Who was the best-dressed lady at Sean Penn’s Help Haiti benefit?


I was going to cover the annual Art of Elysium gala, which is always held the Saturday before the Golden Globes, and it’s an event that is usually well-attended by a handful of A-listers, plus an assortment of B-listers and Fashion Girls. But last night’s gala was pretty boring and barely anyone important came out. You know why? Because all of the big names came out for Sean Penn’s “3rd Annual Help Haiti Home Gala” sponsored by Armani. Which… I mean, good for Sean. This fundraiser benefited the Haiti charity he started several years ago, so he behaved himself and everything (funny/interesting sidenote: the same day as Penn’s fundraiser, his ex-wife Robin Wright confirms that she’s engaged to her boy-toy Ben Foster! HA.)

Luckily, Sean Penn’s main lady Charlize Theron was there to support her man. Charlize looked really good in this Givenchy minidress. Her hair looks great too. Apparently, Charlize & Sean were all coupley and kissy-face at the event too.



Chris Hemsworth and Elsa Pataky gave us a preview of what I’m assuming will be their loved-up, knocked-up appearance at the Golden Globes tonight. Chris is a presenter, and I will so disappointed if Elsa isn’t there, dominating all of the attention.



Diane Kruger in Preen. It seems a bit fancy and overblown for what was basically a cocktail party fundraiser. The dress seems more suited for, like, a ballet or opera gala.


Winona Ryder. I can’t find the designer ID, it may be vintage. She looks lovely, but you know what’s funny? Winona’s frenemy Gwyneth Paltrow was at this event too. HA.


Allison Williams in Osman. It’s okay. I just can’t get excited about this girl.


Pam Anderson – I know it’s crazy, but I really like her short hair. The dress is awful and she looks pretty rough otherwise, but the hair is cute. Pam also announced at the event that she had remarried Rick Solomon. Because of course.


Emma Thompson and her beautiful daughter Gaia Wise (best name ever).


Paris Hilton! Hahahaha.


Photos courtesy of WENN.

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102 Responses to “Who was the best-dressed lady at Sean Penn’s Help Haiti benefit?”

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  1. merski says:

    Sean Penn is looking extra greasy and orange these days…

    • Liv says:

      His hair is awful, can he please cut his hair! I found him hot ages ago, but now? What sees Charlize in him? She’s so gorgeous and he looks orange, like you said! 😉

      • Maureen says:

        This has to be one of THE oddest couplings I’ve ever seen come out of Hollywood. I wonder if most people remember that teenage Charlize witnessed her mother shoot Charlize’s father to death in self-defense after he went on a violent rampage at the house. Charlize grew up around hard-core domestic violence at the hands of a raging, violent alcoholic. It shocks me that she could even look at a man with Sean’s background, let alone screw him and allow him around her toddler son. Jesus.

    • Santolina says:

      Sean does look “rode hard and put up wet.” Is that spray tan a disguise for red-faced, Type A, rageaholic high blood pressure, I wonder? Thanks for the backstory on Charlize, @Maureen. That’s so tragic, and could explain how a beautiful, successful, self-respecting woman would find this guy acceptable, given his history of violence and unkind remarks about never having been loved in his marriages. I adore Sean Penn as an actor, but as a person he’s a piece of work. Maybe they’re both just rebounding from their recent split-ups. Neither one looks particularly happy.

    • Mitch Buchanan Rocks! says:

      He looks like Paris Hilton in the last photo.

  2. Audrey says:

    Omg what is going on with Paris Hilton??

    She looks horrible. Ahhh her boob makeup (lol) is freaking me out

  3. ANDREA1 says:

    Well am not surprised at Charlize dating Sean Penn the kind of association she keeps show to an extent the true nature of her charater.

    • MelissaMelissa says:

      What nature would her character be? I’m curious because she has led quite a non-scandalous life by all conceivable Hollywood standards.

    • don't kill me i'm french says:

      Or all the rumors on Penn are exaggerated because he’s friends with Naomi Watts,Charlotte Gainsbourg or Emma Thompson .

