Francis Albert Sinatra was born on December 12, 1915, in an upstairs tenement at 415 Monroe Street in Hoboken, New Jersey. He was the only child of Italian immigrants Antonino Martino "Marty" Sinatra and Natalina "Dolly" Garaventa. Sinatra weighed 13.5 pounds (6.1 kg) at birth and had to be delivered with the aid of forceps, which caused severe scarring to his left cheek, neck, and ear, and perforated his ear drum, damage that remained for life. Due to his injuries at birth, his baptism at St. Francis Church in Hoboken was delayed until April 2, 1916.

Sinatra attempted to pursue an acting career in Hollywood in the early 1940s. While films appealed to him, being exceptionally self-confident, he was rarely enthusiastic towards his own acting, once remarking that "pictures stink". Sinatra made his film debut in 1941, performing in an uncredited sequence in Las Vegas Nights, singing "I'll Never Smile Again" with Tommy Dorsey's The Pied Pipers. In 1943 he had a cameo role along with Duke Ellington and Count Basie in Charles Barton's Reveille with Beverly, making a brief appearance singing "Night and Day". The following year he was given his leading roles in Higher and Higher and Step Lively for RKO Pictures.  In 1945, Metro-Goldwyn-Mayer cast Sinatra opposite Gene Kelly and Kathryn Grayson in the Technicolor musical Anchors Aweigh, in which he played a sailor on leave in Hollywood for four days. A major success, it garnered several Academy Award wins and nominations, and the song "I Fall in Love Too Easily", sung by Sinatra in the film, was nominated for the Academy Award for Best Original Song. In 1946, Sinatra briefly appeared at the end of Richard Whorf's commercially successful Till the Clouds Roll By, a Technicolor musical biopic of Jerome Kern, in which he sang "Ol' Man River.  In 1949, Sinatra co-starred with Gene Kelly in the Technicolor musical Take Me Out to the Ball Game, a film set in 1908, in which Sinatra and Kelly play baseball players who are part-time vaudevillians. He teamed up with Kelly for a third time in On the Town, playing a sailor on leave in New York City. Today the film is rated very highly by critics, and in 2006 it ranked No. 19 on the American Film Institute's list of best musicals. Both Double Dynamite (1951), an RKO Irving Cummings comedy produced by Howard Hughes, and Joseph Pevney's Meet Danny Wilson (1952) failed to make an impression. The New York World Telegram and Sun ran the headline "Gone on Frankie in '42; Gone in '52".

What song did Sinatra sing in one of the films?
"I Fall in Love Too Easily