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Lindsay Lohan is about to join the elite club of celebrities who have served time — and its even more exclusive subset: celebrities who have served time and managed to leverage their fame into fashion and beauty deals. How this bodes for Lohan’s leggings line, 6126, remains to be seen. But as those who have gone before her can attest, prison isn’t all bad for business.


Lindsay Lohan (July 20 to ?)


Pros: Leggings make comfortable prison attire. And even if Lohan serves only 25 percent of her sentence, as predicted, it will be a nice media palate cleanser. Like justice-flavored sorbet.

Cons: Lohan has two weeks to potentially do more damage to herself and her brand (albeit with a SCRAM bracelet but access to her prescriptions: Ambien, Adderall and Dilaudid) before she has to report to jail.

Paris Hilton (June 5 to 28, 2007)

Pros: Hilton presides over a perfume empire with Parlux Fragrances Inc.: Her 10th fragrance, Tease, based on Hilton’s fascination with Marilyn Monroe, is set to launch this summer. She also inked a post-prison shoe deal with Antebi Footwear that’s still active, and has a line of hair extensions. Also, she’s still reportedly huge in Japan.

Cons: Dollhouse, which produced Hilton’s short-lived apparel line, pulled the plug on the collection last year.

Martha Stewart (Oct. 8, 2004, to  March 4, 2005)


Pros: She reportedly lost more than 10 pounds from her stint in prison. Since being released, Stewart also went back to work full tilt — she launched lifestyle collections for Macy’s and The Home Depot, her own Sirius channel, a line of modular floor coverings (with Flor) and houses (with KB Home) and recently announced that her own video game is in the works.

Cons: Stewart was stripped of her role as chief executive officer of Martha Stewart Omnimedia. The company lost $59 million in 2004 and $75 million the following year.

Nicole Richie (Aug. 23, 2007, 3:15 to 4:37 p.m.)


Pros: The former wild child went on to launch two fashion labels — House of Harlow 1960, which features jewelry, eyewear and footwear, and the contemporary collection Winter Kate. She now has two children with her boyfriend, singer Joel Madden.   

Cons: Now considered too boring for media attention.

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