Leo DiCaprio wouldn’t stop winking & smiling at Blake Lively at the amfAR gala


During Ryan Reynolds’ wildly successful PR push for Deadpool, he and Blake Lively attended the amfAR gala in NYC. Also there? Blake’s ex-boyfriend, Leonardo DiCaprio. Leo and Blake dated for about six months in 2011, and it is now widely believed that not only did Blake dump Leo for Ryan, but Ryan might have even “stolen” Blake from Leo in the middle of a double-date. So, what happened when Leo and Blake’s eyes met after all this time? Hm…

Having a superhot wife has its downside – just ask Ryan Reynolds. Reynolds was steamed at the recent amfAR Gala when Leonardo DiCaprio flirted with his ex-fling, Ryan’s leggy wife Blake Lively!

“Every time Blake was in Leo’s line of vision, he was winking at her and grinning – Ryan was furious,” said a fellow partygoer at the Feb. 10 bash, adding that Blake didn’t do much to discourage Leo, with whom she has a fleeting romance in 2011.

“I’ll bet Blake loved it! She tried to pretend that she didn’t notice what was going on at the gala, but she totally did,” tattled the spy, adding that Reynolds managed to keep his cool: “If he wasn’t such a classy guy, he’d have gone over and knocked Leo out. But he didn’t want Leo to know he’d gotten to him.”

[From Star Magazine, print edition]

First of all, I don’t think Leo is into moms. I mean, obviously, Blake has already aged out of his Girlfriend Parameters, but beyond the fact that Blake is over 25, she’s a mom and Leo doesn’t roll with moms (except his own). But, it’s not like he was actually hitting on her. He was just eyeballing her and yes, if he was doing it, he was doing it to piss off Ryan. For what it’s worth, Gossip Cop spoke to “a rep for Reynolds and Lively” who claimed that Star’s story is “not true.” But that’s just what Ryan would like you to think. Besides, I really don’t think many of Leo’s exes are that hung up on him. Okay, maybe Toni Garrn. But beyond that, I doubt many of them care.


Photos courtesy of WENN, Getty.

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86 Responses to “Leo DiCaprio wouldn’t stop winking & smiling at Blake Lively at the amfAR gala”

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  1. Sayrah says:

    This made me laugh so I don’t care if it’s true. Very silly imagery when I think of the situation.

    • Jegede says:

      I agree that imagining it, is making me LOL too ::))

    • Amide says:

      Yeah. And it fits the future image I have of a lecherous pervy Leo, as the old man in the club.

    • Shambles says:

      I’m picturing full- Revenant Leo fighting with Deadpool over Serena Van Der Woodsen. It’s very fun to watch

    • SpankFD says:

      My first thought was that little Leo can’t stand for anyone’s films being more successful than his own. Hence he is pissed off by Mr Deadpool’s box office, Oscar or no. Then again, it’s not like Leo’s lost our respect (because that was lost ages ago, Oscar or no).

  2. QQ says:

    white dough spent his evening winking at oatmeal, who is white bread’s wife of course


  3. The Eternal Side-Eye says:

    Ew, gross.

    It’s not about her being a mom, it’s about Leo’s ego being slighted for even possibly implying he was the one who had a girl leave him for a better guy.

    He’s very used to getting any woman and having them adapt to his craziness (Rihanna WHY).

  4. Felice. says:

    So Leo is a child and likes to piss off boyfriends. See when I was a preteen, I thought it was cute to piss off girlfriends and then I got my ass kicked. Then, I learned.

    • Amide says:

      Yeah Leo IS a petty dude. Trust.
      But that’s what happens when your pals and acolytes kiss your a$$ 24/7.

    • V4Real says:

      It’s Star Magazine guys. Do you really believe this story considering the source? It’s Oscar time; Leo is nominated, time to sell some magazines off the current hot person of topic and that’s Leo.

      • I Choose Me says:

        Yep. Plus the tail end of the article says that Ryan and Blake’s rep says this didn’t happen. But Leo is hated round these parts and some people will always be quick believe something negative about a person they can’t stand. (Been guilty of this in the past myself) So pretty much business as usual.

  5. Lee says:

    It’s Star Magazine…so it’s bs.

  6. Jegede says:

    Not just Toni.
    Bar Refaeli was definitely hung up on Leo for a LONG time post dumping.
    She admitted it herself in interviews.

    Its Star, so likely rubbish.

    *(Naughtily I agree with you Kaiser. Its interesting that the denial is NOT coming from a Leo source as usual but a Ryan source this time)*

  7. Bridget says:

    The tone of that “source” is gross. “I’ll bet Blake loved it!”

    • Kitten says:

      Right? Because all women love to be harassed by a creepy ex. Ugh.

      • Bridget says:

        The story itself isn’t that big of a deal – Leo tried to smile at an ex girlfriend when he caught her eye, she didn’t really respond. It’s the commentary that makes it icky.

    • Bread and Circuses says:

      Yeah, that was an ugly, mean-spirited story, and I won’t trust the assertions of anyone who loves nastiness so much they’ll try to spin it up out of nothing.

