[Captain Peter Blood]

This reinds me of the story of actor Jerry Orbach of “Law & Order” fame.
Jerry was close friends with “Crazy” Joe Gallo when Gall was killed by a rival mob family.
Jerry called him one of his close friends also.

[Cincinatus' Wife]

Also in this article:

"An actor who played a mafia hitman in "The Sopranos" also turned up at the court hearing to support Russo.

Federico Castelluccio sat in the public gallery and was acknowledged by Russo who waved to him."

[Emperor Palpatine]

Bugsy Siegel and George Raft were pretty tight, too.



And of course Frank Sinatra had plenty of "Family" friends.