Lindsay Lohan poses nude as Marilyn Monroe

February 18th, 2008 // 459 Comments

Lindsay Lohan posed nude for a photo shoot with legendary photographer Bert Stern. Bert recreated an iconic photo shoot he did with Marilyn Monroe 46 years ago for New York magazine. Why choose Lindsay Lohan? Besides her “depth” (i.e. sweater cannons), Bert found similarities between the two actresses:

Stern, who shot the photos on film rather than digitally, told me he was interested in Lohan because he suspected “she had a lot more depth to her” than one might assume from “those teenage movies.” Indeed, many in the film industry believe that Lohan has yet to pursue projects equal to her gifts. Without putting too fine a point on it, you might say Lohan has, like Monroe, a knack for courting the tabloids and tripping up her career.

I don’t want to say Lindsay Lohan has a lot of freckles, but I don’t remember Marilyn Monroe having a topographical map across her chest. Also, Marilyn Monroe was reportedly drunk during the shoot while Lindsay is sober. Nice, Lindsay, how am I supposed to look at your breasts when you can’t even respect history? I guess I’ll manage – somehow. You’re lucky I’m a professional. Somebody fetch my boob-looking glasses.

NOTE: Pics are obviously NSFW. That’s code for “awesome!”

Photos: New York Magazine

Comments (459)

  1. Onyx Blackman | February 18, 2008 at 12:35 pm

    frist?

    Reply
  2. Blaise Bailey Finnegain III | February 18, 2008 at 12:36 pm

    I’m astonished how absolutely hot she looks.

    Damn the Photoshop trickery!

    Reply
  3. Duckypoo | February 18, 2008 at 12:36 pm

    aven’t even seen the NSFW pics and I already need to clean my keyboard. Thanks for reminding us there is a god.

    Reply
  4. Blaise Bailey Finnegain III | February 18, 2008 at 12:37 pm

    Don’t fucking type FIRST, you dumb fucking faggot.

    Like anyone gives a shit that you got the first comment.

    P.S. if you care, then blow your fucking brains out.

    FUCK YOU LOSER DICKHEAD RETARDS FOREVER

    Reply
  5. polly | February 18, 2008 at 12:37 pm

    A Very ugly Marilyn wanna-be–!!! These pictures suck–

    Reply
  6. zug | February 18, 2008 at 12:40 pm

    Freckle Attack..

    Reply
  7. UCrawford | February 18, 2008 at 12:41 pm

    I don’t recall Marilyn Monroe having a tramp stamp either.

    Seriously, I’ve always thought Lohan (although obviously crazy) was still a physically attractive person. But the photographer here did an absolutely horrible job as he seems to have emphasized all her flaws (particularly the freckles, which I normally wouldn’t even notice). Seriously, isn’t this supposed to be an idealized shot and not reality?

    Reply
  8. Wtf | February 18, 2008 at 12:42 pm

    Oh, she is ugly as fuck.

    Reply
  9. Jsan | February 18, 2008 at 12:42 pm

    ….i think i just threw up in my mouth a little bit.

    Reply
  10. Nickylaxy | February 18, 2008 at 12:42 pm

    Idk about this chick… The freckles to me are a huge turn off. Lindsey is overrated. Tatters are pretty nice though.

    Reply
  11. Flavio | February 18, 2008 at 12:43 pm

    I like the freckles, I want to try to lick them off. Those tits! Mmmmmm.

    Reply
  12. Nickylaxy | February 18, 2008 at 12:43 pm

    Idk about this chick… The freckles to me are a huge turn off. Lindsey is overrated. Tatters are pretty nice though.

    Reply
  13. so2315 | February 18, 2008 at 12:43 pm

    My God, I guess if you were drunk enough when you were fucking her maybe you could bring a sharpie and connect the dots!!!
    GROSS!!!

    Reply
  14. old dude (yes, looking in your daughter's bedroom window) | February 18, 2008 at 12:43 pm

    Even in this carefully staged photo shoot, Lindsay has a harsh coldness that Marilyn never had.

    Reply
  15. dude | February 18, 2008 at 12:43 pm

    #7, you hit the nail on the head.

    But of course, I masturbated to them anyway.

    Reply
  16. riiiight! | February 18, 2008 at 12:43 pm

    pretty sad when you have a professional photographer, photoshop and black and white images and you STILL look like SHIT!
    NASTY

    Reply
  17. Hill | February 18, 2008 at 12:43 pm

    Wow, super ugly. At least Marylin had class.

    Reply
  18. D. Richards (Chef.) | February 18, 2008 at 12:44 pm

    Freckles are forever. Tits.

    Reply
  19. HuckyDucky | February 18, 2008 at 12:44 pm

    Hey Blaise Bailey Finnegain III,

    You must be new here.

    Reply
  20. NightStalker3 | February 18, 2008 at 12:44 pm

    Ms. Lohan your no Marilyn Monroe, closer to Janis Joplin maybe.

    Reply
  21. FRIST!!! | February 18, 2008 at 12:45 pm

    Jimbo’s trying to write a comment but all that comes out is “fap fap fap”.

    Reply
  22. Oprah's Gorilla Butthole | February 18, 2008 at 12:45 pm

    I have never masturbated before to such ugly pics.

    Obviously, I have mixed feelings about this whole thing….I should probably watch the “Parent Trap” to cleanse this funk….

