Charlize Theron grabbed Sean Penn’s booty during an outing to Whole Foods


Just yesterday I was asking if anyone thought it was weird that we haven’t seen Sean Penn and Charlize Theron out together since Golden Globes Weekend. And here we are. Sean, Charlize and Jackson Theron were spotted at Whole Foods yesterday. They look like a family, don’t they? Even with the stories about hookers and modelizing, Sean does seem to embrace the family lifestyle for years at a time. There was a period – when he was married to Robin Wright and their kids were small – where he was a suburban dad. He moved his family out of the trendy LA neighborhoods to quiet suburbia, and that’s what these photos remind me of.

So, I guess Charlize and Sean are really dating. It wasn’t just a revenge hookup to get back at Robin and her young fiancé. And Charlize is letting Sean spend time with Jackson too. We can talk about Sean and how he’s a sometimes violent jackass, but the truth is… I bet he’s good with kids. We’ll see.

I have no real comment on the photo where Charlize is grabbing his butt. Ugh. I mean… I guess their sex might be hot? But all I can think about now is Sean’s baked-ham-looking O-Face. *shivers*



Photos courtesy of Fame/Flynet.

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122 Responses to “Charlize Theron grabbed Sean Penn’s booty during an outing to Whole Foods”

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  1. Jenns says:

    I expected more out of Charlize.

    • Dreamyk says:

      She needs to set her bong down because girlfriend has got to be all kinds of high if she feels Sean Penn is the hotness. What IS that man packing that he can dickmatize so many beautiful women?

      • amanda says:

        That is exactly what I was thinking when I saw these photos: “dickmatized!” She could have probably any dude on the planet, and she picks one with a face that looks like a bulging hemorrhoid that got hit with an economy-size bag of hot nickels. Plus he has the personality of a rabid raccoon. Is this her upgrade from Seth McFarlane? Charlize, honey, we need to have a chat about your self-esteem, girl.

    • Brittaki says:

      What is it with new celebrity couples and getting papped at Whole Foods and Starbucks? It’s always specifically Whole Foods and Starbucks. There must be some kind of unwritten rule in the celebrity dating handbook that they have to do the pap stroll at Whole Foods and Starbucks before they’re considered a legitimate couple.

      • TG says:

        Ha ha love your comment and do they all go to the same Whole Foods? Do celebs really do their own grocery shopping? I know if I had a lot of money I sure wouldn’t.

      • MyHiddles says:

        Agreed. I’m starting to get a Cavill-Cuoco feel here.

      • Doug says:

        It’s true. It’s like they’re desperate for rubbing their romance in our faces, make sure everybody knows they’re a couple. So strange.

    • Lisa says:

      Baked ham looking o face? Haaaaaaaa! Cringe!

  2. eliza says:

    Oh how precious they are. *gag*

    I hope his booty looks nothing like his wrinkled face.

  3. Aria says:

    Don’t know why but Charlize reminds me of Robbin (or is it Robin?). Sean likes them blonde and leggy.

    • bowers says:

      I thought that also, and Penn may be initially charming.

    • AlmondJoy says:

      Wow, she does look alot like Robin! Never noticed that before. Not sure he has a specific type though. He’s also dated, Eve, Jessica White and ScarJo.

    • Dubois says:

      Yeah but he’s also dated Scarlett Johansen (blonde and not leggy), Jessica White (black and leggy) and Petra Nemcova (brunette and leggy). So it looks like he mixes it up.

    • Lipsy says:

      Robin and Charlize are similar in a way that they’re both beautiful and talented, but major b-tches. And Madonna… let’s say that Sean likes his women fierce lol

      • Sammy says:

        Robin a b-tch? really? what can you tell us about it? I’m curious! she’s very low key so we never heard stories about her.

      • Luck says:

        Lainey gossip talked about Robin having a torrid affair herself that ended the marriage starting the on and off phase they went through until the divorce, that was the rumor, and I’ve heard also about Robin and a wealthy NY businessman when they were apart in 2008.

      • Nurse Kyra says:

        Listen to the director’s commentary of House of Cards (I’m a big fan!) David Fincher describes Robin Wright as “absolutely authoritarian”. Coming from Fincher, who’s known in the industry as one of the most tyrannic and driven directors around, that means something. The fact that Fincher was intimidated I don’t know if qualifies her as b-tch, but it comes really close. They’re friends and I think Fincher has a crush on her.

