Jack Schlossberg Says It's 'Super Creepy' Seeing Aunt Carolyn Bessette-Kennedy's Clothes on Auction

Jack Schlossberg is sharing his thoughts about an auction of Carolyn Bessette-Kennedy's clothing.

On Wednesday, Dec. 4, Schlossberg, 31, responded to a Today show segment discussing Sotheby's second annual Fashion Icons auction, which includes three clothing items that belonged to his late aunt, Carolyn Bessette-Kennedy.

The items for auction include 2 black wool coats with starting bids each of $15,000 and a faux leopard print coat with a starting bid of $20,000.

"Super creepy if you ask me," Schlossberg wrote on his Instagram Stories alongside a photo of the segment playing on a TV screen. "Have me on to discuss real issues w @savannahguthrie."

Schlossberg tagged both Today and anchor Guthrie in a second post which read: "I think you should interview young people (me) instead of a dress you found somewhere to make $$ of someone's death."

Today and Sotheby's declined PEOPLE's request for comment on Wednesday, Dec. 4.

Bessette-Kennedy, Schlossberg's aunt by marriage, was killed in a plane crash on July 16, 1999 at age 33. Her sister Lauren Bessette, 34, and husband John F. Kennedy Jr., 38, also died in the crash. The plane was piloted by Kennedy and in 2000, the National Transportation Safety Board declared in a report that the crash was due to "pilot error" due to "spatial disorientation."

The auction is far from the first of items from the famous family, In 1996, Jack's mother Caroline Kennedy and his uncle John F. Kennedy Jr. partnered with Sotheby's for a blockbuster auction of items from their mother Jacqueline Kennedy Onassis's estate, which garnered over $34 million.

Schlossberg's father is artist/author Edwin Schlossberg.

In the years since her death, Bessette-Kennedy, a former fashion publicist, has been cemented in history as a style icon. Her effortless chic style shaped trends in the 1990s and continues to influence fashion today.

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A press release from Sotheby's calls Bessette-Kennedy "an irreplaceable figure, captivating the world with her timeless elegance, minimalist style, and what is known today as “quiet luxury."" The three clothing pieces featured in the auction were gifted to her by her friend RoseMarie Terenzio, who was also Kennedy's executive assistant.

“There is no greater expression of someone’s life than their clothes," Sotheby's fashion specialist Lucy Bishop says via press release. "Countless articles have been written about Carolyn’s life and era-defining minimalist style, yet relatively little exists on public record of her own voice. These garments speak volumes about her tragically short but remarkable life."

The auction opened for online bidding on Nov. 27 and will close on Dec. 17 with the garments displayed at Sotheby’s New York from Dec. 5 through 10.

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Schlossberg was a political correspondent for Vogue during the 2024 election and has since embraced social media in a bigger way, sharing everything from his political views to his paddle-boarding hobby and even his breakups with his 442,000 Instagram followers. He completed his undergraduate degree at Yale University, followed by an M.B.A. and J.D. from Harvard Law and Business Schools. He passed the bar exam in 2023.

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