> ## Content Index
> Fetch the complete content index at: https://hyperallergic.com/llms.txt
> Use this file to discover other available public pages before exploring further.

# How Leonardo’s “Monstrous” Drawings Inspired Modern Caricature
- URL: https://hyperallergic.com/how-leonardo-da-vinci-monstrous-drawings-inspired-modern-caricature/
- Published: 2022-11-21T20:47:41.000Z
- Updated: 2025-11-24T15:50:13.000Z
- Description: "Grotesque Head of an Old Woman," recently acquired by the National Gallery of Art, is one of several studies by Leonardo exploring exaggerated facial expression.
- Author: Elaine Velie
- Tags: Art, Editor's Picks, Leonardo da Vinci, National Gallery of Art, Washington DC, #wp, #wp-post, #image-position-hidden, #Import 2025-11-24 09:22 (2021, 2022, part 2)

![](https://storage.ghost.io/c/51/f8/51f871d8-b6be-4a73-b958-0ca4fff0110a/content/images/hyperallergic-newspack-s3-amazonaws-com/uploads/2022/11/leonardo-1.jpg)

Leonardo da Vinci, "Grotesque Head of an Old Woman" (1489/1490) (image courtesy National Gallery of Art)

The National Gallery of Art (NGA) in Washington, DC, is now the proud owner of Leonardo da Vinci's 1489–1490 drawing "Grotesque Head of an Old Woman," a work constituting both an impressive rendering of an imaginary individual and a possible 15th-century joke. The work was promised to the museum in 2017 by collector and patron Dian Woodner and has been included in three exhibitions at the NGA since 1995.

"Grotesque Head of an Old Woman" is one of several studies by Leonardo exploring exaggerated facial expression and character that he termed [*visi monstruosi*](https://www.getty.edu/art/collection/object/103QXS?ref=hyperallergic.com), “monstrous faces." According to the museum, the subject of this work is unique, born of the artist's imagination, and exemplifies his pursuit of depicting "the astounding and the unusual."

"Like the other imaginary heads, this drawing appears to have been a stand-alone exercise," the museum said in a statement. "It helped to prepare and inform the unprecedented range and subtlety of human expression in Leonardo’s paintings."

The NGA also notes that the drawing perhaps illustrates Leonardo's preoccupation with jest, and the woman's drooping chin and scowl could be signs of "crude humor." Despite the subject's sophisticated poise and clothing and the artist's depiction of his subject in the style of an official portrait, iterations of this series of drawings in the coming centuries became what are now recognized as [caricatures](https://www.jstor.org/stable/43132607?ref=hyperallergic.com), a style that rose to prominence in the 18th century.

Even if Leonardo created "Grotesque Head of an Old Woman" partly as a joke, his followers took the work quite seriously. The NGA holds an [example](https://www.nga.gov/collection/art-object-page.59965.html?ref=hyperallergic.com) in its collection: a 1510 drawing by Leonardo's pupil named Giovanni Francesco Melzi, who drew the same woman facing a man, and [similar](https://www.metmuseum.org/art/collection/search/361539?ref=hyperallergic.com) [works](https://www.metmuseum.org/art/collection/search/339175?ref=hyperallergic.com) are also housed at The Metropolitan Museum of Art and in England's [Royal Collection Trust](https://www.rct.uk/collection/912491/five-grotesque-heads-and-three-heads-of-men-in-profile?ref=hyperallergic.com).

The study is the DC museum's second Leonardo drawing and one of just nine drawings by the artist held in public collections in the United States.