Jessica kicked off 2009 with a pair of questionable jeans that brought up a serious debate over her weight. Ashlee spoke up defending her sister, and even the President added his two cents on the issue. Jessica kept her chin high, performing in her famous daisy dukes, even if she sometimes forgot the words to her songs. By mid-February things were looking up for Jess as she and Tony Romo spent Valentine's Day together in NYC before a romantic getaway in March. The weight debate was put to rest for a bit as Jess showed off her bikini body while vacationing in Mexico. The Vanity Fair cover girl decided to put her experience of being under the microscope to good use and signed on to host a new show inspired by her experience called The Price of Beauty.
Jessica spent Fourth of July weekend singing the national anthem at a golf tournament where Tony played. The good times came to an end mid-July as news broke of Jessica's split with Tony right before her 29th birthday. Simpson returned to a familiar post-breakup routine, hitting the gym daily as everyone speculated about her broken heart. Jessica also weathered the release of her Glamour magazine cover — written before the breakup — in which she spoke openly about their relationship but acknowledged it might not last forever. Jess was soon off on trips to Japan and Paris for her show. On her return from a trip to Brazil, tragedy struck when Jessica's beloved dog Daisy was snatched up by a coyote as she watched in horror. The search for Daisy continued for days until Jessica began the healing process with a trip to Paris for Fashion Week with Ken Paves.
Jess seemed to be in better spirits as time moved forward and she headed to Vegas for Ashlee's 25th birthday party in mid-October. Jessica's global tour wasn't over yet: she headed to Morocco and India before landing back in the States to celebrate Bronx's first birthday and Ashlee's Broadway debut. Through it all, Jessica has kept her head held high and that famous smile bright — we wish all the best for Jessica in 2010!
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Daisy was adorable, aww...Jessica was never fat but made hideous clothing choices...and Romo is such a tool
1which sugar employee is jessica simpson paying? she has done nothing this year but go on a pathetic country fair tour and get dumped by an a**hole. this site is WAY too in love with this girl. seriously, biggest headline? i think not. i guess i should be grateful that you finally stopped covering speidi, but jessica simpson is starting to become as irrelevant as they are.
2"THIS" is our biggest headline of the year!!!! wow, that doesn't say much for the year
3How someone so talentless got this famous, I'll never know...oh, right- her dad wh*red out her private life!
4not at all interested in her~~~ how about no posts next year?
5I second that, snowysakuras---no posts about her next year.
6this poor girl just needs to step out of the limelight. she is a mess.
7Apart from the awful dog story, nothing about Jessica Simpson makes me feel sorry for her.
8This is a sad "Biggest Headline of 2009"
9Wow, so many haters. I have been a fan of Jessica Simpson since she came out, I think she is cute and has a great voice. Unfortunately she has a reputation for being dumb and ditzy and that doesn't carry over like it used to on Newlyweds. Anyone that has a heart has to feel bad for her losing her dog, that is so sad. I hope she makes some good, positive changes in her life next year.
10I agree that Jessica Simpsons's life may not necessarily be the "Biggest Headline" of 2009, however for people to say that she is still famous for nothing are completely forgetting about the millions she's pocketed shilling shoes and handbags. In 2008, Simpson's products raked in $300 million wholesale. So even if you are not a fan and don't buy her product, there are a lot of people world wide that do.
11see above #2 - 9 *not u #8.
12Are you kidding? Nobody cares about this 'has-been'. What does she even do now anyway? Fat or thin, she's annoying as hell just by looking at her in pictures! HAG!
13LolaSvelt, if you read just 2 comments above yours, Jessica Simpson has an extremely successful clothing line that has probably, by now, earned half a billion dollars. If nobody cares about her, millions of people sure are spending a lot of money buying her brand with her name plastered all over it.
14I love her
15I think she is the best looking woman in the world.I
16have always love her.So all you haters don't be jealous.
She has a voice of a angle as well looks like one.
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