Michael Caine and Shirley MacLaine Execute a Gambit

Shirley MacLaine as Nicole.

This review contains a spoiler. 

In  the first 29 minutes of Gambit (1966), we see art thief Harry Dean (Michael Caine) execute the perfect heist with the aid of dance hall girl Nicole (Shirley MacLaine) and his partner Emile (John Abbott). Of course, it turns out that the entire sequence is merely Harry describing his plan to Emile. When it comes time to actually pull off the robbery, almost nothing works out as Harry envisioned.

In Harry's plan, he and Nicole, disguised as a wealthy British businessman and his wife, are met at the airport by the hotel's limo. They are given the royal suite and invited by the hotel's reclusive owner to dinner in his rooms. Later, Harry steals the most valuable piece in the hotel owner's art collection.

Michael Caine as Harry.

When it comes to execute the caper for real, there is no limo (the hotel no longer sends one for VIP guests), they don't get their desired suite, and the hotel's owner--already suspicious of them--invites them to lunch on his yacht. Furthermore, Harry's target, an invaluable bust, is protected by a new electronic security system.

A playful caper film, Gambit has plenty of twists, so knowing the first one doesn't negate the enjoyment of the others. Still, it's the first twist--the 29 minute "planning" sequence--that the film is known for. It has fooled me both times I watched it (albeit my viewings were several decades apart). And there are plenty of clues that something is amiss during the sequence. First, Shirley MacLaine's character doesn't speak a word of dialogue, which struck me as peculiar. Secondly, it's apparent that Harry isn't a first-class thief, so it seems odd that everything goes so smoothly.

The most amusing part of Gambit is the role reversals between the plan and the execution. In Harry's plan, he is totally in charge and Nicole follows his every instruction. During the execution, Nicole's quick thinking and knowledge of art saves Harry and his plan on multiple occasions.

Herbert Lom as Shahbandar.

Shirley MacLaine and Michael Caine are a delightful duo. It's a shame that this was their only movie together (other than a few scenes in the anthology Woman Times Seven). However, the unheralded star of Gambit is Herbert Lom, who plays the reclusive art collector. Lom was a highly versatile performer, appearing in horror films (The Phantom of the Opera), historical epics (Spartacus), and comedies (A Shot in the Dark). His surprising flair for physical comedy resulted in his best-known work, as Peter Sellers' nemesis, Chief Inspector Dreyfus, in the best Pink Panther films.

On of Nicole's gowns.

Gambit was nominated for three Academy Awards for Best Set Design, Best Costumes and Best Sounds. The film, Shirley MacLaine, and Michael Caine were all nominated for Golden Globes. MacLaine lost to Lynn Redgrave for Georgy Girl while Alan Arkin nabbed Best Actor in a Comedy with The Russians Are Coming, the Russians Are Coming.

The screenplay for Gambit was based on a story by Sidney Carroll, who penned scripts for The Hustler and A Big Hand for the Little Lady (which also features a famous twist). The Coen Brothers adapted Carroll's story for a 2012 version of Gambit starring Colin Firth, Cameron Diaz, and Alan Rickman.