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‘I told his family he was HIV positive’: Keith Haring’s best friend on life with the artist as unseen works go on show

A collection of unseen Keith Haring works, including a crib he painted for his best friend's unborn child, is going on display at Sotheby's New York before being auctioned in May 2025. The collection belongs to Kermit Oswald, Haring's childhood friend, and features 20 works, with a 1985 self-portrait estimated at $3m-$5m and the crib valued at $250,000-$350,000. Oswald shares intimate stories of their friendship, from childhood pranks in Kutztown, Pennsylvania, to their move to New York to study at the School of Visual Arts, and Haring's later collaboration with William Burroughs.

Rare Keith Haring Self-Portrait and Other Intimate Works Go on View in NYC

A collection of intimate works by Keith Haring, including a rare self-portrait, a painted crib, and personal letters, has gone on view at Sotheby's Breuer building in New York City. The works were gifted by Haring to his childhood best friend and fellow artist, Kermit Oswald, over the course of their friendship from 1977 to 1989. The free public exhibition precedes a series of three auctions beginning May 14, with highlights including the self-portrait estimated at $3–5 million and a crib-and-dresser set expected to fetch $250,000–350,000.

Long-Hidden Keith Haring Artworks Come to Auction

A collection of rare Keith Haring artworks, gifted to his childhood friend Kermit Oswald over nearly three decades, is coming to auction at Sotheby’s Breuer Building in May 2025. The trove includes a self-portrait from 1985 (estimated at $3–5 million), a painted crib and dresser ($250,000–350,000), a carved wood sculpture from 1983 (up to $800,000), and other early works on wood, fabric, and paper. These pieces trace Haring’s artistic evolution before his subway drawings and international fame, and were kept by Oswald, who was Haring’s best friend since kindergarten and later installed his shows.