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Singer Wants Someone Like Her

[Blind Gossip] Here are a few fascinating bits of gossip about a new couple!

While we are still piecing together the details on this hot new couple and don’t know the exact direction this relationship if going, this info really jumped out at us.

He was really impressed with her from he first minute they started working together.

Yes, our actress is beautiful, but that wasn’t what impressed our singer.

She was breaking up with her boyfriend at the time. He was really shocked with how respectfully she talked about her boyfriend.

Long story short, our singer had both witnessed and personally been through many breakups, but they were always messy and filled with drama and anger.

He was intrigued by how civil and mature they were with each other. That’s what drew him to her. It wasn’t like she was crying on his shoulder. They just had a lot of mature discussions about relationships.

Well, she is a lot older than him, so it stands to reason that she is likely more mature.

Now here comes the really interesting part!

He was also quite impressed by how good a parent she is. He wants to have children someday but not necessarily get married. He told her that someone like her would be his idea of the perfect mother for his children.

Say what?!

Someone like her?

As in… her?

That would be crazy!

Although we are sure they would make lovely floppy-haired babies together, it’s actually a wee bit early for baby planning, so don’t worry. She is not pregnant and they are not seriously talking about having a baby together.

Yet.

Similar: New Group

Couple:

[Optional] Good couple? What do you think will happen?

Reader Interactions

Comments

  2. omgimbackagain says

    Stop reminding me that Larry was never real.

    Well I’m happy if Harry’s happy.

  9. PaperDoll says

    Couple: Olivia Wilde and Harry Styles

    [Optional] Boy is gay as can be, I don’t know why they’re still trying to make him look straight.

  11. thisisannoying says

    Ok it can’t be Adele I totally missed the part about this being an actress 😂😂 she’s also not that much older than Harry. I’m at a loss now though

  19. Mattdsgirl says

    Couple: Harry Styles & Olivia Wilde

    Optional: Time will tell if they’re a good match. Certainly will bring them both a lot of publicity.

  25. thisisannoying says

    OMG… Adele and Harry Styles?! He did date Caroline Flack back when he was a teen so I don’t doubt he’s open to dating older women, but Adele doesn’t strike me as the type to go for younger pretty boys.

  26. montebell says

    Oh please. Harry and Olivia are not, and never will be, a couple. It’s all pr, as are all his faux romances. But it’ll be interesting to see how much press this generates. Harry seems to be very personable and enjoys the company of males and females of all ages and backgrounds.

  27. ItsBouquet says

    Harry Styles and Olivia Wilde

    I don’t believe they are a real couple. I think it’s a contract that still expire in 6 months. He’s not into girls, and she’s fresh off a break-upand probably just looking to cheer her spirits

  33. mybellyistoofulltothink says

    Couple: Harry Styles, Olivia Wilde.

    PR stunt for their movie. Nothing will happen.

  34. BettyLou says

    Wilde n’ Styles….style n Wilde…
    Olivia and Harry – he loves his older women… she’s so beautiful..

  36. SlyEyeInTheSky says

    Harry Styles and Olivia Wilde

    So gross that she defended his honor for wearing a dress. She for sure wears the pants!

  37. aaaMoumi says

    Comple- Harry Styles and Olivia Wilde
    Optional- A really good couple, if they end up together they will be such a power. She is grounded and mature and will be perfect for him.

  38. quizzabella says

    Harry Styles and Olivia Wilde. He seems like a free spirit but not a messed up one like so many ex boy banders and she’s creative and seems to be a good person. Can’t see them being long term, but good for them if they are having fun.

  42. HelsBellsLondon says

    Harry Style and Olivia Wilde. Clues – “direction this relationship” and “floppy haired”. She is also 10 years older than him.

  49. extra paws says

    Olivia Wilde and Harry Styles are dating. Olivia strikes me as itelligent, interesting, loving and sane and most likely has a very sane outlook on relationships. I hope it works out.

    Unless he’s a transitional relationship and then I hope they have fun and laugh a lot while it lasts .

    Eithor or.

  50. rayodeplata says

    Olivia Wilde and Harry Styles

    Say what??? He wants to have children with her? No. Just no

  51. CheetoFingerz says

    Olivia Wilde & Harry Styles

    She’s probably on the rebound. She must seem refreshingly mature and intelligent to him. Hopefully, it goes well for them

  52. BDBoop says

    All I can think of is Harry Styles and Stevie Nicks, but I’m not sure she can still do the baby bit.

  57. munkeemunkee says

    Olivia Wilde and Hairy Styles.
    I have no clue what will happen…my psychic abilities passed with Miss Cleo.

  60. rubyroo92 says

    olivia wilde and harry styles!

    i hope it works out, they look great together, but yeah he’s way young.

  63. WillowPotter says

    Harry Styles and Olivia Wilde

    Optional: I don’t think they will stay together long if she isn’t interested in him.

  67. Rapunzel says

    Olivia Wilde and Harry Styles. So…is homeboy gay or bisexual? I hope this is a real relationship; it would make her seem rather bizarre to jump right into a bearding situation with two young kids at home. It adds unnecessary drama.

  68. magnoliamama says

    Harry Styles and Olivia Wilde

    I don’t think they’ll be more than rebounds for each other.

  71. Pregolicious says

    Harry Styles and Olivia Wilde…..strange couple. I thought she was really cute with Jason. Kids should have a loving, intact family consisting of both biological parents.

