Have you ever wondered what King Henry VIII and his six wives really looked like? We have dug into the history, analyzed the portraits, and built facial reconstructions based on the best evidence out there.

To see the reconstructions in motion, watch the video below. Otherwise, read on!

Wife #1: What did Catherine of Aragon look like?

Catherine of Aragon was not your typical dark haired Spanish Princess.

Let’s talk about Henry VIII’s first wife, Catherine of Aragon, and maybe clear up some myths while we’re at it. You can forget the Hollywood version with dark hair and smoldering dark eyes. Catherine was actually a redhead with pale skin, bright blue eyes, and a round face. She was considered a classic Tudor beauty and not the typical Spaniard look.

	Three film and TV portrayals of Catherine of Aragon with dark hair, unlike historical descriptions of her red hair and blue eyes
Some media portrayals of Catherine of Aragon. She did not have dark hair!

Now, even though we have solid descriptions of her appearance, figuring out what Catherine really looked like is a bit of a mess because most portraits we think are her don’t actually match up. This is the so-called “portrait of a girl.” It’s believed to be a young Catherine and looks a lot like her sister Juana, whose portrait is confirmed.

Possible image of Catherine (left) contrasting the known portrait of her sister (right).

But then we get a bunch of other paintings that are supposedly of a teenage Catherine, and things start to fall apart. One famous portrait by Michael Sittow that is often linked to her might actually be of her sister-in-law, Mary Rose Tudor. Even the museum it’s displayed in labels it as Mary Rose to this day.

Confirmed Portraits of Catherine of Aragon

The first confirmed portrait of Catherine isn’t until c.1520-25, when she was about 35. And honestly, it doesn’t really look like the earlier ones. You’d barely think they were the same person. Then we’ve got two miniatures by Horenbout, both confirmed to be of Catherine, but even they don’t quite look the same. Same artist, same subject, but somehow different features.

Two round portrait miniatures of Catherine of Aragon attributed to Lucas Horenbout, showing noticeably different facial features
Two confirmed life portraits of Catherine of Aragon – to me, they barely look like the same person.

Reconstructions of Catherine of Aragon

So, to make sense of it all, I created two reconstructions – one based on the sitter portrait, likely of a young Catherine, and one from the Horenbout miniature of an older Catherine. So, let’s take a look at the face of Catherine of Aragon.

	Michel Sittow portrait now labeled Mary Rose Tudor, long thought to be young Catherine of Aragon, beside a photorealistic reconstruction
Michel Sittow portrait now labeled Mary Rose Tudor, long thought to be young Catherine of Aragon, beside Royalty Now photorealistic reconstruction.
Lucas Horenbout miniature of Catherine of Aragon beside a photorealistic reconstruction of her face as a mature queen
Lucas Horenbout miniature of Catherine of Aragon beside a photorealistic reconstruction of her face as a mature queen.

Taking a look at the reconstructions, what do you think? Which do you think is the real face of Catherine of Aragon? Or, is this just two portraits of the same woman at different stages of life?

There are additional re-creation images of Catherine of Aragon in this article.


Wife #2: What did Anne Boleyn look like?

The real face of Anne Boleyn has sparked centuries of debate. Henry VIII’s second wife has long been painted as a seductive temptress, which only fuels the fascination with what she actually looked like. The problem is we don’t have a single surviving painted portrait from her lifetime – only later copies, all showing her with slightly different features.

Eyewitness Accounts

Eyewitness accounts describe her striking dark eyes, a long graceful neck, and a wide full mouth. The only image we know comes from her life is a battered medal that shows a very different Anne from the one shown in later portrait copies with strong features, a prominent nose, and an English-style gable hood.

The damaged lead Moost Happi medal of 1534, showing Anne Boleyn in a gable hood, with the face compressed and one eye obscured
The Moost Happi Medal – the only contemporary image known to exist of Queen Anne Boleyn.

There’s even reason to think Anne might not have been the dark-haired beauty we picture today. She may have been a redhead, or at least had some auburn tones, based on newer evidence. Check out our latest video on Anne to dive deeper into that.

1926 photograph of the lost Lumley portrait of Anne Boleyn, left, beside a Holbein chalk sketch thought to show her, right

Reconstructions of Anne Boleyn

For my reconstructions, I drew from two intriguing sources: a 1926 photograph of what’s believed to be the long-lost Lumley portrait, possibly the only painted likeness made while Anne was queen, and a sketch linked to Hans Holbein, thought by some to be the preparatory drawing for a formal portrait of the queen. So, with all this in mind, let’s uncover what Anne Boleyn may have really looked like.

There are additional re-creation images of Anne Boleyn in this article and this article.