      • bubblebeany says:

        I LOVED the director’s commentary of HOUSE OF CARDS I highly recommended, you learn a lot of things of how Hollywood works. I got the feeling that EVERY director of the season was in love with Robin Wright, everyone of them praised her for her talent and her beauty. Joel Schummaher said that he couldn’t keep his eyes out of her, and so all the others. The way Fincher describes her gets the idea that he’s gaga over her, when he talks about her wardrobe for example.

    • Nina says:

      She looks a LOT like Robin Wright. And considering that Charlize is just 9 years younger than Robin, I think they look the same age, because Robin looks younger her age, and Charlize with that haircut looks slightly older.

      • Lil says:

        the affair was Jude Law when they were doing a movie together in 2007 i think

      • Daniela H. says:

        Jude Law + Robin Wright OMG they would have made the hottest couple ever…why didn’t she kept Jude?

      • Sandra Michell says:

        I was at TIFF on 2009 and the word among the fellow journalists that covered the Pippa Lee movie was that Robin Wright and Keanu Reeves were doing it hot and heavy. Their chemistry and the way they look each other was undeniable.

      • Doug says:

        I’ve heard that one too. Robin and Keanu had a very hot affair, Sean found out and that was the end. He didn’t really wanted a divorce, but he wanted to humiliated her like she humiliated him, but at the end Robin had enough and dumped him for good.

  4. bammer says:

    Poor Jackson.

  5. Neffie says:

    Baked ham looking o face LMAO, why does his face look so red and leathery? he must be a sun worshiping,chain smoking,hard drinking man. And that hair is not helping either.

  6. QQ says:

    As a fellow ass grabber i understand, Is one of the few things about this I DO get on board with

  7. blue marie says:

    Much like he did with Scarlett, he is sucking the pretty right out of her. Such a good actor, director and humanitarian but a huge d-bag everywhere else.

    I hate her sandals.

    • JudyK says:

      Also hate her sandals. They look happy together.

      Her little boy is so adorable.

    • Tina says:

      I don’t know what you’re talking about. Scarlett looks better than ever and Charlize even with short hair and jeans looks like a goddess here. Robin was pretty too. Sean’s got good taste.

      • Lauren says:

        Charlize wears those flat sandals because Sean is so short. He is wearing boots and she still towers over him. All the crusty-hammy jokes aside, Sean must be legendary in the bedroom to attract all these beautiful women. I also believe that Sean reacts violently to any kind of rejection. Charlize can hold her own with Sean. Observe how Sean is walking behind C. like she is royalty- carrying her floral bag.

  8. kingkayski says:

    She gotta be so desperate for a man to make do with this wrinkly old ham

    • Tina says:

      Charlize Theron desperate for a man? Don’t make me laugh.

      • Artemis says:

        Well all the other men she was linked with did not want a relationship. She adopted Jackson about a year after her summer fling with Reynolds while Reynolds got married so it’s not like he wasn’t looking for commitment. Skarsgard was a complete fail PR wise and while she was totally into Fassbender, it really became pathetic when he clearly wasn’t interested.

        If you go on dates with men like McFarlane and Penn, you pretty much hit rock bottom dating wise. She’s way too good for them so yeah, desperate would be an accurate description.

      • Grace says:

        She’s desperate for a man, no doubt. The vulgar way she approaches guys can just have the good ones to run the other way, and garbage like Penn to stay for the ride.

  9. Shopperetta says:

    Smart Women/Foolish Choices: Finding the Right Men Avoiding the Wrong Ones.
    I find him revolting.

  10. Frida_K says:

    If they’re happy, well, bless their hearts.

    I don’t think this will end well, but it’s not really my business and I don’t know them, so…

  11. AlmondJoy says:

    I dont care how good he is with kids. He has a very violent nature and I would NOT have my children around him. Poor Jackson 🙁

    • Dea says:


    • MollyB says:

      Especially considering that Charlize’s mother killed her father in self defense after he attacked them in an alcoholic rage. You would think Charlize of all people would avoid violent, rage-full men, especially around her young child.

      • AlmondJoy says:

        @MollyB I did not know that! Heartbreaking.

