The Mysterious Life of Anne of Cleves: A Royal Marriage Gone Hilariously Wrong

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Friends,

As Anne of Cleves took a deep breath and began her walk down the aisle, her heart raced like a rabbit on espresso, and beads of sweat trickled down her back like a mini waterfall. The eyes of an entire court—strangers and nosy nobles alike—were glued to her every move, as if she were the main attraction at a particularly scandalous carnival.

There he was, King Henry VIII, the larger-than-life man who would soon hold the keys to her heart and, according to the whispers swirling around her, possibly her head! With each step, she couldn’t help but wonder if she’d accidentally signed up for a royal romance or a reality show that would leave her with more regrets than crowns.

Born in Düsseldorf on 22 September 1515 (though some historians are convinced it might have been June or July), Anne of Cleves was the daughter of Maria of Julich-Berg and John III, Duke of Cleves. Nestled in the Holy Roman Empire, Cleves may have been small, but it was a heavyweight in European politics—a bit like the charming but underappreciated sidekick in an action movie.

Portrait of a woman in historic attire, featuring a decorative headdress and intricate jewelry, set against a blue background.
Anne of Cleves portrait sent to King Henry. By Barthel Bruyn the Elder in 1538.

Sadly, our knowledge of Anne’s early life is as scant as a Tudor courtier’s sense of humor. We know she grew up in Cleves, a region where political alliances were forged faster than you could say “marriage proposal.” But apart from that, details about her childhood are as elusive as a good hair day for a Tudor queen. Did she enjoy long walks in the garden? Was she a fan of medieval board games? Who knows!

What we do have is a backdrop of a politically savvy family, which likely prepared her for the royal circus she would soon join. Imagine little Anne playing with dolls while her parents plotted alliances— “You take the French; I’ll take the English; we’ll make a killing at the next royal ball!”

In 1537, the air of the Tudor court was thick with both anticipation and sorrow. Henry VIII’s third wife, Jane Seymour, had just given birth to Prince Edward, the long-awaited male heir who would come to be known as Edward VI. However, just days later, Jane tragically died,1 leaving Henry with a mixture of joy and grief. For a king obsessed with securing his dynasty, one son was not enough.

It is important to note that at this time, England was politically and religiously isolated. In 1531, Henry had severed ties with the Roman Catholic Church, declaring himself the Supreme Head of the Church of England. This radical move was less about divine inspiration and more about his desire to annul his marriage to Katherine of Aragon, who had failed to provide him with a male heir.2

This break from Rome left England vulnerable, particularly as a new alliance formed between France and Spain, the Catholic powers. With the Pope’s authority challenged, Henry sought to bolster his position through strategic marriages, hoping to align himself with countries that also defied papal control.

A portrait depicting a woman in elegant Renaissance attire, featuring intricate jewelry and a headdress, with two variations showing different backgrounds.
Hans Holbein the Younger’s 1539 portrait of Anne of Cleves before (left) and after (right) conservation, © 2023 RMN-Grand Palais (Louvre museum) / Adrien Didierjean

Cleves, much like England, was a Catholic state flirting with the idea of religious reform—think of it as a midlife crisis for a country. Anne’s brother-in-law, William, Duke of Jülich-Cleves-Berg, was even at the helm of a league of united German Protestant States3, boldly challenging the Catholic Holy Roman Empire.4

When Thomas Cromwell, Henry VIII’s right-hand man and the King’s favorite matchmaker, set his sights on Cleves, he hit the jackpot. Here was a country that shared England’s flair for political drama and its penchant for shaking up religious norms. It was the perfect match, like finding the last piece of a jigsaw puzzle that didn’t belong—and yet, somehow, it fit!

Portrait of a man in historical attire, sitting at a table with papers and a box, against a textured blue background.
Thomas Cromwell
Artist Hans Holbein the Younger c. 1532–1533

Cromwell thought, “Why not marry off the king to a lady from a place that’s just as confused about its religious identity as we are?” After all, what could possibly go wrong in a union built on political necessity and a shared love for defying the Pope?