Photorealistic reconstruction of Anne Boleyn based on the Holbein sketch, showing a strong sloped nose and full mouth
Anne brought to life from this possible Holbein sketch.
Photorealistic reconstruction of Anne Boleyn from the Lumley portrait, shown in three-quarter view with dark eyes and auburn hair
Anne Boleyn brought to life from the Lumley portrait.
Forward-facing reconstruction of Anne Boleyn from the Lumley portrait, with auburn hair beneath a pearl-edged French hood
A forward-facing reconstruction of the Lumley image.

Wife #3: What did Jane Seymour look like?

Jane Seymour wasn’t exactly the court’s top pick for Henry’s next queen, and honestly, people were confused by his choice. By Tudor standards, Jane was considered pretty plain. She was 27 when she married Henry, which was on the older side for a royal bride then (not now!), with very pale skin, dark blue or gray eyes, and average height.

Plain Jane?

Ambassador Chapuys called her “no great beauty,” and Sir John Russell said she needed a lot of help – fine clothing, jewelry, the works – in order to stand out. Her predecessor, Anne Boleyn, by contrast, didn’t need much to command attention.

Holbein chalk drawing of Jane Seymour, half-length, turned three-quarters to the left in a gable hood
Holbein’s chalk drawing of Jane Seymour – a preparatory sketch for his eventual full portrait.

But that quiet, modest image did work in Jane’s favor. After the chaos of the Anne Boleyn period, Henry was ready for someone more reserved, and Jane played the part perfectly.

The Hans Holbein Portrait of Jane Seymour

When it comes to portraits, we’ve really only got one solid likeness. Hans Holbein painted her in stunning detail, showing off her lavish wardrobe and love of embroidery. You can see her sleeves decorated in the blackwork style, which Katherine of Aragon had originally popularized in England.

Hans Holbein's portrait of Jane Seymour in a red velvet gown with gold-embroidered sleeves and a gable hood

One thing Jane was firm on was the gable hood. It’s not the most flattering headdress, but she wore it exclusively. It was a clear signal that she was nothing like Anne Boleyn, who favored the trendier French hood.

Reconstruction of Jane Seymour

Photorealistic reconstruction of Jane Seymour from Holbein's portrait, in a red gown, gable hood, and pearl necklace
Royalty Now reconstruction of Jane Seymour from the Hans Holbein portrait.

Wife #4: What did Anne of Cleves look like? And was she ugly?

Anne of Cleves was Henry VIII’s fourth wife – and the one history unfairly remembers as “too ugly” for Henry. But the truth is way more nuanced.

After Jane Seymour died giving birth to his only son, Henry’s advisers pushed him to remarry. Politically, Anne of Cleves was a smart match – a Protestant alliance from a powerful German duchy. And with Henry’s reputation in Europe, he was lucky to find a foreign bride who would agree to marry him at all.

First Descriptions & Anne of Cleves’ Portrait

The first English mention of Anne comes from Ambassador John Hutton, who casually noted that she wasn’t praised much for her looks. Still, the artist Hans Holbein was sent to paint her. He portrayed Anne in stiff German court dress, facing forward, which some say may have flattered her features, downplaying her large nose and smoothing over some of her smallpox scars.

Hans Holbein's 1539 portrait of Anne of Cleves facing forward in a red and gold German gown and jeweled headdress
Hans Holbein portrait of Anne of Cleves.

Henry loved the painting and instantly got excited about the match. So, what else did he know about her? It was reported to him that Anne was tall, slim, and had a “brown complexion,” which in Tudor standards just means a little darker than Jane Seymour’s. Her exact hair color isn’t known, but it was likely blonde or light brown.

An Awkward First Meeting

Personality-wise, early reports were glowing. She was described as kind, gentle, curious, and eager to learn English traditions. But an awkward first meeting left the two on the wrong foot, and Henry’s excitement immediately disappeared. He complained that she wasn’t as pretty as promised, that she smelled bad, and said simply, “I like her not.”

Portrait of Anne of Cleves attributed to Barthel Bruyn the Elder, in three-quarter view wearing German court dress
Barthel Bruyn portrait of Anne of Cleves. X-rays of this image reveal the nose was toned down, which is perhaps why she preferred being painted from the front.

So…Was Anne of Cleves Ugly?

The truth likely lies somewhere in the middle. Foreign accounts call her tall and dignified with charm and intelligence, but she didn’t fit the English beauty standards or Henry’s delusional expectations. By then, the king was overweight, in poor health, and possibly impotent, looking for someone to make him feel young again – and that was never going to be Anne.

Her German style was seen as frumpy, but once dressed in English fashion, it was said that she “so set forth her beauty that every creature rejoiced to behold her.”

So, was she ugly? Not at all. She was probably perfectly average, just not the fantasy Henry had built up in his head.