    • Kathycat says:

      Charlize is supposed to be a super rude, b***hy person. To be honest, I can kind of see it….she hangs out with Chelsea Handler & Reese Witherspoon.

      There was this one time she VOLUNTARILY auctioned herself for a date for charity and despite meeting at an expensive, crowded restaurant, she felt so “scared/creepd out” she had two friends eat at a nearby table. Afterwards, she trashed the guy saying he was soooo creepy and she was scared for herself….yet never says why he was creepy/scary.

      Plus again…before she met the guy (even if he said some creepy things in an email/phone contact) she asked her friends to be at an expensive, CROWDED restaurant? How was she in a dangerous situation? If he really made her feel afraid for herself through email/phone, she could have cancelled easily and donated $10,000 to charity herself and refunded the guy. Her net worth is 50 million or something……

      I’m sure the guy was a fan of her beauty and now he got trashed and all his friends probably treat him as a laughing stock.

      It was an extremely rude thing to do to a poor guy.

      • ANDREA1 says:

        Kathycat pretty much summed everything.

      • MelissaMelissa says:

        Thank you for clarifying. I guess some celebrities get better treatments from the gossip rags than others. I’ve never heard or read anything bad about her until today.

      • Maya says:

        Well said – anyone who hangs out with Chelsea Handler are not nice people and they have to be bitchy as well.

        In the past I have always thought that Charlize looks gorgeous but cold and empty but now it seems that I was right. Last few years her true personality has unveiled to the public from her friendship to Chelsea (who doesnt hesitate to verbally attack children with racist words) and now Sean Penn (a known violent man).

        Just because she is beautiful people have always given her a pass but not anymore – this whole Sean thing is really turning public against her – according to the comments on multiple gossip sites .

      • tera says:

        You people are ridiculous. You are blowing that restaurant story out of proportion. I would want friends nearby too if I’m out with a stranger. Big deal. You use that as proof sge’s a horrible person? Sounds smart to me.Don’t you know in Hollywood everyone is connected to everyone with different personalities. Sean Penn has tons of friends in Hollywood, many who you’d admire. Chelsea Handler is said to be a good friend outside of her persona and has many different friends too. Heck she’s friends with Sandra Bullock too and Kate Beckinsale. Let’s say all of them are the same too. You judge Charlize’s entire character based on weak premises when the people who actually know her sing her praises. Her own ex boyfriend said she is perfect. If your ex is talking about you that way you can’t be that bad. Turning the public against her? Based on a few internet blogs with ignorant people? She’s a real actress. She doesn’t care what you think about her personal life. These comments are so silly.

      • @tera
        I think that was something that was extremely rude and hurtful to say in an interview. It’d be one thing if she felt legitimitely threatened–but to do an interview, where ANYONE can see and hear what’s being said, and talk about how your charity date was soooo creepy (without offering any real evidence that he was creepy–like saying he sized her up like a piece of meat or something)–is rude. And it isn’t funny.

  4. Cecilia says:

    There should have been a warning posted about the Paris Hilton pic. My day is ruined!

    • don't kill me i'm french says:


    • Holly says:

      What ever do you mean? She looks so classy and is as beautiful as a field of pink wildflowers. There is nothing weird going on with her chest area, either. I mean, REALLY, Cecelia- I think you’re just jealous ;-).

      • Cecilia says:

        Yep…you got me — I confess. I’m basically just a jellous h8ter. Oh… & a looser too.

  5. FingerBinger says:

    Charlize is a Goddess. Emma Thompson looked great as usual. I’m not sure why Pam Anderson keeps remarrying husbands,but she looked good too.

    • Sarah says:

      I really like Pam’s hair too. And I am envious of how good she looks in that form fitting dress. True, the I-re-married-my-ex-husband thing is creepy but I’ll give her a pass.

      • I am Legend says:

        Pam looks good, but she’d look better if she dialed down the eye makeup. She looks to be aging pretty well her but the eye makeup makes her look older.

  6. mia girl says:

    Looks like Pepto Bismol Pink is the color of the season for C-listers.