      • Trashaddict says:

        But this is EXACTLY the pattern that happens to a lot of kids who come out of violent homes. The pattern gets repeated. Maybe the child in her is looking for a rescuer and maybe Sean Penn comes off like that, at first. When he was first with Madonna his violent behavior was lashing out at the paparazzi, like he was trying to defend Madonna from them . I really hope this doesn’t turn on Charlize.

      • jaye says:

        I was about to ask if he has a history of violence towards his women, but then I remembered his relationship w/Madonna. Was he abusive w/RW?

    • Tina says:

      He’s only violent with paparazzi. Do you really think he would harm Charlize’s son? I don’t think so.

      • Jen says:

        Only the paparazzi? Someone should have told that to Madonna when he tied her to a chair and assaulted for almost 10 hours straight. Or when he hit her with a baseball bat.

      • AlmondJoy says:

        @Tina if you do a little research you’ll find that he’s been violent with more than just the paps 🙁 he’s violent towards women, amongst many other things.

      • Artemis says:

        ‘only’ ? He’s violent, end of discussion.

        He’s assaulted fans, movie extras, women and paparazzi. While doing his Haiti work, he said volunteers made him angry (because they have ulterior motives) and he admitted he doesn’t control his temper well.

        WAKE UP, he’s showing you who he is, take it at face value and stop defending this douche.

        I don’t think he would hurt a child but you never know and that’s why it’s scary to deal with men like him. Even if Jackson witnesses him being violent towards someone else, it’s bad enough.

    • CaribbeanLaura says:

      I thought the same thing, I cannot, would not have some one who is violent around my son.

  12. janie says:

    She’s an adult & very savvy, she must see something in him?

    • Dedre says:

      I’ve always been attracted to Sean in the roles he’s played, I think he gives off this intellectual vibe and I think that might be attracting Charlize.
      Having said that, she should have got on that about 20 years ago, he doesn’t look so good in these pics…

      • Tina says:

        I agree with you Dedre. 20 years ago he was still not conventonally good looking, but he was sexy. He needs to stop the tanning and smoking.

    • Tina says:

      Sean Penn is kind of sexy. Well he’s not really sexy with his orange skin lately. He’s also charming and while not perfect, he does have a big heart. He’s one of those guys who wears his emotions on his sleeve, which can be a good or bad thing. He’s an intense man and an intense actor.

      • JM says:

        To me, he’ll always be Spicoli.

      • Dame Snarkweek says:

        …and an intense a**hole. You forgot that one.

      • lady mary. says:

        i just saw that “friends” ep where he makes a guest appearance ,he seemed quite likeable and ordinary unlike when in movie where he plays intense characters that u end up pitying or hating or comparing it to his real life antics ,i guess he is normal and likeable when he is sober

      • Doug says:

        Kind of sexy? everybody’s free, but now at 54 he looks like 60. His nose is bigger than ever and has fake hair, look at his bald spots. By the way with all the money he has he could have his hair implants do it in a proper way, that head looks a mess. Two tone , bald spots, and gray hair….gross. I would suggest him to go bald, come out as a Matt Lauer style, much better. But I guess he has no the right head shape for it. Barf

  13. serena says:

    I still don’t understand what possess those women who chose to date him..

  14. Tina says:

    These pictures are adorable. They already look like a family! I agree with you Kaiser that he does look like a baked ham lately, but I think it’s because he’s so tan lately. He looks better when he hasn’t been roasting in the sun. He seems good with kids too.

    This relationship already looks way more serious than the one he had with Scarjo. She’s got him to throw out his precious guns. Good for them if they are happy. I wish them the best. Sean would be an idiot to screw this up.

    And you know their sex must be amazing.

    • Jen says:

      Are you…….a Sean Penn fan????

    • Sammy says:

      Sex with a wrinkled 54 year old dwarf? no thanks

    • Sammy says:

      Tina you scared me. And also penn would be scared of you and your fanatic comments… Weird!!!

    • Nurse Kyra says:

      obsessed hello?

    • Jayna says:

      LOL They don’t even remotely look like a family. In fact, the toddler seems very attached to his mother and not into Sean at all. Sean is trying but the kid isn’t crazy about him yet at all. I get it. I dated a guy that had half custody of a child that age and that’s about how it would look, me trying to make him laugh and having to work hard to get even a little smile. The photos I saw of Sean trying so hard trying to make him laugh and him looking away says it all. He hasn’t been around Sean all that much yet.

