's film roles seem more tailor-made for Clooney than Alan Baker in 1963's "Come Blow Your Horn." The loose adaptation of Neil Simon's first play centers on a middle-age Manhattan playboy whose younger brother, Buddy, shows up looking for a lesson in swinging. Buddy quickly proves such an apt pupil that he starts to steal Alan's thunder (as well as his women), and the elder Baker is forced to take a hard look at his lifestyle. Chock-full of fabulous babes, glamorous New York settings, crazy parties and the cutthroat world of plastic fruit sales, the possibilities are ripe for Clooney to satirize his own image here.

The 1965 WWII escape picture "Von Ryan's Express" is a rip-roaring action flick with enough character development and moral ambiguity to keep it interesting. Sinatra plays an American POW who leads a mostly British group of troops in a break from an Italian prison camp and through Nazi territory. While the film is well-regarded, it's got a bit too much of a Saturday-morning-serial feel and could definitely benefit from some post-"Private Ryan" grittiness. Besides, Hollywood will never, ever tire of WWII flicks.

At first glance, it seems as if Sinatra's recurring character of Miami P.I. Tony Rome (in the eponymous 1967 film and 1968's "Lady in Cement") would be a good Clooney vehicle, if it weren't for the fact that those movies are pretty awful. Rome is a cardboard character, a hard-boiled tough guy who spouts Spillane-like dialogue when he's not belting baddies or bedding beauties. And while that leaves endless room for reinterpretation, Clooney seems past the point of trying to launch a franchise, particularly one so predictable.

As for Ol' Blue Eyes' musical roles, well, the obvious problem there is that Clooney doesn't sing. So stepping into Sinatra's shoes in one of them seems unlikely. Then again, it's not like the pipes don't run in the Clooney family, as his late aunt Rosemary was one of the most successful female vocalists of the 1950s. So who knows? Clooney shares many hats with Sinatra: actor (in TV and film, drama and comedy), producer, director and political and social activist. And, like Sinatra before him, Clooney has a personal lifestyle of which most of us could only dream. Belting out some tunes in a film might be the only thing Frank did that George hasn't done.

Consider the gauntlet laid down, Mr. Clooney — bring on the remake of "Can-Can"!

Check out everything we've got on "Ocean's Thirteen."

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