  8. Mimz says:

    I really hate this tired narrative of
    “the ex was eyeing her and she was loving it i.e. – because she’s a ho/hungry for attention/flirting while married, and the husband SO protective and angry ” I hate hate hate it. Why can’t he just be a fool acting out because he saw his ex, and his ex just ignored him.
    That being said if I was in a very happy marriage, in an event with my very hot husband and my sleazy ex came by winking at me, I’d give him a “Hi”, a smile and I’d feel great, but I’d probably ignore him for the rest of the night. Doesn’t mean I’d get weak in my knees.

    • Bridget says:

      I thought the same thing. Despite the fact that Lively and Reynolds appear to have a very happy marriage, she’s supposed to be into an ex openly flirting with her in front of her husband? What, because women run on Diet Coke and the attention of men?

      The part that’s funny is that it sounds like Leo was winking and smiling, but that neither Blake nor Ryan seemed to notice or acknowledge it, and the “source” is playing off as ‘Blake must have been super into it though’ and ‘Ryan must not have said anything because he’s too classy’. Because all eyes must be on Leo at all times and no reaction when he wants your attention means that you must be secretly hiding it?

      • I Choose Me says:

        What, because women run on Diet Coke and the attention of men?

        LMAO. I run on regular coke. Thank you very much.

    • Amide says:

      @Mimz – I agree.

    • Alarmjaguar says:


    • OGBklynGirl says:

      I can see it being true from Leo’s side, just from ego alone. Why? Because the player got played. So now he’s all, ‘ You and me, we used to do it’. Wink, wink.

      Yeah Leo…whatever

    • JenniferJustice says:

      I’ve had this happen and it is ego. The worst blow to an egomaniac is to be dumped for someone they view as “lesser” than them. We could spend all day defining “lesser” but to a narcissist, everybody else their gender is somehow beneath them. My ex showed up in my town, looked me up and had the audacity to try to rip on my husband whom he’d never met or even laid eyes on. Seriously, he’s never even seen him. But his friends told him I was married and that my husband works for GM. Somehow this was something to put down – as in he must be an uneducated simple factory worker….said the man who went into the military because he couldn’t keep a regular job and burned all his bridges, and then went AWOL because he regretted enlisting and got scared. The real clincher was him saying, “what’s his name? Sam?” in a deragotory tone. I said, “Really? You’re dumping on the name Sam and your name is Theo. Really?” LOL.

  9. Jade says:

    You got it all wrong, he was smiling and winking at the mysterious socialite blonde bear who always happened to stand near Blake. Probably giggling too. Leo, not the bear.

  10. Mia V. says:

    Remember when he dated Gisele Bundchen?

    • perplexed says:

      Yeah. She’s probably the only mom I could picture him eye-balling.

    • doofus says:

      funny you should mention that…

      in the “Featured Links” part of this site, there’s a link to an MTV post with GIFs of Leo’s face each time he lost the Oscar, and in one he’s sitting next to Giz…and BOY does she look different. It’s only a split second and it IS from 10 years ago, but she doesn’t look the same. not only younger, but different.

  11. Sarah01 says:

    I never thought Ryan was good looking but as he is aging he’s getting hotter!
    I think Blake is in the mom category Leo isn’t into that, the imagery of him winking and grinning away is quite stupid.
    Reminds me of when Gaga went past him at the golden globes.

    • dj says:

      That was my first thought too. This could be the same immature guys that was acting so cool with his posse making fun of GAga. Yep! I believe the part of Leo doing it. But I also believe that Ryan noticed and was not pleased at being disrespected. Ryan does not want to be an ass in public. Leo does not have that morale dilemma. Leo is that guy that try’s to intimidate Clooney’s basketball mates and talks trash about them being old. Then gets his butt handed to him by Clooney and his basketball buddies. Yep! This story is so stupid I totally believe 1/2 of it.

  12. Nikkisixx says:

    Toni garrn is dating a tall hot nba player and still does her high fashion stuff. She got the publicity and now she probably has a true boyfriend. Doubt she’s hung up on Pervy Leo.

  13. ReineDidon says:

    Wow, what a Non-story.

  14. kri says:

    Winking and grinning and staring!! Oh my. BFD. She was hanging with Deadpool, not the sweaty leavings of a lovestruck bear in the woods. Hmm.. if Leo mates with a bear in the woods, would anyone hear it? At any rate, they all bore me, Baby Dorian the most.

  15. Kimmy says:

    Seeing Blake play Leo and then dump him the minute Ryan became free is hands down the MOST INTERESTING thing about her. God that was fun to watch unfold!!!

    • Magpie says:

      yes, i wish i knew the truth about bleo. I hope one day all the dirty details come out. She played the player.

      • nn says:

        Except that’s not what happened at all.
        Leo cheated on her with a model and there is video proof from tmz who caught him in NYC and he tried to get the pap guy to delete it but the pap guy refused.
        This was after he dropped off Blake at the airport, the same night! If anything he forced her to end it by cheating openly on her or he ended it, it’s not like we will ever know the truth but it doesn’t matter anyway because he humiliated her by cheating.