Reconstructions of Anne of Cleves

So, let’s see Anne of Cleves brought to life from two images – one by Barthel Bruyn showing her in a 3/4 view, and the famous Hans Holbein image.

Photorealistic reconstruction of Anne of Cleves from the Barthel Bruyn portrait, in a red and gold gown and ornate headdress
Anne of Cleves brought to life from her Barthel Bruyn portrait.
Photorealistic reconstruction of Anne of Cleves from Holbein's portrait, in English dress with a pearl headdress and cross necklace
Anne of Cleves brought to life from the Holbein portrait.

Wife #5: What did Katherine Howard look like?

Katherine Howard was the fifth wife of Henry VIII, a young unexpected choice for queen, which she ultimately paid the price for. In the autumn of 1539, Catherine would travel from her modest country home in London to the glamorous Tudor court, where she pretty much immediately caught Henry’s eye.

As one source put it, “The King’s Highness cast a fantasy to her the first time he saw her.“

Do we have a true portrait of Katherine Howard?

We don’t have a single verified portrait of Catherine left for us today. Maybe one was never made, or maybe they were destroyed after her downfall.

Descriptions are also vague – that she was short, slender, fresh-faced, and lovely. No real detail there.

Over the years, historians have floated a few possibilities for portraits that might be Catherine. First, there’s a Holbein portrait that was identified as Catherine in 1909, but is more often tied to the family of Thomas Cromwell, possibly being one of his daughters. The date of the portrait and the age of the sitter don’t quite line up to be Catherine.

Holbein portrait of a young woman in a black gown, identified as Katherine Howard in 1909 but now linked to the Cromwell family
Hans Holbein portrait that was identified as Catherine in 1909. The date of the portrait and the age of the sitter don’t quite line up to be Catherine.

There’s also a miniature image. The subject wears a gold necklace known to have belonged in the royal collection of jewels, but that’s not solid proof either, with some believing that this is actually a portrait of Anne of Cleves.

Holbein miniature of a lady wearing royal jewels against a blue background, possibly Katherine Howard or Anne of Cleves
Hans Holbein image of a woman wearing the Royal Jewels. This would make the portrait either Catherine Howard or Anne of Cleves.

There’s also a striking portrait that hangs in the Metropolitan Museum. It’s from the right era and shows a young woman dressed in the style and status of a Tudor queen. Other possible sitters have been ruled out, so I consider this the most likely option. This could definitely be the face that captivated Henry in 1539.

Portrait of a Young Woman from Holbein's workshop, c. 1540–45, a 17-year-old sitter in a black gown, sometimes identified as Katherine Howard
Portrait in the Metropolitan Museum of a woman many claim to be Katherine Howard.

Reconstructions of Katherine Howard

So, let’s take a look at the face of Catherine Howard brought to life from the miniature and from the Metropolitan Museum image.

Photorealistic reconstruction of Katherine Howard, or possibly Anne of Cleves, from Holbein's miniature, in Tudor dress in a garden
Catherine Howard brought to life from the Hans Holbein miniature. This could also be Anne of Cleves.
Photorealistic reconstruction of Katherine Howard from the Metropolitan Museum portrait, with red hair and a black gown and hood
Catherine Howard brought to life from the Metropolitan Museum portrait, which is still disputed.

Wife #6: What did Catherine Parr look like?

Now, let’s move on to Henry’s sixth wife, Catherine Parr, known as “the one who survived” Henry VIII. But somehow, she was also the queen that everyone forgets. Only a handful of portraits of Catherine exist today, and nearly all of them were misidentified at some point. Honestly, it kind of fits her reputation as Henry’s most overlooked queen.

Historians have only recently identified portraits of Catherine Parr

So, how did historians actually figure out which ones are really her? Not by her face, but by her jewelry – specifically, a crown-shaped jewel that she wore on her chest that matches records from her wardrobe.

The two portraits we can confidently say are Catherine were painted from life, one around 1545 and another from 1547, both likely by the artist known as Master John. From these images, Catherine was beautiful. She had fair skin, dark blonde or reddish hair, and sharp gray eyes. Tall and slender, she always dressed to impress. She was also known to be smart, funny, and full of life.

Two life portraits of Catherine Parr attributed to Master John, in richly jeweled gowns
Catherine Parr portraits painted from life, presumably by an artist named Master John.

Reconstructions of Catherine Parr

Personally, I love this 1547 portrait. There’s something so striking about her cat-like eyes and calm confidence. It feels more real than other Tudor portraits to me. So, that’s the image I used for this recreation. Let’s take a look at the real face of Catherine Parr.

Photorealistic reconstruction of Catherine Parr from her 1547 portrait, in a blue fur-trimmed gown and black headdress
Catherine Parr reconstruction from her life portrait.



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