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Leonardo DiCaprio: The Love of Kate Winslet's Life!

Leonardo DiCaprio: The Love of Kate Winslet's Life!

Leonardo DiCaprio has a crowd of pals surrounding him as he makes his way to a yacht boarding area on Sunday afternoon (March 23) in St. Barts.

The 39-year-old actor, who was accompanied by a mystery blonde, has not been seen out and about since the 2014 Oscars, where he lost the coveted Best Actor trophy to Matthew McConaughey.

Recently, Leo‘s frequent co-star Kate Winslet had to answer the question: Leo or her Divergent co-star Theo James.

Leo is my love of my life, how could you possibly even ask me that question! If I said Theo over Leo, he would never let me stay the night at his house ever again. And we can’t have that because that’s where I stay,” Kate told PopSugar. We love it!

Just Jared on Facebook
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Photos: FameFlynet
Posted to: Leonardo DiCaprio

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  • The life of Leo

    Yachts, parties and plenty of women

  • @Leokas
  • Escorts?!?!?!LOL

    hahahahaha!!! For realz!! lol

  • bliss

    take it easy jared those are not escorts the blonde is his friend’s wife and the other one is the GF of another firend ( im too sure about the names )

  • Where is Toy?

    Somebody has Leo in google alerts?

  • Kate Batey

    If Leo ever gets married I hope she stop saying that sh*t because that would be really inappropriate to his wife! In other news…If Leo ever gets married…hahahahahahahahahahaha!

  • Leo’s Fan Girl

    Love you Leo!

  • Seven

    escorts? lol interesting word choice.

    Kate seems so thirsty at times.

    BTW, Toni is with Leo in St Barts

  • Ok

    Good to see a new thread. Why does Leo wear his hat so much? Lol, he might get separation anxiety when he takes it off.
    Let’s try to keep the trolling down on this thread, please.

  • So

    Is he retired for good?

  • IrishCurse

    The Aviator = about a rich asshole
    The Great Gatsby = about a rich asshole
    The Wolf of Wall = about a rich asshole

    Where does he get his inspiration?

  • Lapdog

    @Seven: What else she could she be doing? Working? She works two days and complains of being already exhausted.

  • Metcafe

    I wonder if Leo and Toni are going through hard times??? Almost like a last vacation before the break-up.. She’s not even in the picture. It could be the last vacation before the official break up like when Jenifer Anniston and Brad Pitt went on a beautiful Caribbean vacation and then they broke up shortly after that when they came back to the states…hmmm…Everyone was saying how they looked so happy together at the time…lol

  • @10

    @So: looks like it…

  • IrishCurse

    @IrishCurse: a$$hole

  • same clothes?

    Does change his clothes like once a month? I swear he was wearing this for all of March?!?!?! Or is it just me??? He doesn’t look yatchy,…he looks like he’s walking in the streets of NY. He’s so bored he doesn’t even bored to get dressed up and be happy about his “vacation”. Its just another day for Leo vacation or no vacation…

  • But

    @Metcafe: They have been on vacation since the beginning of the relationship.

  • Yippee!

    I spot a different hat?

  • oscar has spoken

    I think its hilarious how Toni isn’t in the pics…lol But his friends wife or whatever managed to get next to leo. That seems to happen more often than not… I wonder if Leo doesn’t get tired of being a joke in basically every area of his life.


    @oscar has spoken: At least she has her INSTAGRAM to tell us how often, where and whe she’s with Leo. ;)


    No.19 at 3:26; Big wow. Leo is a swinger…

  • F-ck off Leo

    Leonardo DiCaprio has a crowd of escorts surrounding him as he makes his way to a yacht boarding area

    Yuck, I was eating. JJ great job ruining the heartwarming quote from Kate with this trashy news!!!!

  • Blacksharpie

    @oscar has spoken:
    It always amazes me that they are rarely photographed together.

  • F-ck off Leo

    @same clothes?: “He’s so bored he doesn’t even bored to get dressed up and be happy about his “vacation”. Its just another day for Leo vacation or no vacation…”

    This +1000000000000000000000000

  • Amy

    @F-ck off Leo:

    LOL. They’re taking about his friends but the wording is funny.


    LOL! It`s not like anyone other than the JJ people care about that either.
    Escorts? Quite an interesting choice of word! lol

  • @oscar has spoken

    Maybe your life would be a joke too if you got so much media exposure. Can we please see your facebook or twitter, please include a link.

  • Leokas

    Sorry Kate, I’m the love of Leo’s life! Leokas 4 life <3

  • um….

    is this how he is working on environmental projects while taking a break?

