Olivia Wilde & Harry Styles kissed on a yacht off the coast of Italy

Olivia Wilde attends the Vanity Fair Oscar Party at Wallis Annenberg Center for the Performing Arts...

Olivia Wilde joined Harry Styles in Italy last week, and they’re still vacationing in and around Tuscany. In recent days, Harry and Olivia have been on a yacht off the Monte Argentario region, and Page Six had the exclusive photos of them kissing on the boat and what have you.

Yeah, my two big takeaways: one, Harry keeps his trucker hat on when he’s kissing Olivia, which is so 2002; and two, Olivia’s bikini is not cute. I don’t mind a full-coverage bikini at all, but I kind of wonder if a one-piece with a vintage silhouette might have looked a lot cuter in the paparazzi photos. But whatever, I’m not trying to be stupidly nitpicky. Olivia and Harry are in love and on holiday, God bless. An added wrinkle though: apparently, Jason Sudeikis is unhappy about the photos or something?

Jason Sudekis is back at the Brooklyn home he shared with ex Olivia Wilde while she frolics with Harry Styles in Italy, sources tell Page Six. The former “Saturday Night Live” funnyman, 45, has returned to NYC after spending months in London filming the second season of his hit Apple + show “Ted Lasso.”

He’s preparing to go on the promo trail in the next few weeks, but we’re told that he’s staying in the home that he shared with Wilde before their split last October and is caring for their kids — son Otis, 7, and daughter Daisy, 4. The couple bought the property for $6.5 million in November 2014. And a source said: “Jason and Olivia take turns to care for the kids … Jason obviously knew that Olivia and Harry were going on vacation to Italy.

“He’s never going to be thrilled about seeing his ex-fiancée and the mother of his children wrapped around another man like that, but they’re trying to keep things civilized for their kids.”

Other sources have previously admitted that Sudekis remains “heartbroken” by the split with Wilde, though while in Brooklyn, Sudeikis did receive a visit from longtime friend Keeley Hazell.

[From Page Six]

I have zero clue what Jason and Olivia think they’re doing. Jason is clearly dating Keeley Hazell now – they’ve been dating for months and they’ve been pap’d together in New York several times in the past two weeks. And of course the kids are with Jason! That’s how joint custody works and they both seem like hands-on parents. I don’t get what’s happening here. Are we supposed to be like “Olivia is a bad mother, she left her kids in New York with her ex (who is obsessed with her) so she could run off and bang Harry Styles on a yacht”?? Because I think there are a lot of moms who wish they could do just that.

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91 Responses to “Olivia Wilde & Harry Styles kissed on a yacht off the coast of Italy”

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  1. Evenstar says:

    This is so staged it’s amazing.

    • Humbugged says:

      Less staged than Jason and the page 3 model ?

      • Evenstar says:

        I would say them being on a boat in the middle of the ocean and still being “found” by paparazzi is next level.

      • Humbugged says:

        Yes wandering round NY informing the paps where you are is sooooooo under the radar

      • Evenstar says:


        Girl, I don’t give a sh*t about Jason Sudeikis. This article is about this set of photos, not the ones you’re talking about. And they make both Harry and Olivia look ridiculous and utterly parched for attention. Have a nice day

      • Humbugged says:

        People went on holiday in Tuscany !!!! Shocker

      • Maria says:

        Nobody said they were shocked, lol.

        That said, I don’t really care about these two – I sort of find it distasteful just because they got together while she was his boss. I think she’s extremely pretty but overrated. But that’s about as far as my attention goes.
        I know nothing at all about Sudekis.

      • Humbugged says:

        He was also sleeping with somebody he worked with

      • Maria says:

        Ok? If that was a similar situation of power dynamics then it’s gross too. Like I said, I know nothing about him nor do I care, lol.

      • AlpineWitch says:

        Evenstar, the Tyrrhenian sea is not an ocean and it’s quite easy to spot people on yachts from the coast at Monte Argentario. I have no horse in any race but I am a native of Tuscany and what you said is simply untrue.

