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Ashlee's Love Life

Ashlee vs. Jessica

Wednesday, May 9th, 2007

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Remember the good old days when Jessica and Ashlee Simpson were best friends? Like the hair colors they’re now sporting and the guys they are seeing, the relationship between the once-close siblings is no longer what it used to be. While their reps insist the sisters are still close, a tsunami seems to be building.

“There’s certainly a sibling rivalry between them,” a source close to the two tells Star. The trouble began, says another insider when Jess’s boyfriend, John Mayer, pointed to a glamorous magazine photo and asked Jess, “How old is this picture of you?” But-whoops!-it was a shot of Ashlee! “Jessica read John the riot act,” says our source. “He definitely touched a nerve.”

Her sensitivity on the subject seems to be the direct result of Ashlee’s emergence as a sex kitten, a role once owned by Jessica. That Ashlee has become the hot blonde – a transformation that came courtesy of a surgeon’s knife, a bottle of peroxide and dramatic weight loss- is troubling to Jessica, who has morphed into a buxom and sometimes frumpy brunette due to a dye job and about 20 extra pounds. “Jessica hears the catty talk about how Ashlee looks like her- from two years ago,” says the source. “It totally bothers her.”

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Ashlee Simpson “Confident” With Her Image

Friday, May 4th, 2007

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In a recent Cosmo interview Ashlee Simpson has been reaffirming her self-confidence in respect to her image. According to the interview:

“I feel very confident with the way I look,” the 22-year-old singer says in Cosmopolitan magazine’s June issue, on newsstands Tuesday. “But I felt just as confident the way I looked before. I’ve always been confident with who I am.”

She also mentioned what type of guys she is usually attracted to:

“It’s really hard for me to like Hollywood-type guys,” she says. “I like guys who are relaxed and chill and who think I’m sexy no matter what I do. And I like guys who are into surfing. They’re cute and seem more laid-back, and I’m a pretty laid-back person.”

I love how celebrities come out and express their “confidence” with their self image after they go and get plastic surgery. As far as the guys she is attracted to, she forgot to mention that one other requirement is that the guy must be a bass player in a pop band who wears tighter jeans than she does.

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Ashlee Simpson and Pete Wentz Host a Party at Angels and Kings

Thursday, May 3rd, 2007

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Fall Out Boy’s Pete Wentz has opened a New York bar where people can have sex in the toilets.

The singer - who is currently dating Ashlee Simpson - has launched Angels and Kings in the East village with friends Gym Class Heroes lead singer Travis McCoy and Yellow Fever clothing designer Jamison Ernest which he wants to be “a dive for losers”. Wentz said: “It will be a bit of a dive, which we need. We finally have a place where all our loser friends can hang out!

“We’d had enough of all the pretentious clubs with strict door policies which feel uptight when you finally get in.”We really just want someplace where we can hang out and be ourselves. I want to be like any other regular and drink umbrella cocktails.” Ernest added to the New York Post newspaper: “This will be a place that anyone can go and have sex in the bathroom and not get in trouble.”


Click the thumbnail to view the larger image.

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More of Ashlee and Pete

Wednesday, April 18th, 2007

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Pete Wentz and Ashlee Simpson held hands as they left Club Element last night. Leaving no question about the status of their relationship, the pair have been seen all over Hollywood holding hands and cuddling close.

I’m curious whether it is a coincidence that Pete’s t-shirt is the same color as Ashlee’s shoes - or did they plan that? What do you think?

(More pics after the jump.)
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Ashlee Simpson and Pete Wentz at Parc April 7th

Monday, April 16th, 2007

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Ashlee Simpson and boyfriend Pete Wentz made an appearance at Parc on the Saturday before last. Click the link below for several large pictures of the couple, and then answer me this: what do you think of Ashlee’s glowing, electric blue pants?

(Personally, I think: eeeeeeekkk!)

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Ashlee’s in New York City

Friday, April 13th, 2007

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Ashlee Simpson was spotted at LAX with boyfriend Pete Wentz. A few hours later the starlet was spotted in NYC.

Ashlee Simpson actually seperated from her suddenly inseperable boyfriend for a few minutes as she did the red carpet at the Grand Opening of Runway Night Club in NYC, which she hosted with model May Anderson.

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Ashlee and Pete: Officially A Couple

Monday, April 9th, 2007

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Ashlee Simpson and Pete Wentz were at Parc together on Saturday night - and guess what they were doing?

Well, no…not that.

The on-again, off-again couple were spotted holding hands. In front of the cameras!

After many rumors of being together, apart, and “just friends,” it looks like they’ve finally defined their relationship, in public.

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Ashlee’s New(ish) Look

Tuesday, March 13th, 2007

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Ken Paves, the unequivocal king of pageant queen hair, worked his magic on Ashlee Simpson over the weekend. After nearly two hours of washing, cutting, styling and repeating, the entrepreneurial hair stylist’s masterpiece was finally complete.

With her honey blonde extensions sewed on tight (Hair U Wear brand, we’re sure), the plasticized pop singer was all smiles as she made her merry little way back to her car.

Asked whether her new ‘do was to impress her rumuored new beau, Chad Hugo of Neptunes fame, Ashlee merely replied with a giggle and a roll of the eyes. Meanwhile, reps for the 22-year-old poptart had this to say: “That is not true. She is working with Chad on her new album. There is nothing romantic going on.”

(Uh huh…sure…we’ve all heard that one before.)

More pics after the jump.
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Ashlee is Single and Ready to Mingle

Wednesday, March 7th, 2007


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Click on the images to enlarge

Ashlee Simpson is taking her breakup with Pete Wentz in stride. The younger Simpson sister went to Les Deux in L.A. Saturday night and picked up Chad Hugo from the Neptunes, spies said. “She tried to pick up Ryan Phillipe, but he wasn’t interested. So then she hung out with Chad all night and left with him.”

Ashlee’s rep fumed, “That is not true. She is working with Chad on her new album. There is nothing romantic going on.”

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Ashlee’s Rumored Boyfriend Tells All

Monday, February 19th, 2007

ashlee-pete.jpgHopefully Ashlee Simpson doesn’t read Blender magazine, or doesn’t have a problem with her rumored boyfriend kissing everyone.

The bassist for “Fall Out Boy,” Pete Wentz, has revealed in an interview that he will kiss anyone, no matter what their gender is.

When asked if he has kissed a man, the musician replied, “I have. Anybody above the waist is fair game.”

Wentz, who has been spotted with Simpson on a variety of occasions in Los Angeles, also talked about his sex life.

He revealed, “When I’m with somebody, the caveman in me wants it to be completely deviant. Like, ‘Oh this isn’t supposed to go in there? Then that’s where it has to go.’”

Let’s hope Daddy Joe Simpson doesn’t read this.

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Ashlee’s Secret Fling

Wednesday, February 14th, 2007

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Before Kelly Slater hooked up with Cameron Diaz he had a secret fling with Ashlee Simpson. Sources say Ashlee and Kelly spent lots of time with each other when the singer holidayed in Hawaii at the beginning of this year. Although the romance fizzled out quickly, insiders report the pair are still in close contact. “Ashlee was looking for some fun in the sun and that’s exactly what she found with Kelly,” says a friend. “They remain friends.”

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About Simpson Watch

SimpsonWatch.com chronicles the ins-and-outs of the personal and professional lives of Jessica Simpson and Ashlee Simpson. We cover their lives as lovers and entertainers, and are kind of wigged out by Daddy Joe Simpson.

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