In a classic case of royal romantic blunders, a 48-year-old Henry VIII decided to channel his inner prince and surprise his 24-year-old bride, Anne of Cleves, while she was resting in Rochester. Dressed in a cloak and mask, he thought, “What could possibly go wrong?”

But here’s the kicker: Anne had never heard of this charming tradition. So, when this masked stranger approached her, she probably thought, “Great, just what I need—a creepy guy in a costume!” Instead of swooning, she greeted him with the kind of polite indifference usually reserved for a door-to-door salesman.

Feeling like a rejected villain in a bad fairy tale, Henry’s heart sank. He was already disheartened that Anne didn’t quite match her portrait, and now this? He left, probably muttering something about “bad luck” and “ungrateful brides,” before switching into his royal robes like a toddler changing outfits after a tantrum.

Returning for a formal introduction, it was like a scene from a sitcom: “Hi, I’m your husband! Surprise!” Awkwardness ensued, and let’s say, the sparks were more like damp fireworks.

Now, before you ask about the horrible nickname given to Anne, ‘Flanders mare,’ let’s clear the air: that infamous nickname wasn’t actually coined by Henry himself. It was later tossed around by Bishop Gilbert Burnet in the late 17th century.

In the end, while Henry might have been disappointed by the reality of his bride, it seems like he was more concerned about his own reputation than Anne’s feelings. Which led to a lot of confusion about the most important question of any royal marriage- was it consummated?

Now this is where things get complicated. Anne of Cleves believed that she had fulfilled her wifely and royal duty. When questioned by her Ladies in Waiting, Anne reportedly said:

When he comes to bed, he kisses me and taketh me by the hand and biddeth me, ‘Goodnight sweetheart’; and in the morning kisses me and biddeth me, ‘Farewell, darling.’ Is that not enough?5

But the Playboy King Henry VIII had a slightly different take on things. According to royal gossip, he boldly declared that absolutely nothing happened in the marriage bed with his fourth wife. Imagine that! Here’s a man who famously had a love affair with every lady in the court, yet with Anne? Crickets.

Henry’s failure to consummate his marriage with Anne of Cleves has often been chalked up to his sheer revulsion at the sight of her. But let’s not jump to conclusions too quickly—there’s a chance he might have just been a little… powerless. ️

A historical painting depicting a royal couple, with a man in a fur-trimmed cloak seated beside a woman in an elegant white gown and ornate headdress, displaying a moment of affection or conversation.
First Meeting Between Henry VIII and Anne of Cleves, by George Folingsby, 1879, Source: Wikiart

I mean, the guy was nearly twice Anne’s age and had been moving around like a doddering old man in a royal rocking chair for years. It’s hard to feel like a king when you’re more “couch potato” than “conquering hero,” right? And let’s not forget, there hadn’t been any whispers of a mistress in ages—probably because Henry was too busy perfecting the art of taking long naps!

So, while everyone was busy pointing fingers at Anne, Henry might just have been battling a different kind of royal crisis.

Thomas Cromwell was ready to cut ties faster than a bad haircut when it came to the match between Henry VIII and Anne of Cleves. In July 1540, he, Henry, and a few other witnesses sat down with a group of Archbishops and laid it all out: the marriage was non-consensual (at least on Henry’s side) and, let’s be honest, completely unconsummated.

And guess what? Anne didn’t even get an invite to this royal roast!

On 9 July 1540, the marriage was officially annulled. Unlike a divorce, which was about as common as a hen’s teeth in Tudor England, an annulment meant they were pretending the whole thing had never happened. Poof! Just like that, Henry could go back to his bachelor lifestyle without the pesky baggage of a wife.

