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JFK’s Grandson Jack Schlossberg Draws Fire for Bizarre, Offensive Social Media Posts

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JFK’s Grandson Jack Schlossberg Draws Fire for Bizarre, Offensive Social Media Posts

by Andrew Powell
November 12, 2025 at 8:09 pm
in News
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JFK’s Grandson Jack Schlossberg Draws Fire for Bizarre, Offensive Social Media Posts

NEW YORK, NEW YORK - SEPTEMBER 17: Jack Schlossberg visits The Empire State Building on September 17, 2024 in New York City. (Photo by Michael Loccisano/Getty Images for Empire State Realty Trust)

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John F. Kennedy’s grandson, Jack Schlossberg, has launched a campaign for Congress in New York — but his candidacy is already mired in controversy after years of crude, offensive, and erratic behavior on social media resurfaced.

According to the New York Post, the 32-year-old, who boasts more than 1.7 million followers across X, Instagram, and TikTok, has built a reputation for shocking and inappropriate posts — including sexually charged comments about second lady Usha Vance, vile jokes about Jewish people, and attacks on prominent public figures.

Schlossberg, the only grandson of President Kennedy and Jacqueline Kennedy Onassis, bizarrely joked earlier this year that he was “having a son” with Usha Vance, wife of Vice President JD Vance. 

The post followed a string of others in which he compared her attractiveness to that of his grandmother and called himself “a literal pervert.”

“I called my grandmother hot … have I totally lost it?” he wrote in one self-critical post. “Jesus … this kid will do anything for attention. Your grandfather would be ashamed.”

He later posted a video professing his “love” for Vance while singing Train’s “Drops of Jupiter” and calling her “the most beautiful woman in the world.”

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In another disturbing outburst, Schlossberg accused famed attorney Alan Dershowitz of “killing his wife” — a false claim that prompted Dershowitz to threaten legal action. “He’s done more harm for the Kennedy name than all the rest of the Kennedys combined,” the attorney told reporters.

Schlossberg also mocked his cousin, Robert F. Kennedy Jr., by mimicking his spasmodic dysphonia — a voice disorder — in a video that drew widespread condemnation.

Adding to the outrage, he posted a since-deleted “recipe” that included “2 oz of Jew blood” and “4 cups of male j–z,” an apparent attempt at satire referencing RFK Jr.’s “Make America Healthy Again” slogan. Critics blasted the post as antisemitic and vulgar.

Schlossberg, a former Vogue political correspondent and Yale Law graduate, has also feuded publicly with fashion icon Anna Wintour, at one point posting — then deleting — a nude photo of himself as a toddler in sunglasses, captioned, “TFW you boycott the Met Gala.”

Despite his prominent family name, Schlossberg’s penchant for attention-grabbing antics has left even some Kennedy loyalists unsettled. As one social media user put it after his latest outburst: “This isn’t charisma. It’s chaos.”

Tags: Jack SchlossbergJackie Kennedy Onassisjd vanceJFKJFK JrpoliticsU.S. NewsUSUsha Vance
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Andrew Powell

Andrew Powell

IJR, Contributor Writer

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