Justin Timberlake’s infidelities detailed by Us Weekly in list-form


I’ve just been skimming Us Weekly’s full cover story this week, all about Justin Timberlake and Jessica Biel’s breakup, and it is truly disturbing. Us Weekly released a just-the-basics summary yesterday (you can read my coverage of it here), but the bulk of the print article is simply detailed accounts of all of Justin’s hookups while he was “with” Jessica. There are A LOT. I’m just going to do the highlights:


*Winter 2007: JT hooks up with a girl he met at a bar and had only spoken to for 15 minutes. “He found her Southern accent irresistible, the woman bragged to a friend, also revealing that she picked him up, and that he was an amazing kisser. According to the source, she and Timberlake dashed off to her apartment around the corner for a quick interlude, then he returned to the bar to rejoin his friends.”

*A source tells Us Weekly: “Justin often used a certain friend as a mule for the chicks he wanted to get with. He’d meet them at the club, then have a friend get the number or the friend and the girl would make their way back to Justin’s separately. No one batted an eye.”

*The British press refers to JT as “Justin Trousersnake”.

*JT tried to get with Rihanna circa Fall 2008, but she “would not go there.”

*Ciara also wasn’t into it.

*Kate Hudson and JT might have hooked up in December of 2009 – just before Kate and Alex Rodriguez split.

*March 2010: he was cozying up to a “handsy waitress” in Las Vegas.

*Fall 2010: Olivia Munn. They met in September and immediately began an affair. A source says they had “amazing sex.” A source says Timberlake wanted to continue the affair, but Olivia “didn’t want to be the other woman.” That source is likely Olivia Munn.

*When Jessica Biel “insisted” on throwing Justin a birthday party (he said he “just wanted a quiet night, even telling her he had to work”), Justin called up his lover Olivia Munn to complain. At that point, Olivia and JT were in “steady contact” although Olivia had “given him an ultimatum” to dump Biel. Rii-ight.

*JT’s “pickup tricks”: He flirts, shamelessly, and then he dances. Then he “pursues his interests with passion”. He “constantly” texted Olivia Munn and he blocked Mila Kunis from talking to other men. He also flatters, shamelessly.

*Biel believed that JT was faithful because “there were never any truly incriminating photos, voice mails or texts… if Jessica ever had proof that he had cheated, she would have left immediately.”

*The Mila Kunis Situation: A source says, “Everyone is trying to put Mila in the middle of this breakup, but nothing happened between them.” According to the source, JT tried the whole “Jessica and I aren’t really together, now let’s hookup” angle on Mila, but “Mila knew he had a girlfriend and made it clear it wasn’t going to happen.” AND! JT’s chances with Mila aren’t any better now that he’s single – “He tried every trick in the book, but Mila is not attracted to him.”

[From Us Weekly, print edition]

OK! Magazine also has something about Mila and Justin and how they totally did NOT have anything physical or emotional, but OK! Magazine says it’s because Mila doesn’t want to be like Angelina Jolie. Because Mila played the young Gia Carrangi and Angelina played the older Gia, get it?

Anyway, some marketing genius decided that this was the right time to release new, even more sexed-up trailer for Mila and Justin’s Friends With Benefits. I have to admit, I actually smiled briefly at two parts of this:

It looks cuter than that Natalie Portman-Ashton Kutcher junk.




Photos courtesy of Fame & WENN.

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56 Responses to “Justin Timberlake’s infidelities detailed by Us Weekly in list-form”

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  1. brin says:

    I don’t get his appeal at all, he’s such a little worm.

  2. malina says:

    Well, I think it has a chance… if she keeps pushing him away and he’s really interested he’s going to fall madly in love with her and even if they end up being together this won’t be another Jessica situation.

  3. LB says:

    Justin Trousersnake? LOL I bet Justin insists the British press call him that.

    I hope Mila continues to say no – if that part is true. If she ever really gets with him, you know the story will be how she broke them apart. And it’s so odd to actually write this out but JT is a a huge step down from Macauley Culkin.

  4. Vanessa says:

    He “blocked” Mila Kunis from talking to other men? How exactly would he accomplish that? Dumb. He’s a dog but this cant all be true..

