Is Leonardo DiCaprio secretly dating “reality star” Whitney Port? (update)

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Maybe it’s just me, but I get really annoyed with Leonardo DiCaprio’s love life and romantic choices. And I like him as an actor! But whenever I really think about his compulsive modelizing, his commitment issues and his general douchiness about women, I get upset. It’s no secret that Leo has a type – he likes up-and-coming models with accents. The models tend to be of the curvier variety, going with the Victoria’s Secret trend rather than the emaciated-preteen trend, so I guess I give him credit for that. He doesn’t want a bag of bones. I’ll also give him credit for something else – unlike, say, a George Clooney, Leo likes a girl with a career. He doesn’t seem to expect a girl to drop everything to be with him – he tends to go for girls with their own stuff going on.

So, now that we’ve established Leo’s type, I can say with reasonable certainty that this report from Star is likely crap. They claim that Leo has been quietly dating The City‘s “reality star” Whitney Port. She’s the one who looks like Audrina Patridge, only Whitney’s hair is lighter and her eyes aren’t as crazy.

“They met at a NYC party and he flirted with her like crazy, then asked for her phone number,” says a source. “She didn’t think it was a big deal because she heard he does that with lots of girls.”

“When Leo started calling her, she thought he was just being friendly. But he called and called… He was very sweet to her. He told her how beautiful she is, how much he wanted to go out with her.”

When NYC-based Whitney hit LA in late September, Leo insisted that thye meet up. On September 27, he asked her to join him at a street fair in Venice, CA but she said no.

“Whitney read that he was with model Anne Vyalitsyna and didn’t want it to look publicly like he was two-timing Anne with her,” says a source. She did, however, agree to see him in private.

The eventual first date: an intimate dinner at his Hollywood Hills mansion in early October – and they’ve been sizzling ever since!

“She’s really clicked with him and he’s treating her very well, and of course it’s exciting that he’s such a huge star,” says the source. “But she’s taking it very slowly. She doesn’t want to be just another notch on Leo’s bedpost.”

[From Star Magazine, print edition, October 26 2009]

Uh… whatever, honey. This was written by Whitney’s publicist. If Leo ever came up to Whitney or any of her “reality star” idiotic, waste of space moron friends, they would be on him like white on rice. And they still wouldn’t be his type. As much as I dislike Leo’s romantic life, even I know he’s above this sh-t.

UPDATE: A “source” is now telling Us Weekly that this Star report is totally untrue. Here’s the thing – the source is unnamed, obviously, but Us Weekly doesn’t identify the person as a friend of Leo’s or Whitney’s. Weird. Anyway, this random person claims: “”It’s about as true as The City — it’s made up! They don’t know each other. They never exchanged numbers.” Okay, random person, I believe you. I, too, am a random source and this is my statement: “Whitney’s publicist planted this story.”

Leo is shown on the set of Inception on 9/12/09 with Ellen Page. Whitney Port is shown at events on 9/13 and 9/16/09 and outside a nail salon on 10/12/09. Credit: WENN.com

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29 Responses to “Is Leonardo DiCaprio secretly dating “reality star” Whitney Port? (update)”

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  1. Firestarter says:

    God, I hope not!

  2. Praise St. Angie! says:

    yeah, right.

    is that bridge in NY still for sale?

  3. Diwali6 says:

    God, that would be like buying a handbag from Wal Mart…..he needs to stay with the Birkins!

  4. Kevin says:

    NO NO NO Whitney say it aint so!! She’s my fave from the Hills deal. She’s such a cutie. She looks nothing like Audrina,Kaiser Get your eyes checked. I hate Decraprio.

  5. birdie says:

    Yeah this store is bull. I agree that Leo’s love life seems sketchy but I don’t think Leo would go for famewh*res like Whitney & co. Whitney is pretty enough but she’s no Gisele, or Bar.

    This story reminds me of Kristin and John Mayer which he vehemently denied, as if he was ashamed to be linked to a girl like her. I feel like these reality stars are virtual pariahs to everyone in Hollywood because they seem so desperate for attention. Only low-level actors like whoever that guy LC is dating will go for these girls. Otherwise they need to stick to guys who use them for attention or male famewho*res like Brody Jenner.

  6. Firestarter says:

    Kevin_ I am sorry, but Whitney could do a lot worse than a successful Hollywood, Oscar nominated actor like DiCaprio, and has.

    Doesn’t matter if you like her and hate him, he is a catch for a small time reality star like her. That is like hitting the Comstock lode for a girl like her!

  7. nAynAy says:

    Holy crap! I just threw up a little in my mouth. This cannot be true. I happen to think Whitney is pretty, but come on now, what a step down.