  7. bettyrose says:

    I was gonna say Winona (like, forever) but Gaia’s outfit won me ovet with adorableness. I totally hope Gaia and Winona spent some time together basking in their mutual awesomeness.

  8. Kiddo says:

    Sean Penn is best dressed, but he needs to do something with his hair. I don’t feel enthused by any of the dresses or other outfits.

  9. Ice Maiden says:

    Diane Kruger always looks miserable. I sometimes wonder if she actually does anything, other than attend envelope openings and appear in best-dressed lists?

    • Tiffany says:

      She recently was on FXs The Bridge. It is a remake of a European show. She is quite good in it. The woman works, its just that she keeps to herself when she is not.

    • Sullivan says:

      Regarding your comment about Diane looking miserable, I think I might look sad when I’m not smiling. I’ve been asked ‘what’s wrong’ when I’ve been utterly content.

      • Ice Maiden says:

        Yeah, I’ve had strangers (always men!) come up to me and ask me what’s wrong, even though I’m fine! But Diane always seems so sour. She’s at these events, essentially, to have her photograph taken, yet can never manage to crack a smile.

    • Tania says:

      I wonder if she isn’t ill in these photos? She looks rather queasy. She didn’t look quite herself in the other photos from this week.

    • emmie_a says:

      I want to be mean and say Diane looks miserable bc she’s hungry — but I like her. Not crazy about her dress but overall she seems ok.

      And I agree about Pam’s hair – I like it short. I think she’d look better w/highlights (to add depth) instead of a single process color but the short hair is an improvement.

    • Devon says:

      I think that’s just how she looks. I saw her a few times shopping in Vancouver when Joshua Jackson was filming Fringe and she always looked somber. Who can really be THAT somber when they’re coming out of Holt Renfrew with a few bags! 😉 She’s super tiny and drop dead gorgeous sans make up in person.

  10. Eleonor says:

    I really like Pam’s new haircut!

  11. Virgilia Coriolanus says:

    I saw on the Dailymail that Goop and her Coldplay hubby were actually acting like a married couple i.e. were actually sitting together, instead of trying to pretend (in front of the cameras) that the other wasn’t even there. Trying to push back on those VF rumors and bad press from the Vespa incident????

    Sean Penn–Good Lord. He looks like he was dunked in Orangeaid….not a good look. He’s been looking really old and worn for the past year or so–what happened? Better be glad he’s famous and still has money and a big dong–I think that’s the only way he’s reeling in these women now. At least he goes for ‘older’ women i.e. not some 20 something (with the exception of ScarJo).

    Paris Hilton looks awful. Are her boobs fake? They look like they are–I’ve never seen a set of boobs that high up and that far apart since I saw all of Leann’s ‘sexy’ bikini photos from when she was a twig.

    Winona doesn’t seem to age–she is so pretty.

    I like Diane Kruger’s dress–if the skirt hadn’t been full, and maybe went to her knees, it would’ve been more appropriate for the event. She looks like she should be going to a ball or something.

    • cr says:

      Sean’s skin color is interesting, there were pics from earlier in the week where his skin color made him look like Hellboy’s brother. It was funny/scary.

  12. Lori says:

    Pam’s hair does look good.

  13. Esmom says:

    Charlize looks fierce with that hairstyle. I hope she doesn’t grow it much longer because I think this suits her much better.

    It would be cool to see Diane Kruger go shorter with her, hair, too, it always looks so limp and lackluster to me.

  14. Ann says:

    Ugh, Charlize! How could you! Penn is so ugly.

  15. Tessa says:

    Charlize looks really good. Maybe it’s the sex? Oh, I just grossed myself out. Ew.

  16. ambow says:

    I love Emma Thompson, but she looks so painfully thin in this photo. Her daughter looks lovely (inside and out); no wonder Emma is proud.

  17. Why is Paris Hilton wearing a pink doily?

  18. Mia 4S says:

    I had forgotten that Hemsworth is losing weight for a movie, he looks awful! With a purpose, but still awful.

