Perez Hilton recently weighed in after legendary singer-songwriter Paul Anka made candid remarks about Frank Sinatra’s manhood. In a December 1 article on his website, Hilton wrote:
“Paul Anka is reflecting on the late Frank Sinatra… whom he evidently saw every inch of!… So wild! LOLz!”
In the piece, Hilton noted that Anka, best known for classics like Put Your Head On My Shoulder and Puppy Love, “didn’t hold back” while speaking with Page Six in an interview published on November 30.
Hilton highlighted the unexpected nature of Anka’s comments, especially given the long-standing rumors surrounding Sinatra’s genitals.
“Yeah, it was huge. I don’t know what that does for you!” he reported, citing Anka directly.
Hilton further explained how Anka and Sinatra found themselves in situations where such observations were made possible. The podcaster recalled Anka’s revelation that he, Sinatra, and the rest of the Rat Pack would often hit the saunas together in Las Vegas. It was there, Anka admitted, that his “eyes just couldn’t help but wander,” prompting him to take notice.
“I had trouble with eye contact,” Hilton added, quoting Anka’s remark.
Hilton also noted that while Sinatra’s size apparently lived up to legend, Anka remembered someone else in those saunas who “upstaged” him: comedian Milton Berle.
Hilton further added that this was not the first time someone had commented on Frank Sinatra’s genitals.
He noted that Ava Gardner had previously spoken about her third husband and his manhood, when she had “unforgettably opened up about her love life” with the singer. While reflecting on Sinatra’s slight build of just 119 pounds, she had once joked that out of the 119 pounds of his weight, “nineteen pounds” was “c*ck.”
George Clooney recalls surreal moment when Frank Sinatra scolded him

George Clooney recently reflected on a memory from the early days of his Hollywood career when Frank Sinatra scolded him.
The actor shared the story at the Los Angeles premiere of his new film, Jay Kelly, on Thursday, October 23, where he also discussed his early encounters with musical legends such as Sinatra and Tony Bennett.
Clooney explained that his proximity to such icons began long before he found fame.
In his early 20s, he worked as a driver for his aunt, the acclaimed singer Rosemary Clooney. He said he barely knew her growing up because she was “the Hollywood aunt” while he lived in Kentucky, but everything changed after he moved to Los Angeles to pursue a career.
During that time, he spent long hours chauffeuring Rosemary to performances. He recalled how surreal and exciting it felt to suddenly be surrounded by musical giants.
“I got to drive [her] and Tony Bennett, and all of these really wonderful singers around for a year… I got a really good life lesson in success and failure, and handling it,” he said (as per People Magazine)
But the most surprising moment from that period involved Frank Sinatra, and it came with a scolding. Clooney had taken part in a boycott advocating for press freedoms, and the action unexpectedly caused issues at Frank Sinatra’s home.
Sinatra believed the boycott was drawing unwanted attention and even helicopters to his property, prompting him to confront Clooney directly. He explained:
“I remember he was mad at me once because I led this boycott about […] some press freedoms, and he called me because people thought he was sick and there were helicopters flying over his [home]… And he called me going, ‘It’s not working what you’re doing!’”
Clooney described Sinatra’s frustration as intense but unforgettable. Despite being “yelled at,” he still remembered Sinatra as gracious and larger-than-life, joking that the confrontation eventually became a badge of honor because he “got yelled at by Frank Sinatra.”
Frank Sinatra died on May 14, 1998, at the age of 82 after suffering a severe heart attack. He passed away at Cedars-Sinai Medical Center in Los Angeles, California