A former mistress of John F. Kennedy Jr. must need cash, because she’s blabbing to the National Enquirer about their years-long passionate affair. She’s also writing a tell-all memoir about their relationship. While the details are totally juicy, at the end of day, the guy and his wife have been dead ten years. Do we need to know this? No, of course not. But it still makes for a good read.
More than a decade after the tragic death of John F. Kennedy Jr., his secret mistress is ripping the lid off their passionate love affair – and revealing for the first time how the Prince of Camelot cheated on his wife Carolyn!
“John told me he was considering divorce and was seeing a marriage counselor,” beautiful blond Sybill Hill, now 44, told the Enquirer in a bombshell world-exclusive interview.
“He said he felt guilty for what he had done. We both knew it was wrong, but we couldn’t help ourselves.”
The love story between Sybill and the married son of President John F. Kennedy started in 1991 – and lasted until he perished in the July 16, 1999 plane crash that also claimed the lives of his wife and her sister Lauren Bessette.
The Enquirer first identified Sybill as the woman John cheated with during his failing marriage in our Jan. 18, 2000 issue.
At the time, Sybill – a single mom and a successful artist in Aspen, Colo. – would only tell the Enquirer: “John was very unhappy in his marriage.”
But now she confirms that she was the woman John turned to for comfort as his marriage crumbled. And in an amazingly candid interview, Sybill tells the Enquirer how a chance meeting in Manhattan led to years of secret dates and sizzling sex.
“I met John Kennedy on Jan. 6, 1991, at the Moondance Diner on 6th Avenue,” she recalled.
“I walked in with a boyfriend when a gorgeous-looking man in a baseball cap pointed out a vacant table. I remember thinking ‘He looks just like John Kennedy Jr.!’ We were across the restaurant but we couldn’t stop staring at each other.
“When my date went to the bathroom, I went up to him and we chatted. Before my date came back, John wrote something on a piece of paper and handed it to me. He blushed when the waitress told him, ‘That’s your check, I need that.’ He found another piece of paper, wrote ‘John’ on it and a phone number.”
A week later, Sybill, a willowy look-a-like for Kennedy’s wife – called him.
…”He tried to take me to out-of-the-way places for our dates, but once we went to a club in Harlem where everyone wanted to buy him a drink and take a picture with him.”
Sybill even met John’s fiercely protective big sister, Caroline.
“John invited me to join him at a restaurant for a family dinner for his cousin Bobby Shriver,” recalled Sybill, who is writing a book titled “White Horses” that will include details about the couple’s love affair.
“I sat next to Caroline, but she wasn’t very friendly, giving me a very cold look. It was obvious she was wondering if this girl was good enough for her little brother.”
After a month of dating, the two went to bed together for the first time.
“The sex was breathtakingly wonderful,” Sybill recalled. “But I was surprised that John didn’t seem used to the kind of wild sex that I enjoyed. He loved that about me. He’d say, ‘You’re so uninhibited, so adventurous.'”
“I remember the first time I woke up in his bed, looking at photographs of his parents, President Kennedy and his wife Jackie. It was so surreal.
“John liked to paint, and our painting sessions often turned into sex sessions. Once, I was pleasuring him as he did a finger painting. I still have the painting.
Sybill also reveals that Kennedy never used protection during sex.
“That was fine with me,” she divulged. “I would have loved to have had John’s baby. But it never happened.”
…After the news broke that he was considering marrying Carolyn Bessette, a publicist for Calvin Klein, Kennedy dropped by to see her, Sybill said.
“We made love, but I could see he was conflicted. I put my hand over John’s heart and said, ‘You have to follow your heart.’ He dropped his head and said simply, ‘I’m sorry.’ I knew he was leaving me for Carolyn,” she said.
Devastated by Kennedy’s marriage, Sybill moved to Colorado, but the two stayed in touch.
“I’d phone John’s office and he’d take my call,” she said. “I sent him a note congratulating him on his magazine ‘George’ and telling him I was managing a boutique in Aspen called Manrico Cashmere.”