  8. Charity is Chic says:

    Um….no. The fact that Leo is gay is one of the best kept secrets in Hollywood.

  9. Beth says:

    Bull on this story. Eventhough Whitney is a reality star I don’t consider her a famewh*re unlike everybody on the cast of The Hills. She’s very lowkey. I wish that tabloids would be more realistic when they lie. Are we really supposed to believe that Whitney didn’t give a hoot that Leonardo Dicaprio talked to her and asked for her number?

  10. nAynAy says:

    Charity is Chic… please tell me that your kidding… PLEASE!! LOL!

  11. Westender says:

    Charity is Chic: Where did you hear that rumour about Leo? Details please!!!

  12. Malorie says:

    Maybe it´s the best kept secret in Hollywood, but I already knew it (and a lot of people from here, meaning Europe) XDDD.

    That´s why he has a so defined type. He chooses from catalogue 😉

  13. Tess says:

    Secret? Not so much.

  14. nAynAy says:

    Wow! I’m completely blown away by this.

  15. crash2GO2 says:

    What?! He’s gay?! Chooses from a catalog….ROTFL!!!

    That would explain little smug-face pipe-cleaner legs I guess. Although I can’t imagine her in any catalogs except for JC Penny. Oh! That was mean. Maybe if I saw her acting I might feel differently, but I don’t have a TV. 🙂

  16. Charity is Chic says:

    A friend of mine used to work for the producer Scott Rudin. Rudin used to set up discreet dates for Leo dating all the way back to the Basketball Diaries.

    Sorry, ladies, but I thought it was pretty obvious. As someone already said, he ‘dates’ out of a catalogue. And most people in Europe, where they’re not nearly as uptight about homosexuality, have known this for years.

  17. nAynAy says:

    I knew there must have been a reason why I could never be with him LMFAO!

  18. drakeula says:

    awww i adore whitney port and i think she has that leggy model look. she’s a doll. if its true and she is happy then good for her.

  19. wow says:

    I like Whitney. Leo would be lucky to date her if true.

    And just because a woman isn’t a size 18-28 doesn’t mean she’s a bag of bones. Goodness, will this ever end?

  20. pickelhaube says:

    Seriously…EVERY MAN IN HOLLYWOOD IS GAY. Even the ones you don’t think are gay? Yep, gay. So it’s a waste of time to drool over any of them. Well, unless you’re a man, that is.

    As for Leo, I’ve never seen his appeal. I like MEN, not puffy looking little boys. I bet with those weak little girl arms, he couldn’t even pick up a gallon of milk! He is a good actor though, I LOVE Romeo + Juliet with him and Claire Danes.

    Oh, and in case anyone’s wondering, the ONLY attractive man in Hollywood nowadays is Julian McMahon. That’s it, now that Joaquin Phoenix has lost his mind. And both of them are gay, I’m sure. Oh well.

  21. Fat Elvis says:

    Yawn.

  22. crash2GO2 says:

    If he is gay, why did he date Giselle for so long? I don’t buy it one bit.

    Next.

  23. pickelhaube says:

    crash-

    Ever heard of a beard? Just because us “normal” people cannot understand why does not make it outside the realm of possibility. Why do you think Gisele (who I find to be SO painfully ugly) is now with a football player? She probably got tired of bearding and decided to get herself a straight man. That’s just my opinion on it though….

  24. Kevin says:

    Gisele is a maaaaannn BABY!

  25. QB says:

    They would have made a cute couple she is cuter than Gisele.

  26. crash2GO2 says:

    Yes, I’ve heard of a beard. But Giselle and he were together, what, 4 years? Isn’t that kind of a long time just as a beard? The gay theory is too cumbersome. Occam’s Razor – the simplest theory that fits the facts of a problem is the one that should be selected.

    Bisexual maybe. Gay? I have to call shenanigans on that one.

  27. pickelhaube says:

    Well you would think 4 years would be a long time, but maybe she got accustomed to being known as diCaprio’s girlfriend and enjoyed all the perks that came with it. TBH I don’t know too much about her or her life, but she could have just come out of a bad relationship and wasn’t ready to be in a real relationship again, maybe DiCaprio approached her…I don’t know. And yes, I do think that usually the simplest explanation is the correct one, but remember that this is Hollywood, and they basically live on a different planet than us mere mortals, so I don’t find it too shocking or out there. But maybe that’s just me….

    Oh and I hope I didn’t sound condescending about the beard thing, I didn’t mean it that way at all. It was more of a rhetorical question, so I hope I didn’t come off as nasty. If so, I apologize.

  28. crash2GO2 says:

    Aw, no sweat pickelhaube. 🙂

  29. hotnews says:

    Artists are very fond of making gossip and rumor in order to become lively discussion. Then they done strange things. Thank you.