Hot History - Jfk Jr & CBK
Episode Date: March 26, 2026Hello and welcome back to Hot History! I am so thrilled to FINALLY be covering the real history behind JFK Jr and Carolyn Bessette Kennedy in the wake of Love Story's final episode. From their car...eers, dealings with the media, inner circles and tragic passing, we're getting to know each of these 90's icons outside the silver screen.Make sure to tune in on Monday for my full review of Love Story too!If you're wanting more Hot History content you can follow along on Instagram, TikTok and YouTube and of course, right here!Til next week, Ainslie x
Transcript
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Hi guys and welcome back to Hot History, the podcast covering all the things in history that you probably
should know, but don't. I'm Ainsley Harvey, your hot historian, ready to chat about the
most important, iconic and tragic couple of the 90s, Carolyn Bissette and John F. Kennedy,
Jr. Now, guys, as I said last week for those of you who listened, Love Story, the show by
Ryan Murphy, about the famed couple, has been out for a few weeks. And
I have been itching to cover the real history for you guys, but I wanted to do so when the finale
was out. So it's airing tonight and I will be dropping my review of the show in your feeds next week
and because of that I won't be chatting about the show in depth today.
This episode, guys, is reserved strictly for the real history about the couple and their tragic
end, which saw the great book of Camelot come to a close.
So guys, let's get straight into it by rewinding it all the way back to 1888, with the birth of the Kennedy dynasty's grand architect Joseph Kennedy, Sr.
So Joe Kennedy owes his success to his Irish immigrant grandparents who arrived in the US with little money and limited opportunities after immigrating during the Great Irish Famine.
Now, they found their way to Boston in the mid-19th century and the family faced intense.
discrimination from the largely Protestant establishment there as they were Catholics.
But despite these obstacles, guys, the family gradually built a really stable life with Joe's father,
Patrick, becoming a successful businessman and local political figure in Boston.
Here he served in the Massachusetts state legislature and became involved in the democratic
political networks that dominated Boston politics, laying the foundation for the Kennedy family's
future in public life.
which is where we come to his son, Joe Kennedy.
So, as I said at the top, guys,
he was born in 1880 in the midst of the Gilded Age,
a time where a highly ambitious and financially savvy man like Joe
could not only rise to prominence, but rise to power.
And by his 30s, Joe amassed a considerable fortune
through investment in banking, real estate, Hollywood film production,
and the stock market.
He also served as chairman of the US Securities and Exchange Commission, the SEC, under President FDR,
helping regulate Wall Street after the Great Depression.
Now, this exposure to the very heart of the American political system, set Joe on a path,
constantly craving more.
And it was this ambition which saw him serve as US ambassador to the United Kingdom from 1938 to 90.
1940 a pretty hectic period beginning of World War II.
Now, fun fact to you guys.
It was here that Joe's daughter, Kathleen, or Kick, as she was known, mingled with British
High Society.
She was friends with the Midford sisters, was presented at court to the king and queen, and fell
in love with the heir to the Cavendish dynasty, whose family home is famously Chatsworth
House, Mr Darcy's Pemberley.
So Joe, by this point, guys, is already a wealthy political animal and his time in life.
London, instilled this additional ambition in him. That of family dynasty. Yes, of course, this was
already something of heavy import in Gilded Age society. But without peerage in the US, like they
have in Britain, you know, Duke's, Lord's, Marquisites and, you know, titles like that, it wasn't
something you could really compete with in America. You could have money like the Vanderbilt's or
the Astas or the Rockefellers. You could even have.
have political influence like the Roosevelt's.
But these American dynasties were comparable to the British aristocracy at best.
There was nothing, however, that modelled the perfection and prestige of royalty until the Kennedys.
You see, Joe Kennedy didn't want to be a member of high society.
He wanted to lead it, blending wealth, politics and society into one.
And to do this, guys, he curated his family within an inch of its life.
And the ultimate goal was his son in the chair of the Oval Office.
So Joe married, Rose Fitzgerald in 1914, daughter of another prominent Boston political family,
and together they had nine children, four sons, five daughters.
The eldest of these was Joseph P. Kennedy, Jr., who was groomed, like I said, within an inch of his life,
to be the family's great presidential candidate. He was smart and strong and attractive and set
to be a war hero, you know, going off to fight the Nazis. However, his untimely death in 1944
during the conflict left the Kennedy dynasty on the shoulders of the second-born son,
John Fitzgerald Kennedy, Jr. Now, unlike his eldest brother, JFK, was often quieter, more reflective
and struggled with serious health problems throughout his youth,
but none of this would stop Joe Kennedy from making him the next president of the United States.
JFK2 became a war hero with his Harvard degree, last name, family bank account and political affiliation
with the Democratic Party setting him up for a political career.
But there was one very important thing missing before that could happen.
A wife.
And for his new prodigal son, Joe Kenner,
knew this would be the most important decision in his son's life. Now, there were several women
considered as a, you know, clearly strategic political match, but there was only one seen as
the most suitable and strategically advantageous. Jacqueline Lee Bouvier. Now, I have done an
episode on the Bouvier family and, like, Great Gardens before if you do want to go listen
about them, but they too were a Gilles and age family from France becoming a part of the New York
elite throughout this time. Jackie herself.
was well-educated, intelligent and known for her elegance and love of art, literature and languages.
She attended George Washington University and later worked as a photographer and reporter for the
Washington Times Herald, which is where she met JFK.
