Chevalier D'EonJeanna Bryner writes on LiveScience:

An 18th-century portrait sold in New York to a British gallery as a “woman in a feathered hat” turns out to actually portray a man dressed as a woman, becoming the earliest known painting of a transvestite.

The transvestite painting, now called the “Chevalier D’Eon,” is currently hanging in the Philip Mould Ltd. gallery in London and will possibly become a permanent feature in the British National Portraits Gallery, said art dealer and art historian Philip Mould, director of Philip Mould Ltd.

“We spent 30 years honing our skills at looking at British portraits, and you begin to spot anomalies,” Mould told LiveScience. “Portraiture, despite the diversity of odd-looking people in the world, particularly in the 19th century, before advances in cosmetic science and dentistry and medical advances had taken place, but portraiture is always extremely straight-laced.”