Ashlee Simpson photo

Ashlee Simpson

Ashlee Nicole Simpson, the younger sister of pop-music vixen Jessica Simpson, was born in Dallas, Texas October 3, 1984. An accomplished ballet dancer who began he studies of classical ballet at the age of 3, Simpson was admitted to the prestigious School of American Ballet in New York City at age eleven. She left the city to follow her family shortly after sister Jessica signed a record deal. Ashlee followed in her sister’s footsteps and had an accompanying reality series on MTV, The Ashlee Simpson Show. Then, in the summer of 2004 Ashlee released her first album Autobiography, which went triple platinum by September that same year. Simpson received a whirlwind of bad press following her October 2004 appearance on Saturday Night Live when she was accused of lip synching due to a technical error with the background tape. Simpson also recently appeared in the low budget film Undiscovered, which failed miserably at the box offices in 2005. Simpson’s appearances on her reality series followed her turbulent love life with fellow musician Ryan Cabrera. Following her break-up with Cabrera she was rumored to have “stolen” Lindsay Lohan’s love interest Wilmer Valderrama. Most recently in February 2006 Simpson told Seventeen magazine she was happy with current boyfriend Braxton Olita.

Shows, Movies, Events

Ashlee Simpson credits and appearances include: Ashlee Simpson,

Designers She Wears

Ashlee Simpson has been seen wearing True Religion, Aaneta, Autumn Cashmere, Da-Nang, E.D.E. Studio, Ecoganik, Eskell, Femme Metale Jewelry, Grail, Hudson Jeans, IISLI, J Brand, Jessica Elliot, Jewel By Bear, Julie K Handbags, Karen ZAMBOS, Kushcush, Nation Ltd, Paper Denim & Cloth, Pierce Jeans, Rachel Leigh, Raw 7, Rebel Yell, Signorelli, Vanitas, Walter, Zoa,

True Religion Aaneta Autumn Cashmere Da-Nang E.D.E. Studio Ecoganik Eskell Femme Metale Jewelry Grail Hudson Jeans IISLI J Brand Jessica Elliot Jewel By Bear Julie K Handbags Karen ZAMBOS Kushcush Nation Ltd Paper Denim & Cloth Pierce Jeans Rachel Leigh Raw 7 Rebel Yell Signorelli Vanitas Walter Zoa

Latest Headlines

1. Which celebrity should I be this week?

Which celebrity should I be this week?You just know that is the thought running through Ashlee's mind at the dawn of a new week. When she first popped onto the scene with her MTV reality show "The Ashlee Simpson Show", she was blonde and cute as a button, kind of resembling Mandy Moore in her "Candy" days. Then she got all black-haired and scary, doing a kind of Kelly Obsourne thing. Then when she got her honker shaved down, collagen in her lips and possibly a brow lift and chin implant, she got hot! Blonde once again, constant comparisons were made between her and older sis Jessica, who's definitely made it past her peak. Now, at a recent outing at club Hyde in Hollywood, Ash looks like a mix of Mischa Barton and Mary Kate Olsen! She's like one of those transformer action figures, Hollywood It-Girl Edition!

Posted at Aug 07 2006 @ 16:48 | Comments (0) | Link

2. "who knows" = DUH!

With rumors and noticeably different pictures of Ashlee Simpson's new nose circulating, the Associated Press straight out went and asked Ashlee if she had her nose done. This blatant question surprised Ashlee, as evident in her beat-around-the-bush, wishy-washy answer.

"Everybody's already saying it, so I just don't talk about it. I'm like, okay, whatever. It doesn't bother me."

Unable to possibly be any more vague, the AP asked her again. This time, Ashlee responded, "Maybe. Who knows!"

Who knows? Who knows?? The whole world obviously, we're not blind girl!

Posted at May 17 2006 @ 15:56 | Comments (1) | Link

3. A Nose Knows

A Nose KnowsApparently, there happens to be something different going on with her nose! At this point she is not denying that her nose no longer has a bump. Dr. 90210 was the Doctor who was responsible for the nice job; he claims that his unique technique creates no incisions that are noticeable upon healing. You can say that again, no healing wounds here. Sometimes you have to do what you have to do…she is getting ready to go on tour.

Posted at May 11 2006 @ 16:36 | Comments (0) | Link
ASHLEE IS A PINK TACO PARTYER

Ashlee Simpson seen on Jan 31 2013 in West Hollywood, CA. Ashlee Simpson made an appearance at the Throwback Valentine’s Day Bash at Pink Taco Sunset Strip in West Hollywood on January 31, looking red hot in an Izmaylova dress. Hosted by SVEDKA Vodka, the soiree also drew Ashley Benson, Lance Bass and Jessica Lowndes out for the celebratory evening. To get Ashlee's look here, pick a similar red dress with a decorative neckline, such as Sue Wong's Twisted Knot Short Dress in Dark Red. For something a little simpler, Stretta's Roxanne Dress in Red Print is a nice option. From there, Ashlee accessorized with gold heels and a black clutch, and then added on several rings (try Jules Smith's Chained To You Ring in Yellow Gold) and a pair of gold stud earrings. Avanessi's Medium Stud Earrings in Yellow Gold are worth checking out. What's your take on this event ensemble for Ashlee, everyone - red hot or hot mess? In other Ashlee news, the young mom chatted with Us Weekly at the SVEDKA bash about how her son Bronx is excited about sister Jessica's pregnancy. So cute! Said Ashlee: "He is definitely the sweetest kid. He is brilliant. He’s got his own ideas, his own way of thinking. He is a jokester…. He’s always very creative and he is pulling pranks on us all the time. He's excited [for Jessica's] new baby, too!" Adorable!