    • jaye says:

      He does look like he’s looking a Jackson adoringly. Am I the only one who sees that? Not a fan, but I noticed that.

  15. Little M says:

    I have spent the morning cleaning my dad’s vomit (chemo is a bitch). I much rather do that again than coming any close to Sean Penn.

    Charlize looks smart and has one of the best bodies ever, why she is dating him is beyond me.
    Rich people and their choices…

  16. Ann says:

    He’s is such just SO ugly. I couldn’t.

  17. Maureen says:

    Why are the heels of Sean Penn’s boots different? Look at that last picture. The heels are totally different shapes and sizes. It’s not just a weird angle either. EDIT: Not the last picture, but the one before the last.

  18. AG-UK says:

    Beauty is in the eye of the beholder they are grown ups and can do what they like at the end of the day. He was sort of hot back in the day but now def. too much sun time and smoking..

  19. TheOriginalKitten says:

    Talented guy, no doubt, but his history of violence makes me question Charlize’s judgement.

    She is so beautiful and talented, I can’t help but feel that she can do better.

    • Jayna says:

      It’s odd. I’ve read over the years many beautiful actresses talk about being at the height of their fame and nearing 40 and how people would be surprised that they are kind of isolated in many ways the more famous they become and men are intimidated and not many men asking them out. You are always off at different locations on movie sets and why you tend to hook up with someone on set. I just think she really hasn’t been really in love for quite a while and Sean pursued her heavily and was crazy about her and she got caught up in it. Wait until she hits his moody, miserable side to deal with. I loved her old boyfriend she lived with for years.

  20. ldub says:

    he has a butter face but hot bod…..considering his face.

  21. Nene says:

    Our childhood is the only part of our lives that stays with us forever. In fact it has a great impact in our lives – positively or negatively- especially as adults.
    So Charlize’s attraction to Sean could be a case of subconscious attachment to her childhood experience with voilence.
    Another reason even if it might be unbelievable is, she genuinely likes him and vice versa. Such things happens you know,even in the crazy and fantasy world of Hollywood.
    Her son is adorable. I love her hair- she has one of the perfect oval faces I’ve ever seen and perfect oval face shapes are quite rare.

  22. Nene says:

    Our childhood is the only part of our lives that stays with us forever. In fact it has a very great impact in our lives – positively or negatively- especially as adults.
    So Charlize’s attraction to Sean could be a case of subconscious attachment to her childhood experience with voilence.
    Another reason even if it might be unbelievable is, she genuinely likes him and vice versa. Such things happens you know,even in the crazy and fantasy world of Hollywood.
    Her son is adorable. I love her hair- she has one of the perfect oval faces I’ve ever seen and perfect oval face shapes are quite rare.

    • jaye says:

      But she was with Stuart Townsend for all those years and there was never any stories about him being violent. Or did I miss something?

    • Doug says:

      Oval faces doesn’t pair well with pixie cuts. I’m a hairdresser. The pixie look so much better on Robin Wright, who has a perfect jawline. Charlize looks like a grannie with that short hair, besides she’s curly…not a good choice.

  23. Observer says:

    He has always looked special to me….by special I mean slow.

  24. Dawn says:

    So I think that he is a brilliant actor and a wonderful ambassador to helping those in need, I don’t think that he is the nicest of people. There is a new blind out there that says an actress and actor are dating and the actress drew up papers that said if the actor ever struck her or her child/children that would be the end of their relationship and she would have him arrested. It has to be these two. I know Madonna has said that he is the love of her life and his last wife (her name just left my brain and all I can think of is Jenny!) stayed with him for a very long time. So this should be a very interesting coupling. We shall see!

    • TG says:

      Anyone who would consider dating someone they have to draw up legal docs regarding violence is dumb, dumb and dumb. That hads to be the most bizarre blind I have ever heard.

  25. break says:

    I guess I’m the only one who likes these two together. Maybe his past behaviour was due to an addiction, and he dealt with it. People do grow up and change. We just don’t know. They both have a history of having a social conscience (him with Haiti, her with wildlife), and maybe she’ll bring out the best in him, morally… and he can encourage her artistically. He’s an incredible actor and maybe she needs a push toward being riskier in her roles and a partner/lover who really inspires creativity.
    As a side note, I think his face is so “leathery” because he spent years working outside in Haiti. He’s a redhead, so even with sunblock all that time in the sun (much of it on water) would take its wear at tear. Not the worst reason to look old.