  73. Deal With It says

    Singer: Harry Styles
    Her? Olivia Wilde

    I think it’s just hype and publicity that works in the favor of both. Harry gets a role that leads to other acting roles and Olivia makes bank on her movie.

  75. prinny says

    Harry Styles and Olivia Wilde.

    Ummmm, yes he needs a woman to make a baby but no way is this more than that. I really find it hard to believe she would go for someone this young. Publicity for her I guess, going the Kate Beckinsale route. Just weird IMO .

  82. YouKnowWhoo says

    Harry Styles
    Olivia Wilde

    He’s been hurt; if introspective, then he knows a bit more than the avg 26 year old. I’ve always liked her.

    Hope it works out for both 🙂

  84. TeacherKat says

    Olivia Wilde and Harry Styles.

    Optional: I doubt it will be a lasting relationship, but crazier things have happened I suppose.

  88. amagod121 says

    Harry as Styles and
    Olivia Wilde.

    Optnl: Yes, good couple. Very impressive of Olivia to keep her break up mature and also very impressive of Harry to appreciate that trait in her.

  90. Midsomerfan says

    Harry Styles and Olivia Wilde
    I have to say I thought this was a relationship for publicity only!
    These are great reasons to admire someone – being a loving mom and not being bitter about past breakups.
    I wish them well but staying together in show business seems very hard!

  94. Piwakawaka says

    Harry Styles & Olivia Wilde.

    He’s too flaky & immature. But why not have some fun for a while Olivia?!

  105. hurraytheyreasleep says

    Harry Styles and ?
    Clue is “direction” and I’d like to think the red tie is a nod to Man U.

  107. gailpow says

    Strike my last guess. This is Harry Styles romancing his movie director Olivia Wilde, who just split with Jason Sudeikis. They just went to a Covid-safe Montecito wedding this past weekend–holding hands! So sorry, Miley, he’s off the market.

  108. culturevulturesim says

    Couple: Harry Styles & Olivia Wilde

    (I was thrown off by “boyfriend” but she never married Sudeikis, they were just engaged)

    Hint: Wilde was in the movie “Her”

    I like them as a couple, and I don’t think those paparazzi pictures would’ve be released if they weren’t serious about the relationship.

  111. gailpow says

    It’s a longshot but I am thinking that pearl-wearing, floppy haired Harry Styles and a slobbering Miley Cyrus who must have talked nicely about the Cody Simpson break-up, might be heating up. She has been talking Harry up lately and is a parent…a pet parent….to her dogs and menagerie of animals. How ANY MAN could throw his hat into that ring is beyond me!

  117. Bubbiek says

    Harry Styles and Olivia Wilde? They would make some gorgeous humans, no doubt about that

  118. pumpkinjuice says

    Certainly Harry Styles & Olivia Wilde! It’s already in other gossip columns and details add up: direction, singer is younger (10yr), she’s a beautiful actress and a mother

  119. aaabeano says

    Harry Styles and Olivia Wilde.

    Maybe they will have a child together? He’d make a great dad.

  121. tea wrecks says

    Olivia Wilde and Harry Styles

    I don’t get couple-y vibes from them despite the recent paparazzi pics. But if they’re happy, why not. As long as it’s not another Hollywood PR couple

  128. missKepochi says

    Couple: Harry Styles & Olivia Wilde
    Good couple? Maybe…it’s way too early to tell

  131. DaniJo says

    Olivia Wilde and Harry Styles

    It’s really hard to believe this is a real relationship. I mean, considering his history of seemingly fake relationships(Kendall Jenner and Taylor Swift), the fact that he and Olivia are in completely different places in life, the age gap, etc., it is just hard to believe.

  136. AmateurGossipHour says

    Couple: Harry Styles and Olivia Wilde

    [Optional] Good couple? What do you think will happen? Cute couple, perhaps Harry is an old soul. But he still has some “searching” to do so Olivia will have to be supportive. I’m not sure she is up for a relationship with a man still finding out what he wants.

  144. Baileygirl says

    Olivia Wilde and Harry Styles.
    PR couple only.
    She will come to her senses and keep him as a friend.

  145. VickyLou says

    Couple: Harry Styles (floppy haired), Olivia Wilde (recently split, mum of 2, directing him in *Don’t Worry* Darling) – 10 year age difference.

    [Optional] : PR / anything goes, with Harry.
    I like that he’s very much his own person & unique style.

  146. LilOne says

    Harry Styles and Olivia Wilde

    You know what they say….Don’t mix business with pleasure

  147. Theaterfan says

    Olivia Wilde and Harry Styles

    Hey, I’m all about older women/younger men pairings. Good for Olivia but I would be surprised if this got serious.

  151. ivyleaguer says

    Harry Styles and Olivia Wilde. I thought he was gay? So this is what?…a hunt for a surrogate like Ricky Martin did?

  154. miss_tj says

    Couple: Harry Styles & Olivia Wilde

    Nothing. This is a circuit breaker for her – this will be over by Spring

  164. FromAnotherDimension says

    Couple: Harry Styles and Olivia Wilde!!
    Clues: the similar blind is about 1D, “direction” for one direction, “long story short” is a asong by Taylor(they have ‘dated’), “floppy-haired” is the way BG always describes him. Wow you guys did a great job with the clues!

    Optional: no idea but whatever makes him happy?