  5. crab says:

    I love Mila’s skirt!!

  6. Quest says:

    Justin Trousersnake? What a laugh … it is more like Justin Wormy-pants (I don’t think there is enough junk in that trunk to be classified as a snake)

  7. Johnny Depp's Girl says:

    Poor Jessica!! Riigghhtt.

    She willingly stayed in that relationship.

  8. Sumodo1 says:

    Until JT drops another hit single, he’s off my radar.

  9. the original bellaluna says:

    *applies partial previous LR comment to JT* Delusional, with a side of extremely high self-esteem, a dash of intense arrogance & self-importance, and an ugly need to not be alone.

    As I’ve said before: He’s a pathetic snot-nosed little wanna-be actor; mediocre musician (ha!); commitment-phobe mama’s boy. AND he’s SHORT!

  10. mdf says:

    I have to say I laughed my butt off watching that trailer. It actually looks like it may be entertaining, but I do have a girl crush on Mila. She’s so adorable.

  11. Mrs. Darcy says:

    He does nothing for me, but they do look cute together in this. I like that he’s willing to take the p out of himself by playing up to his former (forever) geekiness, this trailer kind of won me over to him as an actor (haven’t seen him in the Facebook movie or anything else he’s done). And Woody looks awesome! Mila dated McCauley for so long, so looks aren’t her thing- I’m guessing she would go for him if he could prove he can reform his player ways.

  12. S says:

    remember when Lindsay Lohan sold him out and tweeted about him cheating???

  13. Kitten says:

    @Jonny Depp’s Girl-Exactly. Sorry, but Biel needed him for the exposure because, let’s face it, chick doesn’t have much going on. He does seem like an epic douche though.

  14. Dana M says:

    After seeing more and more pics of JB and “analyzing” beard theories, I don’t discount the lesbian claim now.

    I don’t ever remember hearing about cheating rumors when he was with Cameron.

  15. Isa says:

    Love Mila, but judging from the trailer, the movie is not for me, so I’m going to skip it….

  16. OriginalGracie says:

    Because Mila has taste!! He is so gross with his flitting around trying to snag every chick that gives him a glance.

    I just hope Mila continues to stonewall his ass.

    He must have very low self-esteem if he feels like he has to bang every chick he sees. Guys like that act like players but really they are scared and empty inside. He really is the Timberdouche.

  17. Reality says:

    Look, I don’t know if Justin messed around on Jessica, but these stupid lists are hardly proof. They just make up these unverified rumours (he cheated! with a waitress/actress/model! in a bar/club/hotel! she had blond hair/an accent/a noticable limp!) then they just repeat these rumours until they sound like facts.

    The same lists could be compiled about most celebs, for example Brad Pitt (the sexy french stewardess, the african model, the naughty nanny, etc.) or Johnny Depp (the young POTC4 actress, Marion Cotillard, AJ, etc.), but these are just dismissed as ridiculous lies.

    The same rumours swirl around Ben Affleck (fact!), Josh Brolin (maybe?), Chris Martin (sure!), Ashton Kutcher (no brainer!), David Beckham (cheated once = serial cheater!), Bradley Cooper (meh), but they all have the same tremulous basis in reality as far as I can tell.

    Just an observation.

  18. DeJa says:

    I don’t believe this story…block Mila from other men?? HOW in the world does one do that??
    And, I mean the 2 weren’t married!!?? why not just BREAK UP w/ her, instead of having a “mistress”.

  19. Rita says:


    Must not be the “little” worm that’s so appealing.

  20. k says:

    McCauley Culkin is so much more interesting than JT

  21. guesty says:

    Mila is too good for him imo. He’s so squirrely until he sings or performs or something.

  22. kai says:

    Woody Harrelson! Emma Stone! Patricia Clarkson! Cool!

  23. Javagirl1 says:

    I was bummed about Jessica and Justin breaking up. She talked about how it can be hard to be as beautiful as she is, and he thought he should have been nominated for an Oscar for his role in The Social Network. They were the perfect couple!

  24. The H says:

    Mila is soooo effortlessly sexy.

    Can you blame him?

  25. Bailey says:

    Justin Trousersnake has no appeal for me.