ENJOYING THE HAWAIIAN SUN

Ashlee Simpson seen on Dec 27 2012 in Oahu, Hawaii. Ashlee Simpson was seen with her mom, Tina, stopping to pick up a few things at a pharmacy in Oahu, Hawaii on December 27, and by the looks of things Ashlee is definitely enjoying the Hawaiian sun! Outfit wise, AS wore a pair of distressed denim cut off shorts (get the look with Work Custom Jeans' Beatnik Short in Medium Riviera) with a slouchy fit white tank (try Michael Stars' Boyfriend Tank in Vanilla), and then wore a pair of black sandals and toted a large fringed bag. On the jewelry front, Ash opted for a pair of gold hoop earrings (check out Avanessi's luxe Knot Hoops in Yellow Gold) that she wore with a silver pendant necklace (try French Kande's A. Balestie Necklace in Sterling Silver for something similar) and a few rings. What's your take on Ashlee's tropical 'fit here, readers? Appropriate for her gorgeous Hawaiian setting, or super similar to what she wears in LA regardless? The whole Simpson family - including Jessica, her fiance Eric Johnson and their daughter Maxwell - is currently in Oahu for the holidays, and Ashlee was seen having a blast on the sand with her adorable son Bronx Mowgli. In photos snapped by FameFlynet, Ashlee can be seen flaunting her enviable bikini bod while helping Bronx make sand castles and splash around in the surf. Glad to see them all having such a fun time!

STYLISH AT SAMSUNG

Ashlee Simpson seen on Jun 21 2012 in Los Angeles, CA. Ashlee Simposon was spotted alongside celebs like Anna Faris, Anna Kendrick and Odette Annable at the Samsung Galaxy S III launch party that was held in LA on June 21. For her soiree ensemble, Ashlee chose a bright look consisting of Haute Hippie pieces, including a polka dot blouse and a pair of printed shorts. A pair of nude strappy wedges, hoop earrings, and a bronze clutch completed AS' outfit. To emulate this look for a summertime soiree of your own, pick a pair of printed shorts (like Gypsy 05's Asphalt Short) and then wear with a bold and bright blouse. If you're liking the idea of polka dots, check out Free People's Button Down Polka Dot in Coral, otherwise Jenny Han's Drawstring Tie Blouse in Coral Space Die is similar to Ashlee's. A fab clutch (such as Zambos & Siega's Logan Clutch in Cognac) is the perfect finishing touch. What are your thoughts on Ashlee's look here, everyone - is it a winner or a loser in your eyes? Ashlee recently spoke out to Us Weekly about her sister Jessica's newborn tot, discussing how she envies the little one's wardrobe. Says Ashlee: "Maxwell is definitely spoiled! You should see her closet! I'm like, 'God I wish I had your closet!' Her closet is beautiful." Leave it to Jessica!

HAVAIANAS HOST

Ashlee Simpson seen on Jun 01 2012 in Los Angeles, CA. Spotted grabbing an iced beverage at Starbucks in LA on June 1, Ashlee Simpson looked ready for summer in a breezy ensemble. Ashlee started with a pair of denim cut off shorts (try Free People's Lou Lou Cutoff) and a white tee (like LnA's Crew Short Sleeve Tee in White) - it doesn't get more classic and summery than that - and then slipped into a pair of nude ballet flats and toted a black Chanel bag. A colorful scarf (check out Johnny Was' Scarf) and a pair of Ray-Ban's New Wayfarer in Black) added a casual-cool touch to AS' outfit. Is this something you would wear for a day of warm-weather errands, everyone? In other news, Ashlee is set to play host for the upcoming soiree in celebration of Missoni's new Havaianas sandals! According to The Hollywood Reporter, "If you're going to wear flip flops, then why not wear the chicest possible ones? The chevron striped rainbow print shoes will be sold at Kitson on Robertson -- where else -- and on June 7, the store will have a soiree with Vogue Magazine, and one celebrity guest is Ashlee Simpson, for the launch." Will any of you snap up these chic sandals when they debut this month?

