Charlize Theron & Sean Penn go on a date: are they boning?

HOLLYWOOD, CA - FEBRUARY 29:  (HOLLYWOOD REPORTER AND US TABS OUT) Actor Sean Penn (L) and Charlize Theron pose with their Oscars for Best Actor and Best Actress during the 76th Annual Academy Awards at the Kodak Theater on February 29, 2004 in Hollywood, California.  (Photo by Frank Micelotta/Getty Images)

What’s the general consensus on Charlize Theron? I think she’s beautiful, of course, and I always look forward to seeing her on a red carpet, but I don’t really have any affection for her. She seems like a bitch – in a good way, I suppose. She seems like she’s not interested in playing on our heartstrings or being America’s Sweetheart or being accessible. Anyway, since Charlize’s split with Stuart Townsend earlier this year, she’s been rumored to be dating everyone from Keanu Reeves to Jeremy Renner. No one has really stuck to her, though, but this new guy could get interesting. According to In Touch Weekly, Charlize and Sean Penn went on a date a few weeks ago. Allegedly, they’re close friends and Sean helped her get through her breakup with Stuart. Hm…

Tongues were wagging when Sean Penn and Charlize Theron walked into Via Veneto for dinner in Santa Monica on August 5. According to a pal, the pair have been friends for years, and Sean, 50, has been there for Charlize, 35, lending her a shoulder to cry on.

“He helped her through her split with Stuart [Townsend],” says the pal. Although an insider says the two are not dating, Charlize and Sean were being cute and flirty throughout the meal.

And Sean “thinks she’s beautiful, and she thinks he’s brilliant.”

[From In Touch Weekly]

Well, we know that Sean has a thing for icy blondes, so I’ll buy that Charlize is his type. But is Sean really Charlize’s type? I’ve always seen her as more interested in the beefcake type. Someone pretty that she can get high with. Is Sean that dude? Not really. If I had to guess about this whole story, I’d say that they probably did have dinner, and it was possibly romantic, but we’re not looking at the next hot couple here. It’s probably just friendship and maybe some hot sex, dirty sex. Besides, last I heard, Sean was still dating a 20-something model named Jessica White.

HOLLYWOOD, CA - FEBRUARY 29:  (HOLLYWOOD REPORTER AND US TABS OUT) Actor Sean Penn (L) and Charlize Theron pose with their Oscars for Best Actor and Best Actress during the 76th Annual Academy Awards at the Kodak Theater on February 29, 2004 in Hollywood, California.  (Photo by Frank Micelotta/Getty Images)

Actress Charlize Theron watches the 2010 World Cup quarter-final soccer match between Germany and Argentina at Green Point stadium in Cape Town July 3, 2010. REUTERS/Darren Staples (SOUTH AFRICA - Tags: SPORT SOCCER WORLD CUP ENTERTAINMENT)

40744, WASHINGTON, D.C - Wednesday May 19, 2010. Academy Award winning actor Sean Penn testifies before the Senate Foreign Relations Committee on relief efforts in Haiti Wednesday morning on Capitol Hill. Photograph: Nick Gingold, PacificCoastNews.com

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73 Responses to “Charlize Theron & Sean Penn go on a date: are they boning?”

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  1. NayNay says:

    You can say whatever you like about Sean Penn, but he is an amazing actor. He may sometimes act like a douche, but his career can speak for itself.

  2. funnygirl says:

    Wow someone else thinks Charlize is a tough cookie but in a kinda good way! I thought it was just me lol :p

  3. Lisa says:

    From vacuous Keanu Reeves to acerbic Sean Penn, nice.

  4. Julie says:

    Love Charlize. And Sean. Period, the end.

  5. Marjalane says:

    Blech. Sean Penn isn’t anything but a bitter, angry prick. Shame on you Charlize!

  6. Jean says:

    I don’t really think Charlize is Sean’s type. He seems to like them submissive, and judging from what I’ve read and seen from Charlize, he would have to think twice about beating her up. That being said, Charlize can do and deserves a lot better, the stunning woman that she is.

