Kate Winslet Finally Opens Up About Relationship With Leonardo DiCaprio

Jack and Rose Forever

“Do you trust me?” “I trust you.” That moment atop of the hull of Titanic had fans hoping and praying that Jack and Rose would be together forever, in real life. For years, onlookers wondered if they were or weren’t together. Would Kate and Leo’s heart’s go on?

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Love At First Sight

It started in 1997, British 21-year-old Kate Winslet was introduced to heartthrob 22-year-old American Leonardo DiCaprio. They were signed up to play leading lovers Jack and Rose in James Cameron’s Titanic. Their chemistry on and off screen was evident to all those around them but it was their friendship which seemed to develop, rather than a romance. Nevertheless, both Kate and Leo couldn’t imagine that Titanic would propel them to superstardom as the stars in the second highest grossing film of all time.

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Asking Questions

When Titanic went to screens, both Winslet and DiCaprio were inundated with questions surrounding their relationship and what they considered their bond to be. When Leo was asked about their chemistry by Entertainment Tonight, he replied “She’s such a terrific person in general that our chemistry naturally happened on screen. We just like each other as people. As far as doing a love scene, though, we laughed about it a lot.” People were not convinced about his coy response.

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Just Friends

In an interview with Winslet in 1998, she admitted she really wanted Leo to play the part of Jack. She also candidly said she worried “What if I really fancy him? I thought that I was going to because he’s gorgeous, but no, it was never a part of it.” She went onto describe their relationship saying, “The closeness and the strength of a friendship that we had is something that a lot of my female friends envy, but to me he’s just silly old Leo.”

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Getting The Details

In 2004, Leo went on The Oprah Winfrey Show and the talk show host couldn’t resist stirring the pot with the Kate relationship rumors. However, Leo kept his cool and replied in the most platonic way he could, explaining, “In a lot of ways, Kate and I have really grown up in this industry together; we’ve been a support mechanism for each other for such a long period of time. We’ve been there for each other and helped guide each other.” But then came the confession.

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Kissing Kate

Oprah Winfrey is never one to shy away from the awkward question and went right into it with Leo. She appointed an audience member to ask him “Who was your favorite leading lady kiss?” After some laughing, ooh’s and aah’s from the audience, Leo was put on the spot but replied “Oh boy, there’s going to be some mad actresses … I’m just going to go with Kate Winslet, good old classic.” However, Oprah’s next actions were as if she already knew Leo was going to say Kate.

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Gushing Over Leo

Immediately after Leo made his confession about Kate, Oprah cut to a video of Kate speaking equally loving about her Titanic co-star. Winslet said, “Leo and I always had a laugh together. We always got on incredibly well … He’s so lovely and down-to-earth and normal and so good at what he does … It was a real brother, sister thing. We were very, very close and really stuck together.” Leo was applauding Kate’s response and sweetly stated “That’s my girl.”

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Equal Success

Despite Titanic being the movie which brought them together, making Kate and Leo the most in-demand actress and actor in Hollywood, their careers and lives seemed to be moving side by side. In 2007, both Kate and Leo had incredibly successful award seasons, being nominated for many notable honors. Specifically, Kate’s acting in Little Children earned her an Oscar nod for Best Actress, while Leo gained Best Actor Oscar nominations for The Departed and Blood Diamond.

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Looking After Each Other

The tough conditions during the shooting of Titanic led Kate and Leo to naturally look after one another. As it turned out, Winslet was the only actor on set to film the movie without wearing a wetsuit to keep her warm, leading Leo to help her battle the freeze. The actress promised, “We know each other in a very unique way, I think, because of the experience we both had on that film and having to take care of one another.”

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Party Partners

Even though Kate and Leo did not win their individual categories for their nominated movies, they still had much to celebrate as The Departed sweeped the Oscar for Best Picture. Kate was of course going to be by Leo’s side in celebrating the win, despite not winning herself. The two were pictured celebrating at the annual Vanity Fair Oscar after party, looking very close to one another, drinks in hand and a little inebriated. But many were wondering when they were going to work together again.

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Back Together

It was in 2008 that many people’s wishes were answered and Kate and Leo were reunited. Exactly 10 years after they starred opposite each other as lovers on the Titanic, the friendly duo came back together to film Revolutionary Road. It was no surprise that Kate and Leo worked seamlessly together due to their friendship and background of working together. However, to make things different this time, Kate was married to the director of the movie Sam Mendes and people wondered if this would alter their relationship?

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Family Love

In fact, Kate said that her then-husband was proud of his wife’s relationship with Leo, which predated his marriage. In addition, Kate said of working with Leo again, “We’re really lucky to have each other, because we’ve known each other for such a long time; we were really excited about how far we could go emotionally. And knowing that we have a certain trust level, there are no boundaries; we could keep pushing it and pushing it, and that was a real luxury to have that.”

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Best Friend Banter

During the press tour for Revolutionary Road, many people could see the close nature of Leo and Kate through their funny moments. When asked how they’ve changed since Titanic, Winslet jokingly responded, “Well, I think I can speak for both of us: we have a lot more wrinkles. Don’t we, darling? I’m proud of him, though. I can’t say that you’re taller, because you were always tall. He’s a man now; look at him — he’s just bigger. Physically you aren’t that different; you’re just less puny.”

