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She’d been a busy child actress, but Lindsay Lohan emerged as a teen dream with her starring role in Freaky Friday (2003). The hit suddenly made Lindsay one of America’s hottest young actresses—and that term couldn’t be said more literally. Lohan was hosting the 2004 MTV Movie Awards when she won as Best Breakthrough Female. Confessions of a Teenage Drama Queen (2004) was a critical and box-office disappointment, but Mean Girls (2004) was an acclaimed hit. Still, her outrageous catfights in that film can’t match the tabloid frenzy Lindsay causes damn near every time she leaves the house, from her DUI/drug arrests and back-to-back rehab stays to her bi-curious relationship with Samantha Ronson.When it comes to sharing those wobblers on the big screen, Lilo was skingy- she didn't show any skin giving a faux blowjob in Georgia Rule (2007), and she played a stripper but didn't strip naked in I Know Who Killed Me (2007) (although she did let loose with a DD-licious nip slip). In front of still cameras, however, the girl can't seem to keep her clothes ON, as evidences by the promotional frenzy surrounding her December 2011 Playboy photo shoot. Finally she let her fantastic freckly funbags get some time in the spotlight when she appeared opposite porn star James Deen in the erotic thriller The Canyons (2013). Nice mountains!

The Canyons (2013) Nude, breasts, underwear 00:12:30 Lindsay shows off her famously pale-nipped knockers on the couch before James Deen goes down to yodel in her canyon. (1 min 27 secs)
The Canyons (2013) Nude, breasts 00:53:10 Left lactoid from Ms. Lohan in the shower before she turns around to blast us with the full set. Who needs a towel? (7 secs)
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The Canyons (2013) Nude, breasts, butt, bush 01:05:00 See every slinky, blonde inch of Lily Labeau as she walks up the stairs sandwiched between two unfortunately nude dudes. Happily, Lindsay Lohan is waiting at the apex and ready to try out a little topless sexual experimentation in a kinky foursome. This ain't Lindsay's first time at the lesbian rodeo! (2 mins 46 secs)
Machete (2010) Nude, breasts, body double 00:55:07 Lilo and Alicia hit the pool and invite Danny Trejo for some threesome action. Great gazongs from Alicia, but Lindsay's belong to a body double. (39 secs)
Machete (2010) Nude, breasts 01:20:02 Linds and Alicia wake up hung over after being drugged. Marek's mams are nice and clear, while Lilo gives us some light pink nippage through her hair. Machete? More like Ma-titties! (35 secs)
Lindsay's Private Party (2009) Nude, thong, breasts Lindsay is smoking hot while smoking in a decadent hotel scene. See each of her natural, huge boobs as the pop out of her top. (16 secs)
I Know Who Killed Me (2007) Nude, breasts 00:02:49 High definition technology reveals what may be a slip of Lindsay's left nip during the opening credits. (48 secs)

Sexy Appearances

Filmography

InAPPropriate Comedy (2013) - as Marilyn

Scary Movie (2013) - as Herself

Liz & Dick (2012) - as Elizabeth Taylor

Lindsay Lohan (2011) - as Herself

Labor Pains (2009) - as Thea

Georgia Rule (2007) - as Rachel

TV Shows

Lindsay Lohan's Beach Club (2019-) - as Herself

MTV Movie Awards (2001-2016) - as Herself-Host

Anger Management (2012-2014) - as Herself

Another World - as Alexandra 'Alli' Fowler

Bette - as Rose #1

E! True Hollywood Story (2001-2006) - as Herself

Lindsay (2014) - as Herself

Saturday Night Live (1976-) - as Herself / Various

The Tonight Show (2009) - as Herself

Ugly Betty (2006-2010) - as Hannah

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