Leo DiCaprio’s makeover for ‘The Wolf of Wall Street’: handsome or not cute?

These are some newish photos of Leonardo DiCaprio filming in New York City over the weekend. Leo has joined with his favorite director once again, Martin Scorsese, for The Wolf of Wall Street. The film is about…well, apparently it’s based on the true story of Jordan Belfort (who is played by Leo) and his rise and fall on greedy, seedy Wall Street. Allegedly, the story has a lot of “sex atop piles of money” and “cocaine”.

I guess this is a period film too, judging by the dated, oversized suit Leo is wearing. Is he supposed to look like a kid wearing his dad’s suit? Because that’s what he looks like. I can’t even decide if Leo is wearing a wiglet, either. I don’t think that’s Leo’s natural hairline, but if it is a wiglet, they got a good one. I mean, John Travolta should really look into getting himself something like this. I also don’t know if Leo is wearing prosthetics on his face, or if his jawline is really that… mushy. While his face doesn’t really look bloated and carby to me, his neck and jaw definitely look weird.

So, would you hit it? I don’t think I would. But I haven’t wanted to “hit it” with Leo in years and years. I had a brief moment of wanting him again in The Departed, but for the most part I haven’t wanted him since Romeo + Juliet.

Would you like to know who else is in the movie? Because I was surprised to see this list: Matthew McConaughey (he plays Leo’s boss), Jonah Hill, Jean Dujardin, Kyle Chandler, Jon Favreau, and voice work by Gene Hackman. Can you believe that list?! I’m incredibly proud of Jonah Hill – I can’t believe that boy managed to get himself onto a Scorsese movie! With LEO! Good for Jonah.

Photos courtesy of Fame/Flynet.

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91 Responses to “Leo DiCaprio’s makeover for ‘The Wolf of Wall Street’: handsome or not cute?”

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  1. Jackie O says:

    guys with baby faces rarely age well.

  2. sara says:

    His head just keeps getting bigger and bigger. And I mean physically, not his ego.

  3. BB says:

    bah no, but these pics are better than the pics I saw on Dlisted

  4. Amelia says:

    When I first saw the photos, I actually thought that he’s looking the best he has for a few months.
    I think it’s the lack of a douche beard.
    Oh, and I heard that the film’s set in the ’80s, hence the crappy suit and awful perm on one of the other cast members.

  5. booboocita says:

    I’ve never thought he was particularly handsome or particularly talented. Truly, I don’t understand the interest, even when he works with Scorsese.

    • moptop says:

      This!! Don’t understand the interest.

    • Eve says:

      What I don’t understand is why Martin Scorcese is always working with him — there are better choices for a leading role than DiCaprio.

      • Max says:

        What’s so difficult to understand?

        He obviously thinks he is a good actor and enjoys working with him.

      • Mira says:

        @Eve – I recovered my love for Leo after seeing The Departed but after that my love for him has departed. Agree about his partnership with Scorsese. I want MS to direct Joaquin Phoenix in one movie at least. I do however appreciate the movie roles Leo chooses. He has an eye for a solid script but he’s been the same in his last few films. I cannot distinguish him in any of his intense drama roles anymore. Imagine Joaquin in some of these movies. The man would be a beast. Unfortunately he does not have Leo’s eye or choice of picks for solid scripts. I’m sure The Master will bring him back in force. In fact I am very happy that he worked with PTA before he gets a chance to work with Scorsese.

      • Eve says:

        @ Mira:

        I agree with you about DiCaprio pretty much repeating himself. And Phoenix working with Scorcese would be awesome indeed.

        DiCaprio does seem to have an eye for good scripts (that or he has a f*cking great agent) — however, his choices, albeit sensible, seem contrived. It seems he only goes after “Oscar bait” roles.

        As for Phoenix…simply the best actor in the world, in my opinion. Actually, I think he’s in a league of his own — absolutely flawless performances. But let’s face it: the man himself is somewhat difficult. It’s simpler to market someone like DiCaprio (who is willing to play the game) than someone like Joaquin Phoenix.

    • Marianne says:

      I never been personally interested in him. And I don’t consider him to be one of my favourite actors…and yet I do find him really talented. And he’s in a lot of good movies. He’s just kind of blah to me. I don’t hate him, don’t love him.

      As for Jonah Hill. God, I do hate him. I don’t think he’s remotely funny. The fact he was nominated for an Oscar is a big joke.

  6. Marta says:

    he is looking worse and worse, but he is really talented.

  7. Eve says:

    Leonardo DiCaprio has aged terribly.

    • Genevieve says:


      Never wanted to hit it in the first place. Can’t imagine why I’d want to hit it with a different hair color.

      Jackie O is right about the baby-faced thing. Would make me feel like one of those pedophile teachers. Remember Mary Kay Latourneau? Yup, that’s what I would feel like with the baby face guys, lol.

  8. Nessa says:

    Not attractive. At all. All those years of being of douche have finally caught up with him.

  9. I.want.shoes says:

    I don’t think that’s a face prosthetic. He’s always been bloated.

  10. BB says:

    I wonder how much are paid the models of Victoria Secret to stay with him, not way that they made it free, I’m not a model, I’m older and even for a lot of money I would kiss him…

  11. Mimi says:

    I find Leo so boring. Every photo I see of him with his barbie girlfriends in a date or hanging out (with him mommy close behind of course) he just looks like such a snooze. Even the models tend to look bored. Maybe he just seems moody all the time cause he hates the paps.

  12. Teka says:

    People here are so clueless. Leo is one of the best actors of all time, face it! He IS talented, and he IS really hot. I don’t know why people like to knock around him. He looks young and fresh, and I can not wait to see his new masterpiece. I would, Leo, come to mamma.

