Leighton Meester Dressed Like a Dude

November 30th, 2010 // 54 Comments

Because you can’t seem to get enough of her despite the fact she’s lacking a certain magnifique boulon-ons of say, I dunno, Blake Lively, here’s Leighton Meester at the Gotham Independent Film Awards last night where she decided to wear a suit and tie to sexually confuse me. I say sexually confuse because I have to admit she does have a prettier face than Blake once you get past the constant bags under her eyes. Jesus, lady, you’re an actress. How hard can your day be? “Oh my God, you guys, I had to play pretend for a few hours, then took a nap in my trailer. I thought I was gonna die.”

Then again, she is in that movie where we’re expected to believe Gwyneth Paltrow is an alcoholic country singer who doesn’t use doilies, so I could see how that might suck the life out of someone. She probably aged five years just hearing about Cornish hens.

Photos: Splash News


  1. gogo

    I like it! FIRSSST!!

  2. dude

    this chick really does not do it for me.

  3. Nikki

    She looks like Johnny Depp

  4. fester

    I dunno about the eyes, Taylor Momsen is starting to feel threatened (“Raccoon Queen title in jeopardy, MUST expose miniature breasts!”).

  5. fester

    Does she like to be addressed as Mister Meester?

  6. mel

    She looks Sexy!

  7. Lola

    Wow amazing, i really love her, and yes she have a more pretty face than Blake Lively.
    Beautiful girl, même habillée en homme !!!

  8. Leighton Meester Suit and Tie
    Commented on this photo:


  9. Avphibes

    I think l just turned a little gay.

  10. Ashley

    Lesbians – if you consider being the masculine one, please follow this example

  11. McFeely Smackup

    Who is this? and why do I want to look at pictures of her not naked, or even in something attractive?

    This is a set of photos of someone I’ve never heard of, wearing normal clothing. I can’t imagine something less qualified for my attention.

  12. Ladies and gentlemen, the winner and new champeen, Señora Droopy from Guadalupe!

  13. Hank Rearden

    Why is she applying eye shadow below her eyes? Makes no sense. The rest of her is gorgeous. She would be delicious in bed.

  14. Lola

    Continue to post about her, she’s young, fresh and hot.

  15. No One Particular

    Johnny Depp’s long lost daughter for sure…that is not a bad thing, just never noticed it before!

  16. She looks sexy in that outfit. Gotta say as she grows up a bit she’s gaining more of a sex appeal. Let’s hope she doesn’t go all trashy and scunty …

  17. GravyLeg

    I see 1/2 Winnie Cooper and 1/2 Drew Barrymore.
    I don’t see Depp other than the Pirates eye makeup.

  18. Edge6241

    IMO, nothing is hotter than a woman wearing your jersey or business clothing. This obviously falls into the latter category. WOW

  19. Rick

    I don’t see her appeal. Or Blake Lively’s.

  20. Leighton Meester Suit and Tie
    Commented on this photo:

    Damn, Johnny Depp cleans up well.

  21. dumbass

    putting on the man clothes, she must be angling to make a play for Tom Cruise – all she needs now is a short butch haircut, and TC will be climbing up her backside in no time. because we all know, tcltc. oh yeah, and a penis, she’ll need one of those too if she wants to bag tom cruise.

  22. crazypants

    Latent Mister – HAH!…and you’re welcome.

  23. ametrine

    “Yeah thanks, but that wasn’t actually me in Pirates of the Caribbean.”

  24. See Alice

    She a zombie cast member in the Walking Dead ?

  25. sobrietyisacrutch

    I’m sorry but this picture is really freaking me out. Like one of those celebrity composites of “if Celebrity X fucked Celebrity Y THIS would happen!”

    • Life Serial


      For me, it’s as though Lindsay Lohan and Winona Ryder shoplifted some clothes, then crashed their car trying to elude the cops and somehow melted into one being.


  26. Leighton Meester Suit and Tie
    Cardinal Ximenez
    Commented on this photo:

    Holy crap, its Johnny Depp!

    • fart bucket

      i was thinking Alicia Silverstone hasn’t looked this good since the 90s, but i can see Johnny Depp now that you say it.

  27. As Rough as it gets

    You’re no Paula Pounstone, Leighty.

  28. nn

    The pretties dude I’ve seen so far.

  29. Leighton Meester Suit and Tie
    Commented on this photo:

    looks like I’m gay

  30. Kodiak

    Oh good, Christina Ricci gained her weight back.

  31. Nela

    I don’t get it…she looks like if Johnny Depp and Snoopy had a love child.

  32. Jon

    Ever since I saw this girl naked, I’ve lost interest, boy costume or not.

  33. Leighton Meester Suit and Tie
    Commented on this photo:

    Those arent bags, those are eyelids. Eyebags are different. Just sayin’

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