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Speaking Highly

Despite Kate joking around with Leo, his response to the question was rather different. He said “She’s still as beautiful and radiant as the day I met her. She is the consummate professional; she keeps pushing herself to an emotional truth when she’s working. That’s why I keep saying she’s the best.”  Leo also stated how much he loved working with Kate, explaining, “It’s great to work with one of your best friends, it really is. I’ll always be looking to work with her again.”

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Jack And Rose Give Back

In 2009, Winslet and DiCaprio were approached by a charity to help 97-year-old Millvina Dean, a survivor of the Titanic at just nine-weeks-old. Dean needed money to pay for the $5,000-a-month care that she required so a charity initiative was founded in her name. Upon hearing about the charity, Kate and Leo jumped at the chance to help out and donated $30,000 to Millvina’s cause. It seemed that the empathy they felt for the passengers of the Titanic would live with them forever.

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Working Together Again

It was no surprise that having Leo and Kate, back together starring in a movie would reap great rewards. Their film Revolutionary Road earned them a plethora of awards including a Golden Globe Award for Best Actor, Motion Picture Drama nomination and a Golden Globe Award for Best Actress. In addition, the romantic drama was nominated for an additional three Golden Globes, four BAFTAs and three Academy Awards. Kate and Leo were an untouchable team.

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Giving Thanks

When Kate won her Golden Globe, she thanked a number of people in her acceptance speech, but left the best for last. Kate was of course going to mention her co-star for all that he had done for her but many were in awe of her comments about her longtime friend. She said, “Leo, I’m so happy I can stand here and tell you how much I love you and how much I’ve loved you for 13 years. I love you with all my heart, I really do.”

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Returning The Love

As Kate stood on stage and gushed about Leo in her acceptance speech, the cameras quickly panned over to DiCaprio, who appeared to blow kisses in the direction of his winning co-star. The adorable correspondence between them made sense, given their background and the nature of their close bond. It wasn’t till after the awards ceremony had finished that Kate realized all of the commotion over her speech and jokingly told reporters she forgot that her speech would also be analyzed!

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Just Old Friends

Kate’s speech was the topic of conversation for a while and the media did not believe that the two were just friends. When speaking to talk show host David Letterman about her speech, Kate said, “Leo and I have known each other for a fairly long time; it makes us feel so old. It is scary that it’s actually been that long.” Following Kate’s speech in 2008, appearances in public with Leo were rare, and Winslet kept to herself as she went through a divorce in 2011.

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The Stars Align?

With Kate’s divorce to director Sam Mendes going through in 2011, the media attention quickly turned to Leo and questions started arising whether Kate’s longtime friend had played a part in the split. Winslet dealt with the break up privately and never commented on the Leo rumors. However, she did break her silence and said “We’re grown-ups at the end of the day, and however hard it’s been for me, it’s been equally hard for him.”

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Down The Aisle

It seemed that everyone hoped and dreamt that Leo and Kate would finally get together, as Leo was living the bachelor life, and Kate was newly single. However, these hopes were dashed when Kate got into a new and serious relationship with Ned Rocknroll. But this relationship didn’t harm the bond of Kate and Leo and she gave him a special honor at her wedding. Leo was given the task of walking Kate down the aisle and giving her away. So adorable.

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Uncle Leo

There was one aspect of Kate and Leo’s relationship which made their fans somewhat understand that they might just be best friends and as close as if they were siblings. It was reported that Kate’s three children Mia Honey Threapleton, Bear Blaze Winslet and Joe Alfie Winslet Mendes refer to Leo as ‘Uncle Leo.’ While Kate’s three children all come from different marriages, it was said that Leo acted as a father figure to them when Kate’s marriages fell apart.

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Bachelor Life

When the topic of Kate’s wedding came up in an interview with Leo, he said “Kate is a great believer in marriage, I admire her for the way she is able to conduct her personal life, which is so hard – sometimes impossible – in this business.” But his comments were rather revealing, being the eligible bachelor that he is, Leo would often go through many different relationships with models, forgoing the decision to settle down. Perhaps this played a part in why Leo and Kate weren’t together?

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No One Matches Kate

When Leo’s relationship with Victoria Secret model Erin Heatherton came to an end, many wondered if Leo would go onto another model or if he would come to terms with his feelings for Kate. As the speculation got out of control, sources began claiming that Leo ended his relationships with models because he could never connect to them on an intellectual level. The only person he supposedly had this desired connection with was Kate.

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Learning From Leo

Not only did Kate consider Leo one of her best friends, she also explained how she had learned so much from his attitude in the industry. She said of his demeanor, “It’s genuinely not caring what people think because he will not allow other people’s judgments to have any kind of impact on his life and who he is. and I have really admired that so much in him.” In later years, Kate also developed a similar strong-willed, level-headed attitude.

