1. Lindsay Lohan
The idea behind appearing in Playboy for most actresses and musicians is to help jump-start their stalled careers, the way one uses cable to jump-start a car. You can’t jump-start a car that is beyond repair and any hope that Lindsay Lohan’s January 2012 Playboy pictorial (along with an appearance on Saturday Night Live around the same time) was going to resurrect her permanently scarred career was ridiculous; the damage was done. Once the darling of teen films such as ‘Freaky Friday,’ ‘Mean Girls’ and ‘Herbie: Fully Loaded’ it is Lohan’s party girl lifestyle and legal fallout that kept in her headlines for years. It’s doubtful she’ll ever return to the heights her career once saw, no matter how many clothes she removes
-Joshua Laurent, Therichest
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