The two began dating regularly after this despite their busy schedules and were engaged by June
1953, during which time John's political career was rapidly rising.
Their wedding took place on September 12, 1953 at St. Mary's Church in Newport, Rhode Island, attended by over 700 guests, with a further 1,000 people waiting outside to catch a glimpse of what became the largest social event of the year.
Shortly after the wedding, John began serving as a US senator, becoming a father in 1956 with the birth of their daughter Arabella, who was still born at a Rhode Island hospital.
Next came Caroline Bouvier Kennedy in 1957, shortly after which John announced his intentions to run for president.
So at just 43 years old, in November 1960, he won.
Becoming the 35th president of the United States alongside Vice President Lyndon B. Johnson and of course, Jackie, as the first lady, who was also pregnant at the time, giving birth to John Fitzgerald,
Kennedy Jr. in November of that same year.
The pair also famously lost their final child, Patrick Bouvier-Kennedy, who died 39 hours after
his birth, very sadly, in August of 1963.
Now, JFK's time in the White House was a defining one, and he promoted a vision of energy in progress
which he called the New Frontier.
It supported civil rights. It encouraged scientific advancement and strength.
America's role in the Cold War.
He pushed for the space program promising a man on the moon before the end of the 1960s,
carefully negotiated with Soviet leader Nikita Krashev during the Cuban Missile Crisis,
and started what would be known as Camelot, this golden age of Kennedy-led bliss,
you know, the term Camelot, of course, coming from King Arthur and his knights at the round table,
a period fabled for prosperity and honour.
It would, however, all come crashing down when JFK was assassinated on November 22,
1963 in Dallas, Texas.
Jackie famously refused to take off the pink Chanel-inspired suit stained in her husband's blood,
returning to Washington to move out of the White House and play host to the nation at her husband's funeral.
With her two young children by her side mere months after the death of her baby and now her husband,
And she was laying him to rest next to the infant at Arlington National Cemetery,
lighting the eternal flame that still stands lit today.
But Jackie wasn't the only one who people remembered from that day.
In fact, one other Kennedy captured the hearts of not only the nation but the world.
Young JFK Jr. who saluted his father's casket on his third birthday.
It was picture perfect, a deeply tragic picture, of course, but one which
propped up Camelot and the promise of its bright future in this young air.
Responsibility and honour at only three,
bearing the same name as his great fallen father,
clutching the hand of his mother and sister.
And it was that young boy saluting his father's casket
that followed JFK Jr his whole life.
So that's a very, very simplified version of the Kennedy family history.
I could definitely do a deep dive on the family and kind of the Camelot myth for you guys,
if you would like.
But today, guys, we are here to talk about JFK Jr.
And his wife, Carolyn Beset.
So let's pick up with JFK Jr.
After his father's death.
You know, what's it like for the young heir to Camelot?
Well, after the funeral, Jackie moved out of the White House with her two young children
and went back to New York, hoping the city would allow them to blend in and live a more normal
childhood, like her own, going to Central Park, dinah hopping,
And then, holing up in their 15-story penthouse apartment at 104.5th Avenue was her dream for them.
And it was one they did live, just not alone.
Despite all her efforts, Caroline and John remained a subject of public fascination on a level
that I don't think Jackie herself could have even imagined.
The hounding by the press was incessant and would only grow in the years that passed
as the Kennedy heir grew closer to fulfilling his destiny.
And when his uncle, Robert F. Kennedy, so J.F.K.'s' second youngest brother, was assassinated
while running for president, Jackie began to have a really deep-seated fear about the dangers of political life for anyone with the last name, Kennedy.
So she took the necessary steps to protect herself and her children, and married 62-year-old Aristotle Onassis,
the Greek shipping magnate and millionaire whose controversial reputation in Europe did not help the couple's reputation.
to be easily accepted globally, when they tied to not just five years after JFK's death.
Again, I can do another episode on Aristotle and Jackie, but what we need to know here, guys,
is that he was stupid, rich, even more well-connected and had a very good security team,
which allowed Jackie to shield her children from some of the pressures of the Kennedy Spotlight
and the press that was associated with it.
And I don't think we can really blame her for that.
So Caroline and John Jr. have Aristotle as a stepfather.
And by all accounts, guys, they actually really liked him.
He showed genuine interest in their lives and schooling until his death in 1975.
During this time, John attended collegiate school and Phillips Academy before heading out to Brown University.
It was here.
The JFK Jr. studied a bachelor's degree in American Studies slash history, guys,
as if you needed any more proof that history is for hot people.
JFK Jr. loved history. Kendall Jenner loves history. Issa Ray loves history.
R.D.J. loves history and so to all of you. What an elite club for us all to be in.
Speaking of clubs, actually,
Wallet Brown, JFK Jr. co-founded a student discussion group focusing on apartheid, gun control and civil rights,
which laid the foundation for his work in public service.
After graduating from Brown, he spent time with a non-profit organization called New York City's Office of Business Development,
and he also worked with a nonprofit called New York's Urban Development Corporation, which focused on improving housing and economic opportunities in underserved communities,
both of which reflected his interest in civic engagement.
But he wanted more, so he decided to enroll in a law degree with NYU in 1989.
Now, it would be remiss of me, not to mention this, because it is genuinely such an important
part of JFK Jr's life and, you know, this Kennedy Camelot mythology.