Sybill began hearing rumors that the Kennedy marriage was in trouble, but but says she didn’t believe them until Kennedy called her at work and said he’d be in Aspen in February 1998.
“John told me, ‘I’m coming to a bachelor party at the Caribou Club and I have to see you,” she recalled.
The Enquirer confirmed with employees at the Caribou Club that Kennedy was there in early Februrary 1998 for a bachelor party. Aspen Club employees also confirmed that had a massage in early February and told a masseuse he was in town without his wife.
On Feb. 7, the night of the bachelor party, Kennedy called and asked her to pick him up, Sybill said.
“He was sneaking out of the party early,” she recalled. “At 9:30 p.m., I picked him up in an alley next to the club.”
Her then-boyfriend was in Tahiti, and she was staying in his two-story rustic home looking after his dog, so she took John there, Sybill said.
“I lit a fire in the fireplace. We started out on the couch, then moved down to an Oriental rug on the floor, and ended up upstairs in the bedroom,” she recalled. “I teased him, ‘Are you like a sailor with a girl in every port?’ John gazed into my eyes and said, ‘No, Sybill, you’re the only one.'”
“But he obviously felt guilty. He told me about his problems with Carolyn and said they’d been seeing a marriage counselor. He said he was considering divorce but still wanted to save the marriage. But then he startled me by asking, ‘What do you think you’ll be doing in two years?’ I took it to mean that he might be free in two years and was asking if I’d still be available. I told him, ‘I’ve never stopped loving you, and I’ll love you forever.’
“He begged me not to tell anyone about our night, saying, ‘Don’t even tell your twin sister.’ At 3 a.m., I drove him back to his rental car outside the Caribou Club. As he drove away, he gave me the peace sign. It was the last time I ever saw him.”
[From The National Enquirer print version, July 12, 2010]
I don’t find any of this to be all that shocking. The name “Kennedy” is pretty much synonymous with “man who cheats on his wife” at this point, isn’t it? John Jr. grew up in a family where the husbands all had something on the side. I guess what’s really surprising is that it was only one woman, and not a half dozen or so. I just don’t understand why this woman felt the need to spill a story that’s over a decade old- and there is no way for anyone to refute her claims because John and his wife are dead. It seems like a lame, fame-whorish move to me.
Header: Archive photo of JFK Jr. courtesy of WENN.
I always wondered why he married Carolyn Bessette; she seemed like such a cold fish….guess it was kind of a family tradition to marry the pretty, well connected one and sleep with the one you’de rather have. weird.
Apparently she was a desperate bitch, red nosed from coke and demanding. A pal told me how she saw Carolyn one day screaming at John in Central Park and he was sitting on the kerb crying. Sad bitch.
OMG that guy was sooooo good looking.
Some things are just best not said allowed. Does anyone have any class anymore or is everyone willing to do whatever for the old mighty dollar? Maybe someone should tell these people that money’s not worth what it use to be.
He was too dreamy for words! *sigh*
I love the picture of him and the dog, kind of sad though. :-/
Bonnie, I don’t think people know what true class, I they think it’s money ie. Housewives on Bravo.
may be old news…may be fame-whorish…but it’s still hot.
What’s with the inconsistent timeline? According to the post, he died in 1991 but was in Aspen in 1998?
he was by far the hottest Kennedy man
Can’t anyone just keep anything to themselves any more? Is there no such thing as a secret private pleasure/memory these days? Everyone’s trying to cash in on stuff that people would have tried to keep under wraps in the past. Everyone suddenly sees their sex lives/affairs as a ticket to fame and money. Sad, really.
He was a looker. Best looking of the Kennedy offspring…
THIS WOMAN IS VERY OBVIOUSLY A FAME-SEEKING LIAR!
How could he have been in Aspen in 1998 if he died July 16, 1991 in a plane crash?? She talks to ghosts?? Or perhaps it was a JFK Jr. look-a-like she was seeing?
