Jack Schlossberg lets it all hang out in Instagram post amid Met Gala feud with Anna Wintour

The controversial grandson of President John F. Kennedy posted a throwback photo of himself as a child — naked and urinating — amid an ongoing feud with his former boss, Vogue editor Anna Wintour.

The shot shows a tow-headed, fully nude Schlossberg as a young boy holding a pair of oversized sunglasses to his tiny face while standing on a balcony, peeing.

“TFW you boycott the met gala,” he captioned the image, using an acronym for the phrase “that feeling when.”

Jack Schlossberg, the controversial grandson of President John F. Kennedy, posted a throwback photo of himself as a naked child urinating as part of his war against his former boss, Vogue editor Anna Wintour ,and the Met Gala. Jack Schlossberg/Instagram

The photo was posted late Saturday morning and quickly removed.

Even Schlossberg’s loyal fans had begged him to take it down.

“JACK, please NO. I opened IG to this. I love the memes, but this is unacceptable man,” wrote someone with the handle, “The Gay Liberal.”

“Hey Jack pedophiles love and use this kind of thing,” wrote supbreaux1. “Please reconsider this post for children everywhere.”

“Hey uh.. this ain’t it man.. I live for the kooky vibes but please take this down,” pleaded Idoveivy.

The Kennedy scion wasn’t actually invited to Anna Wintour’s Met Gala. Getty Images

Schlossberg has amassed quite a following online for his often bizarre rants against his mother’s cousin, Health and Human Services Secretary Robert F. Kennedy Jr., and other members of the Kennedy family who support RFK Jr.

But lately he’s been warring with Wintour over the 2025 Met Gala and calling for a boycott, saying the flashy annual event is too frivolous given current world events and that it should be boycotted.

Schlossberg and his mother Caroline Kennedy attended the Met Gala in 2017 but he’s calling for a boycott this year. Instagram/@jackuno

Schlossberg, 32, who attended the Met Gala with his mother Caroline Kennedy, 67, in 2017, scored a cushy gig with Vogue in 2024 as a political correspondent but does not seem to still be working for the magazine.

A review of his work shows he wrote seven articles for Vogue between June and October, with nothing since.

Schlossberg, seen here at the 2024 Democratic Convention, has amassed quite a following on social media for his rants mainly against his uncle, HHS Secretary Robert F. Kennedy Jr. Getty Images

“Hey Anna Wintour! I am boycotting the Met Gala this year with so much happening at home and around the world,” the social media personality said in Thursday TikTok video. “It’s not the time for a party like that, at least for me.”

He posted another video on Instagram from his paddleboard in the Hudson River, also announcing his boycott of the Met Gala and the imminent launch of a his new video channel.

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