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The Great Thing About Leonardo DiCaprio Is That, He Gets Older, But His Girlfriends Stay the Same Age

By Dustin Rowles | Seriously Random Lists | October 15, 2013 | Comments ()


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Here’s a list of Leonardo DiCaprio’s (age 38) confirmed girlfriends, and their age at the time they were dating. David Wooderson would be so proud.

Brittany Daniel (1995) (Age: 19)

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Kristen Zang (1997) (Age: 23)

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Emma Miller (2000) (Age: N/A, but She Looks Early 20s at the time)

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Giselle Bundchen (2005) (Age: 25)

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Bar Refaeli (2010) (Age: 25)

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Blake Lively (2010-2011) (Age: 24)

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Erin Heatherton (2012) (Age: 24)

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Toni Garnn (2013) (Age 21)

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Kat Torres (currently) (Age 24)

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Comments Are Welcome, Bigots and Trolls Are Not


  • Limbo

    I think he needs new contacts. All that squinting strains the eyes.

  • Jo 'Mama' Besser

    Do you mean 'they'?

  • Steena

    It's a bit bizarre to think about being 12 years old and drooling over him during the Titanic craze and being heartbroken that I was way too young for him (because being an adult would've meant he'd date me in a heartbeat, obviously), and now realizing I'm probably too old for him.

  • Kobie

    Atta boy.

  • Ian Fay

    Some reporter once asked James Woods why he dated younger women.

    His answer:

    "The same reason people buy puppies instead of dogs."

    NOTE: I do not support this statement in any way. It's still funny in an asshole-ish sort of way.

  • Jo 'Mama' Besser

    So he can keep them around longer as they age together? That must be what that means.

  • Limbo

    James Woods doesn't date those women. He buys them things and they have sex with him occasionally because they feel sorry for him. That's not dating. It's charity.

  • Maguita NYC

    Well James Woods is now officially an asshole however you put it:

    Woods spoke about the govmn't shutdown placing the onus on Obama, while also criticizing the president for various other problems in the country, including gun violence and race relations. He continued to respond to both those who agreed with him and those who did not, calling Obama "a true abomination" and linking to articles about the shutdown. Woods said the remarks might keep him from being able to find a job in Hollywood, but that he put "[his] country first."

    http://www.huffingtonpost.com/...

  • Ian Fay

    Just one question then:

    Is it OK to still love Diggstown?

  • ryallen

    Leo's all about the tightness.

  • John W

    Was he dating them or were they dating him?

  • PDamian

    Never mind the babes. What I want to know, is: why does Lukas Hass hang around DiCaprio all the time? He used to be a talented and promising actor; now, it appears he's a professional entourage member, and a somewhat pathetic one at that.

  • Fredo

    I think they're friends from way back in their kid-actor days. It's how Haas got that small cameo in Inception.

  • jettcity

    Did you not look at the pictures?

  • Conor

    Dear Leo,

    You're doing it right,

    Regards,

    The Menfolk

  • Jo 'Mama' Besser

    That gets even creepier the second time.

  • Conor

    Yeah, wasn't signed in the first time.

    And hey, it's only an innocent bit of creepage...

    Right?

  • lostinslc

    Who the fuck is Woody Gunderson? I'm pretty sure you meant David Wooderson. Alright, alright, alright....

  • BWeaves

    OK, I thought Woody Gunderson was a euphemism for his penis.

  • bastich

    Nope, that would be "Titanic".

  • Bert_McGurt

    Good thing he did that flick otherwise he'd have had to stick with "Gilbert Grape".

  • pajiba

    Ha ha ha! Who the fuck is Woody Gunderson, and where did I pull that name from? That's a weird goddamn way to misremember someone's name. Woody?

  • bastich

    Maybe you were thinking of Woody Guthrie?

    ("This machine beds waifs")

  • Bert_McGurt

    This Blonde is Your Blonde?

  • Bert_McGurt

    Oh, Brittany Daniel. I watched Joe Dirt for you and I don't even regret it.

  • OK, who picked the Blake Lively pic - very naughty.

    I'm gonna offer an alternative view, in which I'll ask if this history indicates something more than a 'Why does a dog lick itself? Because it can.' type of behavior to something a bit more down the continuum to a type of sociopathic behavior that is reflexive and psychologically deep-seated, not simply choosing to play in the 24-year-old sandbox?

    [I'm hoping for some quality time in the House of Pedantry today.]

  • Absurd premise, but I'll bite. I think we could argue that his propensity for choosing women in their early 20s is a reflection of his concerns about aging. If he continues to date the same sort of women, he can happily embrace denial about the fact that he's getting older, larger, and hairier, and instead pretend that he's just as pretty as folks thought he was when he was younger. It's not so much sociopathic as it is a cover for his deep-seated insecurities.

