Photo: Tim Graham Photo Library

Prince CharlesandPrincess Diana’s love may not have stood the test of time, but their stories will forever be intertwined.
It wasn’t until three years later that Charles and Diana met again and began dating. After a whirlwind courtship,the pair wedin a lavish and highly publicized ceremony at St. Paul’s Cathedral in London. But Diana would later reveal to her astrologer, Penny Thornton, that the wedding almost didn’t happen.
Instead, Diana said her vows but later stated it was the “worst day of [her] life” to her friend and voice coach, Peter Settelen. “If I could write my own script I would have my husband go away with [Camilla Parker Bowles] and never come back,” she said in a recording perThe Independent, which was released as part of a Channel 4 documentary.
The couple would go on to share a tumultuous 15 years together, during which they welcomed two sons,Prince Williamin 1982 andPrince Harryin 1984.
By 1986, the couple’s relationship was seemingly beyond the point of repair. That year, Charles wrote in a letter that he felt “in a kind of cage … longing to be free,” according to AP News. Diana’s former riding instructor, ex-army Major James Hewitt, later claimed that he had begun an affair with her around the same time.
The couple separated in 1992 and their divorce was finalized just one year before Diana’s death on Aug. 31, 1997, when she was tragically killed in a car crash.
From their lavish wedding to raising two sons in the spotlight, here is a timeline of Prince Charles and Princess Diana’s relationship.
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The Prince of Wales and the former nanny first made each other’s acquaintance atAlthorp, the Spencer family home, as Diana would later recall to theBBC. “It was 1977. Charles came to stay as a friend of my sister Sarah for a shoot,” she said, joking, “We sort of met in a plowed field.”
“I remember thinking what a very jolly and amusing and attractive 16-year-old she was,” Charles, who was 29 at the time of their introduction, recalled. “I mean, great fun, and bouncy and full of life and everything.”
When asked about her first impression of Charles, Diana simply replied, “Pretty amazing.”
November 14, 1978: Diana attends Prince Charles' 30th birthday party
Despite seemingly hitting it off during their first meeting, it would be more than a year before Charles began courting Diana. In the meantime, Charles briefly dated Diana’s sister.
July 1980: Prince Charles and Diana bond at the home of a mutual friend
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Diana received an invite from mutual friend Philip de Pass to stay at his home in July 1980, when Prince Charles would also be staying.
“‘Would you like to come and stay for a couple of nights down at Petworth [in West Sussex, England], because we’ve got the Prince of Wales staying,’ " she remembered de Pass saying, per theDaily Mail. “‘You’re a young blood — you might amuse him.’ So I said: ‘OK.’ "
During their stay, Charles and Diana bonded over his grief at the loss of his great-uncleLord Mountbatten, theDaily Expressreported.
1980: Prince Charles courts Diana
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After that trip, the Prince of Wales continued to court the young Diana. “We met 13 times and we got married,” she revealed in her tapes, according toABC News.
Charles told the BBC he “gradually” knew that Diana was “the one” intheir engagement interview.
“I suppose towards the end of the summer, the autumn, last year,” Charles said. “I began to realize what was going on in my mind, and hers, in particular. And all these things help. But you know, it was a gradual business.”
February 1981: Prince Charles proposes to Diana
Prince Charles popped the question to his future bride during a private dinner at Buckingham Palace in early February 1981. He would later recount the event to the BBC during their engagement interview.
“I asked Diana before she went to Australia,” he said. “Two or three days before. I thought it would be a good idea … if she went to Australia she could then think about it, and if she didn’t like the idea she could say she didn’t, or if she did, she could say that.”
The future princess later shared that saying “yes” was the obvious choice. “I had a long time to think about it because I knew the pressure was on both of us,” she said. “It wasn’t a difficult decision in the end. It’s what I wanted. It’s what I want.”
February 24, 1981: Prince Charles and Diana announce their engagement
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The pair also posed for photos, with Diana wearing the famous sapphire-and-diamond engagement ring — which now belongs toKate Middleton— and spoke to the BBC about their state of mind.
“[I’m] delighted and happy. I’m amazed that she’s been brave enough to take me on,” Prince Charles said.
When asked if they were in love, Diana replied, “Of course,” while Charles replied, “Whatever in love means” — an answer that “traumatized” his 19-year-old fiancée, she would later divulge.
June 13, 1981: Diana attends her first Trooping the Colour ceremony with Prince Charles
Princess Diana broke the"no ring, no bring” policyat the 1981 Trooping the Colour ceremony. She attended the event one month ahead of her wedding to Prince Charles.
July 29, 1981: Prince Charles and Princess Diana are married
Princess Diana and Prince Charles.