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Leo Comes First

In 2014, Kate had starred in science fiction action film Divergent alongside the handsome, newcomer Theo James. The hype around the young star was similar to that of Leo’s when he appeared in Titanic at 22-years-old which of course led to comparisons between the two. At the premiere of the film, Kate weighed in on the debate and was asked to chose one of them. Without hesitation, she quipped “Leo is the love of my life, how could you possibly even ask me that question?”

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No matter what award show or red carpet either Kate or Leo attended, the other person always seemed to crop up in interviews. This was no different at the 2016 Golden Globes, in an interview with Entertainment Tonight, Leo smiled as he said of Kate “She’s my favorite actress in the industry.” Leo went on to reveal “She’s actually hanging out with me tonight. We’re gonna go to the after parties together. We’re going to have a great time.” They had much to celebrate…

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Winner Winner

The 2016 Golden Globes was incredibly successful for both Kate and Leo. Leo picked up the Best Actor in a Drama award for The Revenant while his former Titanic co-star Kate won the Best Supporting Actress for Jobs. While inside the venue, the cameras picked up on a heartwarming embrace and catch up between the two winners. As much as everyone was excited for their big win, the not so private moment between them was the part which had hearts fluttering.

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Movie Empathy

In 2017, Kate was filming The Mountain Between Us and the arctic set of the film set was something that Leo had already experienced, having starred in the award winning The Revenant. Winslet said they “did speak before filming and he did sort of say to me, “Oh my god, you are crazy. It’s going to be freezing cold. Do you honestly know what you are setting yourself up for?” Kate admitted her and Leo would communicate through emojis and pictures of her in the snow.

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Bafta Buddies

As the 2016 awards season rolled on, Kate and Leo’s successful movies resulted in them following each other on the red carpet circuit. It seemed as if every media interview wanted to know more about Kate and Leo’s relationship and Winslet went ahead and declared Leo “her closest friend in the world,” a statement that she had made time and time again. DiCaprio couldn’t help but return the favor, creating a collective “aww” when he labeled Kate his “homegirl.”

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Number One Fan

Following both of their film shoots, Kate and Leo were reunited on the red carpet during awards season. Both of them were tipped to win big, having been nominated for a plethora of awards. At the Screen Actors Guild awards in 2016, camera flashed as Leo and Kate couldn’t contain their laughter at the prestigious event. In one of Kate’s interviews, her attention turned to her best friend and she said, “I’ve been so focused on Leo and him winning everything and being so excited for him.”

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Sixth Time Lucky?

Kate and Leo’s careers had both been equally successful but there was one very important award that Leo had missed out on, time after time. After five unsuccessful Oscar nominations, many believed that 2016 was his year after displaying an outstanding performance in The Revenant. No one was more hopeful that Leo would finally get the Oscar that he deserved that his best friend, Kate Winslet. Leo and Kate rocked up to the red carpet together and stood side by side as cameras flashed.

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And The Winner Is…

While many actors decided to boycott the 2016 Oscars due to the lack of diversity in nomination picks, Kate decided not and said “I feel very strongly that it may possibly be Leo’s year. And he is my closest friend in the world, and I just couldn’t imagine not being there to support him.” It was lucky that she didn’t because when it came to Best Actor, Leonardo DiCaprio won. Upon the announcement, Kate cried as Leo went to accept his Oscar.

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Vacation Buddies

In the summer of 2017, photos emerged of Kate and Leo on vacation together in Saint-Tropez, France, getting close by the pool. When the images were released, rumors of a romance were reignited, with fans still clinging on to the hope that the longtime friends would get together. Kate and Leo had shot down any talk of a relationship more times than they could count but the vacation pictures sent the rumor mill into overdrive once again. Kate had to speak out once and for all.

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Strictly Business

The Internet went mad when the pictures of Kate and Leo’s supposed romantic getaway to Saint-Tropez were published. However, the trip was not all as it seemed and when quizzed on the intentions of the vacation, Kate exclaimed “We weren’t on vacation at all!” She added, “Leo did his annual fundraiser for the Leonardo DiCaprio Foundation. He and I went together and we auctioned off ‘dinner with Jack and Rose’ and actually raised $1.35 million. It was extraordinary.”

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Supporting The Romance

Kate recognized people’s interest and encouragement of her relationship with Leo. She stated, “People are always so excited to see Leo and myself in the same space, which you know at the end of the day that is so lovely, isn’t it.” Rather than getting frustrated with the constant barrage and rumors of them getting together, she took it in her stride adding, “It’s been 20 years and people still get such a kick out of it.”

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The Reality

Following the release of the vacation pictures, Kate decided to set the record straight about their relationship. She said “I think the reason that friendship works is because there was never any romantic thing.” She further admitted “We’re very, very close and sometimes we do quote the odd Titanic line back and forth to each other, because only we can, and we find it really funny.” Kate might have denied a relationship, but fans loved her Titanic confession.

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Just Best Friends

Kate finally said how she recognizes that people are disappointed when they find out that her and Leo didn’t have an intense, passionate romance, following on from their chemistry in the movie. She expressed that Leo “always saw me as one of the boys; I’ve never really been a girly-girl. We needed each other to lean on because we were very young and working all kinds of crazy bloody hours and it was a shock to the system.” Nevertheless, their close bond will never be broken.

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