Jack Schlossberg's Awkward Moment: Madonna's Bold JFK Jr. Revelation
Jack Schlossberg had a very cringey response to Madonna’s raunchy comments about his late uncle, John F. Kennedy Jr.
The son of Caroline Kennedy, JFK Jr.’s sister, reacted to Madonna calling the late George Magazine founder the best sex of her life while appearing on Tuesday’s episode of SiriusXM’s “Radio Andy.”
“Here’s a random question. When you hear someone like Madonna say, ‘JFK Jr. was the best sex I ever had.’ Do you chuckle at that?” host Andy Cohen asked Schlossberg.
The grandson of President John F. Kennedy — who is currently running for Congress — awkwardly paused, prompting the Bravo bigwig to call him out.
“He’s running for office, so he’s trying to figure out what to say,” Cohen joked.
Schlossberg, 33, confirmed that he was, indeed, seeking a seat in the U.S. House of Representatives before addressing Cohen’s inquiry.
“All I can say is that, I bet she was right,” Schlossberg said.
Last month, Page Six exclusively reported that the “Like a Prayer” singer dubbed JFK Jr. the best lay of her life — with one caveat.
Madonna partnered with Grindr while promoting her new album, “Confessions II,” and answered some questions, including, “Who was your best d–k down?”
“I’m only going to name dead people,” Madonna said, before whispering, “John Kennedy Jr.”
A source close to JFK Jr. subsequently revealed to Page Six that their fling was “a fun adventure for him.”
“He had a really fun time and a really good time [with Madonna],” the source divulged, adding that they only hooked up once.
His longtime chief of staff, RoseMarie Terenzio, detailed their “whirlwind” romance that turned into a friendship in an exclusive interview with Page Six in May.
“I just remember him saying that it was like a whirlwind little romance, but it didn’t really go further,” Terenzio said, adding, “And I know that there were a lot of scheduling issues involved because she was on tour.”
The author of “Fairy Tale Interrupted: A Memoir of Life, Love, and Loss” also claimed that they “friend-zoned each other” and “both just kind of moved on.”
However, they maintained a flirty friendship and would often send cheeky notes to each other via fax machine.
“They had a really cute banter and a nice friendship,” Terenzio said. “They didn’t see each other all the time or anything like that. But they had a cute, funny friendship.”
JFK Jr. ultimately married Carolyn Bessette in 1996, but they tragically died in a plane crash three years later. He was 38, and she was 33.
While JFK Jr.’s love life has long been discussed in the press, Page Six exclusively revealed in March that Schlossberg is too focused on politics to date.
“He’s working every day,” our source shared. “People meet him and may want to date him, but they definitely want to vote for him. His date spots would include senior centers, picket lines, churches and temples.”