Now here’s the kicker: Anne was only informed of the annulment three days before it was approved. Talk about being blindsided! Reports say she took the news with the kind of calm you’d expect from someone who had just won the lottery—but privately, she was terrified. She’d seen what happened to Henry’s previous queens—Catherine of Aragon got the cold shoulder, and Anne Boleyn… well, let’s say her exit was on the more permanent side.

Witnesses claimed that Anne was “heavily” affected by the news, but she kept her cool. Like a seasoned diplomat, she accepted the annulment without a fight, probably thinking, “Better to keep my head than to risk a royal tantrum!”

So, while the court danced around the drama, Anne played it smart, staying calm and collected—because in Tudor England, the stakes were high, and the consequences of a public meltdown could be, well, deadly.

Grateful for Anne’s cooperation—and probably eager to dodge a potential family feud—Henry VIII decided to shower his former queen with a rather generous settlement.

In a classic case of royal PR, he promised her the esteemed title of “the King’s Sister” if she chose to stick around in England. Anne was gifted a treasure trove of property, including Henry VII’s Richmond Palace and Hever Castle, the childhood home of none other than Anne Boleyn. Because why not live in the shadow of your predecessor’s drama?

On top of that, she earned an annual income of £500, plus revenue from several estates, and kept all her dresses, jewels, and fancy tableware.

With Henry’s blessing, Anne eventually wrote to her family, reassuring them that she was safe and had no intention of returning to Cleves. And in a show of finality, she returned her wedding ring, asking for it to be broken into pieces—because, as she put it, it was now just a “thing of no force or value.”

Meanwhile, on 28 July 1540, while Henry was marrying Catherine Howard, Thomas Cromwell was meeting his fate on Tower Hill. It’s a dark twist of fate that while one queen was being tossed aside, another was stepping in, just as one of England’s most powerful men was being executed. Anne had managed to survive the royal chaos, proving that sometimes, the best way to win is to walk away with your head still attached.

Anne’s settlement opened the door to a new kind of freedom that she hadn’t experienced before. She embraced her new life, flitting between her various properties, indulging in fashion, sports, and, of course, wine—because who wouldn’t want to toast to their newfound independence?

Not only did she enjoy the finer things in life, but Anne also took the time to learn how to dance and speak English, proving that she was all in on this royal adventure!

Keeping things friendly with Henry, she developed a warm relationship with his daughters, Mary and Elizabeth. In a delightful twist, Henry even invited Anne to Hampton Court Palace for Christmas in January 1541. Imagine that holiday gathering!6

Anne paid her respects to the new Queen Catherine (who used to be her lady-in-waiting), and the two even danced together after Henry turned in for the night. Talk about a royal girls’ night!

When Henry married Katherine Parr in 1543, Anne still enjoyed a warm welcome at court. She continued to exchange letters and gifts with the King and his family, proving that even after a rocky start, she had found her niche in the royal circle.

Henry VIII died on 28 January 1547, which meant Anne was no longer the “King’s Sister.” She gracefully exited the court scene and exchanged her larger estates for smaller properties, settling into a quieter, more domestic life. Imagine her trading in her royal robes for a comfy pair of slippers!

When Mary I took the throne in 1553, Anne made a splash by attending her coronation alongside Princess Elizabeth, who was just a few steps away from becoming the iconic Elizabeth I. 7

Anne’s name popped up during key moments in Mary’s reign, and she even dipped her toes into politics, suggesting that the new queen marry Ferdinand of Austria—a match that would’ve linked her back to her family in Cleves. But Mary had other plans and instead tied the knot with Philip of Spain. This controversial choice lit the fuse for the Wyatt rebellion, a Protestant plot to depose Mary and place Elizabeth on the throne. ️

As the drama unfolded, rumors swirled around Anne, especially given her close friendship with Elizabeth. But despite the whispers, there was little evidence against her. Ever the survivor, Anne wasn’t directly accused of treason—just another day in the Tudor drama!

While some historians say this incident may have put a dent in her relationship with Mary, the two managed to keep things outwardly cordial.

