The Latest Hollywood Gossip Weekly Roundup for the week: Feb 6 – 12, 2011; where we recap the craziness in the celebrity world, entertainment news and gossip. Some of this week’s highlights: Ashlee Simpson files for divorce, Olivia Wilde and her Italian prince also called it split; A married congressman resigned after being busted by Gawker for trolling on Craigslist picking up women! And a whole lot more..

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Ashlee Simpson files for divorce from her husband Pete Wentz! Find out the reasons behind their split!

AVRIL LAVIGNE is a Canadian singer-songwriter, fashion designer, actress, and philanthropist. By the age of 15, Lavigne had appeared on stage with Shania Twain; by 16, she had signed a two-album recording contract with RCA Records worth more than $2 million. In 2002, when she was 17 years old, Lavigne became world famous for her debut album Let Go.

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Paris Hilton’s boyfriend Cy Waits is ready to pop the question? So the rumor goes.. and it seems very likely. The pair has been inseparable since they started dating last year.. sometime in early summer or late Spring.

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According to a friend of Wait’s, “He’s been ring shopping and trying to find the perfect rock to propose to [Paris] with. He is deeply in love with her and wants to be with her forever.”

Ugh – JWOWW was interviewed by JohnJay and Rich’s radio show yesterday and failed a current events quiz miserably. JWOWW just released a dating book and is making the media circuit. The two shock jocks decided to veer the conversation to politics and ended up revealing a big time weakness for the reality star.

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For starters, J-WOWW couldn’t name the Vice President. Another public figure that left her stumped? Secretary of State. While she knew there was trouble brewing over in Egypt, the reasons for the revolt eluded her.

This came out left-field! Supposedly, Jennifer Aniston and Jake Gyllenhaal ate dinner together last night in New York City, which of course means there’s something romantic going on with the pair. Right? Celebrities who dine together, sleep together?

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To celebrate Aniston‘s 42nd birthday last night she and group of friend’s met for dinner The Spotted Pig, a popular New York City eatery.

Jessica Simpson is newly engaged – but will she be single again if she doesn’t shed some weight? The National Enquirer printed a particularly nasty story this week about how Simpson‘s fiance, Eric Johnson, isn’t happy about her rubenesque figure and wants her to lose some pounds before the wedding.

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Simpson is a notorious yo-yo dieter and is rumored to be nearing 150 pounds, which isn’t very Hollywood for a woman who’s only five-foot-three.