The slightly shiny pantsuit Lindsay wore to a May 2010 probation hearing might have been slick and sleek, but it did little to impress the judge. Perhaps she should have reconsidered her choice of hair color.
On July 2010, a freshly blond Lindsay pulled on a pair of loose-fitting slacks and a black blouse to her probation revocation hearing. It was that same day Lohan was sentenced to 90 days in jail for violation of her probation, the result of having skipped a few too many alcohol education classes.
Lindsay went through a costume change mid-hearing, pulling on a white sweater in the courtroom. It went well with her pastel-hued manicure, which featured an infamously rude message scrawled on the middle fingernail.
Lohan reported to the Beverly Hills Courthouse to begin her 90-day jail sentence in a pair of black suede peep-toe boots. Black suede in July? There's nothing like it!
Lindsay slipped into one of the summer's trendiest looks in September 2010, when she headed to a courthouse in Santa Monica for a meeting with her probation officer. The aviators were a nice touch.
Lohan turned on the charm at a September 2010 probation hearing, stepping into the courtroom in a pair of Christian Louboutin 'Madame Butterfly' platforms. A pleated cream skirt and an oversized blazer completed her look.
Lindsay headed back to court yet again in October 2010, this time in a pair of boot-cut jeans, platform pumps, a fitted black blazer and a white top. She was sentenced to a couple of months in rehab after she failed a drug test and violated her probation.
Lindsay was back in court once again in Febuary 2011 after a Venice store owner accused the actress of pilfering a $2,500 necklace. Lohan showed up to the first of several appearances in an all-black ensemble, paired with a bright blue bag.
Lohan pled not guilty to theft charges in this short and sassy Kimberly Ovitz dress. Tabloids insisted Lohan wore the dress as a message to the public: "I'm innocent."
Lindsay attended a felony grand theft hearing in late February in a trendy pair of high-waisted khakis. The look would have been very Charlie's Angels, were it not for her glut of necklaces.
Lindsay opted for yet another long-sleeved minidress for her March 10 court hearing, this time pairing it with tights and leather booties. The star wore a protective "evil eye" necklace with her look, which, thanks to the aviators and the color of the dress, had her resembling a sexy cop.
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