    Reply
  23. jakebarnes | February 18, 2008 at 12:46 pm

    FINally

    Reply
  24. sweet honey hole | February 18, 2008 at 12:47 pm

    these could’ve been way hotter. She’s hotter than this.

    Reply
  25. PAULIE | February 18, 2008 at 12:47 pm

    U-G-L-Y as HELL!!!!
    Freckles SUCK big TIME!

    Reply
  26. Sauron | February 18, 2008 at 12:48 pm

    Young Marilyn Monroe with shaggy breasts..?I’m really convinced.Even photoshop didn’t help.

    Reply
  27. Mal Gusto | February 18, 2008 at 12:49 pm

    Marylin was much older than Lohan during the original shoot and still her tits look better than Lohan’s!

    Reply
  28. Gerald_Tarrant | February 18, 2008 at 12:49 pm

    I knew it was just a matter of time before real “non-oops” pics came out.

    I love freckles on chicks.

    Reply
  29. Fin Fin | February 18, 2008 at 12:50 pm

    WTF?! She is hideous. Why would they ever compare the two. RETARDS!

    Reply
  30. lily | February 18, 2008 at 12:50 pm

    what a dirty whore plus she has no niples

    Reply
  31. KoolThing | February 18, 2008 at 12:50 pm

    B.O.B.F.O.C

    Or, Body of Baywatch, Face of Crimewatch.

    Reply
  32. noneyobeezwax | February 18, 2008 at 12:51 pm

    if it weren’t for the tits, i’d swear these were pics of a 12 y/o boy or a sickly leopard.

    Reply
  33. noneyobeezwax | February 18, 2008 at 12:52 pm

    whose name is that tattood on her ass anyway?

    Reply
  34. Rossco | February 18, 2008 at 12:54 pm

    I’ve been waiting all this time for THOSE?
    Damn, not even jerk-worthy. Someone photoshop out the freckles, please, and then we’ll talk, haha.

    Reply
  35. bobert mcnasty | February 18, 2008 at 12:54 pm

    next stop….. playboy! giggity giggity goo

    Reply
  36. bootlah | February 18, 2008 at 12:55 pm

    And what’s with that wig? It’s horrible.

    Reply
  37. monkeyfightclub | February 18, 2008 at 12:55 pm

    Her face looks like Marilyn Monroe’s exhumed corpse. It’s like they went out of their way to make her look like crap. Her body looks great though.

    Reply
  38. TetraShiva | February 18, 2008 at 12:55 pm

    Wow. That is really…. not hot.

    Reply
  39. The Office Whore | February 18, 2008 at 12:57 pm

    I have absolutely nothing to say..

    Reply
  40. amma | February 18, 2008 at 12:57 pm

    I’m afraid the photog was aiming too high–Lohan ain’t Marilyn. Marilyn had a curvy, tiny little waist. Lohan doesn’t appear to even have a waist based on these photos. But the funny thing–Monroe was in her mid-thirties when the original photoshoot took place, and ya’ know what? Lohan looks the same in the face, got THAT part right…Great boobs, but totally unoriginal. And she’s not good looking enough to pull it off. Sorry.

    Reply
  41. LINDSAY IS A FUCKING HYPOCRITE | February 18, 2008 at 12:57 pm

    YA FISH YPU FORGOT TO ADD THIS PART OF THE INTERVIEW

    There was also no avoiding the parallels between Monroe’s tragic fate – dead from an accidental overdose of prescription medicines – and that, recently, of Heath Ledger’s.

    “They are both prime examples of what this industry can do to someone,” says Lohan.

    When it is pointed out to Lohan, who has been in rehab three times, that the possibility may exist of a similar fate for her, the young actress replies with a tinge of annoyance: “I don’t know. I’m not them. But I sure as hell wouldn’t let it happen to me.”

    Reply
  42. LINDSAY IS A FUCKING HYPOCRITE | February 18, 2008 at 12:59 pm

    *YOU

    Reply
  43. LINDSAY IS geez i don't care, man | February 18, 2008 at 1:03 pm

    #41, chill out, they’re only here for our dying-Roman-civilization entertainment…

    But that picture in black-and-white with the yellow flowers (or whatever they are) – that’s not Marilyn as much as Jame Gumb preening in front of his mirror after tucking it back.

    Reply
  44. Luisinho | February 18, 2008 at 1:04 pm

    I WOULD BANG HER!

    Reply
  45. El Ces | February 18, 2008 at 1:04 pm

    Okay…I luv boobs, I just don’t undestand what this photoshoot was for?
    What was New York mag selling?
    Were they just like “Well, here’s Lindsay Lohan naked, enjoy.”

    Was it for a car or…why?

    Reply
  46. Edwin | February 18, 2008 at 1:04 pm

    No, Janis was much more attractive, even stoned.

    Reply
  47. Lowlands | February 18, 2008 at 1:05 pm

    Putting on a blond wig doesn’t mean that you’re Marilyn monroe right away.But these are very comic pics,almost cute??She looks more Paris Hilton to me.

    Reply
  48. ella | February 18, 2008 at 1:06 pm

    national geographic boobs

    Reply
  49. Nics | February 18, 2008 at 1:07 pm

    ew the black and white photos look like they used one of those lights that show you how much skin damage you have

    Reply
  50. mike | February 18, 2008 at 1:07 pm

    #39 – why should today be any different?

    Reply

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