Because along with getting seriously well educated, JFK Jr. was also getting seriously
handsome. And I say that like totally objectively, guys, that man was gorgeous.
And with his increasing age and increasing looks, the attention in the press and the paparazzi activity which fuelled it became incessant.
Frequently listed amongst the most eligible bachelors not only in the US but the world,
photographers followed him everywhere, snapping pics of him jogging in Central Park, attending social events,
getting breakfast, cycling to uni, or simply walking the streets.
And their ultimate hope was that they'd find him with.
a woman. John Jingya's dating life was front-page news across the nation. After all, if he is the
Kennedy heir, and his partner would be the new Jackie. So John found his romantic relationships
splashed from east to west coast. That included his relationship, Wallet Brown, with Christina
Haag, the actress and writer, who many friends described as a serious contender for his heart,
some even believing they might marry.
However, their separate career paths and the pressures of long distance cause them to break up.
With Christina later writing about the relationship in her memoir, describing John Jr.
as a charismatic, playful and deeply thoughtful man.
Another relationship that drew significant media attention was with JFK Jr. and Madonna
in the mid-1980s.
Now, at the time, Madonna was one of the most famous pop stars in the world, and the idea of a Kennedy,
dating a global pop icon fascinated the public.
Like, it's genuinely like something out of a fan fiction.
And while it didn't last long, the press had a field day,
adding to John Jr's reputation as a high-profile bachelor.
During the late 1980s and early 1990s,
John Jr. was linked to several other women.
And to be honest, guys, he was kind of a fuckboy.
He was linked to several women, including Sarah Jessica Parker,
and his most serious relationship with actress Daryl Hannah.
Now, she, of course, is fame for her role in Kill Bill, where she portrayed the famous L-driver, like the one-eyed assassin who whistles.
I won't whistles and as a demonstration you guys know how I'm talking about.
And Daryl and John's relationship was really tumultuous guys.
They were on again and off again, like pretty much as much as it comes.
And their five-year relationship widely covered in magazines and newspapers was often to the disapproval of his mother.
Friend of the Kennedy's Jim Hart mentioned in an oral biography that Jackie wasn't necessarily a fan of the relationship,
stating it wasn't like she hated Daryl at all. She just didn't want her son marrying an actress. It kind of was that simple.
Daryl herself has come out in defense of the rumors of Jackie and her budding heads, stating,
it's just not true. People just don't know necessarily why we broke up, so people speculate. I had a really great relationship with her.
I won't go into some of the more personal.
details. Now, if you've been watching Love Story, then you'll find this surprising, as the dislike
between Darrell and Jackie is very obvious. But I don't want to talk too much about Love Story
today. Like I said, guys, we're covering the real history about JFK Jr. and CBK. So come
back on Monday for that. So at this point in time, some pretty important things are happening in
John's wife. Firstly, he graduated with his new law degree in 1989 intent on becoming a lawyer. So he
took the New York bar exam, but failed it twice, receiving widespread media coverage, including
the New York Times' The Hunk Flunks. While some saw the irony of the Kennedy heir being unable to
pass a bar exam as embarrassing or amusing, John didn't, and so he went back and passed on his third
attempt in 1990. After becoming a lawyer, John Jr. worked as a prosecutor in the Manhattan District
Attorney's Office where he handled cases involving minor crimes and community issues.
similar to the role his uncle had once done, actually.
Around this time, the relationship with Darrell ended for good.
And shortly after, Jackie was diagnosed with non-Hodgans lymphoma in January 1994.
Now, I do want to preface.
The timelines can get a little muddy here with the relationship with Darrell ending,
Jackie getting sick and his next relationship.
But we do know that Jackie's health took a steep dive from January to May with her death on May 19th,
changing John, Caroline, and indeed, like, the whole dynamics of the Kennedy family forever.
On her death, John Jr. later said it was deeply personal and transformative for him
and really signalled this moment of change in the Camelot story.
The great queen was gone and now the young prince had to take over the kingdom,
and to be honest, that's pretty much exactly what happened.
John seemed taller, broader, more self-assured, and this manifested in his new venture,
turning away from law in 1995 with the launch of George magazine.
Now, whether it was the passing of his mother or the impact of the 90s,
John felt an even greater need for politics to be demystified.
He saw that the divide between politics and culture had grown too far,
with people becoming disengaged by the political world around them.
So he decided to make politics accessible,
and in many ways, hot,
by launching his glossy political mag named after the famous George Washington.
Now, it combined serious political analysis with elements of pop culture,
often featuring fragrance ads, movie reviews, celebrity interviews, and styling tips,
with its covers ranked as some of the most iconic of the 90s.
There was the debut cover with Cindy Crawford dressed as George Washington.
You had Drew Barrymore, play cosplaying Marilyn and Rose, have a birthday, Mr. President, the irony.
You had Arnold Schwarzenegger in a founding father-style wig on a motorbike.
There was George Clooney holding the Declaration of Independence.
Like, they were absolutely iconic.
I'll post some on the socials.
And largely because of this, George quickly attracted national attention.
And John Jr. serving as editor-in-chief, you know, largely.
helped, and he used his platform to explore political ideas without running for office himself.
And we'll get to that later on, but I think it's important here to say at this point in John's life,
he was not considering running in any kind of political race, let alone the presidency.
So John is having great success with George and looking very much like the American prince,
you know, he was set up to be.
But what's a prince without a princess?