    I do love his music.

  26. mln76 says:

    They are both jerks, but Jessica is still worse for hanging around where it’s clear she’s not wanted.

  27. beth says:

    oh god, he’s such an embarrassment –
    if i were jessica, i couldn’t not have known.
    a woman *knows these kind of things…

    either they had a publicly unacknowledged open relationship, or she just had one eye closed and theirs was an undefined relationship where she tried very hard not to mind… but it still isnt enough for him.

    I don’t think he ever loved her – it’s not her, it’s that he doesn’t know how to, and this failure on his part can be so damaging for her. I feel so bad for her, and for the baggage she will be lugging around for a while after this.

    All he does is the next thing his dick tells him to do.

  28. JM says:

    The only thing I believe in this article is Mila isn’t falling for his schtick. McCauley may not be a looker but they were together a long time & very low key. I think that’s how she will continue to live her life. Plus, Mila has great self esteem (remember the article on her weight loss for Black Swan & how she put it right back on when filming ended?) so I believe whomever she choses to date will be a person of substance.

    OT:I just adore Woody Harrelson. He was so goofy on Cheers but Natural Born Killers ignited my panties & he’s never turned off the heat.

    Kaiser, Please consider Woody for Hot Dong Friday.

  29. lucy2 says:

    Mila seems to be smart and knows better than to get involved with the likes of him.

  30. beth says:

    yup, i kind of agree… i don’t think mila will get deeply enmeshed with him… a fling maybe, no one needs to be above that to be considered a person of substance – but if that ever happens, i hope she dumps his sorry ass, really soon… and moves on *elegantly…

  31. Whatever says:

    remember when Lindsay Lohan sold him out and tweeted about him cheating???


    Yep, I was thinking about that yesterday. Guess the little crackie was on to something. I still don’t get the Jessica blame. The same crap got spewed after the truth came out about Tiger Woods and Jesse James. Please. It is NOT the WOMAN’s fault when a man cheats. It is the MAN’s fault. Period.

    He got with her and stayed with her for YEARS and obviously went to great lengths to keep up his double life, which is why there are no pictures, etc. Nobody to blame but Justin. It pisses me off to see women always attack the woman in these situations, even though I know that it’s most likely an insecurity issue, ie if something is wrong with the woman it won’t happen to me. Sometimes the guy is just a monumental douche.

  32. JustBe says:

    I’m so glad CB posted the item about Howard Stern today. It provides a perfect balance to this story about Timberdouche and that French dude yesterday.

    These philanderers don’t constantly cheat because they are in horrible relationships or they have some basic animal need to constantly hook up with different people, they are empty inside and terrified of being alone/abandoned every moment.

    But, I can’t say it better than Howard did:

    “After my divorce, I realized, “Oh, wow, I can go have sex.” And I was running around, picking up women. Then all of a sudden, it dawned on me that I really didn’t need that much sex. I just wanted somebody with me every minute. I was using women as a surrogate mother. When I tapped into that, it suddenly became very childish behavior. And really, was it so great fucking every night? They’re using me for my fame, I’m using them for their beauty, and the whole fucking thing seemed empty.”

  33. Iggles says:

    I really hope it’s true that Mila isn’t into him. It also makes me smile that Rihanna and Ciara turned him down. Haha!!

  34. beth says:

    “And really, was it so great fucking every night? They’re using me for my fame, I’m using them for their beauty, and the whole fucking thing seemed empty.”

    the thing is, if men threw down their ego, and learned to talk like a chick – talk about their needs instead of being so damned competitive and egoistical between themselves, they probably wouldn’t feel such a need to pathologically stick their dong into women like that. that’s unconsciously parasitical, if you come to think of it. like sticking a needle into a woman and thinking you can draw out of her, all the comfort your poor, lonely soul so desperately needs.

    prolly hard to do with all that testosterone running rampant inside them. but prolly not undoable.

    i think women generally channel their excess sexual energies into yapping… and the world is a much stabler place. generally

  35. mln76 says:

    @Iggles I remember hearing from other sources (Star maybe???) that him and Rihanna had random hookups so who knows.