SUSHI IN STUDIO CIY

Ashlee Simpson seen on Mar 06 2012 in Studio City, CA. Spotted grabbing a sushi lunch at Katsu-Ya in Studio City with mom Tina on March 6, Ashlee Simpson opted to load up on the designer accessories before heading out the door. From the Chanel necklace to the Hermes bag, is this look a little too logo-centric for your liking? Outfit wise, Ashlee wore a pair of black super skinnies (try Earnest Sewn's Mid Rise Skinny in Chelsea) with an off the shoulder sweater (get the look with Minnie Rose's Pow Wow Top in Charcoal, or for a sparkly option, try Splendid's Sequin Sweater in Navy), and then slipped into a pair of suede booties. To get a necklace look like Ashlee's without breaking the bank, give Satya Jewelry's Black Onyx Mala Necklace a try. Is this outfit a winner or a loser in your eyes, everyone? Ashlee recently spoke out about her sister Jessica's upcoming childbirth, and said: "Jessica is amazing. She’s doing really great. She’s feeling good, looking great – she’s going to be a good mommy!" I don't doubt it, but my only question is this... doesn't it seem like Jessica has been preggers FOREVER?

GOOGLE MUSIC MAMA

Ashlee Simpson seen on Nov 16 2011 in Los Angeles, CA. Ashlee Simpson was photographed on the red carpet at the launch of Google Music that was hosted by T-Mobile and held at Mr. Brainwash Studio in LA on October 16, before heading inside to cozy up next to her actor beau Vincent Piazza. For her night out ensemble, Ashlee wore a green Alice + Olivia dress (for something similar, check out Twinkle by Wenlan's Event Planner Dress in Jasper/Black) and a cozy tan jacket (both Gold Hawk's Hollywood Jacket in Nutmeg and Alexis' Collarless Jacket with Fringe are reminiscent of Ashlee's coat), and then accessorized with a leopard print bag, opaque black tights, and classic black platform pumps (like Diane von Furstenberg's Grace Suede Platform Pump in Black). A pair of dazzling drop earrings polished off AS' outfit. Are you a fan of this look, friends? The Insider seems to think that Ashlee looks absolutely fantastic here, saying: "With all the baby buzz surrounding big sister Jessica, it's easy to forget the rebel of the Simpson family, little sister Ashlee. But Ashlee sure turned a lot of heads at the recent Google and T-Mobile Hollywood bash celebrating the launch of Google Music, possibly looking the best she's ever looked. Ashlee stunned in her sophisticated blonde bob, highlighting her perfectly put-together makeup with a pair of elegant drop down earrings." The best she's ever looked? Do you agree with that definitive statement, everyone?

LEGGY AT LAX

Ashlee Simpson seen on Jul 06 2011 in Los Angeles, CA. Strutting herself through LAX on July 6, Ashlee Simpson smiled for photographers before boarding her outbound flight. For her airport ensemble, AS decided to go for a leggy look, pairing short shorts (like Joe's Jeans' Button Pocket Short in Navy/White) with a slouchy white t-shirt (try Splendid's Slub Panel Tee in Paper) and a long black cardigan (just like James & Joy by Joy Han's Hooded Long Sleeve Wrap in Black). From there, Ashlee toted Rebecca Minkoff's Slouch Cross Body Bag and a huge Chanel bag, in addition to slipping into a pair of flat boots and a black hat. The finishing touch was a tasseled necklace, and for something similar, check out Love Heals' Merlin Necklace in Pearl/Yellow. Are you into Ashlee's airport style, everyone? In other Simpson sister news, it seems as though she may have a new love interest! Sorry Pete Wentz, Ashlee was recently spotted strolling with and smooching "Boardwalk Empire" actor Vincent Piazza in NYC. While her divorce is still pending, she hasn't spoken out about her relationship - whether they're just friends who like to kiss or if something more romantic is brewing. While there were rumors at one point that Ashlee and Pete were trying to rekindle their spark, it seems as though if Ashlee's interested in a new guy that Pete's out of luck. Thoughts, everyone?

FLYING SOLO

Ashlee Simpson seen on Feb 18 2011 in Los Angeles, CA. Looking a little under the weather, a somber Ashlee Simpson catches a flight out of Los Angeles at LAX on February 18. Ash arrived at the airport sans wedding ring after announcing her divorce last week, picking up a few magazines, Airborne tablets and a bottle of water before boarding her flight. Ashlee dressed for chilly temps in a thick grey checkered coat (check out Mike Gonzalez's Astrud Convertible Jacket in Multi) over a black zip-front sweater (similar to Ella Moss' Highland Long Sweater in Black) and a pair of black leggings with a coated sheen (like Robin's Jeans' Coated Jeggings in Flower). Ash stood tall in black suede boots, accessorizing with a cherry red Chanel bag (like Julie K Handbags' Renee in Red) and a cozy striped scarf (add a fun pattern like Lucky Brand's Wind Curled Scarf in Black). What do you think of Ashlee's high flying look, does it work for her edgy new haircut? I think she looks great except for her scowl, which I can only attribute to a possible cold warded off by those Airborne tablets. The jury is still out whether or not they're actually effective, but those bubbles sure do make you feel better! After announcing her separation from Pete Wentz earlier this month, sources report Ash is shopping for a new home to share with her son Bronx, according to a real estate insider who dished to Us Weekly: “They drove by a few houses in the $3 to 4 million range. The homes were also very close to [sister] Jessica’s house, which would be nice for her." Never hurts to have family nearby!

ERRATIC BEHAVIOR?

