From the category archives:

Jessica Simpson

Jessica Simpson Can’t Keep Her Dress UP

by Paulie on August 12, 2009

Poor Jessica,  she has lost so much, husbands, boyfriends, her career and now her dress!  Check out this Red Carpet picture of Jessica, smiling away, not realizing that her strapless gown has taken a dive.

How much longer until we have to wait for her Playboy Photos?

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Jessica Simpon Can Barely Keep her Clothes on

by Paulie on August 3, 2009

After her recent split from NFL Star, Tony Romo, Jessica Simpson took to a resturant in LA with a GREAT bar for comfort!  After her night of drinking with little sis, Ashlee Simpson-Wentz, Jess stumbled out of Katsuya, struggling to keep her straps up!

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Jessica Simpson Can’t Tell When Her Boobs Are Hanging Out

by on June 26, 2007

I’m not sure I’ve ever seen Jessica Simpson looking so vacant, which is really saying something:

See more of clueless Jessica here!

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Jessica Simpson Nipple Slip

by on June 10, 2007

I guess if you’re showing that much skin to begin with it becomes a little tough to tell if something pops out:

Jessica can’t ever keep her clothes on. Click here to see what I’m talking about!

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