And how did they have years of great sex if they met in Jan 1991 and he died in July 1991? That is 7 months honey! What calendar does she use?!?!
This whole story doesn’t add up so I’m calling BS on it. Maybe her book is going to be a work of fiction?!
Like his father before him, JFK Jr. had everything but time. So sad that he died so young and before he met his true potential. A class act all the way. they don’t make them like this anymore.
Meh.
No. It’s a typo. He died July 16, 1999.
Handsome and wealthy but Class? Any man who keeps a mistress on the side is a misogynist. You people are so synthetic.
I fixed that error, MSat typed all this in from the print edition of the magazine. JFK Jr. died in 1999.
I always wondered why he married Carolyn Bissette. No offense to her memory, but he seemed happier and more suited to Daryl Hannah. I thought he should’ve married her, but the tabs claimed Jackie said DH wasn’t suitable for her son.
JFK, Jr died in 1999, not 1991.
Typo he died Friday july 16, 1999. I remember because I was supposed to join friends in Martha’s Vineyard. The weather was iffy and I was very tired so I canceled and stayed home.
Remember staying tuned to CNN. Also the night I took my pg test and realized I was approx 2 wks pregnant.
i think the quote read:
“The love story between Sybill and the married son of President John F. Kennedy started in 1991 – and lasted until he perished in the July 16, 1999 plane crash that also claimed the lives of his wife and her sister Lauren Bessette.”
which would make their affair roughly 8 years.
i was very young when he died, but i still remember it. if he had died in 1991, i would have bee 5 years old and definitely would not have remebered or cared (or understood death). i do remember it though cause i knoew he was pretty prestigious and my mom kept saying “BUT HE WAS SO GORGEOUSSSSS”. hahaha
He. Was. Magnificent.
i wouldnt say “class act all the way” describes a cheater. hot and elegant-looking, though, for sure.
There will never be another like him..
“I was pleasuring him while he did a finger painting.”
A finger painting? Was he five when this all went down?
She is pathetic.
Yeah, he cheated, but hey…his wife was a SHREW!!! He seems like a sincere sort of guy. Sad that he, his wife and her sister all perished and seemed to be so unhappy (minus the sister) up until their deaths.
Nobody ever seems to say anything nice about his sister Caroline. Everyone says she’s cold.
Wow. Unnecessary to publish now but the girl’s gotta get paid. It’ll only hurt the Bessette family. I doubt it will surprise or register much with the Kennedys.
He was the type of man that made you horribly conflicted as you now understood why women cheat with married men. You can’t have all of him so you’ll take a small piece.
@ Katija – … aaaaand there went coffee out my nose! Thanks!
@16 Jacki o didn’t approve she was grooming him to be a politician
OK, I get it, cheating once still counts. But how is this a torrid, 9 year affair? They dated in 1991 – when he was unmarried (I guess he must have been dating his future wife, but whatever). He broke up with her, THEN got married. Then once, on a trip, in the middle of marital crisis of which his wife was most certainly aware (ie, they were in therapy and talking about divorce) he bangs her. Once. He cheated on his wife, ONCE. And not like, with Bombshell McGee – with an old flame he never really quite got over.
This is a sad comment on the woman selling the story and that’s about it. I really don’t see where it makes JFK Jr. like his father in terms of the Stepping Out on the Wife business.
Should I have people I date sign a confidentiality agreement?
Read the Vanity Fair article on thier marriage. His wife humiliated him constantly. It was toxic!
machiavelli: yes
So, I guess you’re all saying that Jesse James and all the other cheaters are just like JFK, Jr.? The Kennedys are a despicable family and JFK was one of the worst because he was doing it while he was our president. However, he didn’t kill anyone that we know of, unlike his brother. Old man Kennedy was a gangster back in the days and was heavily involved in cheating, lying, and bribary to get what he wanted. Not to mention smuggling booze across the border during prohibition. Yes, our royal family. My ass.
Irregardless of everything else, he is without a doubt one of the most handsome men I have ever seen. In a suit he is completely magnificent.