Ashlee Simpson seen on Feb 04 2011 in Hollywood, CA. Taking her mind off her marriage problems, Ashlee Simpson has a fun night out at the Giuseppe Zanotti Beverly Hills Store Opening afterparty held at Trousdale nightclub in Hollywood in February 4. Ash channeled a casual rocker vibe for her night out, pairing a black graphic tee (check out Rebel Yell's Pretty Rock Tee in Heather Grey) with dark charcoal skinny jeans (Level 99's Skinny Jegging in Collection are a great alternative) topped with an electric blue plaid jacket (try HellOh's Crinkle Jacket in Blue/Yellow for spring). Ashlee added a pop of color with a cherry red Chanel handbag (try it for yourself with Julie K's Renee in Red) and a pair of black suede boots completing the look (tread comfortably in Farylrobin's Mandy Tall Lug Sole Boot in Black). What do you think of Ashlee's look here? I'm not loving the super blonde hair and heavy black eyeliner together, it's too punk for my tastes. Do you think she can pull it off? As you may have read, Ash filed for divorce from Pete Wentz this past Wednesday, citing "irreconcilable differences" to end their three year marriage. A rep for Ashlee shared a brief statement with the media about their standing: “After careful consideration, we have made the difficult decision to file for divorce. We remain friends and deeply committed and loving parents to our son Bronx, whose happiness and well-being remains our number one priority." Sounds amicable enough, and a source close to the couple said the same thing to People magazine. Enter Pete's camp – according to his friends at TMZ, he is "getting divorced against his will," and tried to talk Ashlee into sticking it out with him. Obviously she moved ahead, asking for primary physical custody of their two-year-old son Bronx in light of Pete's "erratic behavior" that she found unbearable. Pete is bipolar and has attempted suicide before, so I can understand that there might be more going on here than we've heard so far. Regardless of what happens I can only wish the best for the both of them. I hope this announcement brings an end to the decent cluster of celebrity divorces – too much heartbreak this close to Valentine's Day!

BRIGHT NEW BLONDE

Ashlee Simpson seen on Jan 24 2011 in Los Angeles, CA. Dumping a fresh coat of bleach on her tresses, Ashlee Simpson exits the Andy LeCompte salon in Los Angeles on January 24 with a brightened pixie cut. Ash made her way to and from the salon in a fun mustard striped top (add a twist to the classic cut with Gold Hawk's asymmetrical Stripe Bow Top in Taupe) with 7 For All Mankind's Gwenevere jeggings – get yourself a similar shade on CoutureCandy, try 7 For All Mankind's Gwenevere in Dusty Newsprint. Ashlee strutted in a pair of classic black oxfords (love Farylrobin's femme version of the Gladys Mary Jane Flat in Black) with a red patent bag over her shoulder (try Julie K Handbags' Renee in Red). Ashlee added a playful chain bracelet and petite charm necklace (like Danielle Stevens' Good Luck Necklace in Gold), carrying a few shopping bags as she made her way about the day. What do you think of Ashlee's brightened new 'do, is the bleached blonde look a refreshing new spin for her or is it too artificial? Ash isn't the only one switching things up in the Wentz household – her husband Pete also recently decided to retire his straightener after years of making the super straight, slicked down emo cut his trademark look. He explained his inspiration to go au naturale: “My son, he’s got this full head of awesome curly hair, and when he gets out of the bath he’s so stoked. I want to get out of the shower and just be stoked, not think about how I don’t want water to touch my hair. The amount of maintenance that went into my straight hair was ridiculous.” I barely recognize Pete with his crazy untamed curls. What do you think of his new look?

BEST PARTY ACCESSORY

Ashlee Simpson seen on Dec 22 2010 in West Hollywood, CA. Staying cozy amidst LA's rainy weather, Ashlee Simpson shops at a vintage clothing store in West Hollywood with Bronx and mama Tina Simpson on December 22. The Simpson ladies browsed the racks while Bronz amused himself with a coloring book in the center of the store, picking up a few last minute gifts just before the holiday. Ash did her shopping in a chunky oversized animal spotted sweater (get the look with JET by John Eshaya's V Neck Zebra Top in Zebra or bundle up in a cozy knit like Ella Moss' Nikita Sparkle Sweater in Black) with smoky leggings (try Tag Jeans' Mulholland Skinny in Charcoal as an alternative to your everyday black jegging) and black boots (like Farylrobin's Lance Knee-High Boot in Black). Ashlee completed the look with a sable old-fashioned cap (check out Rails' boyish Herringbone Hat in Mocha), wearing a pretty gold wire ring on her middle finger (like Ariel Gordon's 14K Rose Cut Ring in Iolite). What do you think of Ashlee's bold style here, are you a fan of the animal print? After spending the Christmas holiday at home in LA, Ash and Pete jetted off to Chicago for the weekend, where Pete hosted and DJ'd the "Cirac the New Year 2011" celebration at the Hard Rock Hotel. In an E! interview, Pete was asked what his party secret is, to which he replied: “Usually the best thing I bring to the party is my wife. She always makes parties more fun for me." Awww! Did any of you readers attend any memorable parties this holiday?

