Rumors long have swirled that Jack Ruby, the Dallas nightclub owner who killed supposed JFK assassin Lee Harvey Oswald, was at least bisexual if not gay, but doubters say they were just fabrications by New Orleans District Attorney Jim Garrison in order to better link his conspiracy theory about the President's murder to gay businessman and CIA tool Clay Shaw. However, perhaps the Garrison claims that Ruby was gay should not be so quickly dismissed. Just days after Kennedy's assassination the FBI received allegations concerning Ruby's sexual proclivities from Robert Kermit Patterson based on a conversation he overheard at a Dallas gay bar which further mentioned the involvement of "big players" from Chicago and Kansas City.
Patterson's allegations are contained in a 11/27/63 document prepared by Special Agent John J. Flanagan. According to the document Patterson visited the FBI's Dallas field office on November 27 after hearing a conversation the night before "at one of the 'gay' spots in town, specifically The Villa-Fontana, 1315 Skiles." Patterson claimed he overheard a conversation in which a customer told the bartender -- both named Jerry -- that "he was a former lover of JACK RUBY," and "that GEORGE SENATOR, roommate of JACK RUBY's at the time of RUBY's arrest, was also a 'gay' person." Moreover, "PATTERSON likewise stated that he heard it mentioned at the Villa-Fontana on November 26, 1963, that LEE HARVEY OSWALD had been seen at the Holiday Bar and also in Gene's Music Bar, both of which PATTERSON described as hangouts for the 'gay' crowd." Gene's Music Bar was at 307 S. Akard which Patterson said "discourages the presence of the female members of the 'gay' set," and the Holiday Bar was at 1212 A Main Street which according to Patterson was a "hangout of the rougher element."
Perhaps more stunning, Patterson also claimed he overheard from "the conversation between JERRY, the bartender, and JERRY, the customer, . . . something to the effect that five 'big people' were involved in the assassination of President JOHN F. KENNEDY," and "to the best of his recollection, the five 'big people' were described as being one from Dallas, two from Chicago and two from Kansas City." Patterson "stressed that he did not overhear the full conversation concerning this matter and was merely trying to repeat that portion which he had heard," and "he said he did not understand the full significance of it."
And just a few days later FBI agents asked Chicago Outfit mobster Jimmy "the Monk" Allegretti and his suspected gay bar front Nate Zuckerman what they knew about Jack Ruby.
Further reading that may be of interest:
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