    But honestly, I just think he has money, fame, and a boat, which pretty much guarantees pretty girls in bikinis will want to hang out with him and trade regular sex for routine luxury, media exposure, and maybe some nice bling. It seems to be a mutually beneficial arrangement, and none of them are publishing books about what a tool he is.

  • Limbo

    I think you hit the nail on the bottle blonde head there, Reba.

  • Xander

    Damn Leo you win at life!

  • nixiepoo

    It is true, when men become successful, they what to be rid of ALL ethnicity.

  • THE BALLOONING HEAD CANNOT BE SATED! IT MUST FEAST ON THE BLOOD OF YOUNG WHITE BLONDES!

  • Jo 'Mama' Besser

    Walled up no longer in your Hungarian prison cell, you have traveled through time and space (and gender) to return to practicing your special brand of deranged population control. But Countess, methinks there is a flaw in your plan, as you look more like Jack Nicholson's fuck double than a milky mistress of ill-begotten eternal youth. Ponce de Leon is talking, Ponce de Leon is not complimenting, Ponce de Leon has been momentarily diverted from his accusations surrounding Shark Week's hateful nature towards the proud people of Puerto Rico (Ponce de Leon has always been a somewhat confused man) to laugh at your folly. YOUR folly. Maybe some of your doomed ladies-in-waiting have been tampering with your phleams or other oft-improvised instruments of distress and destruction, but maybe--likely-- the problem is you. Marinate in a new awareness.

    I know not of how you have arrived here. You've gone wrong. You've lost the plot. Find yourself. Balance your humours. Walk the earth. And forgive yourself.

  • To be fair, most of that is simply empty speculation.

  • Joe Grunenwald

    WHAT.

  • Guest

    Dear Leo,

    You're doing it right.

    Sincerely,

    Menfolk

  • Limbo

    Well that wasn't creepy or unsettling.

  • Mrs. Julien

    What is the point of being a major movie star if your dating options aren't the women you find the most attractive?

  • Maguita NYC

    Christendom? You mean Victoriasecretdom, for even in Christendom where older men marry and remarry younger women, his lack of begetting would be strongly frowned upon.

  • Mrs. Julien

    Oh, he's begetting some, just not in the usual sense.

  • Maguita NYC

    Oh he'dbegetting some and more than his fair share alright!

    I'm fine with his dating habits as long as he doesn't talk/complain about being unlucky in love and wanting desperately the begetting. I'd rather he be honest and talks about his movies rather than his beengetting history.

  • Captain D

    Alright, I'm going to come out and say it since you're beating around the bush...it's time someone introduced him to Taylor Swift.

  • Maguita NYC

    Honey, the man has not been beating around the bush for decades now. As a matter of fact, the bush has proven itself quite accessible to him, so far.

    As for Swifty, although she does seem to have the body type, don't think he's into playing her game though. Too much drama. I believe he'd rather they discreetly collect and pass Go.

  • emmalita

    I get the feeling he insists on deforestation.

  • emmalita

    The Mrs. Julien edit strikes again.

  • Mrs. Julien

    I saw that!

  • Maguita NYC

    And *I* SAW that!!! There has to be a time limit editing, for surely Imma begetting odd comments anytime now...

  • emmalita

    I had to correct autocorrect. :)

  • Mrs. Julien

    I'm the WORST. I can't stop.

  • Fredo

    He seems to have a certain...type he's interested in.

    And yet, none of them are likely as fun as Kate Winslet.

  • Jo 'Mama' Besser

    Being married to someone named 'Rocknroll' does not make a person fun. I don't care if she's sainted around these parts, Kate Winslet's as fun as dialysis.

  • Debra Kessing

    you know her well, do you?

  • Debra Kessing

    Kate Winslet has often said Leo is one of her best friends. He says the same about her. They keep each other's private lives private and I am quite sure their relationship is many times more important to him than any of the blonde reboots.
    I have always believed Leo is gay. If true, why would he not choose lovely young women as his "girlfriends"? He is rich, one of the best actors alive IMO AND he gets hotter with age (also IMO o'course) I have never read anything bad about him as a person, so -- I say the clone squad are smart and lucky.
    Kate Winslet is a gorgeous sexy woman, not a blonde model nymphette, Bad Superman. Why would you even make the comment you did?

  • kirbyjay

    I agree. I think Leo is gay and the young lovelies are beards. Not that there's anything wrong with that..

  • Debra Kessing

    nope, there's nothing wrong with it. I wish that people did not have to consider whom they choose to sleep with as a career consideration, but at the end of the day it's his choice and like I said, I think he's one of the good guys in Hollywood.

  • Bad Superman

    Yeah, but all of them have better bodies. Mainly thanks to having no kids.

  • urbanbuffy

    Ha! It's not kids, it's called early twenties :). Also, Giselle has 2 and still looks great and that's called HOLLYWOOD.

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