    Emma Thompson rules, that is all.

  19. jinni says:

    Eww. Penn looks burnt and greasy, like re-fried chicken.

  20. Paula says:

    Charlize is a goddess. The way Scarlett is, as well as Robin Wright.
    And I look at Sean Penn and scratch my head. Whyyyyy him?

  21. Bex says:

    I think it’s funny that the ridiculous bolt ons in the photo set are Paris Hilton’s. Pam Anderson is in the mix!

    Charlize looks amazing but I can’t deal with her with Shawn Penn. Eww!

  22. Bianca says:

    Oh! Emma Thompson’s daughter looks so lovely!

  23. lucy2 says:

    Charlize looks amazing, I’m really loving her hair, and she just always looks modern and put together. I don’t understand her with Penn though.
    Emma’s daughter is beautiful!
    Paris looks AWFUL.

  24. Chrissy says:

    I don’t like Charlize but I really love her hairstyle and dress. Velvet makes anything look classy!

  25. Ice Maiden says:

    I’ve always liked Pamela Anderson. She doesn’t take herself too seriously and seems like a really nice person. Her dress is tacky, and she’s ruined her skin through too much sun exposure, but the short hair is great and, bargain basement dress aside, she looks really good here.

    • Leila in wunderland says:

      Yeah. She actually looks ok here- for her. I rarely like her style- except for that black/navy blue corset dress she wore on the cover of playboy.

  26. Aria says:

    Winona forever! God, I love this woman!

    Emma’s daughter is CUTE!

  27. Maureen says:

    Sean is sure wearing his decades of anger issues and alcoholism all over his face.

  28. narwhalrus says:

    Pam and Paris look like a really terrible set of Now and Then photos.

  29. Becks says:

    I love Charlize’s dress, but her shoes gotta go. While she is at it, she can also get rid of ” baked ham” Sean. Lawd, he is looking rough these days!

  30. Leila in wunderland says:

    Charlize looks the best. Everybody else’s look is either boring or tragic.

  31. Hello Kitty says:

    For all of Paris Hilton’s drug use and partying lifestyle, she looks healthy. Especially when you compare the Cracken’s face next to Paris’. Does Paris spend lots of money on dermatologists and the spa, or is Lilo’s drug use that prolific?

  32. Liz says:

    Pam looks great. So does Charlize.

  33. nicegirl says:

    Emma and Gaia get my vote, ftw!

  34. cody says:


    How come you didn’t show Julia Robert’s ugly black outfit. All she needs is my grandmother’s babushka and she is ready to go.

    • Sarah says:

      Thanks for the link. Goldie Hawn’s dress is interesting and I like the sash/scarf she is wearing with it. I may steal the look! And yes, Julia’s dress looks like she headed to a funeral – a funeral full of unfashionable people where she wants to blend in.

    • ncmagnolia says:

      Thank you, as well!

      Julia’s aged LBD and flats make me SWEAR the pregnancy rumours are true, based on her other frumpy, bump-hiding outfits and flats/ no shoes at all.

      Charlize looked like the Goddess she is, but WTF is she thinking, pairing up w/ rage monster Sean Penn?

      And HAHAHAHAHA, Robin Wright’s re-announcement of her engagement to Ben Foster to coincide w/ his Haiti charity event 😉

  35. lunchcoma says:

    I do not understand the appeal of Sean Penn. I mean, I could if he were dating unknown actresses and models looking for a little publicity, but I don’t really see what’s attracting women who are already high profile. I guess the heart (or any other applicable organ) wants what it wants.

    Who keeps inviting Paris Hilton to things?

    • Maria says:

      I was thinking the same thing: who invites Paris to these gatherings. It’s almost like if she does show up, your event isn’t taken as seriously.

      Love, love, love Emma and Diane.

    • Sarah says:

      Lunchcoma, no one understands the appeal of Sean Penn. No one.