    • Zapp Brannigan says:

      All I got out of this is I too want to be on a boat off the coast of Italy, sipping a cold drink on a hot day with no f*cks to give. No boybanders need apply to join me, I am happy solo.

    • Humbugged says:

      It does as he is weeping and the bottom half is all about him while he sleeping with a Page 3 girl

  2. Snuffles says:

    I agree. That bikini is not only terrible it’s MATRONLY. Like was she trying to look like Harry’s mother?

    • I think it’s the high waisted thing being in style now. I broke down and bought a high waisted pair denim shorts that are chinched and has a matching belt.

    • Concern Fae says:

      C-section? Main reason why my friends wear the high top bikinis. Some people just hate one piece suits.

      • CHIMES@MIDNIGHT says:

        Is that still a thing with kids the age of Olivia’s? My C-section scar is literally under my pubic hair. I would need a really adventurous bikini to risk showing it off 🙂 🙂

    • Eleonora says:

      So, what?

      I thought swimwear exists to feel comfortable in/at the sea.
      Why do women always need to look fashionable even when we try to relax?


    Meh, I think it’s just the difference between knowing that your ex is with somebody new and every magazine having pictures of your ex kissing the new guy. It would bother me too, even if I had moved on. But, it’s not like Olivia or her team had anything to do with the pictures being taken and sold, right?

    • Cava24 says:

      Jason did at least two pap walks with Keeley last week and had a third pap outing in front of the house he and Olivia own in Brooklyn, just, you know, standing on the sidewalk for an extended period of time, as you do, in one of the quietest neighborhoods inBrooklyn where paps photograph literally no one. (The photos of Olivia flying out of JFK were already out). Jason and Olivia have both been papped a ton over the years when you consider they were never the sort of couple people frothed with interest about. NYC grocery stores don’t sell the weekly tabs at the register so it’s just online stuff he has to avoid, if he wants to.

      • Concern Fae says:

        If somebody is willing to buy the pictures, there will be someone willing to hang outside a house to take them. Not all paps are called.

  4. Cat C says:

    I never did understand her draw.

    I would find going to my old shared home to parent my kids, while the other is away, rather awkward and uncomfortable. I get wanting to give the kids consistency but I couldn’t do it.

    • Veronika says:

      Me neither.
      I mean, her acting is just OK. She’s beautiful, especially from certain angles.
      But her personality is meh & I find her wokeness to be inauthentic. She reminds me of Scarlett Johansson, who rambles out a lot of words to try to seem more intelligent & educated than she actually is.
      As for banging Harry Styles, get it girl. Why not?

      • Humbugged says:

        Her mother worked for 60 mins and ran for Congress ,her Dad edited Harpers ,her aunt in Laura Flanders ,she is related to the Waugh’s and ancestor set fire to The White House .Her grandad reported on the Spanish Civil War and fell out with Orwell as he was a Communist

      • Maria says:

        Those things can all be true and she can still be not very bright.
        Although I would consider her far better than ScarJo.

      • Humbugged says:

        She turned down Bard to go to sudy acting at Gaiety in Dublin .Her aunts and uncles are all journos and Chris Hitchens was her babysitter which in no suprise as to how much on the left she is
        In 2008, Wilde campaigned with actors Justin Long and her then-current House castmate Kal Penn in support for the Democratic Presidential nominee Barack Obama.Wilde was a supporter of the youth voter organization, 18 in ’08. She serves on their advisory council and appeared in a public service announcement that debuted June 30, 2008 which encouraged youth to vote at the 2008 election.

        She appeared in the MoveOn.org mock-PSA “supporting” the rights of the healthcare insurance industry. Wilde was praised by the Coalition of Immokalee Workers, a farmworkers’ union, for supporting the Fair Foods campaign.

        Wilde is one of the board of directors at Artists for Peace and Justice, which provides education and health services in Haiti, and the American Civil Liberties Union of Southern California. Wilde is a celebrity influencer/activist for RYOT, a Los Angeles-based media company.

        On June 30, 2015, she introduced Democratic Presidential candidate Hillary Clinton at a campaign event in New York City. Wilde starred in a PSA released on March 21, 2016, for World Down Syndrome Day, alongside 19-year-old AnnaRose from New Jersey who has Down Syndrome.

