It wasn't Frank Sinatra and Gene Kelly's first on-screen match-up but it was their best. The duo take on "New York, New York" in On the Town.

There are many rumors swirling around about how Frank Sinatra got a part in From Here to Eternity. He was right to want it, this is the role that won him an Academy Award.

A sweet romance set to music. Frank Sinatra and Doris Day as a young married couple in Young at Heart.

Frank Sinatra takes a dark turn in The Man with the Golden Arm, the story of a heroin addicted musician trying to get his life together.

Frank Sinatra is caught in The Tender Trap in this musical comedy starring Debbie Reynolds, Celeste Holms and David Wayne. This is our personal favorite of all of Frank Sinatra's fifties musicals.

Frank Sinatra is the singing side-kick to Marlon Brando in one of Hollywood's most famous musicals. Don't Rock the Boat, watch Guys and Dolls.

Ocean's 11 was the first "Rat Pack" movie and it spawned a successful franchise for Brad Pitt, Matt Damon and George Clooney. See the original and understand what all the fuss was about.

Frank Sinatra was the original The Manchurian Candidate in what some people call the best political thriller of all time.

One you might have missed ... The First Deadly Sin. Frank Sinatra is a detective dealing with a serial killer and a dying wife. We highly recommend.