I love the celebitchy!
JFK Jr. was so conflicted. He really wanted to be an actor, but his mom said NO!
He really loved DH but his mom did not let that happen either.
So sad, and didn’t he flunk the bar three times?
Poor guy, but he was insanely beautiful.
MSat,
Thanks so much for this thread.
I adored this man.
yeah, i’m sure caroline was giving her the cold shoulder – she was probably thinking, “stay away from my brother, you fame seeking whore.”
@ Lulu: Did anyone say anything bad about his sister Caroline? I think you might be misinterpreting the comments about his wife, Carolyn, who many people did find cold. (May she RIP)
Yes, this is absolutely a lame, fame-whorish move. But it’s interesting, nonetheless. His death was such a senseless loss.
I can’t believe this woman, at 44 years old, would want people to read about her affair with a married man. Not only that, but it really wasn’t an “affair” because John only used her for sex when he wanted it and he went on to marry another woman his family deemed “suitable” for him. What kind of woman would want this kind of information published? I guess a really broke one!!! I feel sorry for her.
Insanely beautiful and a puppet to his mom. The kind of husband everybody wants **rolling eyes**
Wiley, a large majority of our presidents have cheated on their wives, be mad about them doing things that hurt the country like cutting taxes for the rich (which erased our budget surplus), repealing Glass-Steagal, allowing the media to consolidate, torturing people, spying on us, taking us into an un-needed war. Who gives a fuck if they cheat on their wives, it doesn’t effect you or me.
Environ it right. I don’t care who or how many women or men our Presidents sleep with as long as they do a good job running our country and taking care of us. I honestly think the press reports was too much info that hurts families and children just so they can get a story and then beat it to death.
http://www.sybilhill.com/
There is a picture of her in the bio section…
I think too many people forget he was a staunch backer of his serial rapist cousin, William Kennedy Smith. The bastard was even at JFK Jr.’s wedding so there were incredibly close.
Yeah, that’s not exactly “classy.”
He looks like young Bob Dylan in the photo with the dog.
god, he was GORGEOUS!
@lukie, thanks for the link. She is a dead ringer for Carolyn.
Oh, and her paintings are atrocious. No wonder she’s selling her story, I doubt she’s selling any artwork!
@TQB: Totally agree with you (again). Except that he hadn’t even met Carolyn in 1991. That must have still been the time of off/on with Hannah, quickie with Madonna on the side, etc.
Let her write her book. Besides the things you don’t offer for public consumption under the kiss and tell rules, she’s got nothing there.
Seems he was following the family tradition of cheating onhis wife =( There have always been rumors she cheated so maybe they deserved each other? But i wouldnt wish his or her death on any parents-tragic.
boy did he have a type – blondes. what made her think she was the only one? fame-whorish to sell the story now… I’m sure he was a typical Kennedy and did have the affair, but he’s dead now, and has been for a while. what’s the point?
i love how she “wanted to have John’s baby”… what makes you think the family would let you keep it?
JFK Jr. was so hot! I almost forgot how good looking he was, what a shame he died.
It breaks my heart to see pictures of him. He was so beautiful. I saw him once when I was in college (at Yale.) He spoke at a rally. He was down-to-earth, smart, and, unfortunately, a cheater. It’s just all sad on every level.
Why is it that women always believe married men whom they are sleeping with would never lie to THEM? When I was sleeping with a married man, I knew he was lying to me, just like he was lying to his wife. (and don’t bother condemning me. Yes, I am a dirty, dirty, homewrecking whore. Guilty.)
The saddest thing about this story is that one of the commenters used “irregardless” as if it’s a real word. I may sob myself to sleep tonight.
Yes, our royal family. My ass
You should read up on European royalty they had lying, cheating, and murder that would put the Kennedys to shame
droooooooooolllll
Every now and then I’m reminded of JFK Jr, you tend to forget these people but wow back in the day he was sooo hot!
