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Leonardo DiCaprio Hangs Out with Jennifer Meyer in NYC

Leonardo DiCaprio Hangs Out with Jennifer Meyer in NYC

Leonardo DiCaprio steps out in his signature newsboy cap while hanging out with friends on Tuesday (June 13) in New York City.

The 42-year-old actor was seen strolling around the Big Apple with his friend Jennifer Meyer and her daughter Ruby, along with another young friend (not pictured).

PHOTOS: Check out the latest pics of Leonardo DiCaprio

Leo is best friends with Jennifer‘s ex Tobey Maguire and he has been close with the full family for many years. Just a couple weeks ago he was seen checking out Ruby‘s school play!

Just Jared on Facebook
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  • leoandtheblondes

    First! Cute little PR outing. I wonder what for.🤔 Anyway, he looks great!

  • Fangirl

    Who’s the woman in red floral dress?

  • Zzzzzz

    Hi ladies!! Leo is looking mighty good even with that dumb cap!!!

  • Kareneemerson


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    !mj116:
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  • Fangirl

    What makes you think it’s PR? He’s just hanging out with his friends.

  • Fred alonso

    chester the molester

  • Josie

    Good question. The Nanny maybe. 🤔 No clue.

  • Zzzzzz

    Hi! I thought she was the nanny too!

  • Josie
  • Tara✨

    Why does he show off his underwear? Leo you are not a girl! Men underwear is sexy only in Calvin Klein ad, and NOT because of the panties! ;)

  • Tara✨

    Lol 😂

  • Camila
  • CourtneyBettyEricLee

    Very cute.
    But what’s up with Leo being snapped with the Meyer/Maguire family often now?
    I love the DM pics but it’s funny in that very first pic, right behind Jen & kids, are all members of Leo’s wolf pack. The only way those dudes would usually be around someone Jen Meyer’s age, would be to help her cross the street!!

  • Tara✨

    Damage control for the tobey image.
    Jen is a very rich and successful woman yet Leo’s friends are bunch of bad looking frat boys loser actors who are on pay roll from him. No real woman is interested in them. Actually most likely they are gays.

  • Tara✨

    Cute. Always wonder why women hire attractive nannies? It’s the biggest sex fantasy for men!

  • Josie

    Lol

  • leoandtheblondes

    Lol, right!

  • Surfgirl

    Isn’t the child next to ruby otis? Also I love how you can be paternal walking next to a child crossing a street and not hold their hand lol

  • Guess

    Looks awesome!!!

  • Josie
  • Guess

    Hi, Thanks for the article. Love the fact when you go to the article the infamous video kissing the young black woman, love it. She’s very cute.

  • Josie

    I think it should be Otis. Not sure.

  • Guess

    Yeah that’s Otis. I had to check again with the long hair.

  • Josie

    Yeah that was confusing me too. Lol he looks different with that long hair

  • Guess

    Leo looks good and don’t seem to have much of belly. Like the wearing a belt as well.

  • Guess

    Maybe cut it now he’s getting older?

  • also…

    Has anyone else noticed that Tobey’s son looks and kinda dresses like a girl?

  • Guess

    Hi,

    I noticed last week sometime when I confused him with Ruby. I think maybe hair cut. He’s very cute.

  • Soleus

    Lol yeah he has a mini strut going on.

  • also…

    I noticed it last week as well. Look at the first photo in the white top and those Converse shoes. Even the clothes are girly.
    http://www.dailymail.co.uk/tvshowbiz/article-4572584/Spider-Man-Tobey-Maguire-reunites-ex-wife-Jennifer.html

  • Guess

    Stop it! LOL!!

  • Guess

    Yeah, that’s it. I noticed the shoes as well. How old is he again?

  • also…

    He just turned 8 in May

  • Josie

    He is 8, I believe

  • Guess

    Thanks

  • Guess

    Thanks.

  • Tara✨

    That what happens when kids see Caitlin Jenner, Make-up boys on Ellen and too many gay uncles around!!!! The tendency is scary!!! Many male kids of celebrities wear girls clothes. Wtf is wrong with the parents??

  • Ferris

    Wait, I thought he was a GIRL! LOL

  • Camila🐶

    Leo is wearing a belt. He never wears it. Why this now ? To punish Dakota Johnson lol 🙃they are having a romance. Everything behind the doors .

  • also…

    He is wearing it because you’re a moron who belongs to the looney bin.

  • Camila🐶

    Yeah he’s still mad at me he’ll probably hit me.

  • Tara✨

    Aren’t you pregnant, Candy? Lol

  • Camila🐶

    Wolves must be sad about it 😢

  • Tara✨

    They are gays.

  • Camila🐶

    Exactly . It’s a huge lack of respect. But maybe I’m crazy and Leo is faithful to me ! You know messed up hormones.

  • Tara✨

    Lol. You are hoe!

  • Josie

    I honestly first thought that this is ruby. 🙈

  • also…

    Me too but then I saw Ruby and that’s how I realized that it was Otis. And this time in NYC as well.

  • Tara✨

    🙄Show your ring 💍??! Hehe😈

  • Tara✨

    “Wearing a dick”…WHAT???