The duo tied the knot in anepic eventthat would be declared a public holiday and cost the palace a jaw-dropping $48 million, according toSmithsonianmagazine. They exchanged their vows at St. Paul’s Cathedral in London, making Diana the first British woman to marry an heir to the throne in 300 years.
A crowd of 3,500 people waited outside the cathedral, and more than 600,000 people lined the streets in hopes of catching a glimpse of the newlyweds. Meanwhile, 7.5 million more tuned in at home to watch the nuptials.
Their vows broke tradition, as Diana elected, with Charles' support, to omit the word “obey” from the traditional vows,The New York Timesreported. Though Charles and Diana didn’t share a kiss during the ceremony, they made up for it when they shared a public liplock on the Buckingham Palace balcony.
Afterward, guests were treated to27 wedding cakesand Suprême de Volaille Princesse de Galles, or “Princess of Wales Chicken Supreme.”
Diana later recounted the day to biographer Andrew Morton. “I remember being so in love with my husband that I couldn’t take my eyes off him,” she said. “I just absolutely thought I was the luckiest girl in the world. He was going to look after me.”
August 1981: Prince Charles and Princess Diana go on their honeymoon

The newlyweds kicked off theirthree-month-long honeymoonwith a 12-day cruise aboard the royal yacht Brittania, upon which they traveled to Egypt and the Greek islands. The rest of their time was spent in a hunting lodge atBalmoral Castlein Scotland. In an August 1981 letter to her personal secretary Jane Parsons, Diana wrote, “The honeymoon was a perfect opportunity to catch up on sleep.”
October 1981: Princess Diana makes her first official visit to Wales with Prince Charles
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Diana’s popularity quickly became apparent during her first visit to Wales as Princess. “[Diana] sort of metamorphosed into a very, very elegant blonde beauty,” the Queen’s cousin, Lady Elizabeth Anson, later told PEOPLE. “They did a visit to Wales which wasthe beginning of, for Prince Charles, realizing, ‘They’ve come out to see my wife, they haven’t come out to see me.’ "
November 4, 1981: Prince Charles and Princess Diana attend their first State Opening of Parliament together
Diana sat alongside her new husband at their firstState Opening of Parliament, marking their first major state occasion since their wedding. She opted for a white, puff-sleeve gown with long gloves, while Charles wore full military regalia.
November 6, 1981: Prince Charles and Princess Diana announce they are expecting

Less than four months after tying the knot, the royal couple announced that they would soon be parents.
June 21, 1982: Prince Charles and Princess Diana welcome their first son
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Though Charles reportedly pushed to name their son Arthur, historian Robert Lacey told PEOPLE in October 2021 that “Diana, Princess of Walesproposed a more robust name— William, as in ‘William the Conqueror,’ victor of the famed Battle of Hastings in 1066.”
1983: Prince Charles and Princess Diana tour Australia and New Zealand

While the couple went on many royal tours overseas during their marriage, including to Italy, Thailand, South Korea and more, their 1983 voyage to Australia and New Zealand proved particularly significant in their relationship.
Aswas dramatized in season 4 ofThe Crown, Diana and Charles' presence sparked a media frenzy that reportedly caused tension for the pair.
Diana later spoke about the tour during her 1995 BBCPanoramainterview. “We’d be going around Australia, for instance, and all you could hear was, ‘Oh, she’s on the other side,’ " she said. “Now, if you’re a man like my husband, a proud man, you mind about that if you hear it every day for four weeks.”
“You feel low about it, instead of feeling happy and sharing it,” she continued. “With the media attention came a lot of jealousy. A great deal of complicated situations arose because of that.”
February 14, 1984: Princess Diana and Prince Charles announce their second pregnancy

On Valentine’s Day 1984, Buckingham Palace announced Diana’s second pregnancy.
Diana Princess of Wales and Prince Charles with newborn Prince Harry.David Levenson/Getty

After nine hours of labor, Diana gave birth to the 6-pound, 14-ounce Prince Harry Charles Albert David, making him third in line for the throne. He arrived one week early and was delivered in the same room that William had been born in two years prior.
In her 1992 biography, Diana revealed that Charles was disappointed that they had not had a girl. “First comment was: ‘Oh God, it’s a boy,’ second comment: ‘And he’s even got red hair,’ " she recalled.
October 20, 1985: Prince Charles and Princess Diana give a joint interview
Princess Diana and Prince Charles.Georges De Keerle/Getty