I honestly don’t think his marriage to Carolyn was going to last anyway. Their relationship was very high-maintenance and had problems right from the beginning. I think JFK Jr. married because he thought he had to, that it was “time”, but I don’t think this marriage was actually going to have any staying power.
To #10: The Truth Fairy
I’m not defending this slag in any way, shape or form. But JFK Jr (Carolyn and her sister Lauren) died in the plane crash on July 16th, 1999 – not 1991. Kennedy married Carolyn on September 21st, 1996. They were married for around three years – not long at all. Sad that they didn’t seem to be very happy with each other for very long, and I believe Carolyn was a beautiful but troubled woman.
To #48 – This Sybill Hill is NOT a dead ringer for Carolyn, at ALL! She has thin lips and is not pretty at all, whereas Carolyn was beautiful. The only thing they have in common is striking blue eyes and light hair.
#51 – I know what you mean, LOL! The use of the ‘word’ “irregardless” is like fingernails on a chalk board to me, LOL! … Another pet peeve word for me is “orientated”! AAHHHHHH! LOL! …
What ever happened to Rest in Peace?
he does not need to tell the whole world his personel buisness like that its desturbing
@Tania: You probably already know this, but ‘irregardless’ has it’s own Webster’s definition! I would say that that makes it a real word.
–adverb Nonstandard .
regardless.
Use irregardless in a Sentence
See images of irregardless
Search irregardless on the Web
Origin:
1910–15; ir-2 (prob. after irrespective ) + regardless
—Can be confused: irregardless, regardless (see usage note at this entry ).
—Usage note
Irregardless is considered nonstandard because of the two negative elements ir- and -less. It was probably formed on the analogy of such words as irrespective, irrelevant, and irreparable. Those who use it, including on occasion educated speakers, may do so from a desire to add emphasis. Irregardless first appeared in the early 20th century and was perhaps popularized by its use in a comic radio program of the 1930s.
I checked out this idiot woman’s website and I really can’t see where such a fruitcake (read some of her ramblings) could capture the heart of JFK Jr. I absolutely looooved this guy and read everything about him. He didn’t hang with superficial flakes. Even tho Darryl Hannah could be considered a flake, she has integrity. This woman is unlike all his friends and former girlfriends (who have all stayed silent).
Lukie, thanks for the link.
Why get married if you are going to end up cheating on your wife? He knew what kind of woman Carolyn was before he married her. I don’t buy that excuse. In the end, he was a Kennedy, through and through. They never knew the concept of fidelity.
Sounds like the aptly named Sybill had strict morals, too. I’d bet, as a Kennedy male, JFK Jr. was cheating all over the place–not just, as she would believe, with her.
My favorite part of the story is how she hit on John-John while her date was in the bathroom! Classy chick.
Well, apparently the fruit didn’t fall very far from the tree. JFK’s mistresses used to say the same about him.
Check your facts, he died on July 16, 1999, while flying to a family gathering in Mass with a broken leg. The last thing he purchased at the NJ airport was bananas and water.
From all that I have read about Carolyn Bessette Kennedy she was a very lovely women who was very smart with a razor sharp wit. I don’t believe any of the “marital problems” crap because it has always come after their deaths by people who didn’t know them. Family members who were very close to them have always said that they were an adoring couple. It has been said that she was having problems with all the media attention but then which of us would not. She was a private individual and then she couldn’t move without a camera stuck in her face.
Let these people rest in peace. Did he screw around on his wife? maybe but in the end does it really matter? No. It was a sad tragic loss and unfortunately it was JFK Jr fault. He was reckless with the lives of his wife and his sister in law and for that they are all lost.
If you believe he cheated then why would u believe they had marital problems, cheating is the first sign of an unhappy marriage
Wiley: you forgot rapist.
Yes he was handsome! Unbelievebly. Everybody wants someone on the side, it happens and gorgeous the way he was and a “Kennedy” he got lots. I was named after his mom though, but she was a golddigger.
I’m with MSat on this one. This woman’s gallery or art or whatever business must not be doing so well if she’s now selling her story.