CARTOONING AROUND

Ashlee Simpson seen on Dec 09 2010 in Santa Monica, CA. Striking a playful pose, Ashlee Simpson and Pete Wentz get in the holiday spirit at the Garfield Hundreds Pop Up Gallery in Santa Monica on December 9. After spending the day getting her hair and nails done, Ash stepped out looking pretty and polished in a bold houndstooth coat with a fur collar and cuffs (cozy up in Hard Tail's Fleece Fur Collar Jacket in Black), black stockings and sassy buckled booties (similar to Farylrobin's Valenta Platform Bootie in Black) accented by chunky gold earrings (try Anna Beck's Wide Gold Plated Drop Earring in Gold). At her side, Pete took a more casual approach to the event, layering a leather jacket over a black hoodie (try 7 Diamonds' Florence Jacket in Black) with faded charcoal slim cuts (like Spurr's Pipe in 2 Year Vintage) and classic Chuck Taylors. What do you think of the Wentz's style, do you like their casual meets classy mix? They seem to really be getting along well now that Bronx is past the infant stage, both taking time to gush in interviews about their little one. When asked about her favorite part of the holidays, Ashlee replied: “Decorating is exciting and this year he [Bronx] has his own tree in his room so he really decorates. He puts the ornaments on, so it's fun. It's all about having a good time and making the holidays feel like home.” With help from their little man, I'm sure their house is in great shape as the holidays draw to a close. What were your favorite memories this year?

BUGGY NIGHTS

Ashlee Simpson seen on Dec 06 2010 in West Hollywood, CA. Stepping out for a good cause, Ashlee Simpson Wentz rubs shoulders with Nicky Hilton at a charity event for Baby Buggy at the Soho House in West Hollywood on December 6. Ash attended the soiree, hosted by alice + olivia designer and founder Stacey Bendet, to kickoff a month long holiday drive to motivate customers to donate toys, books or diapers in exchange for a 15% discount on alice + olivia apparel. Sounds like a win-win situation for me! Ashlee arrived at the event in a festive embellished skirt (try Tart's Sequin Mini Skirt in Black or Jay Godfrey's Graves Sequin Skirt in Copper for possible NYE outfit options) with a slate tank tucked in, double breasted blazer (try Monrow's uber comfy Double Breasted Tuxedo Jacket in Black), stockings and black booties (add some bling with Rock & Republic's Ginny Crystal Mesh Bootie in Black). Staying true to her love of all things Chanel, Ashlee accessorized with a long onyx and crystal necklace (love Tiger Lily's Large Crystal Necklace in Silver/Clear) with chunky crystal pendant earrings to complete the look. What are your thoughts on her festive attire, does it flatter her choppy new 'do? I'm still getting used to her look sans long boho waves, but I do have to say the sophisticated look is growing on me. Seems to be working well for Ash too, as she was making the rounds at the event chatting with Kourtney Kardashian, Denise Richards, and Odette Yustman, among other stars in the house. Sounds like quite the holiday shindig! Ash and hubby Pete Wentz have been partying nonstop over the past few weeks, attending everything from Nicole Richie and Joel Madden's wedding to Pete's DJing gig at the X Life launch party to a yummy date night out at Beso in West Hollywood. Pete joked with E! News recently about how different their normal schedule is: "We have a pretty early bedtime. A wild one for us is last night: We stayed up past 10 and watched Black Swan." Talk about living life on the edge! What have you readers been up to this holiday season?

BICOASTAL STRIPES

Ashlee Simpson seen on Nov 23 2010 in New York, NY & Los Angeles, CA. From coast to coast, Ashlee Simpson Wentz loves her stripes. She was first spotted running errands with her boys on November 23 in NYC, and after spending Thanksgiving Day in the Big Apple with her parents, big sis Jessica and her new fiancé Eric Johnson, Ash and the fam headed back to LA for a trip to the park with Bronx on November 26. Nothing works off the Turkey Day carbs better than chasing a toddler around the playground! Ash started both looks with the striped top of her choice (try Splendid's Twisted Stripe Vee Sweater in Grey for cooler temps and JET by John Eshaya's V Neck Stripe Tank in Black for the west coast), first layered over denim cut-offs and black tights, and then over black jeggings for the park (like Hudson Jeans' Collin Signature Skinny in Cheshire). In her first look Ashlee chose black lace up brogues, then switched to comfy ballet flats (try Farylrobin's Gladys Mary Jane Flat in Black, sort of a cross between the two). Ashlee stayed warm in LA with a black and white checkered coat topping the look (have some fun with Desigual's Retro Coat in Black), carrying a black patent ruched tote (like Danielle Nicole's Dylan Bag in Black) and accessorizing with a Chanel black pearl necklace. Which look is your fav? While the reaction to Ashlee's new pixie cut has been mostly positive, sources at Us Weekly say her hubby isn't the biggest fan, even though he was the first to tweet a pic of the new cut with the caption "Cute hair mama!" back in October. The magazine alleges that trouble might be brewing over Ashlee's decision to cut her hair as a surprise, yet she won't give Pete the surprise he wants: another baby. Sounds twisted if you ask me! Bronx just celebrated his 2nd birthday on November 20 – do you think it's time for Ashlee to consider adding another little one to the Wentz clan?

