
Special agents from the CIA and FBI had kept tabs him on the since 1947 when he took a four-day trip to Havana. He had painted the town red with a gaggle of powerful Cosa Nostra members. Sinatra's other rumored criminal associates included Joseph and Rocco Fischetti, who were cousins of Al Capone and reigning Chicago boss Sam Giancana. When Giancana had been arrested in 1958, the police found Sinatra's private telephone number in Giancana's wallet.
In the summer of 1959, Sinatra allegedly hosted a nine-day, round-the-clock party at the Claridge Hotel in Atlantic City where Chicago wise guys rubbed elbows with top East Coast mobsters, including Vito Genovese and Tommy Lucchese. Charges like these plagued Frank Sinatra throughout his life, and he repeatedly and vehemently denied having any association with the mafia.

The extensive influence the Chicago mafia had over Hollywood is best illustrated in 1948 when Chicago Mafia boss Tony Accardo had told John Rosselli to force powerful Columbia Pictures' president Harry Cohn into signing then-unknown actor Marilyn Monroe to a lucrative multi-year contract. The usually highly combative Cohn quickly complied without opposition, mainly because Cohn had obtained control of Columbia through mob funds and influence provided by both Accardo and Rosselli.

Siegel had a number of mistresses, including actor Ketti Gallian and Wendy Barrie With the aid of DiFrasso and actor friend George Raft, Siegel gained entry into Hollywood's inner circle. He is alleged to have used his contacts to extort movie studios. He lived in extravagant fashion, as befitting his reputation. The highly fictionalized motion picture Bugsy

After acting in 'Johnny Eager', a mafia flick, Lana began her own involvement with a real life mobster, Johnny Stompenado, a crew member for the Hollywood mob organisation headed then by Mickey Cohen. Stompenado had confronted several of Turner's screen co-stars, including a celebrated tiff with Sean Connery.

Mickey Cohen, mobster:
He begun his mafia career as a thug for Vegas boss Ben Siegel before moving to Hollywood. Cohen inherited Siegel's racing interests and operated a small haberdashery in Los Angeles that served as a front for a book making enterprise. Always high profile, he dressed lavishly and flaunted his money and friendships with Hollywood heavy-weights.

Best know for being the father of Elizabeth Hurley's son Damian, Bing's friends are said to include Dominic 'Donny Shacks' Montemarano, a felon and one time capo in the mafia.
Thanks to After Hrs.