In 1985, the couple sat down with ITN todebunk rumors about themselves and their relationship. Journalist Alastair Burnet asked if Diana had found it difficult to adapt to being a public figure.
“I did, yes, only because there was so much attention on me when I first arrived on the scene. … The pressure was enormous,” she said.
She denied trying to change anything about Charles, except for the “odd tie.”
He alluded to rows with Diana, telling Burnet, “I suspect most husbands and wives fight, they often have arguments.”
“But we don’t!” Diana interjected, to which he replied, “We occasionally do.”
1986: Prince Charles and Princess Diana reportedly begin having affairs

Charles later confirmed in his authorized biography,The Prince of Wales,that he began his affair with Camilla in 1986.
Charles wrote letters that same year, later published in his biography, also pointing to his marital despair. “How awful incompatibility is, and how dreadfully destructive it can be for the players in this extraordinary drama,” he wrote, per AP News. “It has all the ingredients of a Greek tragedy … I never thought it would end up like this.”
Ex-army Major James Hewitt also claimed to have begun an affair with Diana around this time, which he said lasted for the next five years. Hewitt laterattempted to sell their private lettersfrom this time frame for $150,000.
Late 1987: Speculation of marriage trouble between Prince Charles and Princess Diana circulates

In 1987, British tabloids began to run reports of a growing rift between the pair after they failed to attend Lady Amanda Ellingworth’s wedding and started spending time in separate locations.
According to theLos Angeles Times, a teacher’s aide at Harry’s school asked Diana whether her marriage was in trouble. The princess kept coy about her relationship status, replying, “It depends on what newspapers you read.”
July 29, 1991: Prince Charles and Princess Diana mark 10 years of marriage

Despite reaching a major milestone in their marriage on their 10-year anniversary, there was little fanfare surrounding the event amid speculation that their relationship was on the rocks.
1992: Princess Diana talks of marriage trouble with Prince Charles in her tell-all
Prince Charles and Princess Diana.Tim Graham Photo Library via Getty

In 1992, Andrew Morton publishedDiana: Her True Story—in Her Own Words, for which Diana herself supplied recordings through her friendJames Colthurst. The bookaddressed Diana’s unhappinessin her marriage, detailing issues she faced as a result, such as bulimia and suicide attempts.
"It rocked the royal family,” royal biographer Sally Bedell Smith said in PEOPLE and ABC’sThe Story of Diana.
December 9, 1992: Prince Charles and Princess Diana separate

