There are numerous legends and gossips about the iconic singer Sinatra. We all know great artists have problems but Sinatra’s every move is something. Here are some of them.
Frank Sinatra’s career started in 1935 with a porn movie.
Frank Sinatra biography in 2011 says that when he was 19 years old, he played a masked robber and got $100 dollars for the role. But they say that she asked from his mob friends to wash away the movie. He seems to succeed in that.
Frank Sinatra was arrested for sleeping with a married woman.
He was arrested in 1938 in New Jersey for sleeping with a married woman. Yes, this was a crime back then. The charge was changed with adultery and the case was dismissed.
Frank Sinatra had reputation in other things
He had a reputation to have a big dick in Hollywood. Sinatra biography author James Kaplan said that his love of life Ava Gardner once said “he is only 50kg but 5kg is his meat”.
Frank Sinatra organized the rat pack orgies in Casino spas
In 1960s, Sinatra slept with countless woman and there was even a special whorehouse for him in Las Vegas. He organized sex parties with famous dancers, actresses, singers and whores in the steam room of the Casino. As Paul Anka mentioned in his memoirs in 2013, the one rule for those parties was this: “no gang bangs”
Frank Sinatra said the best sex of his life was with Angie Dickinson
Among his countless affairs (and four marriages), he said singer and actress Angie Dickinson was at the top. Once, Casino owner Steve Wynn asked Sinatra who was the best woman he was with and Dean Martin was there too. According to Paul Anka, both agreed: “angie!”
Frank Sinatra hated Strangers in the Night
He said “shitty song” and “the shittiest song I have ever heard” for this song.
Without noticing, he named the Scooby Doo cartoon. When CBS producer Fred Silverman was travelling on the same plane with Sinatra, he heard Sinatra humming Strangers in The Night. “dooby, dooby doo…” and you know the rest.
Frank Sinatra was followed by the FBI for almost 50 years.
FBI followed Sinatra who is known to have a friendship with John F. Kennedy and connections with the mob from 1940 when he was a young star to his dead in 1998 for 50 years and he had a 2,403-page long file. FBI closed this file in 1998 for the calls for information freedom law.
Frank Sinatra had manic depression that caused him to attempt suicide for 4 times.
Frank defined himself as “18 carat manic depressive”. He was in depression when his career slowed down in 1950 and he put his head in the oven to try to kill himself. Also, he attempted suicide in his sumptuous relationship with Ava Gardner.
Frank Sinatra hated Chairman of Board title.
According to his last wife Barbara, he couldn’t stand the title he got when he was the chairman of Reprise Records.
Frank Sinatra used his mob connections for John J. Kennedy to win the elections.
1960. John J. Kennedy is going for presidency from Democratic Party in West Virginia and at that time, his father Joseph Kennedy ask Sinatra to use his connections in the mob. Father Joseph Kennedy asks the great mob of that period Sam Giancana to help them with this and John to have all the votes no matter what happens. A hang leader takes this job and makes the way to the White House for Kennedy. Of course, he does not know he will regret this. When Kennedy was the President, attorney Robert Kennedy sentenced 288 mob members just in 1638.
The Rat Pack which he was the patron called them “The Summit” not rat pack
With his friends Dean Martin, Sammy Davis, Jr., Joey Bishop and Peter Lawford, he managed Rat Pack where they did have the hardest and most glamourous parties. This name was used by actress Lauren Bacall to snipe her husband Humphrey Bogart and his friends. But after the Rat Pack saw the 1960 meeting among top level global leaders in Paris, they found calling themself “The Summit” more suitable.
Frank Sinatra hated Rock N Roll
For rock music, he said “I didn’t like hearing the most ruthless, ugly, degenerate and immoral form of music... Once, for “Light My Fire” song of The Doors, he said, “the worst record I have ever heard. He loved “Something” by George Harrison. At the end of his career, the song turned into a sample of the live sets.
One day, Frank Sinatra had the hardest moments in legendary Vegas days
In 1967, he lost $500,000 in gambling in one of the crazy and drunk nights in Sands. He was really mad at this and jumped into one of the golf carts outside. He smashed the casino window by driving in. Even though he tried to set some of the curtains on fire with his Zippo lighter that he carried all the time, he didn’t manage to light up the curtains. While all of these happened, the entire hotel staff, guards and guests were watching Frank but didn’t intervene. He was really the King. But you can’t run away from your gambling debt even if you are the King 🙂
Frank Sinatra was obsessed with cleaning/hygiene
He was obsessed with taking shower for a few times per day, shaving, brushing his teeth and washing his mouth. Also, he always wore lavender to mask the odor of smoke and whisky.