  7. truthSF says:

    They’re probably talking about working on a film project together over dinner. And since this is a slow gossip week, the tabloids turned it into a dinner and flirt night out.

  8. mln says:

    Sean may be a terrific actor and a humanitarian but he is documented to have beaten his first wife and cheated relentlessly on his second so I hope that this isn’t true.

  9. Stronzilla says:

    Considering her mother killed her father in an act of self-defense 20 years ago she probably is pretty tough. But somehow Sean Penn doesn’t strike me (ha, pun and it stays) as the type you would turn to for a shoulder to cry on when you go through a break up.

  10. Tess says:

    Imho, Charlize is too pefectly pretty. She projects a soulless, bland beauty that is boring and unexciting.

    I think she chooses roles like that serial killer to give her some edge and quirkiness, but it doesn’t work.

    The thought of them boning is similarly unexciting. Actually icky.

  11. mslewis says:

    If this hookup is true I’m betting it is because Charlize wants (and needs) a higher profile. Her movies don’t exactly set the box office on fire; she was dumped from “The Tourist” because they couldn’t get the money with her attached; she has zero sex appeal (to a lot of people); and she’s getting older (for Hollywood). So hooking up with Sean Penn would put her on the red carpet with him and get her picture in the tabloids and get people to thinking about her again. I don’t see anything wrong with that. It’s been done before. I think I would be interested in seeing how this turns out.

  12. missmilly says:

    Oh yes Charlize….I can totally see the attraction….(insert barf noise). really? Sean Penn is a PSYCHO! Hello—just listen to him speak…in his own words without anyone interjecting any opinions…I mean really? he’s best friends with the socialist Hugo Chavez–just ask the locals that are in fear of them their opinion=—and then Hugo is best friends with Fidel Castro..geez people tend to forget things easily..don’t take my opinion.. yikes….either way, he is FUGLY! I didn’t think Charlize rolled like that…she could so do better….I mean, she’s drop dead famous and pretty, she could have anyone…and anyone means….YOUNGER and NOT PSYCHOTIC!

    By the way…..why is he so amazing because he can act..IE..PLAY PRETEND…as if acting is like being a surgeon or an army paratrooper…i mean, really

  13. meme says:

    @NayNay – I totally agree and he’s the only humanitarian douchebag (and he is a douchebag) I can think of. His work in Haiti is excellent. As for Charlize, I love her and wish she was in more movies. She’s gorgeous, talented and smart.

  14. pookie says:

    I just want to know what is up with her amazing disappearing eyebrows? A face requires eyebrows. I think the only woman who can get away without them is Whoopi. Stop bleaching or plucking them into oblivion please.

  15. Catherine says:

    The woman has obviously lost her mind.

  16. Nicky says:

    I doubt this is true since Sean is filming in Ireland and has been there for a while (can not find the precise date though)

  17. Sumodo1 says:

    She’ll learn.

  18. Fluffy Kitten Tail says:

    @MsLewis, she is the same age as Jolie. 35 is hardly old, even in Hollywood.

  19. The Bobster says:

    Charlize is screwing that ugly nutcase Spicoli? Ewwww, I thought she had better taste.

  20. JY says:

    I don’t get her appeal. especially on screen. and I agree that she has zero sex appeal.

  21. Annie says:

    I think SP has a huge unit. I bet Charlize is into huge units. (But really, who isn’t into them?) So, I think the pairing makes sense to me.

    Belive me…there is a good reason SP is such a “gifted” person and it’s nothing much to do with his acting talent. He has porn-dick.

  22. Eileen says:

    Ewwww please God no.

  23. Crash2GO2 says:

    She looks creepy with no eyebrows.

  24. hatsumomo says:

    I like her! And I liked her with Stuart. Too bad it didnt last, they dated for almost ten years.

  25. Whatever says:

    Ugh, its not bad enough that he’s creepy, violent and allegedly abusive, now he’s a gross sterotype of an aging guy going around boning younger women. Ick. I bet Robin wakes up every morning in gratitude that this prick is out of her bed and her life.