CHANEL EARRING OBSESSED

Ashlee Simpson seen on Nov 16 2010 in Hollywood, CA. Getting cozy for fall, Ashlee Simpson Wentz attends a launch party for the new Solstice Sunglasses website in Hollywood on November 16. Looks like Ash made off with a sleek new pair of sunnies, taking photos at the event posing in her new shades. Ashlee arrived at the event in a striped oversized sweater (layer up in Splendid's Striped Short Sleeve Cardigan in Charcoal or Splendid's Twisted Stripe Jacket in Black) over J Brand peg leg skinnies with ankle zippers (check out Denim of Virtue's X-Fit Legging Jean with Zipper in Romance) and a pair of platform pumps (add a polished touch with Coye Nokes' Jacqueline Pump in Black Crocco). Ash completed the look with a pair of oversized Chanel logo earrings to flatter her new pixie cut (polish off your fall look with Amrita Singh's Kate Earring in Clear), making this the third occasion she's donning the iconic Chanel jewelry in the past month – first while out shopping with Pete and Bronx, then attending the Boutiques.com launch party the next evening. Wonder what her obsession is about – just a phase or do you think she's working out some sort of deal with Chanel? Ash doesn't exactly embody the typical Chanel spokeswoman, but with her new retro hairstyle I can see her taking on the iconic black and white. When asked about her latest hair transformation, Ashlee gave the full scoop: “I was definitely going for an Edie Sedgwick look. My friend Andy LeCompte cut my hair and I feel so free now. And [my son] Bronx loves it!” How about you readers, are you loving it too?

NOT IN THE BAND

Ashlee Simpson seen on Nov 06 2010 in Beverly Hills, CA. Enjoying a fun filled afternoon out with the fam, Ashlee Simpson and husband Pete Wentz take the adorable Bronx to a playdate in Beverly Hills on November 6. For a breezy Saturday afternoon, Ash got all dolled up in a vintage inspired taupe mini dress (check out Da-Nang's Crystal Aztec Tunic in Clay or Bailey 44's White Swan Shirt in Champagne for similar options) worn over slimming black leggings (try C&C California's Full Length Legging in Black) with black ankle boots (similar to Farylrobin's Beth Ankle Boot in Black). Ash's new pixie cut is the perfect length to show off the Chanel heart earrings she debuted two weeks ago, and her black studded tote adds just the right amount of metal (try Antoinette Lee Designs' Olivia Cross Body Handbag in Black). What do you think of Ashlee's hot mama style, do you think the dress is too frilly for her petite figure or does it work for her? While recent tabloid reports hinted at some trouble between Ash and Pete over his new female bandmate in the Black Cards, Pete shot down more rumors this week about Ashlee taking the mic in his new band: “[Ashlee] is such a great artist, and we made a deal with ourselves that we’d be supportive of each other. We share a son, we write songs together to sing to him, we help each other. But she wasn’t ever going to sing in the band.” Hmm, how do you think Ashlee feels about Pete subtly shooting down her vocal abilities?

CAPE COVER-UP

Ashlee Simpson seen on Oct 22 2010 in West Hollywood, CA. Ashlee Simpson embarks on a family shopping trip in West Hollywood with the adorable Bronx on her hip and hubby Pete Wentz at her side on October 22. The happy fam made their way to the HLNR boutique on Robertson, where Ash checked out some new boots. Ashlee went about her WeHo day in a fun navy swing coat (try Capote's Circle Cape in Black) worn over black leggings (like Tt Collection's Rachel Legging in Black) with low heeled ankle boots (check out Farylrobin's Valenta Platform Bootie in Black). Still rocking the pixie cut, Ashlee wore oversized Chanel logo earrings just like big sis Jess was spotted wearing the night before (get the look without breaking the bank with Michele Michel's Heart Echo Earrings in Silver). What do you think of Ashlee's sophisticated new look - tres chic, non? From the looks of this outing things seem to be just peachy with the Wentzes, but as usual the tabloids are churning up trouble. There's been a quiet buzz for awhile now that Ash has some jealousy issues with Pete's new Black Cards band mate Bebe Rexha, but this week her rep shot down the rumors as "completely inaccurate." Speaking for Mrs. Wentz, the rep said: "Ashlee is happy writing songs and she is incredibly supportive of Pete, as he is of her. They're in love and remain committed to one another and their son." Let's hope it lasts!