Anne of Cleves faced a battle with poor health for several years, and on 16 July 1557, she passed away at Chelsea Manor at the tender age of 41.

Mary I, showing a touch of royal grace, sent condolences to Anne’s family. They responded with memorial services held in every church and monastery back in Cleves.

As for Anne’s final resting place, she holds the unique distinction of being the only one of Henry VIII’s wives buried in Westminster Abbey, the hallowed ground for England’s kings and queens.8

Mary I ensured that Anne received a burial with Catholic rites, complete with all the pomp and ceremony one could muster. She was laid to rest near the high altar in the Abbey, a fitting tribute to a woman who navigated the turbulent waters of Tudor politics and emerged with her head (and dignity) intact.

The tale of Anne of Cleves reminds us that sometimes, the best way to survive a marriage is to embrace the absurdity of it all. She turned a potentially disastrous situation into a life of comfort and independence, showing that even in the world of Tudor politics, a little humor and cunning can go a long way.

So, the next time life throws you a curveball—like a bad marriage or an unexpected royal divorce—remember Anne of Cleves. She took the lemon life gave her and made a sweet, refreshing lemonade.

Want to delve into more royal antics? Or maybe explore the lives of other historical figures who survived tumultuous times? Let me know!

For those hungry to explore more, click below to find additional readings:

Book cover of 'Anne of Cleves' by Elizabeth Norton, featuring a portrait of Anne of Cleves with a subtle background.

Anne of Cleves: Henry VIII’s Discarded Bride. The first major biography of Henry VIII’s least favorite wife – but the one who outlived them all. ‘I like her not!’ was the verdict of Henry VIII on meeting his fourth wife, Anne of Cleves, for the first time. Anne of Cleves led a dramatic and often dangerous life, but, of all Henry VIII’s six wives, she is truly the one who survived.

Book cover of 'Anne of Cleves: The Wife Who Won' by Gordon J. Mackenzie, featuring a portrait of Anne of Cleves with a historical background.

Anne of Cleves: The Wife Who Won (Tudor Power Players). This biography follows Anne from the Duchy of Cleves into the Tudor court, through the Holbein portrait, the disastrous first meeting, Cromwell’s collapse, and the exit deal that let her outlive Henry’s marriage machine. It is the story of a power player who understood that in Henry VIII’s England, the real crown was security.

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  1. Modern historians largely agree that Jane likely died from childbed fever—a grim reminder of the dangers of childbirth in the 16th century. This infection, caused by poor hygiene practices during labor, claimed the lives of many women who were supposed to be celebrating the birth of their children. In an era when medical knowledge was rudimentary at best, the royal court was not immune to the harsh realities of maternal mortality. ↩︎
  2. With Catherine of Aragon failing to deliver a male heir—despite her best efforts and a lot of royal pressure—Henry found himself getting antsy. Enter Anne Boleyn. Driven by a mix of love and a sense of urgency that could rival a toddler needing a bathroom, Henry embarked on what would become the infamous “King’s Great Matter.” Why Did Henry VIII Dissolve the Monasteries in England? | History Hit ↩︎
  3. Created for collective defense against Charles V’s demands that Protestant states return to Catholicism. ↩︎
  4. William, Duke of Jülich-Cleves-Berg, was known as a leader of the Protestants in Western Germany and was a key ally of the Schmalkaldic League. The Schmalkaldic League was a military alliance of Protestant German states designed to challenge the authority of the Catholic Holy Roman Emperor, Charles V. ↩︎
  5. Historian’s New Novel Raises Controversial Theory: Henry VIII Divorced Anne of Cleves Because She’d Already Given Birth ↩︎
  6. Tudor Times | Anne of Cleves (1515 – 1557) ↩︎
  7. Tudor Times | Anne of Cleves: Life Story (Queen Mary) ↩︎
  8. Anne of Cleves, 4th wife of Henry VIII | Westminster Abbey ↩︎

Sources:

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