If I had had an affair with a famous man, I can’t imagine selling the story. I’d want to savor the memories privately.
I agree that this story reflects poorly on Sybil Hill, but it’s fascinating to me because I had no idea that Carolyn and John’s marriage was troubled. (I guess I was living under a rock.) Thanks to all the posters who provided additional tidbits and links. Made for some interesting reading.
@Crash2GO2, thanks for saving me the trouble of defending “irregardless” as a real word. I personally hate it and was astounded to learn a few years ago that it has been legitimized by the dictionary for quite some time now. Maybe if everyone ignores it it will fade into oblivion and we’ll never again have to acknowledge it’s awkward and redundant existence. Dunno, but I hope that works for Spencer Pratt.
CLove/Tania: “Irregardless” is most definitely a word. It never ceases to amaze me how many wannabe wordsmiths make asses of themselves on these blogs because they’re too self-important to consult a dictionary. Pathetic.
Where is her proof? No one to dispute this after the fact she can say anything she wants now.
Whether she’s telling the truth or not, when did announcing to all and sundry that you are a homewrecking slut become a good idea?
“My favorite part of the story is how she hit on John-John while her date was in the bathroom! Classy chick.”
Dude, I’d have hit on John at my date’s funeral.
she is not a dead ringer for caroline, who was gorgeous.
she is bizarre and so full of herself,and possibly mentally ill.
Her art is so strange.
I’m all for eccentric, but, really, this is just bizarre.
I have no idea if she ever dated JFk JR, but if she did, the story reads like she met and was w/him YEARS before he married caroline, and then only had one night togehter-that’s not really the same as a ‘mistress’,IMO. More like an old flame he went back to while struggling with his marriage.
I”m sure his marriage was ‘arranged’, like most high society marriages.
Who says the USA doesn’t have a caste system?
Anyway, Sybil is I think a little off her rocker.
Yea, and not only did she hit on him while on a date, she took him back to her boyfriend’s house in aspen…wtf?
definitely not trustworthy partner material herself, is she? yea, i can see why john went with the arranged caroline contract. a bit safer.
JOURNALISM IS DEAD when they can’t even get the correct date of death of an iconic figure from an historic political family.
Is the economy so bad that editors are being fired and stories are just being put straight out there after being written, with no editoial review or fact checking?!?!
“He begged me not to tell anyone about our night, saying, ‘Don’t even tell your twin sister.’ At 3 a.m., I drove him back to his rental car outside the Caribou Club. As he drove away, he gave me the peace sign. It was the last time I ever saw him.”
__________________
Way to keep your promise, bitch.
he is so handsome, timeless, but a big pothead LOL
He definitely was a gorgeous man and it was very sad when he died, but he sure had a type didn’t he; plain to unusual looking, similar blondes.
I can definitely see a similarity between SH and his wife, definitely. Mind you I never thought that his wife was that good looking either. Didn’t JFK Jr also date Sarah Jessica Parker and Madonna? Yep, he definitely had a type.
“I’d have hit on John at my date’s funeral. ”
word.
Bastards killed him too.
He was going to go up for election, he would have won, no doubt. The Clintons and Bushes did what they do!
“I’d have hit on John at my date’s funeral. ”
me too
This story is so unbelievable i can’t understand how people choose to sell their stories about relationships with famous people after they have died and can’t defend themselves.
Whether this story is true or not, it’s very fame-whorish for this woman to do. And how convenient that she share this information after JFK jr. died and can no longer defend himself or disprove it.
shame on this woman- an artist eh? prolly a starving one and can’t sell a work so cashed on an affair of someone long gone. RIP John and Carolyn
Too many details? Hell, she didn’t even say how big his pecker was and you people are complaining about too many details. LOL. You are all a bunch of prudes! You know you secretly love it!
He was so gorgeous, just stunning, and from all accounts a down to earth, kind man. I miss him. How cruel for him to have had an even shorter life than his father.
And this Sybill Hill woman should just let him RIP.