        Wilde is widely known as a feminist.In 2013, she appeared in a video clip for Gucci’s “Chime for Change” campaign that aims to raise awareness and funds of women’s issues in terms of education, health, and justice. She participated in the 2017 Women’s March in Washington, D.C. and the 2018 Women’s March in Los Angeles, California. She is a supporter of Planned Parenthood and Time’s Up. Wilde’s mother, Leslie, was the Democratic nominee for Virginia’s 5th congressional district in the 2018 U.S. midterm election. She lost to the Republican Denver Riggleman

      • Maria says:

        Are you her PR agent? I’m capable of reading Wikipedia, lol. Even Duchess Kate can be made to look like a heavyweight there. Appearing in a couple of PSA’s and introducing someone in a campaign event doesn’t offset what I said. And what does her mother’s Congressional campaign have to do with her?
        I’m not hugely impressed by the activist portion of her personality when an article about her on ACLU site starts with a description of her “teal-green eyes, her throaty voice and a comparison to screen idols of the golden age of Hollywood”. Unless I’m missing something and that’s standard? Does the UNHCR describe Angelina Jolie’s pillowy lips? Lol.

      • Pilar says:

        Being a product of nepotism and legacy doesn’t earn you brownie points anymore imo.
        I don’t have much of an opinion on her but I also don’t think she’s that impressive being that she clearly grew up super privileged based on what you said. Also one quick google search tells me that Wilde went to gaiety summer school which isn’t the same as attending their full time 3 year acting school it’s not particularly difficult to get in to and is an “introduction to acting” course for kids. It doesn’t make sense that she turned down Bard to go to summer school..

      • Humbugged says:

        She went to Gaiety for 2 years thats how long it lasts

      • Veronika says:

        Good grief, are you OK?
        I knew most of that stuff about Olivia “Wilde” Cockburn already & I still think she is meh. You don’t have to try so hard to convince me.

      • Cava24 says:

        The Gaiety’s own website says she was a summer school student-

        “Olivia Wilde trained at The Gaiety School of Acting Summer School as a Young Person. The daughter of Irish-American’s, her family returned to Ireland frequently and Olivia was given the opportunity to study her craft at the school while based in Dublin. She has spoken previously about the impact spending time at the Gaiety School has had on her career.”

        She got married when she was 19, no way could she have been there for three years.

      • Pilar says:

        @ humbugged
        Not according to gaiety.
        “Olivia Wilde trained at The Gaiety School of Acting Summer School as a Young Person”.


        Looks like someone inflated her acting training on wiki or wherever you found your info.

  5. EnormousCoat says:

    “while she frolics”. Wow. Why not just call her a loose woman? And he’s still doing the “heartbroken” schtick? Even while dating?
    I was quite close with the mother of one of my exes and she told me a story about meeting the other moms in his class and how taken aback they were by her not defining herself as his mom and only his mom. She introduced herself and talked about being a bicyclist and musician and her work because she said it is important to have an identity and life outside of being mom. This was 15 years ago and I’m grateful to her for imparting that wisdom. But we still see how we can slander women who are moms for not always being with their children. Why don’t we just put a scarlet S on her? Because that’s the tone of this article imo.

    • Darla says:



    • Kebbie says:

      Thank you. I liked Sudeikis but the way he’s trying to play both sides, running around town being papped with a model but also the heartbroken man who is just so forlorn that his wife left him…pick a lane. The coverage has been super misogynistic already and he seems to be leaning into it. I think Ted Lasso love is shading people’s opinions.

  6. Renee says:

    I have a lot of thoughts on that swimsuit and none of them are good. That suit is hideous!

  7. Pilar says:

    This looks staged AF. They even colour coordinated like bennifer 😂

  8. Princess Peach says:

    This whole thing has made both Jason and Olivia so unlikable to me.

    I just think wrt to Olivia if this were a male director dating a much younger actor in his film then everyone would rightly point out how unprofessional and predatory that is.

