Image Credit: Allan Grant/TIME & LIFE PicturesIt’s widely considered a bit of a dog, but Ocean’s Eleven certainly survives as a seminal pop-culture event. The smooth caper solidified the Rat Pack’s place in the history of movie buddydom. Just look at Frank Sinatra and Dean Martin in this snapshot — have two guys ever looked so cool while inhaling carcinogens? On the 50th anniversary of the film’s release on Aug. 10, 1960 (can you believe it?), our friends over at Life.com have assembled an amazing gallery of never-before-seen photos of the Rat Pack snapped at various Life magazine shoots in the 1950s and ’60s. Click here to check out the group of cats who inspired George Clooney, Brad Pitt, and Matt Damon to follow in their footsteps.