  13. carrie says:

    he doesn’t look as sexy or entertaining as Patrick Bateman (my reference as yuppie from 80′s)and he looks like Joe Pesci here in my opinion

  14. iwannarock says:

    co*e bloat
    hair: bad color
    suit: oversize
    tie: horrendous

  15. Jess says:

    He has a bad bone structure and was never going to age well. Zac Efron won’t either.

  16. Imelda says:

    Always think of Mr Potato Head now when I see him – so squished looking.

  17. GoodCapon says:

    Jonah Hill? Ugh.

    And I don’t know what it is exactly, but there’s something so wrong in that third picture… I think it’s his big forehead.

  18. Andy says:

    I will give him or anyone else credit in H’Woood for aging naturally. If he got plastic surgery, people would attack him. People age-it happens to everyone. My face now has wrinkles and I have the middle-age bloat. Weight-gain happens to most people as they age. Its ridiculous when celebrities get made fun of for something that happens to all of us.

  19. bns says:

    He’s probably happy to look like this. Anything to get him closer to the Oscar.

  20. Aria says:

    He has passed his prime time for sure.

  21. Turtle Dove says:

    Definitely looks like hair and makeup tinkered with his hairline. It’s pulled back, and Leo’s hairline is stronger than this, so to speak.

    He’s got a TON of contouring makeup on which makes the close ups look sort of strange, but I’m sure that it’ll look great on film.

    The movie is based in the 80-90s, so of course the fashion is going to be tragic. (Much like the baggy sh*t designers threw down the runway in their fall collections)

  22. yolo says:

    I think in pic#3, he kinda has a jack nicholson look about him – kinda crazy eyed.

  23. KellyinSeattle says:

    He’ll never be handsome, with that 12 year old face, even when it gets wrinkled. His fans can call him cute, but he sure isn’t good looking to me; he was so cute in Family Ties, was that the one? But he was a boy. Also, what’s with the slicked back hair all the time….kewl , man, and his Harley is just around the back of the building…yeah, man

  24. I still think he’s hot, I prefer grown men over pretty boys (like he looked in Titanic). And he is definitely one of the greatest actors of his generation – practically every peformance of his is Oscar-worthy (still amazed that he doesn’t have one yet!) and he seems really devoted to the movies he makes.

    So yeah, I’d hit it, and I’d hit it HARD :D

  25. TG says:

    Looks like a bobblehead coming out of an overly padded suit. Even for an 80′s movie they should make him look attractive.

  26. bea says:

    He’s starting to look like Wayne Newton

  27. Mari says:

    If a 50 shades of grey movie it’s gonna be made I really can see Leo as Christian…

  28. Anoni Mus says:

    Leo is way too baby-faced for my taste so he really never did it for me, looks-wise (except for maybe in Blood Diamond. He was hot there). But I think he cleans up nicely and has an interesting face that will serve him well in more character-based roles. As long as he doesn’t start tinkering with the plastic surgery, I totally give him a pass on his looks.

    He is mad talented though. I really enjoy the films he has done and think he’s a great actor, so I look forward to any films he is in.

  29. Alexandra says:

    Leo is meh, but I would hit Jean Dujardin so hard!

  30. Birdie says:

    I think it benefits him that he is not as hot as he used to be. He always wanted to be a serious character-actor and when you are too pretty, people won’t take you that serious. I find a few comments here a bit mean, not everyone looks amazing while aging.

  31. sugarcoated turd says:

    He is divine, as always.

  32. B says:

    I’d hit it. I’ll always hit it.

  33. F*ck you, I'm going to Guam! says:

    By golly I think I’ve got it!
    I think I know who he looks like!

    Yes, THAT Stewie.
    I can’t be the only one who sees it! LOOK AT HIM, then look at Stewie, then look at him again….see? SEE!?

    OMG this is amazing :D Lewie

  34. nancypants says:

    It’s definitely a period piece.

    I think Leo is quite talented and has been since Gilbert Grape.

    I think he was required to gain weight for this movie.

    He does look baby-faced but middle-aged with the jowls and junk to go with it and he’s wearing a hair piece and for those who weren’t around WAY BACK THEN this is what a lot of suits then looked like.

    I wouldn’t be surprised if 12 months from now, he’s all lean and hard and lookin’ good for some other movie.
    It’s his job.

    Actresses shave their heads or starve half-to-death or pack on the pounds and people support them in their, “art”.

    Leo and/or Tom Hanks alter their appearance with extra chunk or by starving or growing a lot of facial hair and it’s all, “Oh, hell! What happened to him? Is he on drugs??”

  35. Camille (The original) says:

    I haven’t found him attractive since R&J either. He looks so fug here!

  36. Frayed_Edges says:

    I wish he’d stop playing these crazy power-hungry types in movies – it feels like the same character over and over again. He’s good at it, sure, but … it’s just becoming craycray Leo rather than an actual character.

  37. Mandy says:

    Leo has never done it for me. But, I think it’s because he and my brother have a lot of the same features…so, it would be kind of weird if I was attracted to him.

  38. apsutter says:

    I swear, if he would just stop boozing and did some light work outs for even a month he would look so much better. He’s so bloated looking…it’s shows on his face and body that he doesn’t take care of himself. He did look pretty good in Blood Diamond because he wasn’t so bloated.

  39. Christina says:

    I think Leo is extremely talented, but everyone is entitled to their own opinion. As for how he looks , it is all wardrobe and makeup in this instance. I saw pictures from the set of WOWS , of him not in character, wearing a close fitting polo and jeans. He looks very fit actually. I am not sure if I am allowed to link to other blogs here, but is on JJ. The pictures are from this week.