  26. hellen says:

    I agree with the idea that they’re talking about business.

  27. TaylorB says:

    HEY ‘the Bobster’, watch your mouth buddy!!!!

    Say what you want about Penn as a person, but do not dog on Spicoli! For shame dude!! 😉

  28. Cam says:

    Sean, really?

  29. Cinderella says:

    They’re probably talking business AND getting high.

  30. Keyanna says:

    Why can’t a chick have a male friend?

  31. Alipop says:

    GO Charlize! I LOVE her…they’re both amazing actors and Sean Penn is aged to perfection AND hot. I’m jealous!

  32. Milan says:

    @ pookie… I think she had sacrifised her eyebrows for the sake of Monster and they hadn’t grown back yet.

  33. Nancy says:

    This sounds like made up BS to me I think they are just friends.

  34. sammyhammy says:

    Ugh. What would a beautiful and talented woman like her want with an overrated, ugly tool like him?

  35. Marmie says:

    I doubt this is true. Their friends. There are pictures of Shaun having lunch with Charlize and Stuart together before they split.

  36. dana says:

    Charlize doesn’t seem like a bitch to me. Actually she always seems really down to earth and cool. The fact that she doesn’t try to be America’s Sweetheart makes her more interesting. Besides it’s usually the America’s Sweethearts who are bitches while the edgy actresses like Charlize, Julianne Moore, Laura Linney, etc seem like really nice people.

    Oh and Sean Penn is kind of sexy to me.

  37. dana says:

    “she has zero sex appeal (to a lot of people);”

    You have to be sipping the haterade to make a delusional comment like that. lol. There isn’t a guy I know who doesn’t find her hot. And most women too actually.

  38. Maritza says:

    I wonder what went wrong with Stuart Townsend, I always thought they made such a beautiful couple. Sean Penn would be a terrible choice, the man is so grumpy and not handsome at all.

  39. danielle says:

    I’ve heard Charlize is a bitch. Also, in some still pictures she’s odd looking. But boy, when she’s on screen, I find her mesmerizing. I can’t seem to take my eyes off her.

  40. meme says:

    “she has zero sex appeal (to a lot of people);”

    yeah, right. the woman is gorgeous and sexy and talented.

  41. Scarlet Vixen says:

    She’s been on my list of ‘women I’d switch teams for one night’ since The Devil’s Advocate (1997). I think she’s incredible beautiful, sexy, and she’s always seemed amazingly humble and down to earth in every interview I’ve seen. She really impressed me on ‘In the Actor’s Studio’ where she talked about her parents really for the first time, and even spoke a bit in her native language (she didn’t learn English til she was 18!).

  42. moo says:

    EWWWWWW!!!!! Oh, Charlize!!! NOOOOOO!!

  43. irl says:

    I like her work in the movies and the fact she’s herb friendly but. . . her taste in men totally sucks.
    Sean is brilliant in his work and his humanitarian activites but he’d be awful relationship material – ask Robin. Hopefully Char can see that.

  44. OC lady says:

    I find it funny that people think she’s a bitch. It seems like people determine someone’s personality based on looks alone. If she looks sweet–that means she must be a sweetheart. Looks icy or vampy–must be a bitch. Too funny. 🙂

    I’ve never heard nasty stories about her. Or any stories as she stays out of the limelight. She doesn’t resort to PR games or talking about her love life for attention like others. For that, she has my respect.

    And, I do like her movies. I think she’s probably working with Penn on a film. I doubt she’d want to date him. I think Charlize is smarter than that. OR, I hope she is . . .

  45. Camille says:

    I’m not a huge Charlize fan (not a hater either mind you), but I do think she is pretty and when in the right role she is a good actress, but I would lose any respect I have for her if she hooks up with this douche-bag.

  46. MSMLNP says:

    She is a gorgeous woman. But she looks like an oompa loompa in the top two pics.
    Lay off the spray tanner/bronzer already!