  36. Jayna says:

    Half the stuff in US Weekly is fake anymore. They aren’t like People. Even myself can spot inaccuracies in a lot of their stories. I consider half of this story made up with half true.

    The Ashton/Natalie movie, with the same premise, was fantastic. I was surprised. We will see if this one is as good.

  37. mln76 says:

    @Jayna US Weekly is the most accurate tab

    People isn’t really a tab per se…It’s the ‘celeb sanctified source’ they rarely print anything negative. However it’s interesting to note even they claimed Jessica looked the other way on JT’s cheating.

  38. Maritza says:

    I think Justin Timberlake is a very talented guy, he’s just not ready to settle down. The women who hook up with him should just accept that fact and either have fun with him or move on.

  39. Anna says:

    OMG didn’t know Woody is in this .. got to see it now haha.

  40. fabgrrl says:

    I actually kind of want this to happen – JT and Mila. He kind of has a goofy appeal to me, and I just LOVE her. I don’t know what kind of relationship he had with Biel, but I believe it is possible, and common, to live it up your 20s and then settle down happily and loyally with one person.

  41. REALIST says:

    What a douchebag!

    And thing I never understand is this-he is NOT attractive!

  42. really says:

    Justin and Mila are HOT!!!! and more hot! Was he married to Miss Jessica, nooooooooooooooooooooooooooo—exactly, Justin keep it pushing. Mila fits to him, not so passive….

  43. Tiffany says:

    He’s a cheating douche, BUT, I have to give him a little credit.
    He’s always hilarious on SNL, dick in a box was a forever classic and he donned a leotard and heels to do Single Ladies. It was great! Takes some balls to do that. He was fine in The Social network and he puts out great dance music.
    I wouldn’t date him and I don’t think he is that good looking, but I have to give props where they are due.

  44. Feebee says:

    It does look better than the Kutcher-Portman mess… that wouldn’t be hard. I think it’s annoying how they put in bits for him to sing… we get it, you’re Justin Timberlake… the singer. How about you concentrate on the acting or are you trying to distract us from that?

  45. Anti-icon says:

    I have such a girl crush on Mila Kunis. It makes me so proud that she continues to NOT justin timberpipspeak.

  46. Anon73 says:

    btw — what is UP with Ben Affleck and Jennifer Gartner ? she used to be papped all the time and just realized reading a comment on Affleck, that I have not seen any mentions of them recently in the tabloids. i have a wager between them + Paltrow / Martin getting a divorce and who will be first 🙂

  47. xxodettexx says:

    i hope everything they say about mila is true!

    love her!!

  48. Evelyn says:

    MilaMilaMila<3 she is just just adorable!
    “Shut up Katherine Heigel, you stupid liar!”
    Someone finally said it!

  49. Confuzzle says:

    She’s gorgeous and he looks like an accountant.

  50. taylor says:

    Well said. I get that this is just a gossip blog….hence commenting on gossip. But I also find it funny that things are pulled out of a gossip magazine and considered cold, hard facts, when the reality is nobody knows what is true, and what isn’t. Sure 90 percent could be true, and just as easily 99 percent could be false.

    I have seen Mila speak about JT on the Ellen show, and recently at a Cosmo magazine event where she spoke with very high praise about Justin saying how kind, and wonderful he is…..yes, I get they will be promoting a film soon and she isn’t going to throw him under the bus if she thought he was a swine. But at the same time I am going to give her the credit for being intelligent enough to realize she would not need to overpraise him like that if she thought he was inappropriate, or a sleeze that would do things such as seriously hit on her while he was still in a relationship with Jessica.

  51. Newbie says:

    If she’s staying away from him not only because she doesn’t want it, but because she doesn’t want or need to be the “other woman”, then that makes me like her even more.

  52. MrsOdie2 says:

    Jessica Biel is better off. She can do better.

  53. Frankly says:

    JT is like the second hottest guy in the trailer park. I don’t get it at all.

  54. Daniella says:

    The most hilarious part of the whole thing is that he woos women by dancing!!! hahahaha, dude CAN NOT dance.

  55. ohplease says:


  56. lili says:

    people are all like mila is so down-to-heart, never go into JT but she dump Maculkin after 8 YEARS now she’s famous!!
    She may not be that adorable.