    • Read past posts on this site–I saw Sean in this movie called ‘Up at the Villa’, when I was 17. Now let me tell you–I don’t think Sean is in anyway physically attractive. He’s not ugly, but if you just looked at his face, I think the only thing you’d be able to say good about it is he has pretty eyes. But my God–after I saw that movie, I knew why women threw themselves after him.

      This mofo is as charming as the devil, and THAT’S why he gets all these women–Madonna’s STILL hung up on him after all these years, even after ‘allegedly’ cracking her skull with a bat. Have you ever seen any of his interviews about Haiti–he really, truly cares, and he is passionate about that—and that’s what sucks women in. He himself has acknowledged that he is a horrible person in a relationship–so when he lets his guard down, shows off a sensitive, caring side (that I think everyone has), you fall for it, and then when he’s done with that, and starts showing you what an asshole he can be–you cling to the sensitive side.

      So–to borrow from Eve, he gets all these women because of—
      Big d*ck (or so it’s rumored)

      Also–I saw him in ’21 Grams’–My lordy Lord. The sex scene between him and Naomi was…,,,indescribable, in a good way. That was possibly the hottest sex scene I have ever seen in a movie. Just imagine how he really is in real life–if he can portray that in a movie. Just sayin’

    • tera says:

      He’s intense,charismatic, a man’s man, talented, passionate, and though he’s too tanned here from his Hawaiian vacation, he can be really sexy. Women like all that. Not everyone wants a bland pretty boy.

      • Maya says:

        I would rather have a bland pretty boy who would never use violence against me or anyone else than an intense, charismatic & man’s man like Sean Penn who has a history of violence against women.

  36. Maya says:

    Gwyneth should run and hide whenever she sees Winona – the betrayal Gwyneth did to her then BFF Winona is disgraceful and pathetic.

    • Tulip Garden says:

      Can you elaborate? I am a major Winona fan and I know they had a falling out but I don’t know why. Thanks

      • Jaded says:

        Gwyneth basically stole the script and part in ‘Shakespeare In Love’ from Winona – saw it at her house one night, snuck a copy and went behind her back to get the part. That’s when the friendship blew up.

    • taxi says:

      I find that story hard to believe. The whole girl-dress-like-a-boy disguise is silly, but Winona is so petite at 5’2″ or 5’3″ max that Gwyneth, 6 or 7 inches taller has a better body type for the part.

  37. Chloe says:

    Sean’s coloring reminds me of the color I painted my old kitchen when I was going through my Southwest decor phase, it was called Burnt Sienna, dude is looking rough. He’s a great actor and seems to be dedicated to his Haiti charity, but I still think his general attitude and poor actions towards women doesn’t give him a pass. I just don’t get why Charlize is with him after what she witnessed as a child. She looks great here, but my favorite is Emma and her daughter.

  38. Karen says:

    Winona looks stunning! Winona Forever indeed. I wonder if she’s had some subtle work done, she’s aging very nicely. Diane looks great too, I don’t think she looks miserable.

    • taxi says:

      She did her eyes a couple of years ago and they looked odd for a while-settling now & better, but I think she looked better before. Now they are open too wide.

  39. Jake T says:

    Man, Sean Penn nose keeps getting bigger and bigger, what’s up with it? Maybe because of the blowing??
    I do get why all these beautiful A Listers like ScarJo, Robin Wright and Charlize fall for the “baked ham face” Penn. He has not good looks so he’s charming in the beginning of a relationship, he uses the talented actor (I think he’s sol overrated, by the way) artsy thing to get to them, then they slowly find how his really nature egomaniac and insecure is. Then they leave him, but he doesn’t give a damn: he just wanted them for make him look like a heartthrob among his buddies, Jack Nicholson, De Niro, etc, who treat women just like a pice of meat. he likes the thrill that everybody would think “how does he do it?” “he must have a big dong” “great in bed”…I just think he should thank the Viagra inventor everyday of is miserable life

  40. Will says:

    Sean Penn’s hair implants looks awful! Greasy and dirty mop.

  41. Snappyfish says:

    I loved Sean Penn (& Timothy Hutton) in ‘Taps’… side note Tommy Girl also starred in that. Sean really aged hard

    • prayforthewild says:

      OMG I loved that film, wow so so long ago… thanks for the reminder, Neflix here I come!