  • @oscar has spoken

    There are many celebs with a lot of media exposure without a life that`s really a joke. That`s just another excuse

  • sugarbaby

    I don’t know why ppl are surprised by Leo’s behaviour. He does the same crap over and over again. PR relationships, yachts, clubbing etccc. He is who he plays onscreen. He is no Dalai Lama. He is full of hypocrisy, everything he says is a lie. He will never change. Give up y’all. He does not deserve any better, especially a good woman. He has all the perks he would ever want. I wonder if Toni cares about this, just want the publicity.

  • F-ck off Leo

    @sugarbaby: “He does not deserve any better, especially a good woman. ”

    This +100000000000000000000000000

    Imma give up on Leo after this post unless he does something else. I’m not rootin for him anymore.

  • sugarbaby

    @F-ck off Leo: People don’t want to admit it that he is the epitome of a rich guy who does whatever he pleases. People always hate on rich ppl for being self absorbed and having an easy life. Leo is this. He is the best at it. He is the person that all ppl love to hate. The fan girls will never be able to admit it. Is it because he is too dreamy, he is Jack Dawson? They need to let go, like Rose in Titanic. I’m done with ppl who look over his actions because he is good looking. If he is such a good person, why doesn’t he use most of his money to help the world and enviro? Why does he use yachts? Why does he use young women and disrespect them? Why does he put up an act when he’s with his peers? Why does he play the same games as other celebs. And ppl hate on Kimye… HA, Leo is just like them, but worse, bc ppl don’t see it, he keeps it private. He is an embarrassment.

  • oscar has spoken

    If it wasn’t for Toni’s instagram people would be wondering if they’re actually in a relationship half the

  • Leo looking @ the ground

    Leo is looking at the ground in the top pic because he’s wondering “What the fcuk happened in my life?”

  • Has she deleted her account???
  • Has Toni deleted her account?
  • Meanwhile

    Meanwhile Andy Garfield is teaching autistic kids how to surf, AnnE Hathaway who has received lots of hate is stepping out into the sunshine with her hubby and living her life, George Clooney has found a beautiful lawyer he can be proud to parade around…..

    Bottom line, lots of people who have much less than Leo are able to do more….

  • Toni stinky feet

    @Has Toni deleted her account?: @Has Toni deleted her account?: Unfortunately no, Toni and her stinky feet and still here. How else would she be relevant? She needs Leo to get far in life.


    Toni already tagging another Leo’s pal

  • Thanks JJ

    His official steady escort, which is the barely legal German T-bone, is surely among his entourage. She’s been on his heels wherever he’s been vacationning for the last year.

  • F-ck off Leo

    @sugarbaby: Yup yup yup yes to everything you said. Especially this:

    “Leo is just like them, but worse, bc ppl don’t see it, he keeps it private. He is an embarrassment.”

    Leo is a LIAR he is lying straight to people’s faces its disgusting. he talks so much about what is wrong with society blah blah when what’s wrong is delusional manipulators like him. He’s so smug I bet he secretly likes getting away with lying to people, why else would he do it for so long. Thank god more and more people are starting to see the real Leo. His “gentleman” persona is all an act, I seriously rejoiced that he lost the Oscar thank god we didn’t have to hear another smug overly rehearsed speech about Wall Sh-t. Yuck yuck yuck he’s a gross guy I don’t want to see his face anymore STAY AWAY from the spotlight forever Leo nobody will miss you. We’re moving onto bigger and better things your time to become an adult has passed.


    Yep, just like Erin. Remember how Erin tagged Chuck’s wife, Tobey’s wife, Ethan Suplee and even Kevin C. Same pattern all over again. LOL!

  • Leo Tarantino

    @Toni stinky feet: Leo likes Toni’s stinky bigfoot feet the smell reminds him of animals in the jungle when he sucks on Toni’s toes he considers this ENVIRONMENTALISM!!!!

  • Toni stinky feet

    @Leo Tarantino: LMFAOO! It’s not like he does anything else for the enviro like he claims. Do yachts help? I bet Quentin is rolling over wanting some of her stinky feet !

  • Toni Montana

    He knows a think or 2 about hiding in the public to look good. Leo take note!
    Tony Montana: You’re not good. You just know how to hide, how to lie. Me, I don’t have that problem. Me, I always tell the truth. Even when I lie. So say good night to the bad guy! Come on.

  • Has Toni deleted her account?

    What’s her statigram then? ?
    B.t.w her google profile has gotten more facts and more people are searching her making her more popular…. The Leo effect

  • ####

    I think it’s funny how she hashtags the “Caribbean” and not specifically “stbarths.” Does she think that people don’t know she’s with Leo and his friends especially when she’s posting pics of her with Leo’s friend’s gfs???

    However she’ll hashtag st.. Barths when she’s there’s working. LOL

  • Smokey

    He’s rich and your a cock. and you tell bad jokes that the rest of us have already heard.

  • Hollaback girl

    @####: She hashtag the place after his other friends do it or after the paparazzi reveal the place.