Ashlee Simpson, the noted hotter version of Jessica Simpson, looked her usual happy self as she relaxed at Bristol Farms in Hollywood with a female friend yesterday. The young starlet wore all black except for a Chanel necklace and red sunglasses. It also looks like Ashlee plays safe in the sun, as she was hardly tanned considering her recent Jamaican holiday with boyfriend Pete Wentz. Pictures by Splash News / London Entertainment

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Ashlee Simpson just spent a few days in Jamaica soaking up the sun and sadly her wannabe emo boyfriend Pete Wentz tagged along. As everyone knows, especially papa Joe Simpson, Ashlee (or Jessica) in a bikini equals big bucks. Pete Wentz, on the other hand, in anything that doesn't involve a coffin is worth the equivalent of getting punched in the c*ck. Twice. By an ex-girlfriend. More pics after the jump!

Continue reading Pete Wentz Ruins A Picture Perfect Moment

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Caribou Iced Coffee presented a special Ashlee Simpson "Bittersweet World" CD Release Party in New York for the singer. Held at The Marquee Night Club in Manhattan, the fiery red head was also joined by her long term boyfriend Pete Wentz.

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Pictures Splash News / Richie Buxo

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Fiery red head Ashlee Simpson looked as stunning yesterday, as she held an In-Store CD signing with a meet-and-greet for her new single "Outta My Head (Ay Ya Ya)". She looked relaxed as she arrived dressed down in a pair of black jeans and a loose patterned t-shirt. Fans piled in to see the singer at the Wal-Mart Super Store on Long Island NYC, eager to see the popular sister of the Simpson family.

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Pictures by Splash News / Richie Buxo / Janet Mayer

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Pete, his double-belt action, and Ashlee Simpson were spotted going out to Club Ritual this weekend. Ashlee and Pete have really started to look similar here-- total relationship clones! It's a good thing that they're pretty cute together. Ashlee headed into the club wearing bright red jeans and little booties, plus hair that looks so much like Lindsay Lohan's hair color. They're looking pretty casual for a weekend night out. I like this side of Pete. Pictures by Ashley Love

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Club Myst. . . I still think it sounds like the worst. drink. ever., but it's an Arizona club cool enough to attract Pete Wentz and Ashlee Simpson. Ashlee must be gearing up for her performance over at Myst and sizing up the place . The pair were ultra matchy-matchy in dark jeans and tops-- but I think that Pete may still top Ashlee for hair styling time. I think Ashlee's eye makeup clashes with her hair and it's ultra-unfortunate. Do let me know what you think!

Pictures by Anthony J. Causi

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