The Mean Girls star, 21, stripped off for New York magazine to pay homage to the screen siren.
Sporting a blonde wig, Lohan was covered only by a sheer printed sheet in a bid to recreate Marilyn's final photoshoot before her death.
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The shoot was done by famed photographer Bert Stern, who also photographed Monroe's The Last Sitting in 1962 - she was found dead from an apparent drugs overdose just six weeks later.
And 46 years on, Stern and Lohan have recreated the now iconic pictures.
Lohan said she was "comfortable" with the nude shoot, but admitted she had done 250 sit-ups the night before to prepare.
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But Lohan's father has refused to look at the pictures of his topless daughter, expressing fears that the troubled star could be headed for the same fate as Marilyn.
He told America's Us Weekly: “I'm not going to look at the photos — that's my daughter!”
"I pray there are no parallels to her and Marilyn Monroe's destiny."
Dina Lohan, however, approved of the photoshoot claiming that the shots were done tastefully and supported her daughter's view that it was the opportunity of a lifetime.
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She told People: "I looked at it as art, and as Lindsay doing a character. So I don't look at them like it's Playboy; she was being a character. So if you look at it that way, you can look at it as a mother."
"Lindsay was very excited when she first got the phone call,"
"Of course we talked about how they would be done. Lindsay said, 'Mommy, I'm never going to get this opportunity to do it again.' She was very thankful she was asked."
Lohan is no stranger to battling personal demons - last year, the hard-partying star spent time in rehab after being charged with drinking while under the influence, and later served an 84-minute stint in jail as well as community service.
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