    And Jason doesn’t seem above trying to paint her as a bad mother for doing exactly what he is doing (having joint custody while dating a young hottie).

    • Cava24 says:

      Keeley is 34, Jason is 45 so their age gap is 11 years but you never hear about it in the same negative way. The age gap between Olivia and Harry is ten years. Also, Keeley was Jason’s employee on Ted Lasso – he’s a producer, and you never hear about that either. On a show like Ted Lasso, producers have more sway because they have different directors for different episodes.

      • Princess Peach says:

        Ok? I think you are conflating people knowing more about her and Harry because they are A listers and people caring more. Jason Sudeikis is a B lister and his gf is a Z lister.

        They’re both dirtbags then. Makes sense they were together so long.

      • Cava24 says:

        Most of the articles about Jason and Keeley list their ages, I am not sure how high profile the information about their ages or his role as the creator and producer of Ted Lasso has to be for people to pick up on the similarities between the two situations but noted on the dirtbag thing., Jason and Olivia seems to still be operating out of the same playbook.

  9. Lightpurple says:

    This implosive is going to be spectacular

  10. Wilma says:

    They seem to be working through their break up in a healthy way. Don’t understand why tabloids always look to stir stuff up.

    • Humbugged says:

      She did not ,he was the one phoning his location into the paps and then crying about how she has moved on

  11. Abby says:

    Eh, I don’t see anything scandalous about any of this. It seems pretty normal post-breakup behavior.

    I never really got the Harry Styles appeal (I don’t know how old he is…I think he’s younger than me? Olivia is older than me though!) but yesterday I finally watched his watermelon sugar video and I was like oh, ok. I can see it. He’s real cute.

    I say that and Ted lasso is my FAVORITE show. So I like jason too. I don’t have any opinions about Olivia. But I don’t see anything scandalous happening here.

    • Stephanie says:

      Harry’s 27. That’s because there is nothing scandalous. A couple on a vacation in Italy, shrug. They’ve been together around 7/8 months. So many celebrities have been papped in Italy with their partners, but Harry and Olivia are staged? lol

      • Abby says:

        OK yeah so he’s 10 years younger than me. I guess me and Olivia are both 37. That’s why I haven’t ever been swooning in the One Direction days, LOL. But he’s a grownup now so it’s fine! He’s handsome.

        Agreed. Celeb couple vacationing in Tuscany, on a yacht. Nothing to see here. 😀 I wish it was me!

      • Tiffany :) says:

        I agree, Stephanie. People get so outraged at Olivia for doing such non-outrageous things.

    • Christina says:

      Agreed, Abby. How they met makes me uncomfortable, but they clearly adore each other and are having a blast. Who wouldn’t want to be with a hot young rock star in Tuscany on a yacht?

      • LaurenMichelle says:

        They are both beautiful, and Harry is not a child. Jason cheated on Olivia for years, and she often looked sad. Harry is very talented and charismatic. Watch him perform on You Tube and you will understand. Olivia is kind of blah, or maybe I am missing something. Jason should stop shaming Olivia, when he has a reputation for being a huge douche. I do enjoy Jason’s acting though.

  12. Lola says:

    “ Because I think there are a lot of moms who wish they could do just that.” I’m not a mum but having been nowhere out of the U.K., indeed my little enclave, for over a year I find it funny that I’m like “ugh. Go away. Hate you”. Not because of who they are or what they did, just that they’re on freaking holiday in ITALY. Same goes for all peoples, celebrities or not! I’m bitter!

  13. HeatherC says:

    It’s the top of the bikini. It doesn’t work with the high waisted style of the bottom, even though they seem to be made as a set. The bottoms are high waisted and full coverage while the top seems to want to try and flash some underboob. I don’t know, maybe a more halter style would have worked, showing a hint of cleavage to offset the highwaist would be more flattering than underboob? I think halter straps would have worked better anyway.

    • Snuffles says:

      Bennifer/Jenny from the Block was my first thought! My next thought was, Olivia girl, you do NOT have the ass for that!

    • Darla says:

      I have a high waisted 2 piece and the top is halter, I really like it. Maybe you’re right. I don’t think she looks bad here though, but yeah, a halter would prob have looked better.