In December 1992, Prime Minister John Major announced that Charles and Diana would be going their separate ways, also noting that their split would have “no constitutional implications.”
PerThe Washington Post, Buckingham Palace also confirmed that there were no plans for the two to divorce at the time and that they would “from time to time attend family occasions and national events together.”
January 1993: Private calls between Prince Charles and Camilla Parker Bowles are released
In January 1993,British tabloidspublished a transcript ofprivate callsthat took place in 1989 between Charles and Camilla. In the calls, he said to her, “I fill up your tank” after she said that she couldn’t bear a Sunday night without him. The pair also said “I love you” several times.
June 29, 1994: Prince Charles admits to cheating on Princess Diana
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In an interview with ITN, Charles admitted he had committed adultery in his marriage to Diana,The New York Timesreported. When asked if he had been faithful to her, he replied, “Yes … Until it became irretrievably broken down, us both having tried.”
October 1994: Prince Charles' biography claims that his marriage to Princess Diana was loveless
In his 1994 biography, Charles claimed that his father had forced him into a loveless marriage with Diana. He stated that Philip convinced him that her reputation would otherwise suffer following a visit she made to Charles at the Queen’s Balmoral Castle.
Philip also insinuated that Diana was young enough “to be molded” into a future queen.
“The prince, in a state of emotional confusion, clung to these calculations,” the book read. “The pressures on him began to sweep him toward his destiny.”
September 6, 1995: Prince Charles and Princess Diana reunite for William’s first day of school
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In September 1995, Charles and Diana came together tosend off Prince Williamon the young royal’s first day atEton College.
October 18, 1995: Prince Charles and Camilla Parker Bowles attend a party sans Princess Diana
After years of keeping their love affair a secret and avoiding each other in public, Charles and Bowlesattended a high-profile party, albeit with the prince arriving 90 minutes after her.
November 20, 1995: Princess Diana admits to cheating on Prince Charles
In an interview withBBC’sPanoramain November 1995, Diana spoke of the unhappiness she experienced in her marriage and confessed to having an extramarital affair, perthe BBC.
When asked if she had been “unfaithful,” she replied, “Yes. I was in love with him. But I was very let down.”
Diana said the troubles she faced with Charles also affected her health. “[My eating disorder] was a symptom of what was going on in my marriage. I was crying out for help, but giving the wrong signals, and people were using my bulimia as a coat on a hanger,” she said. “They decided that was the problem: Diana was unstable.”
She continued, “The cause was the situation where my husband and I had to keep everything together because we didn’t want to disappoint the public, and yet obviously there was a lot of anxiety going on within our four walls.”
Diana also addressed Charles' infidelities, telling host Martin Bashir, “Well, there were three of us in this marriage, so it was a bit crowded.”
February 28, 1996: Princess Diana agrees to divorce Prince Charles
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Diana announced in late February that she hadagreed to her husband’s request for a divorce.
A representative for the princess issued the following statement: “The Princess of Wales has agreed to Prince Charles’s request for a divorce. The Princess will continue to be involved in all decisions relating to the children and will remain atKensington Palacewith offices inSt. James’s Palace. The Princess of Wales will retain the title and be known as Diana, Princess of Wales.”
The Palace hinted there was more to consider, however,stating: “We can confirm that the Prince and Princess of Wales had a private meeting this afternoon at St. James’s Palace. At this meeting details of the divorce settlement and the Princess’s future role were not discussed. All the details on these matters, including titles, remain to be discussed and settled. This will take time.”
July 1996: Prince Charles and Princess Diana agree to divorce terms
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According toThe Washington Post, Diana would lose the title of “Her Royal Highness” in the proceedings, but would still be known as Diana, Princess of Wales in future communication. The report also stated that she would receive a lump sum between $22 million and $27 million, as well as $600,000 per year to run her private office.
In addition, Diana would continue to live at Kensington Palace and share custody of the couple’s two sons.
August 28, 1996: Prince Charles and Princess Diana’s divorce is finalized
July 1997: Princess Diana begins dating Dodi Al Fayed following divorce from Prince Charles
By July 1997, Diana had seemingly started dating Egyptian film producerDodi Al Fayed, the son of billionaire Harrods businessmanMohamed Al Fayed.
Though the pair had been acquaintances for years after Fayed’s polo team beat Charles' in 1986, PEOPLE reported that theirrelationship did not turn romanticuntil nearly 10 years later, when Fayed invited the Princess of Wales and her two sons to vacation with him and his family in St-Tropez.
Diana later joined Fayed at a hotel in Paris before boarding a Harrods helicopter for a five-day Mediterranean cruise with the movie mogul.
Several London tabloids reported Charles as saying, “I’m happy if she’s happy” in response to the news of their romance.
On Aug. 31, 1997,Princess Diana diedat the age of 36 after going into cardiac arrest from massive internal injuries she sustained in a high-speed car crash.
Her boyfriend, Fayed, and the car’s driver, Henri Paul, were also killed in the accident.
Later reports, including fromthe BBC, indicated that the car was actually going 121 mph and that Paul had been legally drunk at the time of the incident.
September 6, 1997: Prince Charles attends Princess Diana’s funeral
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“It was Diana’s favorite, blue suit, and she helped him choose it,” royal author Brian Hoey told PEOPLE. “She preferred him in blue [rather] than in black or gray. It was a lovely, silent compliment to her.”
August 2022: Princess Diana’s biographer says Prince Charles' failed marriage to Diana “will always haunt him”
Twenty-five years after Princess Diana’s death, her biographer Andrew Morton spoke to PEOPLE about how the lasting legacy of Charles and Diana’s failed marriage lingers over the heir.
“His tragedy is whatever he does, whatever he says, however he behaves, he will be remembered for one thing: the fact that his fairy-tale marriage ended,” Morton explained.
Ingrid Seward, another royal biographer, added, “The ghost of Diana really stalked him at every turn.”
November 2023: The aftermath of Prince Charles and Princess Diana’s divorce is depicted in the final season ofThe Crown
Netflix’s historical dramaThe Crownis concluding with a sixth and final season, which spotlights how Charles and Diana’s relationship evolved after their divorce in 1996.
The first part of season 6 shows the former couple initially communicating about their children — Prince William and Prince Harry — but it opens up an opportunity to reach better terms with each other and exchange pleasantries.
source: people.com