And for John, there is only one woman.
Carolyn, the set.
Yay, we've finally gotten to the point.
We get a chat about Carolyn, guys.
She is one of the most endicapatic, incredible women of the 20th century.
In many ways, she actually kind of reminds me of Princess Diana.
To be honest, their stories like are pretty startingly similar in some cases.
So let's start at the beginning.
Who is Carolyn Bessette?
Well, she was born on January 7, 1966, in White Plains, New York, into a middle-class American family.
Her mother, Anne Bessette, worked in education and later became a school administrator,
during which time she divorced her husband, William J. Bessette, a cabinetmaker, who was unfaithful in the marriage.
After this, Carolyn and her sisters, Lauren and Lisa, were raised primarily in Greenwich, Connecticut,
an affluent suburb known for its proximity to New York City,
where Anne actually remarried to a man called Richard Freibon.
He was an orthopedic surgeon.
Now, I want to be really clear.
Despite the town's wealth and her stepfather's success as a surgeon,
Carolyn's family was not a part of elite social circles in any way, shape or form.
She and her sisters were raised like a normal American family.
They attended the local high schools.
They enjoyed sports.
They had lots of friends.
Who, according to her yearbook, voted her.
the ultimate beautiful person. And it was true. From a young age, Carolyn stood out for her natural beauty.
She was confident, independent and quietly self-assured. This sense of unique freshness made her both
striking, but highly approachable. I kind of imagine Carolyn being the kind of person who would
meet at a bar or at a party and just like totally unfurl yourself too. You know those people are just so,
were, like, alluring, but fun and kind.
You just end up telling them everything about your life.
That's exactly the experience that Carolyn had throughout her early years, including her time
of Boston University.
She just seems like such a great friend.
I want to be her friends with that.
Here, she studied education, which she loved, but also began exploring interests beyond
academics, namely in fashion and public relations, as we said.
Her family was by no means wealthy.
and Carolyn worked several part-time jobs throughout her time in Boston, including a stint at Calvin Klein,
the job that would ultimately change her life forever.
Spotted working in store by one of the brands visiting sales associates who recognize her knack
for working with customers and putting simple, yet chic looks together,
Carolyn was invited to interview with Paul Wilmot, head of PR at Calvin Klein in the late 80s
and early 90s.
You see, at the time, Calvin Klein President Susan Suckel was looking for someone to help with the brand celebrity stars in New York City and placed Wilmot in charge of vetting for the position.
After acing the interview and deciding that education wasn't quite for her, Carolyn moved to New York and took the role looking after Calvin Klein's VIP clients.
Everyone from movie stars to socialites to friends of Calvin found their way to Carolyn, who Wilmot said had this wonderful diplomatic,
warm way with people, describing her as deeply maternal.
As the years went on, she became Calvin's darling in PR, says Wilmot.
She was running PR for the high-end collections, advising on campaigns,
and even as the story goes, pushing for the brand to cast Kate Moss in its now iconic
1992 underwear ads with Marky Mark.
Everyone loved her, and Susan said Carolyn Fitzville perfectly.
She was absolutely charming.
She was totally refreshing.
She was completely outgoing.
And that's a really large part of Carolyn's fascination and appeal today.
She had this aura and energy, a certain presence that seems to have filled every room she went into without having flashy dramatic clothing or making flashy dramatic statements.
Or as George Carr, brother of Klein's creative director, said, she entered the fashion world like Venus coming up out of the ocean.
Calvin saw it immediately.
Everyone was talking about her.
Carolyn's time at Calvin Klein was legendary, and despite working with celebrities in the very
centre of the fashion world, Carolyn maintained a relatively private life.
Reading statements from friends and interviews with colleagues, everyone constantly mentioned
Carolyn's remarkable zest for life.
She was riotously funny with a quick repartee and a dry wit that nearly everyone said would
bring out her incredible laugh. She was funny, free and not afraid of anything, which cultural
critic Camille Paglia noted made her look like a romping lioness. Designer Sarah Ruffin
Costello, who lived in the same Washington Square building as Carolyn, actually recalled seeing
at her at an event, saying, I'll never forget watching her dance, totally unfiltered joy having a
ball. She dragged everyone out with her. She got the party started and immediately the dance.
floor was packed. But with this love of life and fun, she was also renowned for her discretion
and was just about the furthest thing you could get from a social climber or clout chaser.
Her social circle was small but diverse, covering creatives from many industries, and she preferred
low-key gatherings to high-profile offence, a startling juxtaposition to another New Yorker
at the time. While Carolyn was free and discreet, John Jr.'s social life,
was full of gala dinners, premieres, charity auctions, and the flash of paparazzi cameras.
Their lives were truly as different as you could get.
But still, they converged.
Now, according to widely accepted accounts, John first met Carolyn around 1992 when he visited
the Calvin Client showroom while she was working.
Some sources suggest he was there with Darrell, who he was dating at the time, while others
say John was there to get fitted for a suit.
Regardless, of the exact circumstances, it was some of the exact circumstances it was
clear that John was immediately drawn to Carolyn, who, unlike many people he met, didn't really
care about his famous reputation. She was calm, confident and somewhat reserved, which intrigued
John, who was used to people fawning over him. Now, whether this was, like I said, she was,
you know, so used to being around famous people at her job, or more likely by all accounts that we have,
she just genuinely didn't care about his fame, Carolyn treated John like a normal dude. I first
phenomenon so unusual to the Kennedy heir that she stuck out like a sore thumb in the sea of faces
he met every day, prompting him to get her number at some point around this 1999 meeting.