PIXIE PERFECT

Ashlee Simpson seen on Oct 18 2010 in Los Angeles, CA. Debuting her edgy new 'do, Ashlee Simpson heads out on a date with hubby Pete Wentz on October 18 in Los Angeles. The two headed to the Harmony Gold Preview House for the premiere of Kanye West's short film Runaway, which stars model Selita Ebanks alongside the hip-hop mogul. Ash got all dolled up for the event, showing off her spiky new pixie cut with a high neck black sweater (try Suzabelle's Glenmorris Sweater in Raven) with a printed pencil skirt (slip into a slimming pencil skirt like Rachel Pally's Gathered Skirt in Black) and classic black Mary Jane heels (I'm trading my plain pumps in for heels with a vintage twist like Farylrobin's Beth Ankle Boot in Black). A Chanel crystal encrusted brooch and a petite handbag with old fashioned butterflies complete her look (love the intricate detail on Moyna Handbag's Embroidered Floral Clutch in Brown). What do you think of Ashlee's look, including the new tresses? We know Pete's feeling the look – he Tweeted a photo of Ash with son Bronx with the caption: "Cute hair mama!" After the premiere Ashlee was doing a bit of her own Tweeting, sharing her thoughts on the film: “The @kanyewest movie was stunning last night. I love seeing a true artist with compassion. It’s refreshing to see such a real artist.” A real artist – Kanye? I'll have to see it to believe it! Did any of you happen to catch the special MTV showing of the flick over the weekend?

WATCH YOUR MOUTH, DADDY!

Ashlee Simpson seen on Sep 26 2010 in Sherman Oaks, CA. Happy to be back on the West coast, Ashlee Simpson heads out for a day of fun in the sun at a park in Sherman Oaks, CA on September 26. Ash and hubby Pete Wentz took baby Bronx for a ride on the swings and spent some time helping the little guy make sand castles, looking like quite the happy fam as they strolled around. Ash went for her trademark haute hippie look, pairing distressed flare jeans (like Denim of Virtue's Simplicity Flare in Vintage Blue) with a breezy white cami (try Woo's Rosey Top in White or Jenny Han's Slumber Cami in White) topped with a black floppy hat and black sandals (transition to fall in Farylrobin's Rambo Sandal in Black). Ashlee toted a black messenger bag with all of her mommy essentials (check out Linea Pelle's Perry Stud Small Messenger in Black), wearing classic black Wayfarers and a simple coin necklace to complete the look (try Maya Brenner's elegant Santorini Coin Necklace in Gold). What do you think of Ashlee's laidback style, does it work for her? I still think she needs to trim back those tangled tresses, but otherwise no one pulls off bell bottoms better than her. Looking at how big Bronx is in her arms, it's hard to believe it's been almost two years since the Wentzes became parents. Pete recently chatted with Us Weekly about how far he's come: "As a parent, I'm finally being able to get my mouth to behave itself as far as saying naughty words. He says everything!" Pete continued to share his amazement with the little man: "He's becoming a human being. It's so crazy to watch something that was a baby become something so animated, so smart and so personable." I would think it's strange for someone to refer to their toddler as "something that was a baby," but with rockstars anything goes, right?

SPACING OUT IN NYC

Ashlee Simpson seen on Sep 07 2010 in New York, NY. Enjoying the NY fashion festivities, Ashlee Simpson was spotted arriving and departing the Ritz Carlton hotel in two coordinating looks on September 7. Ash is in town to support big sis Jessica's new denim collection, which held its launch party later in the day. Ashlee got dropped off at her hotel in a casual summery look, pairing an off shoulder black top (like Boulee's Joe Top in Black) with shredded cut off shorts (check out 7 For All Mankind's Boyfriend Short with Crochet in Adara Blue). Ash wore the same studded open toe booties and black and tan messenger bag (try Linea Pelle's Perry Stud Small Messenger in Cognac, which also comes in Black) with both looks, emerging a short while later with her hair smoothed back in a sassy striped mini dress (similar to Corey Lynn Calter's Strapless Striped Dress in Ivory/Grey) topped with a chic black blazer (check out Moschino Cheap & Chic's Cady Belted Blazer in Black). What are your thoughts on Ashlee's mid-day style transformation, which look is your fav? I have to say I prefer the more polished look on the right, with the booties giving it a little edge. Then again her hair looks so much less disheveled it just gives her whole appearance a boost! Ash and hubby Pete have been traveling back and forth to New York a lot over the past two weeks, attending the US Open Tennis Championship the previous night before getting caught up in the fashion week frenzy. All that travel has to wear down young parents, and Pete recently Tweeted: "To all my friends apologies for spacing out as of late. My brain has been jumbled mess. I think the jet lag of life caught up with me. Sorry" Hope the two of them are recovering now that they're back in LA!

LEGGY LUAU

Ashlee Simpson seen on Aug 29 2010 in Hollywood, CA. Enjoying some quality time with her husband, Ashlee Simpson arrives holding hands with Pete at a luau in Hollywood on August 29. The happy couple obeyed the instructions at the door and got "lei'd" before heading inside to enjoy the BBQ festivities. Ash dressed appropriately for the summer soiree in a flirty floral romper (check out Wit.'s Satin Print Ruffle Romper in Yellow/White) covering a frisky polka dot bikini (just like Nina Swimwear's Lollypop Bikini in Brown). Ashlee topped the look with teetering cherry red platform sandals (finish out the summer in style with Gwyneth Shoes' Trixie in Purple), carrying a straw tote with all her poolside essentials inside (transition the casual style to the street with Linea Pelle's Perry Woven Tote in Cognac). What do you think of Ashlee's leggy look, does it work for her? I have to comment that she looks a bit healthier than she did wearing short shorts a few weeks ago in LA. Do you agree the super bony look seems to have subsided here? Ash is also sporting the new "ombre hair" trend, letting her dark roots grow out gradually lightened. What are your thoughts on this new look, is it working for her? I think she's pulling it off just as well as Kristen Cavallari, but everytime I see a new celeb doing this I can't help but think it looks like a recessionista excuse not to get your roots done! Anyone agree??