  47. mslewis says:

    @MsLewis, she is the same age as Jolie. 35 is hardly old, even in Hollywood.
    ——————————————————-
    Oh, yes, 35 is definitely old in Hollywood, especially if you are still down in the C-List category. Angelina is A++-List and does not have to compete with anybody else for movie roles. She has her pick of the litter whereas Charlize has to compete with dozens of really good actresses for the few parts for women that are available.

    ———————————————-
    yeah, right. the woman is gorgeous and sexy and talented.
    ————————————————–
    Then why can’t she get a job? Why can’t she carry a movie? Why is nobody hiring her? Her name never comes up when people are talking about making a movie. Why is that? It’s because, on screen, the woman is sexless. Her persona just doesn’t register on the big screen. You don’t agree with me and that’s okay.

  48. Solveig says:

    mslewis:
    September 1st, 2010 at 11:25 am

    she has zero sex appeal (to a lot of people)

    _____________

    What?! Are you serious? I think that none of the people I know do remotely think that this woman has zero appeal.
    And I’m pretty sure that The Tourist would’ve been a better movie with her. Oh, I know it’s too early to talk about that movie, but she’s a better actress than Angelina.
    As for Charlize and Sean, meh, I think it’s just BS and as someone suggested above probably they met just for business.

  49. dana says:

    “Then why can’t she get a job? Why can’t she carry a movie? Why is nobody hiring her? Her name never comes up when people are talking about making a movie. Why is that? It’s because, on screen, the woman is sexless. Her persona just doesn’t register on the big screen. You don’t agree with me and that’s okay. ”

    ms lewis you really are tasting too much haterade. Maybe you missed the news that she has the lead role in Jason Reitman’s next film. Jason Reitman who is an Oscar favorite.

    And for someone who is supposedly “sexless” why does she always win sexiest woman alive awards and have people everywhere raving about her beauty? Even if she wasn’t sexy, which she most definitely is, what matters is talent. She’s like Jessica Lange in the 80s, beautiful and talent but taking on gritty roles.

  50. Jeri says:

    Yeah, Sean is a good actor but not such a good person, at least to his women.

    Charlize Theron, not sure. She is beautiful but sometimes my gaydar goes off.

  51. lea says:

    mslewis must be jealous or a stan for some other actress to be saying stuff like that. Zero sex appeal? Um, she has so much sex appeal that it got in the way and she had to overcome that with her performance in Monster. You talk like a lot of people think that way when really if you polled the country, most would think she is one of the most beautiful and sexiest women in hollywood.

    Also she said she doesn’t want to be a movie star. She can’t help it if she looks like one. She is a real actress, who usually sticks to independent films and only occasionally dabbles in the mainstream when working with friends like on The Italian Job and Hancock. She has a great role coming up written by Diablo Cody and directed by Jason Reitman.

  52. Kiska says:

    She is a beautiful woman and a good actress. However, she needs to lay off the botox.

  53. BethL says:

    Why can’t two people have dinner, heck stand next to each other without people saying they are dating? They really could be friends. Considering they are both actors they very well could be talking about working on a film together. I really hate the word boning.

  54. Crash2GO2 says:

    Damn right she’s a real actress. The day Angelina Jolie takes on a role like Charlize took on in ‘Monster’ will be a cold day in hell. For one, she doesn’t have the acting chops, and two, she would never let anyone make her look ‘ugly’ to say nothing of putting on chub.

    I’m only bringing up AJ because mslewis (who is incapable of posting about a female actress without comparing her to Angelina) brought her up.

  55. Crash2GO2 says:

    @Kiska: I’m just wondering – what in particular about her makes you think she is over botoxed? Just curious.

  56. Xen says:

    Sean Penn is a horrible human being who tries to disguise that fact by doing charity with a press crew in tow. It’s great he is trying to help others, motives aside, but that doesn’t erase how has treated people throughout the years. He’s been abusive, manipulative, and a cheater to his spouses and partners. Charlize would be an absolute moron to date a “man” like that. He deserves to be alone.

  57. AJ says:

    The question is, are they boring?

  58. nnn says:

    I get what Mslewis said and have been thinking the same about Charlize since day one.

    I think she is extremely beautiful but that doesn’t mean she is hot, like having that magnetic palatable hotness. One doesn’t imply the other automatically. Charlize is more beautiful than megan Fox, even at the same age, but Megan is hotter.

    Some women are average looking and hot. Others are extremely beautiful and have not that ‘sensual’ factor.

    Some have both qualiies. Hotness comes through your pores.

    As an example during the supermodels era, i found Cindy Crawford hot and beautiful while Christie Turlington was beautiful but not hot. that’s how i perceived Charlize, like if she was still a model, she will model to perfection the sexless type, more androgynous type.

  59. OC lady says:

    I don’t know, I think she oozes sex appeal in that Dior commercial. I think she’s totally hot, but in an icier way.

    I also wonder why she hasn’t done more films? Maybe, she’s picky? Or doing other things with herself? Who knows. I still think she is a well-respected actress though. She hasn’t spread herself thin by doing a million crappy movies like some other actresses.

  60. nnn says:

    Yes that’s how you can say it too. in an icy way and even then, it’s when acting in an ad, it’s not coming through naturally. Like when Cameron diaz appeared in the ‘mask’ she had that hotness though she was never as beautiful as Charlize. I don’t sense the voluptous animalistic genuine hotness in Charlize….it’s more in the brains.

    She hasn’t done more movies because she is not a big draw to say the least and noone wants to see her movies or is even interested in knowing if and when she has a movie out.

    The extent of her bombs is paramount. It’s like total implosion wether the movie is an indepedant one in a limitted release or not. In nearly 30 movies, only 4 were successes among which “Monster” & “Hancock”. The rest are massive bombs…all of them.

    She is really the record holder in the genre either in terms of quantity percentage but also in terms of extent. But what is even sadder, it’s like it has always been this way and there were never an evolution. That’s one of the main reason she fought to get the main role of “monster” and change her appearance as her talent was never recognised before that. The movie did great with the Oscar bid stamped on it.

    After that she got back to the massive bomb routine, including in the action movie “Aeon Flux”. Only exception : Hancock.

    It’s like she never really rose to stardom and didn’t even have a strong sexy image (like Halle for example) to extend her delay of exposure through the media.

    She really doesn’t interest neither hollywood nor the masses nor the media. It has always been that way.

  61. Chris says:

    I like them both. They’re both great actors and very discerning about the roles they choose. They’d make a good couple and could raise a troupe of super thespians.

  62. nnn says:

    According to IMDB, she may have her next project ln 2012, at 37. She really doesn’t get great roles or even roles right now.

    I hope she won’t cave in again and audition for stupid movies like she did in 1995 when she auditonned for the female lead of Nomi Malone in “Showgirls”, role that ultimately went to Elizabeth Berkley. Or another “Playboy” shoot, since she already did one.

    I really think that her career is in the slump right now and that she needs to do something drastic quick. At 35 in Hollywood, you can’t get away by being such a poor draw, they won’t wait for you to blow. They won’t do it for a twenty something, they won’t do it for you, after 15 years in the business and 30 movies.

    It’s show-BUSINESS, it’s a business where you better bring the money in at times, or the artistic. Nobody put money on someone who consistently don’t generate at least the production budget. Even Renee Zelwegger and jessica Biel have been better draw. That say a lot.

    Most people say she is a beautiful actress, most people say she is a great actress even if bar Monster or Hancock, few are able to name another movie she was in and that they like, most people think all good about her acting but…they don’t follow her movies inspite of all the good feelings they exoress. It doesn’t translate in the reality. Cate Winslet is a great actress, she does artistic independent movies, and it is translated within the genre she does. she has a fanbase. Charlize mix indepdant (though not necessary artistic) movies and averagely mainstreams. And there if she isn’t next a big draw, nobody watch the movie.

    People may lie or perceive somehing that isn’t but numbers don’t lie and that’s why she doesn’t do many movies.

  63. Chris says:

    She was good in The Burning Plain too.

  64. Jon says:

    I don’t like her without eyebrows, she needs eyebrows, she looks weird without them.

  65. lea says:

    lol. Some Angelina Jolie stan is posting under a different name. Jealousy. You feel the need to tear down another actress to make you feel better about Jolie. That’s just pathetic. Sorry but going to defend Theron here because you are just being ridiculous.

    1). How many times do people have to tell you she is not after being a movie star, so stop bringing up box office? Would you bring that up if we were talking about Julianne Moore? Just because Theron looks like a movie star doesn’t mean she wants to be one. She’s a beauty who is a serious actress. And you shouldn’t be talking because Angelina Jolie was box office poison until she hooked up with Brad Pitt. Any actress who hooks up with Brad Pitt becomes a bigger star.

    2) Keep telling yourself she has no sex appeal. She is a real woman compared to the trashy looking likes of Megan Fox and Angelina Jolie. Like Michelle Pfeiffer she’s sexy in a CLASSY way. Most of the world agrees. And even if she weren’t, what does that have to do with being a great actress? Are you shallow or just fishing for more reasons to make yourself feel better about Jolie?

    Most people I know think Charlize is hotter now because Angelina looks too skinny and bug-like.

    3) You say she has no great roles lined up. Funny how you leave out that she has the lead role in Jason Reitman’s new movie! That’s huge and great for any actresses career right now. She gets offered roles all the time. She just dropped out of a few films and is being more cautious. Also they keep pushing back the Mad Max movie and she had to keep taking time out of her schedule for that. That’s the real reason there’s a gap between her films and Young Adult.

    I don’t understand why Angelina Jolie stans are so jealous of Charlize Theron. You think she’s competition? Jolie is the biggest female star in the world and media magnet. Charlize is not a huge star, she’s a classic beauty with intense acting skills. They are different categories.

  66. Bre says:

    I think they got together for business reasons. He is butt ugly. I think she has lost some weight since she broke up with Stuart. I think she is a very sensitive person but tries to reflect something else. I have a female crush on her! 🙂 She is not only beautiful but talented. Charlize envelopes me on her characters. I think she uses all of her inner emotions on her characters reflecting on what she’s been trough. My respects and admiration to you Charlize!!

  67. Anti-icon says:

    #65 Lea. What you said!!!!!

  68. Keyanna says:

    Ms. Lewis is just jealous because she is old, ugly and fat. Nuff said.

  69. nnn says:

    Umm just because some people have another opinion based on numbers or about someone physique doesn’t make them haters. We are in democracy and last time i checked, beauty or sensuality is in the eyes of the beholder.

    Those who call other people names for having another opinion about a person physique are the one who are haters and have a problem.

    And again, i and others know that she doesn’t want to be a movie star or doesn’t have that ambition hence she was ready to do the lame Paul Verhoven movie With D lister to channel Sharon Stone and was the second actress after Kim Basinger to accept to appear in Playboy to re-launch her career.

    So i know she doesn’t want to be a movie star inspite of all her talent.

    And since ACCORDING THE NUMBERS that noone has been able to contradict or explain, people who actually watch her movies are factually much less numerous than those who rave about her talent and beauty but for some reason that i don’t get don’t extend their admiration by watching them consistently, all is going according her wish of not wanting to be a movie star…

  70. THERON FAN says:

    …well I really like Charlize I think she is authentic, down to earth not like the Kardashian girls who are all fake!!

  71. crazydaisy says:

    on charlize: meh. she’s kind of like the american nicole kidman. guess that’s not really a compliment.

    will always and forever love sean. “the coolest guy in the universe.” after neil young, that is.

  72. CB Rawks says:

    She’s Sarth Efrican. 😉

    I think she’s incredibly beautiful. I would get surgery to look like her. If there was no pain involved. 🙂
    There’s only a small number of women I put in that category.

  73. trashaddict says:

    Charlize, do not hook up with Sean. Rumor has it that it will be a right hook and that he has “boning” confused with “beating”. Maybe go have a chat with Madonna and Robin Wright first? And please avoid the “this time it will be different because he didn’t really love them like he loves me” fallacy.