And the pair began quietly dating. Again, guys, I want to reiterate, this is super messy
relationship to begin with because John is really dating Daryl and Carolyn at the same time.
In fact, a friend of the family recalled John Jr. bringing Carolyn to the Kennedy compound on Cape
cod one weekend and Daryl with him the next.
We do know that John also invited Carolyn to a gala with his friends around this time in
1992, which left her less than impressed by his intentions as he spent the night sitting
next to another woman that Carolyn either mistook as his date or actually was his date.
So like I said, guys, messy.
But they did reconnect in May later that year at a fundraiser where they were reportedly
seen in deep conversation for more than an hour. And again, I want to repeat. Throughout all of this,
he is still seeing Darrell guys. The first time Carolyn and John were ever pictured together was on
November 14, 1993 as they watched the New York Marathon together on the side of the street,
basically sitting in a gutter where Carolyn was referred to as, and I quote, the new blonde.
Now, I do want to address this here, because so much of the
reporting around Carolyn Bessette both at the time and still largely today, guys, is deeply
misogynistic. The tabloids constantly misrepresented her as this like ultra-fem,
vain woman whose love of fashion and career at large was frivolous and cold and self-centered.
She and indeed all the women who JFK Jr. dated was spoken about as these disposable accessories
used to make him seem daring or smart or adventurous
or whatever fodder they wanted to tote that time of the year.
And yes, guys, JFK Jr. was a playboy.
He dated women often at the same time and was a prolific goster.
But the misogynistic tabloid media pushed narratives
that dehumanize these women, especially Kavlin,
who they only became more aggressive and horrible towards as time went on.
And this is kind of putting the horse ahead of the card or card ahead of the horse, whatever the saying is,
but it's hard to imagine this reporting of Carolyn Bessette today because she is so widely loved and renowned as this icon.
But her legacy now is not a reflection of her treatment at the time.
And we'll get into more of that when I talk about love story next week.
So John and the new blonde are spotted together in late 1993.
But it was the following year after his official break with Daryl that John began
seriously pursuing Carolyn. So we know that John was keen, guys. But what did Carolyn think about
potentially joining the Kennedy family? Well, first things first. As PR exec, she understood exactly
how the world of fame and the press worked and was rightfully very cautious about even being pictured
with John, let alone dating him. So this, guys, could never have been like a Megan Markle,
I didn't know who Prince Harry was kind of situation.
It certainly would become, I can't believe how easily lies can be made up about me situation,
but to say that Carolyn Bessette had no idea what she was signing up for
and wasn't aware of the way the media would change her life,
actually does her a huge disservice.
That was literally her job.
So she wanted to make sure John was serious about wanting to date her before agreeing.
After all, a prior dating life was hard.
partly full of clear commitment from the serial playboy.
One friend said that Carolyn initially said no to John when he asked to date her exclusively,
so much so that John kept figuring out a way to come back to the showroom for more business
meetings and more fittings.
Eventually, his persistence paid off, and while the timeline of their exclusive relationship, like I said,
is pretty murky.
One of the key things we know is that Carolyn never had the chance to meet Jackie Kennedy
before her death, something which Elizabeth Bella, author of Carolyn's biography, said
John did regret not introducing the two women.
So based on this, we can assume Carolyn and John began properly, exclusively dating somewhere
around February 1994.
And they did really try to keep the relationship under wraps.
But when it became clear who the new blonde was, that all went out.
window. As Calvin Klein's PR guru, Carolyn was a fashion it girl and the idea of America's
prince dating her once again is something like out of a fan fiction. And for the press, it became
a national spectacle. John F. Kennedy Jr. and Carolyn Bessed were part love story, part
celebrity obsession and part Kennedy mythology. And once they began being seen together,
in public, they were never alone again.
Photographers followed the pair almost everywhere, walking in Soho, leaving John's
Tribeca apartment, getting breakfast, even going to the fucking supermarket.
And while John was always a topic of fascination for the press, Carolyn, as the apparent new
Mrs Kennedy became their obsession.
And it's that obsession which formed the media.
a legacy she is known for today.
The focus wasn't on her work, or personality or beliefs, but on Carolyn's personal appearance
and style.
Newspapers and magazines closely analysed her clothing often comparing her to Jackie, and
almost overnight she became a fashion icon, which today is what we really remember her
for, but to bestow her this mantle, the press often portrayed Carolyn, and the press often portrayed
Carolyn as aloof or distant, you know, a cold woman with a calculating agenda to use the press
and her relationship with John to climb the career ladder within the fashion world.
This narrative saw papers flying off the shelves and with it the paparazzi became more and more
aggressive. Photographers would crowd sidewalks, shout questions and attempt to provoke reactions
from her on the way to work, or leaving dinner with friends or drinks with family.
And there were reports of Carolyn confronting photographers directly,
a la Chapel Rhone, asking them to leave her the fuck alone.
She didn't actually say that.
But, you know, these moments were captured and used by tabloids
to create narratives about tension or conflict,
not with them and the media, but within the couple's relationship itself.
Again, guys, she couldn't just be pissed.
off because they were ruining her life and, you know, taking any semblance of privacy she had,
it was because her and John were fighting. And, you know, I want to be really clear here, guys,
it was never his fault. The angle was always that Carolyn had brought out the worst in America's
prince, that she was changing him. And a lot of people held that against her.
Absolute, misogynistic, factually incorrect, bullshit.
it did sell papers. And so the state of their relationship became a key topic of conversation
for tabloids who went so far, this is insanity, tabloids went so far, guys, as to employ psychics
to weigh in on John Jr. and Carolin Bessette's future. Yeah. There was speculation about
arguments, breakups or impending engagements with proof of these events coming in the form of these
experts, or in small details such as whether they were seen together on a particular day.
Can I just say, thank God those TikTok lip readers, like, weren't around at this time.
Just thank God that this was like pre-digital age, because my God, their lives would have been
like even more psychoanalyzed than they already were.
I reckon this is probably the first case of that, like, intense scrutiny, lip reading,
like Taylor Swift style stalking.
So throughout all of 1995, this constant speculative,
and huge change in Carolyn's life, like I said, created masses of pressure for the couple.
And many of their friends and family didn't think they'd make it.
I mean, who the hell can cope with this, you know, pressure and scrutiny and falsehoods?
But Carolyn, guys, was tough.
She was smart.
She knew who she was and who she loved.
And the couple grew even stronger, which only made John all the more sure that there was no one else he could imagine spending the rest of his life with.
Carolyn was it, and he wanted her to know it.
So around mid-1995, John invited her to go fishing in Martha's Vineyard,
an island just off Cape Cod, where the Kennedy compound was.
Over this 4th of July weekend, the pay went fishing,
and it was here that he ended up proposing.
On this, Kennedy's former assistant Rose Marie Terensio said,
he went into this thing talking about how everything's better with a partner,
not just fishing, but life, and he said, I want you to be my partner.
The ring was a model of one of Jackie Kennedy's swimming rings, like a thin band with diamonds.
Carolin's had sapphires in it.
I believe Jackie's was like emeralds or something.
But Carolyn wasn't a jewelry person guy, so, you know, a big, big rock wouldn't have suited her.
So this simple, elegant band perfectly matched her style.
And there was that bit of Kennedy family history in there.
But what did she say?
Well, where most women in the presence of JFK Jr. would have screamed, yes,
wept and, you know, probably knocked the boat over in excitement.
Carolyn apparently didn't give John an answer for three weeks.
She was a cautious and, above all, smart woman, and already experiencing the mass
throws of scrutiny by the press as John's girlfriend, she needed to decide whether being
his wife was worth it, because the reality is, for Carolyn Bersent, for any Kennedys,
and indeed anyone marrying into fame or celebrity.
Sometimes love just isn't enough.
But for Carolyn, after weeks of deliberation,
she decided it was and agreed to marry John Jr.
And become the next Mrs. Kennedy.
The news of this Kennedy engagement was huge,
comparable in many ways to an engagement within the royal family,
Diana or Megan, you know,
so you imagine there'd be a photo call for the press,
perhaps even maybe an interview, one in George, for example.
But there was none of that, guys.
The couple fought to keep it
underwaps for as long as possible
with the press only finding out
through intense surveillance,
which ended with the New York Post
running a headline on September 1st, 1995,
titled JFK Jr. pops the question,
which featured a cropped photo
showing the ring on Carolyn's finger.
So at this point, like I said,
George is live.
What many believe will be the wedding of the century
is around the corner
and the future of Camelons.
lot seems very much assured. But the shiny veneer appears to have its first major crack on February
25, 1996, when John and Carolyn were caught on camera in a very public physical fight. So let's
break down the infamous Battery Park fight. So on the morning, a February 25th, 1996,
Carolin and John Jr. left their apartment with their dog Friday, looking strained but still
holding hands. Some time later, they arrived in New York's Battery Park or an argument broke out
during which John Jr. seemed to take something from Carolyn Bessette's hand.
After this, she runs towards him and jumps on his shoulders. The whole thing is caught on camera.
And when I say these images are damning, they are explicit guys.
the kind of argument he'd almost never have it home,
let alone in a very, very public park.
So after the initial conflict,
the pair seemingly calmer, talk quietly on a bench.
Afterwards they leave the park, John, then sits down on a curb,
and Carolyn stands above him talking.
He reaches out with his hand.
She appears to take what many believe is her ring back from him.
And their dog is there.
She tries to take the lead of their dog.
dog, he yanks it back out of reach and the argument then continues. Later, still on that curve,
she appears to comfort him, hugging him, whispering into his ear, and she leads the dog away,
he then follows. She then lights up a cigarette, borrowed from a stranger on the street,
they hug, and, you know, we seem to make peace. So what the hell happened here, guys? Well, it is
generally accepted that the initial argument in the park involved John ripping Carolyn's engagement
ring off her finger, like I said, after which she climbed on his back to retrieve it.
Later, when they're on the curb and he hands it back to her, after which the photographer who filmed
the incident recalls that Carolyn tried to take the dog's leash, like take the lead off of John
who was sitting in his gutter, while John yelled, you got my ring, you're not getting my dog too.
She responded, it's our dog. The fight did end with the couple staying together and when later
asked about the incident on the Howard Stern show, John said it was some silly argument.
We've been going out for a long time.
Now, the true cause of this argument, we don't know, by contemporary reports, offer a number
of theories.
Some that claim Carolyn accused John of flirting with another woman, highly likely, and others
said that it was because Carolyn told John that he let people walk all over him.
He also did this.
Regardless, this very private, heated, intimate moment was not only made public,
by the photographer on the day, but wheeled and dealed to every magazine in New York.
And many thought this was really the end.
For the famed couple, at least a significant chink in the Camelot Kennedy armor.
But still they persisted.
In fact, the public nature of their fight and its coverage made them even more determined
to avoid the press for their wedding, which they planned in complete secrecy.
For the venue, they needed something totally secluded, I mean, pretty much abandoned.
And for this, John suggested Cumberland Island, a strip of land a mile off the coast of Georgia,
which is occupied by more wild horses than people.
John knew the island's owners, of course he did,
who ensured no other visitors would be around during the wedding,
with guests and workers all signing confidentiality agreements to attend.
The wedding itself took place at the First African Baptist Church, a small white-cladded building
in the middle of nowhere, and was officiated by Reverend Charles J. O'Burn.
As for guests, the grand total was 40, including John's cousin Anthony Radswell, his sister
Caroline and her three children, Jack Schlossberg, who acted as ring-bearer, and Rose and the late
Tatiana Schlossberg, who were flower girls. Not present was Jackie's sister, the famed Lee Radswell,
who reportedly sent Caroline headbands and hairclips as a wedding present
because her bun was too messy, shady.
To house all their guests, John and Carolyn,
took over as many family homes on the island as they could,
with Carolyn wearing a simple dress designed by Nassisa Rodriguez,
which required alterations on the day,
resulting in Carolyn being two hours late for the ceremony.
But my God, guys, it was worth it.
With a famed image of John kissing her hand after they tied the night.
becoming one of the most famous and recognizable of the 20th century.
So the pair are officially Mr. and Mrs. Kennedy.
They honeymoon for two weeks in Turkey before returning to New York
and the onslaught of press, who were desperate for the first images of the newlyweds,
was like nothing they'd seen before.
At this point, Carolyn resigned from her job at Calvin Klein
with the publicity circus surrounding her personal life interfering with her
professional life. And after the wedding, Carolyn didn't hold another formal full-time position,
but she kept busy focusing on her charity work and supporting George. But the main thing she did
was really tried to maintain a semblance of privacy. She was hounded. And if it was bad before,
the new life of Carolyn Percette Kennedy, aka C-B-K, was relentless. Rumors of drug use, mental health
problems, eating disorders, and the constant questioning of the contents of her womb were a daily
occurrence. To the press and Camelot enthusiasts alike, Carolyn was there to bring about the next
generation of Kennedys, but she was just trying to figure out her own life, guys. She was a newlywed,
I'm sure, what to do with her career for really the first time in her life. And being stalked
by men with cameras, 24-7?
It's not fucking easy.
So much so, they camped out the front of her house.
They screamed at her on the street.
They constantly took zoomed in photos of her stomach looking for a bump.
And by 1997, guys, Carolyn almost retreated entirely from the public eye.
Around this time, she became thinner and blonder,
and she held her body with more tension as life as Mrs. Kennedy really took its toll on her.
The woman, who was once described as romping like a lioness,
now moved more carefully through the world.
She was hyper aware of the cameras, always watching,
always ready to twist a gesture or expression or word into the next day's cruel headline.
And she really did become a shell of her former self,
which is where this like Ice Queen legacy began to emerge.
Again, a fabrication and creation of the media.
The struggle of this really compounded on the couple, who began seeing a marriage counsellor around this time,
which is also when John picked up an old hobby.
Flying.
Beginning his training in October 1982, John sporadically lodged over 47 hours across the next six years before stopping in September 1988.
Now, he resumed his training, like I said at this point, around December 1997 amidst the strains of their marriage,
using it as an outlet away from his office and home.
By the time the couple reached 1988,
their counselling did seem to be paying off
and they really did seem committed to a balance
between private and public life,
with many friends describing their relationship
as deeply affectionate and committed.
They appear to have found that balance
or were in the stage of its development
because by the time that 1999 rolled around,
which like it's so crazy,
thinking about the year of 1999 with M's here I was born. It seems like this completely different
age. We'll get into it more. But at this point, Carolyn seemed to have returned to her former self.
And the shift was evident in those around her. She was working with the Robin Hood Foundation
and Newman's own charitable initiatives, which really gave her purpose away from the spotlight
and away from her husband. And she was gathering information actually about the documentary
filmmaking process, hoping to represent underserved communities by making and endorsing these films.
It's always nice to kind of have a little bit of a light into what may have become for CBK.
It was also around this time that her hair gathered more shade, returning to its natural famed depth.
Her skin overcame its power and her smile returned, the one that always seemed on the verge of a laugh.
She even began to navigate the press in person a little more.
For when John was asked by reporters stationed outside a May 1999 event, what he considered
generosity to be, Carolyn actually chimed in, interrupting the reporter saying, you should
be asking me that.
Yes, he's very generous.
So Carolyn was making it work, guys.
She was strong.
She was smart.
She was determined to remain herself.
And amidst the struggle, she made it through.
And I want to make it really clear, guys, Carolyn is the hero of this story, at least in my eyes.
Of course, I'm biased.
I'm a woman.
I adore her.
But throughout their lives, John sacrificed very little.
He tried his best to protect his wife from the media.
You know, he did genuinely love her.
But it was an essential part of his life, one that he was never going to give up.