  16. Beckysuz says:

    If Blake feels anything towards Leo it’s probably just relief that she doesn’t have to put up with his man child ways anymore. What happened to Leo’s head? He’s starting to look like Stewie from the Family Guy

  17. kimbers says:

    Call me cynical but a big smile and a wink from leo is just him being himself and acknowledging an inside joke with blake, ryan and himself. Blake was good in Hick(watched it recently), even though the movie was missing something, she did really well!

  18. Carina says:

    “she’s a mom and Leo doesn’t roll with moms (except his own)”
    Snort. Love that!

  19. DarkSparkle says:

    Is nobody going to mention the thing on her hand?

    I don’t know if I like it, but I’m definitely interested in knowing more about it.

  20. Sherry says:

    Didn’t Leo hook up with Miranda Kerr after she was a mom?

  21. Saks says:

    Given the fact that celebs act like teenagers I’m willing to believe this.1

  22. Sam says:

    I can totally see this happening from Leo’s end but not from Blake’s. Blake worships the ground Ryan walks on. You can tell that they’re both in love with one another. It like oozes from both of them. Leo on the other hand…I could see him being butt hurt that Ryan mentioned the fact that he fell in love with Blake while they were on a double date…and Leo happened to be Blake’s date so this was Leo’s way of trying to get under Ryan’s skin. But newsflash SHE left YOU for RYAN…she doesn’t want you.

  23. Barbara says:

    He already is in that old mans club. He (Leo) approached my g-daughter in a club. Her response to me when I questioned what she answered to him was, ewww nothing…he’s old.

  24. TessD says:

    If he married Blake and had a baby Leo would have had two Oscars by now. Not that I actually am a fan of hers I think she would’ve made a nice partner for him. I just want to see him with kids already, kind of like in that brief moment in the movie “Inception” :) ))))

    • Bridget says:

      I think she would have been a huge asset to his Oscar campaigns. Not because Leo needs a wife and kids, but because he’s terrible at glad-handing and laying on the charm. Blake has immense personal charisma and I think she would have really helped him connect with Oscar voters. Even as it is this year with him being the frontrunner, it feels more like it’s because he’s just worn everyone down and the other performances just aren’t that strong.

      • Magpie says:

        Very true. Blake would have made a great Hollywood wife for Leo, but he never would have been faithful. She left him for the better partner and is now cashing in that she believed in him.

      • Sam says:

        She’s the perfect Hollywood wife actually. She’s charismatic and she’s willing to take a back seat for her man (there is nothing wrong with that). He would have won a few Oscars by now had Leo married her. But she left him for Ryan Reynolds who is a better option and look at them now. They’re about to be an A-list couple because he finally has a hit franchise and they deserve it all. She stuck with him through thick and thin and now it’s going to pay off. The only one who truly suffered was Leo…I think she was the one that got away.

      • Bridget says:

        The problem isn’t that DiCaprio NEEDS a wife and kids. The problem is that there is just a palpable air of sleaziness to him now – he seems like the kind of guy who would sit back and say something like ‘and which lucky lady gets to bl%w me now?’. A partner can be a huge asset, especially when someone isn’t as charming on their own. Just look at what Jennifer Garner did for Ben Affleck.

  25. Rhiley says:

    Now I have that Mary Chapin song, “I Feel Lucky,” stuck in my head. “Hey Dwight, Hey Lyle, boys you don’t have to fight, hot dog I feeling lucky tonight.”

  26. wow says:


    I like toned down “mom” Blake. And this story is hilarious!

  27. OGBklynGirl says:

    Lainey has a ‘never forget ‘ for Justin Timberlake re Janet Jackson. I think Leo should also have one

  28. SM says:

    Did Blake write this piece herself?

  29. Alldamnday says:

    Eh, I’ll wait until he tweets about fingers in her booty to care…

  30. JaneS says:

    Paging Blake’s PR team. Fantasy stories about how Blake is the one that got away and oh, look over here,it’s Blake! is not going to keep you relevant. Find another angle.

  31. Goodnight says:

    Leo is gross but so is wanting to literally beat someone up for looking at your spouse (although it was the ‘spy’ who said it rather than Ryan himself, so I’ll take it with a grain of salt).

  32. feebee says:

    I’m thinking a wink from Leo is the equivalent of Matt LeBlanc’s Joey going ‘how you doin’?’ you politely nod and move on. Can’t see Ryan getting knickers in a twist other than it being an annoying gnat level of distraction.

  33. Bread and Circuses says:

    I suppose I could see Leo feeling a tiny bit choked that Deadpool is insanely popular, and his ex-girlfriend (one of the few who dumped *him*) is married to that movie’s star-du-jour, while the Oscar-bait film that damned-near killed Leo is not necessarily going to even get an Oscar.

    But I can’t see him acting like a punctured-ego sleaze like this. Dude has been in this game long enough, and with enough success, to not feel that insecure.

  34. Squiggisbig says:

    Star Source= Lukas Haas after a bottle of chardonnay.

  35. Jana says:

    After 20 years of sleeping with every model known to man, Leo is literally a walking petri dish. Blake Lively obviously traded up for Ryan Reynolds, now he is chiseled perfection.