    • Cava24 says:

      Tightening or shortening the straps on the top might help too. I straps shortened by an inch and a half on a suit I liked but looked off on me and it made a world of difference, surprisingly.

    • ennie says:

      She has a really long torso with stronger legs, so this style (ehem!) of bikini might not be the best for showing off , but I bet it is comfortable.
      BTW his swimming shorts are IMO, ugly, but noone is criticizing him

      • HeatherC says:

        The only way to save those shorts are to burn them. She looks fine in the suit, no body shaming. Just questioning fashion choices with a (IMO) solution. If I looked like her I’d wear the sh!t out of even the ugliest ensemble because I could.

    • Thirtynine says:

      I think as a look the top and bottom of the bikini doesn’t work because the top flattens what little she has, and proportionally speaking all you can see is the great big bloomers with a tiny top that looks like a trainer bra. From all the plungeing evening gowns she wears, you can see her chest is bony with no cleavage, and a highwaisted bikini set needs to have that vintage styling to balance the look if you don’t have it yourself. I like highwaisted bathers though, and this one looks like fun for swimming in.

  14. SusanRagain says:

    OK, just saying if I had the chance to kiss Harry on a yacht in Italy, I be right there!
    Mostly for the yacht and Italy but hey, that’s just me. lol

    • Darla says:

      If I’m dreaming about kissing a gorgeous man on a yacht in Italy I think it’s got to be Alex Skarsgard. He seems like he’d be good at that. I could get into it. lol

      • Kebbie says:

        Why would you put this in my head? Lol I literally sighed out loud at the thought of being on a yacht making out with Alexander Skarsgard.

      • Darla says:

        LOL Kebbie. Sorry!

    • Mtec says:

      Loll same! @Susanragain

  15. Case says:

    “Are we supposed to be like “Olivia is a bad mother, she left her kids in New York with her ex (who is obsessed with her) so she could run off and bang Harry Styles on a yacht”??”

    I honestly think this is the PR spin Jason has been playing at all along, yes. He’s the poor, heartbroken, lovestruck fool who was abandoned for a younger man — and yet he also has a new gf, his costar!!! Yeah, no thanks. He’s been playing games.

  16. Mtec says:

    Yikes i gotta say, most of these comments are not passing the vibe check. Everyone is entitled to their opinion ofc but to me it’s reading very bitter.

    I envy she can be in Italy on a yacht making out with a hot guy who clearly thinks she’s sexy as hell despite the “matronly” swimsuit she’s wearing (which I actually think it’s hella cute with the little pocket in the back and looks just right on her).

    To me it doesn’t look staged but what do it know 🤷🏽‍♀️

  17. Destiny says:

    Ew I’m not here for the bathing suit which is thinly veiled body shaming

  18. Nashville Girl says:

    My teen daughter is a total “Larry” conspiracy theorist. She is completely convinced this all staged.

    • Stephanie says:

      I hope you help your teenage daughter see the light. It’s really sad, because Harry and Louis lead completely different lives and have for years. They haven’t even been seen in the same room for over five years. Both have girlfriends and Louis has a son. It’s almost cult like and it’s been extremely harmful. You know something is harmful when people think Louis’s son, does not exist and/or is a paid actor.

    • Market Street Minifig says:

      @NashvilleGirl, please listen to @Stephanie. This conspiracy goes well beyond sharing fan fiction on Tumblr. The parties involved should not have to fear for the safety of themselves or their loved ones because of it.

    • Belig says:

      The “Larrie” part of the fandom can be a very scary place. I agree it is very cult-like in nature. Being involved in it is of course detrimental to the fans, as a lot of the “tinhats” ‘ thinking is completely upside down, there’s a lot of misogyny and homophobia, it gets you desensitized to conspiracy theories in general, etc…
      The cult is ran in part by some older bloggers preying on younger fans for attention… and sometimes even for donations! Yep, some people make actual money out of this. They’ll misrepresent and truncate everything they present, and make a very convincing case.
      The worst part is: even when the fan tries to get out, it can be dangerous as well, as many of them take this all VERY seriously. Running into the wrong person will get you harassed and doxxed.
      I don’t know how serious or casual your daughter’s interest is, but I would recommend 1) getting more familiar with the whole thing yourself 2) advising your daughter to google “debunks” by “antis” 3) at the very least, advising her not to share any information that could be used against her!
      Good luck…

  19. Midge says:

    I’ll say this, even with that hideous suit, they look pretty damn hot together.

