Maybe there is a movie with two more urbane characters than Thomas Crown (Steve McQueen) and Vicki Anderson (Faye Dunaway), but I have doubts galore. 
The Thomas Crown Affair (1968, rated R, 102 minutes) is aptly named—it explores the various meanings of “affair,” and you’ll be glad you’re along for the ride.
McQueen plays a rich finance brainiac guy who quite cleverly amuses himself by robbing big bags of money from banks. Dunaway is a high-class, really good looking insurance investigator who likes to get right inside the head of the criminal who’s draining the insurance company’s assets.
The two are made for each other. The two permit themselves to stir up what looks like a wacky, wonderful personal relationship, but it’s all too fantastically superficial and grotesquely short-lived.
In The Thomas Crown Affair, it’s really hard to figure out who to root for.
P.S. The 1999 remake with Pierce Brosnan and Rene Russo doesn’t match up.
Stream The Thomas Crown Affair through Hoopla
Watch The Thomas Crown Affair on DVD
Listen to the soundtrack of The Thomas Crown Affair on CD
Read Steve McQueen: a biography by Marc Eliot