  42. Bleh says:

    Charlize could get any man she wants, and she goes for this overcooked sausage?
    Does not compute.

  43. tera says:

    I thought it was sweet that Sean said he gave up guns for Charlize. She is a good influence on him. He needs a strong woman and a woman like her needs a strong man. I like this couple. I don’t care what y’all say.

    Also does anyone else love Charlize’s hair like this? What a face and she looks so sleek at this event.

  44. prayforthewild says:

    Am I the only one who thinks that Sean is starting to look like Bill Maher’s long lost twin?

  45. Mrs.Martin says:

    Paris Hilton is 32?!????

  46. Nene says:

    Regardless that it is a beautiful thing but Love and Attraction is truely complex and sometimes confusing. I mean,take a look at or think about the not-so-goodlooking guys and some ugly ones you know and then their wives or girlfriends. You’d find out that the women are always beautiful and hot while these men are their polar opposites.
    Perhaps it’s the law of Physics( opposites attract,likes repel) at work in this all important aspect of life – love and attraction or whatever you may call it.
    Ever wonder why the most unlikely couples in real life last the longest,even in Hollyweird?
    It’s an amazing thing albeit a little strange.
    Take a look @ Sean and the women he’s dated.
    Jason Statham and the list of his girlfriends.
    Even Johny Depp.
    What about David and Victoria Beckham. Oh yes everyone seems to have forgotten how plain VB was back then before she ‘poshed’ herself up. And yes I admire some of her fashion choices cos they are quite good. But the fact remains that David was the hot and globally admired footie star and V was quite plain especially for a pop star…And they are still together.
    What about Michael Douglas and Catherine?
    Or Daniel Craig and Rachel Wiesz?
    To name a few…
    I believe most of these men who aren’t conventionally handsome or goodlooking in any way have redeeming qualities. Probably their generousity,kindness,selflessness,affectionate nature,phenomenal lovers,romantic,humility,caring,good sense of humor. These are qualities that any woman can fall for. And I think these sort of men have them in abundance in many cases.
    Now also take a look at the hot guys in Hollywood- even in real life and the reverse is the case.
    Ever seen a hot and goodlooking guy on the street with his girlfriend you’re like “WTF is he thinking?”
    It happens a lot.
    The so called physically boring women are usually of great character,loving spirit and good heart.
    Then I ask myself if all the beautiful people fall for their type,what’s gonna happen to the plain ones?
    Like the saying goes “All’s fair in Love…”

    • Egla says:

      Well i have known personally some good looking guys and girls. Let me say this: They all relay to much on their looks and don’t work on the other aspects like character, generosity, kindness, selflessness, affectionate nature, romantic, humility ,caring,good sense of humor, intelligence etc (copying from Nene here).
      They are so self conscious about their looks and the attraction towards the others that become even a…..holes often. Said that about Charlize and this orange guy maybe have some traits of their characters that match or they complete each other in some ways. Anyway he dated ScarJo for what….6 months and then nothing. Give him some time, probably by summer they will be done if he is what we have heard.
      Paris……GOD she is …strange and pathetic, she has to realize at 32 who she is and where does she belong (away from the public eye). She has money she can reinvent herself in a more dignified way. Oh well, is the serious 33 girl taking here.
      The others are good. Even us, with all our efforts can have a miss or hit day while dressing for a dinner or party sooooo in 100 parties they can miss some.

  47. JenniferJustice says:

    Can’t Pamela Anderson ever wear something that doesn’t show every single part of her body? It’s tiring and ages her. I like Winona’s dress. I like that’s she’s always danced to her own tune when it comes to fashion and I have a soft spot for her and want her to make a super successful comeback. Paris is simply an American embarrassment. Please move to France Paris!

  48. whocares? says:

    he needs to move to Haiti…… and stay there!
    leave Charlize though…………

  49. jellyfish says:

    Pam looks like a granny in that sweater dress. A hot granny though.