And I'm not saying that he threw her to the wolves or anything like that, but she gave up nearly everything for him.
and he gave up very little.
In fact, he actually wanted to take more.
According to John's friend and biographer Stephen Gillen,
John had considered running for New York's Open Senate seat in 1999,
the one which was eventually won by Hillary Clinton.
This wouldn't come to be,
and a large part of the Kennedy fascination and the mythology
lies in the what-ifs.
What would JFK have accomplished in offers had he not been assassinated?
Would Bobby Kennedy have been elected president and what would have happened if JFK Jr ran for the Senate?
Would he have become the Camelot King?
But we don't know because John, Carolyn and her sister Lauren's lives would be cut short.
Now I do want to preface here, guys, that I will be talking about traumatic injuries, including those related to planes.
So if this is something you'd like to fast forward on, then please go ahead and do that now.
So on the evening of July 16th, 1999, John Jr. departed from,
from Essex County Airport in New Jersey, piloting his own small aircraft, a piper Saratoga.
The group was travelling to Martha's Vineyard to the Kennedy compound,
where they planned to attend the wedding of John's cousin Rory Kennedy.
Carolyn's sister Lauren was accompanying them as a guest for the event.
As he already said, John had earned his pilot licence in 1998,
making him a relatively inexperienced pilot, especially in challenging conditions,
but still, he insisted on flying them out for the event.
That night, whether conditions were not severe or storming, but there was a heavily hazy
sky that reduced visibility over the Atlantic Ocean, and with the flight taking place after
sunset, John was flying largely over open water in darkness with few visual reference
points and not a great deal of experience. Shortly after take-off, the plane appeared to deviate
from its expected flight path, with air traffic controllers losing contact with the aircraft.
When it failed to arrive at Martha's Vineyard, concern quickly grew, and by the following day, a large-scale search and rescue operation was underway, involving the U.S. Coast Guard, Navy, and Air Force.
For days, media outlets around the world provided constant updates, and many Americans hoped for a miracle.
However, the Kennedy family's history of tragedy cast a heavy shadow of the situation, with reports of the Kennedy curse spreading to the younger.
generations growing constant. And in many ways, they weren't wrong. For the worst possible news
came on July 21, 1999, when the wreckage of the plane was discovered on the ocean floor,
about 13 kilometres off the coast of Martha's Vineyard. There were no survivors. With the bodies
of John, Carolyn and Lauren, later recovered by Navy divers along with their possessions and the plane,
An investigation was then led by the National Transportation Safety Board, concluding that the probable cause of the crash was pilot error due to spatial disorientation.
This basically occurs when the pilot loses the ability to correctly perceive the aircraft's position and movement, particularly in low visibility conditions.
The report also found that John Jr. was not certified for instrument-only flying, meaning he relied primarily on visual cues rather than instruments to navigate.
The tragedy shocked the nation and led to widespread mourning not just for John, but for the Bessette sisters,
whose bond and young lives became entangled in the Kennedy dynasty.
Again, prompting the question, what if?
A private memorial service was held and their ashes was scattered at sea from a U.S. Navy ship
in keeping with the Kennedy family's connection to the ocean.
On JFK Jr. and Carolyn Bessette's crash, Steve Gillen described his friend
actions as reckless, stating, there's no such thing as a Kennedy curse. They simply take risks
that most other people would not take. He was reckless. He was reckless his whole life.
I mean, even at the time of the crash, John was wearing a cast on his left ankle due to a
power gliding accident. He was constantly taking risks and doing the next daring thing,
and it's not hard to see why, guys. In the shadow of a man who was described as a king,
heir to a throne of prosperity and the last real hope of America,
the pressure of that for John Jr. is so intense.
So he had to do something different and grand to stand out.
And that is the real candy cursed.
Denastic pressure, creating a mounting need to reinvent, to be greater, to outdo,
to survive as your own person, from royalty to industrial or political,
dynasty, we see it time and time again. Still today, JFK Jr. and Carolyn Bissette are remembered
as one of the last members of the American dynastic golden age, where families like the
Vanderbilt's, Rockefellers, Morgans and Kennedys meant something amidst an era that wasn't so long
ago, but seems so different from today's faction media landscape. Carolyn herself remembered
for her style and dynamic live, John for his cultural significance and again that sense of
unrealized potential, both of them shaped by romance and tragedy, as one of the last pre-digital
celebrity couples which represented a moment where politics, fashion, and celebrity intersected
in a unique way. Or, in the famous words of Jack Schlossberg's dad, what happens when you combine
politics and fashion, you get passion. And that brings us, guys, to the end of another episode
of Hot History. Thank you so much for full
following along with me on this episode, there was so much to cover. I could not cover everything.
We'd be here for like a week. I am going to cover more and kind of do a bit of an analysis,
like I said in my full review of love story next week, looking at its treatments of both Carolyn
and John. You can then tune in for our normal episodes next Friday where we are going to chat
about the 1903 Romanov Winter Ball described as the last great Royal Ball of Europe.
And if you think the Met Gala is wild, guys, then you best hold on to your house.
hats and horses, because this ball was the beginning of the end for the Romanoff family.
As always, guys, if you're looking for some more Hot History, then you can follow us on Instagram
at Hot History Club and on TikTok at hot.history. It has been a pleasure getting down and
dirty in time with you, as always, guys, and I will speak to you all next Friday. Thanks,
guys. Love you. Bye.
