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Art Daddy Exclusive: Larry Gagosian Is 80 and Still Dating Women Who Don’t Remember Blockbuster Video

Why is the art world’s most powerful man still swiping right on women who think Cindy Sherman is a TikTok trend?

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The art daddy
Jun 07, 2025
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Let me set the record straight. I have not been obsessing over Larry Gagosian since the dawn of the Young British Artists. I’m not some art ghost haunting auction houses or lurking in gallery shadows. This is fresh. This is hot off the press. My fascination with Lare Bear and being his next headline started just over a year ago. And trust me, it’s burning brighter than a Jeff Koons balloon dog at a Sotheby’s preview.

Larry Gagosian, the mega-gallery industrialist, billionaire art daddy, and man whose contact list probably weighs more than your student loans, is now 80 years old. Despite never marrying or having kids, he has a habit of dating women who could be his grandkids. Larry treats romance like a seasonal exhibition—quick, flashy, and designed to make you wonder what you missed while you were busy scrolling.

His recent dating history reads like a casting call for a Sofia Coppola period piece filled with pouty Prada faces and major parental issues. It’s always a May-to-December situation, but honey, we are deep into December now. Like the kind of December where you light a candle and put on Michael Bublé to soften the blow.

The most infamous name on this list is Anna Weyant. She’s the doe-eyed Canadian painter whose art looks like sad girl school with a twist of classical training. Somehow, she landed a spot in Larry’s mega-gallery, snagged solo shows at Frieze and TEFAF New York this year, and basically mastered the dark art of surviving the art world while still in her Saturn return. Seriously, Anna must have Larry’s birth chart, his email password, and probably a photo of him eating a banana at Art Basel to pull off that kind of power move.

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