  20. lunchcoma says:

    All of these people are being annoying AF. Jason and Olivia are the most annoying, but I’m not buying that Harry is some genuinely low key dude who likes to do his work and make his fashion statements and keep his love life more private. He’s dated too many people who obviously love to be papped for that.

  21. Chelsea says:

    There are some pics where they look like they were dancing and i have to admit it was cute. As far as celeb couples go they seem to be pretty harmless as they dont get papped that much so it’s so bizarre that every time they do there seems to be this bizarre pushback and freak out.

  22. Seraphina says:

    I really liked her and Jason as a couple. It was a quirky vibe and I liked their vibe.
    That swimsuit does her no favors. I could never wear that bottom after having kids. More power to her.

  23. You Know Me says:

    Most odd pairing ever. When photos first started surfacing, I thought she was his mom. The suit bottoms – now the rumours will start she is pregnant with Harry’s babe

  24. Ann says:

    You some junk in the trunk to wear that suit. She doesn’t have any.

    I don’t know much about her. I’ve only seen her years ago in some TV show where she had black hair (which I thought suited her more) and once on a game show with Jason. Jason is very funny and I love Ted Lasso. He’s clearly salty about all this.

  25. Chanteloup says:

    mmmm mhmm mmmm Harry is fine but it’s the fucking joy he radiates that does it for me
    Give me a hot, happy, eager lover on a sunshiny coast in Italy who looks at me the way he does Olivia. Oh yeah, I can dream

  26. Justjj says:

    I am just here to confirm as a single mom, that I would absolutely love to be banging Harry Styles on a yacht in Italy.

  27. Sof says:

    There is a video of Harry asking fans to stop taking pictures of them, being loved by teenagers must be hard, they are always invading his privacy and hating on every partner he chooses.
    I don’t care about either of them, however having noticed that Harry goes after the 70s rock vibe made me wonder if Olivia’s role on Vinyl had something to do with her appeal.

  28. SM says:

    Did she forget her bathingsuite at home and borrowed one from Harry’s grandmother? Ew

  29. Mabs A'Mabbin says:

    This just makes me want a watermelon Rita rimmed with sugar.

  30. Xoxo says:

    Looks like Harry styles fans discovered Celebitchy.

  31. Otaku fairy says:

    The power dynamics people are bringing up would seem more relevant if Harry was truly dependant on Olivia or her movie for a career. But he’s not. He was fine carreer-wise for the 8+years before he made the decision to get with her, and he’d still be fine if he just walked away from all this. He’s younger than her, but nowhere near young enough for his age to mean people are hypocrites if they don’t see him as some kind of victim. How Olivia may treat the performers not in a relationship with her is the issue.

    • Pilar says:

      Tbh they aren’t getting that much criticism for the power dynamic.
      Compare it to the Taika Waititi and Tessa Thompson situation and you can see that it’s a very mild sort of criticism (if at all) coming Olivias way. If she was a man and or a POC she definitely would have got more criticism for getting involved with employees directly under her. Also Harry is not an actor. He had a tiny credit prior to this film and barely any acting experience.

    • Maria says:

      No, I don’t agree. It’s relevant even if he has a decent career irrespective of her. Particularly if he is not usually an actor anyway and this is his main foray into it.

  32. Anonymous says:

    @justjj: 😂😂😂. You said what many people are thinking. 😜

  33. Lila says:

    Sweet lord, thats not a good choice of bikini….I guess she was trying to cover up some maternityflaws but knowing she was going to get papped she should have looked once more in the mirror. It looks like H is on vaccation with hos mother, I dont get any romancevibes, time will tell I guess…. PR or tri love…