    • Sammy says:

      He’s not a read head, he’s dark blond/brown. That red you see is a bad hair implant.

      • break says:

        In any case, he’s spent a lot of time in the sun over the last few years, helping people and that has taken a toll on his skin. Charlize obviously isn’t as superficial as some people, since I’m sure she could be with a more handsome man, if that’s what she valued.

    • Artemis says:

      Past behaviour?

      Penn was charged in February with misdemeanor battery and vandalism for the October dustup.

      Penn was put on 36 months probation, required to perform 300 hours of community service and undergo 36 hours of anger management classes, and ordered to stay 100 yards (91 meters) away from the photographer.

      2010-2011 when he was just together with Johannson and doing his Haiti work.
      People need to stop thinking that they can change others. It is what it is. After a certain age, you rarely change. Add up the fact that Hollywood and its admirers have a knack for forgiving disgusting behaviour and you pretty much never change at all, you just get better at covering it up.

  26. Ava says:

    He’s just soooo ugly. Maybe he was ok (not handsome, just ok in a weird way) back in the Robin Wright days. But now, he’s just eewwwww. And that comment about his scrotum has ruined my meal, thank you.

  27. Luck says:

    What I see in the pictures is that he’s trying so hard to be nice with the kid, and he doesn’t even look at Penn, is just irrelevant. He will try so hard to be the family man he has never been to his own family with wife Robin. I thick he’s jealous that his ex wife found love again and is about to marry Ben Foster, and then he hooked up with Charlize to not be less.

  28. Nicolette says:

    All I can say is she must keep her eyes closed during sex.

  29. AG says:

    My inner 11-year old says BARF.

  30. Kelly says:

    I like them together. They are both so talented. They should do a project together.

  31. Grace says:

    When Robin Wright asked for a divorce the last and final time, it was public knowledge that was due to Penn’s substance abuse (which led to his cheating behavior and violent temper). He had to give up several movies and everyone in Hollywood knew that he couldn’t handle his cocaine abuse anymore. Since then, after the second Oscar, he himself said that he had to learn to be humble again, because he’s the kind of guy that can’t handle success, he became an a** with his wife and children. I’m not saying that things are that way even now, but people never changes, not when they’re heading to 60. She will get hurt. Just saying.

  32. Jason says:

    Why grabbing that old butt with your hand when you know you’re being pap? Attention desperate!

  33. Jayna says:

    I bet Madonna is eaten up with jealousy. She thought she had a shot back with Sean, I’m sure, and there he is with a much younger, Oscar winner (she always wanted), and Sean is crazy in love obviously. He’s usually so private. That’s why Madonna unveiled her new young boy toy quickly. Her last boy toy went on to a younger girl. Then her shot with Sean she thought she had didn’t. happen on the Haiti trip. Out comes some new boy toy to the world.

  34. Danny says:

    Penn has major drug problems. He hangs up with Mohammed Al-Turki. HE was at his Haiti Gala and is a presence in Penn’s home. Enough said.

  35. Camille (TheOriginal) says:

    That’s the best she can get huh. Yuck.

  36. Nubiahbella says:

    By reading some of the comments, if you are deemed ugly you can’t date what’s deemed as beautiful? If Sean was a woman and said too ugly to date up, women will be up in arms about it. There are other things that beauty to be able to find a partner! Anyway I don’t know him ( although do hear about his violent behavior), he must have something some women like and can get past his so-called ugliness!

  37. Frieda says:

    Considering the trauma she and her mother experienced in S.A. ,she needs to take that boy of hers and RUN. I hope her mom has a good looooong talk with her. Women who have been in abusive situations in the past tend to attract the same type of man over and over again unless they get counseling.

  38. magpie says:

    Check out the pics of them in the checkout line (they’re on Lainy). Behind them is an Esquire mag with the headline WEIRD MEN. With Penn in front of it it’s kinda hysterical.

    I think they’re perfect for each other. Poor Jackson doesn’t seem to into it.

  39. Deedee says: