Some Weekend Swirl: Jessica White and Sean Penn

- By Bossip Staff

Jessica White and Sean Penn have finally been spotted together. Here they are having date night recently.

We have pics of Naomi Campbell and her fine a** billionaire swirl, as well as, more pics of Jessica and Sean when you…


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  • Miss Kesha (twitter .com/miss_kesha)

    Cute couples. Jessica should go back to short black hair, I’m not really feeling the scraggly blond weave.

  • She Knows...

    I liked the short hair better on her 2…

  • SoHeartLess


    Just so you know before you start cheering for the pair, Sean Penn abused Madonna and got caught in bed with two other women, by his most recent ex-wife.
    So basically we got a Chris Brown/Steve McNair thing going on with this guy,[SARCASM ALERT] but of course he’s white he gets a pass.[SARCASM ALERT]

  • Cynthia

    I am loving this! Go Sean GO Sean

  • SoHeartLess

    Oh well I guess my wifi is running slow today lol. But my comment still remains.

  • Cynthia

    I am loving this Go Sean Go Sean

  • Khristal

    I love how Naomi’s man is with her for the long haul thus far…even when she be going crazy going off on people lol you know she HAD to go off on him a few times

  • AlexG

    They look so good together, both couples!

  • cabletvlover

    Good for Jess not sitting around crying over spoiled brat TO she went and got her a real man.

  • samech

    Jessica is GORGEOUS!! Go girl!!!

  • Angee

    I don’t see the appeal in Sean Penn.

  • http://bossip miss dior

    wow, didn’t know that sean is into colored girls? Nice.

  • dede

    I think she is gorgeous, but I do not like that hair…I bet she is even more gorgeous with her natural hair

  • NEXT_lalalove

    Good for her! They make a cute couple.

  • halle berry fan

    She looks really good!

  • deesac


  • sepia830

    A little Sunday motivation… 🙂

  • prettywhitegirl

    google me…

  • Sydney™ (. . .the work goes on, the cause endures, the hope still lives, and the dream shall never die)

    I love Sean as an actor — “Milk,” “Mystic River, “At Close Range,” etc., etc. — but he has a horrible reputation in the romance department. His bad temper is documented, and, yes, he reportedly physically abused Madonna. I wouldn’t exactly call him a “catch.”

  • Anon

    Lenny kravitz got a big ole head!

  • Sara

    It is not my place to judge or comment. I wish both couples luck.

    One more thing:

    Although Sean Penn’s reputation isn’t that great, nothing thus far reported about him have been proven true. The only thing we know as a fact is that he was married to Madonna and he is divorcing Robin Wright Penn, otherwise, everything else is hearsay.

    I’m not saying it isn’t true, but you can’t believe everything you read and hear especially when the sources are gossip/blind items sites.

    Not once has People or Us Weekly reported any of this. Those are two of the most credible magazines out there. If they don’t write about it or call you out, more than likely the rumors are not true.

  • ANON!

    @tired of black hoes-typical ignorant black boy; stick with your trailer trash and stringy haired white hoes, nobody wants you or them….When white men date black women, they go for the creme of the crop unlike the self hating black man who goes for the bottom of the barrel, wifing up white trash.

  • Arasiam

    Not feelin the blond thing but she’s beautiful. White boys know what time it is! BTW I love my white boy too!

  • LurkingHottie101

    ooh the blond weave is really ugly on her. dang, why are blacks so messed up. they really hate dating their own kind.

  • Indigogg

    Jessica looks like one of the hoes from “American Pimp”.

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