Is this the same person?
Comparing Hans Holbein sketches linked to Anne Boleyn
In the past, I’ve seen comparisons being drawn between Hans Holbein’s sketches purportedly depicting Anne Boleyn. The Windsor sketch, now in the Royal Collection, has a label ‘Anna Bollein Queen’ based on Sir John Cheke’s identification. The other sketch is from the British Museum and has a Latin inscription added later and identifying the sitter as Anne Boleyn.

Ruth Stacy has argued that this is the same sitter at a different stages of life. However, I disagree with this idea. Holbein always faithfully preserved his sitters physiognomies, as is evident in many of his surviving portraits. For example, Holbein’s portrait of a German merchant Derich Born shows exactly the same face as his miniature of Derich, even if the pose is slightly different- It' is still the same person with the same distinctive facial features such as high cheekbones, nose and lips.
‘Anna Bollein Queen’
Current historical opinion favours the view that the Windsor sketch inscribed as ‘Anna Bollein Queen’ depicts Anne Boleyn and that she wears a nightgown. The sketch was identified by Sir John Cheke, who served as tutor to Edward VI. In their persuasively argued paper, David Starkey and John Rowlands pointed out that it is unthinkable that Cheke would have misidentified this sketch, particularly given that his career was ‘founded on a Boleyn connection’. I agree with their assessment.
Other arguments commonly cited against identifying the sitter as Anne are the apparent double chin and what seems to be blonde hair. The double chin may, however, have been the result of pregnancy, and Nicholas Sander famously remarked that Anne had a swelling beneath her chin. This was mistranslated in 1877 as ‘a large wen,’ although the word ‘large,’ in connection with the swelling described, does not appear in Sander’s Latin original.
Dr Kate Heard, senior curator of prints and drawings at the Royal Collection Trust, points out that abrasion ‘has removed some pigment from this area of the drawing and Anne’s hair may now appear lighter than it did when the drawing was made’. Heard believes that the sitter’s hair ‘was probably built up by Holbein with strokes of different coloured chalks, including yellow, reddish brown and black’.
And what about the informal attire? Current historical opinion favours the view that Holbein painted Anne in a nightgown. A miniature of Henry FitzRoy, Henry VIII’s illegitimate son, depicts him wearing what looks like a chemise and a nightcap, so it was not impossible to capture a royal sitter dressed informally.
However, it is also possible that Holbein did not depict his sitter in a nightgown. The attire worn by Margaret More Roper in a miniature preserved at the Metropolitan Museum of Art closely resembles that of the sitter in the Windsor sketch. Margaret’s chemise, adorned with intricate embroidery, is fastened high at the neck, and she wears a fur tippet draped over her shoulders. The striking similarities to the clothing in the Windsor sketch suggest that Holbein was not depicting the sitter in a nightgown but was rather portraying her in a style akin to Margaret Roper’s attire in the abovementioned miniature, which dates to c. 1535–1536.
I will discuss the other sketch purportedly depicting Anne, ‘Portrait of a Lady, formerly thought to be Anne Boleyn’ from the British Museum, in the next post.
I wrote a book entitled Secrets of the Tudor Portraits, where I delve into the Tudor portraiture.






I used to be firmly against the idea of the two women being the same woman, but after making a closer study of Holbein’s body of drawings I think it might be a possibility?? The point where I formerly disagreed that they could be the same woman, is the differences in the noses but I’d like to see perhaps some AI, 360 models done on both faces. The nose in the British Museum drawing pulls out from the face whereas the Windsor sitter’s nose draw’s downwards. I see the same occurrence in the noses of the Derich Born portrait and miniature. The Earl of Surrey’s drawings and portrait are also a good examples to compare differences, especially as one shows blond hair while the other is brown. Another aspect that could effect the way we view the facial characteristics is the Windsor drawing is done using metalpoint and chalks while the BM’s drawing has traces of a black aqueous material (ink), defining the eyes, eyebrows, mouth and full outline of the face.
Curiously, the inscription on the BM drawing is in a similar location and script to the one barely visible now on Lady Rich’s drawings. Possible perhaps these handwritten inscriptions were made before the BM drawing was taken out of the “great book” if it was ever in there to begin with. Then there’s the question why Hollar and other artists were so often convinced the BM drawing is Anne. However if the BM drawing is Anne from an earlier age pre-pregnancy, therefore pre-marriage would she be wearing a full headdress, I honestly don’t know?🕵🏼♀️❤️🖼️
So interesting!