ANY MEAT ON THOSE BONES?

Ashlee Simpson seen on Aug 13 2010 in Los Angeles, CA. Heading out to run a few errands, Ashlee Simpson Wentz takes her son Bronx out for the afternoon in LA on August 13. Ash waved to the paps before hopping into her SUV, staying shaded from the heat in a black floppy hat, loose white tee (stay comfy in Splendid's breathable Vintage Whisper Pocket Tee in Paper) and uber short-shorts with pocket linings sticking out (if exposed pockets are your thing, I love 7 For All Mankind's Boyfriend Short with Crochet in Adara Blue with girly pockets peeking out, sans unflattering high rise fit). Ash went about her business with an oversized messenger bag over her shoulder, switching to a smaller clutch later in the day (combine the features of both of Ashlee's bags with Julie K's Lorri Chain in Cognac). During round II, Ashlee took Bronx to a kid's b-day party at a friend's house, accessorizing with tan rosette topped ballet flats and a shiny gold locket (add a unique touch with Archive's Belle Paris in Multi). I don't know about you but I kind of wish she'd changed into some more comfortable shorts, they look like they're riding up quite a bit in the crotch area! Both looks are showing off her super skinny legs, which look like they might detach from her muscles at any minute. The picture on the right looks especially frightening! Do any of you think she's looking a little scary skinny these days? Ash just returned from a trip to NYC with Bronx, meeting up with daddy Pete Wentz to catch a show from his new band, The Black Cards. What ever happened to Fall Out Boy? Apparently I've been out of the loop!

BALLERINA IN BLACK

Ashlee Simpson seen on Jul 31 2010 in Los Angeles, CA. On the other side of the country, the younger Simpson sister Ashlee Simpson-Wentz was spotted enjoying time with her family over the weekend in Los Angeles on July 31. Ash and husband Pete took their son Bronx Mowgli out for an outdoorsy day at the park, bringing along a tote bag filled with toys and snacks as they made their way to the playground. Despite her sunny look a few weeks ago, Ash was back in black head-to-toe over the weekend, covering her newly dyed chestnut tressed with a black rimmed hat, dark sunnies and a black tunic tank (try Soul Revival's Andy Tank in Black). Ashlee wore a teeny pair of denim shorts under her top (like True Religion's Bobby Cut Off in Point Dune), adding a playful perfume bottle necklace (add a girly element with Michele Michel's Hammered Heart Pendant in Silver) and carrying a black messenger bag at her side (check out the similar shape of Linea Pelle's Dylan Messenger in Black). Ashlee completed the look with quirky lace-up ballet flats. What are your thoughts on her darker look, do you prefer it when she lightens up or do you like the edgy playfulness of this look? While you might find Ashlee's footwear unusual, her pointe-shoe look alike flats might be explained by her new fitness addiction: Cardio Barre! Ash elaborated on her fitness regimen recently, which is evident from her super skinny legs here: “I have lots of stairs at my house and my son [Bronx] is 33lb now, so I carry him up the stairs a lot.” She continued, “I definitely hit the gym. I’ll do 30 minutes when he’s down for a nap. I’ll do 30 minutes of cardio and I also like a class called Cardio Barre [aerobic-ballet workout].” A friend of mine recently tried this class and raved about what a great workout it was – have any of you ventured into a studio to check out this new fitness trend for yourselves?

MELLOW YELLOW MAMA

Ashlee Simpson seen on Jul 19 2010 in West Hollywood, CA. The lovely Ashlee Simpson Wentz shares some giggles with a friend after attending a hairy charity event at the Ken Paves salon in West Hollywood, CA on July 19. Ash came out to support her big sis Jessica's long time BFF and hairstylist Ken, helping raise a few bucks for the Rally for Kids with Cancer charity event. Ash even Tweeted to help spread awareness: "At ken paves salon. Come check the makeover madness rally for kids with cancer at the Ken Paves Salon today! I'm here and its fab!" Ashlee arrived at the event in a sunny yellow frock (add a little sunshine to your closet with Jenny Han's Ruffle Tier Dress in Yellow or Wit.'s Synched Bottom Tunic Dress in Sunny) and casual flip-flops, accessorizing with a Boho jeweled headband, long pendant necklace (love Robyn Rhodes' playful Dolly Long Necklace in Silver) and vintage inspired messenger bag (check out Antoinette Lee's versatile Stella Bag in Tan). What do you think of Ash's summer style, does it work for her? I have to say I'm definitely loving this look over the super dark tresses she sported during the Chicago days! I'm not sure if Ashlee was one of the lucky ones purchasing a "makeover madness" package ranging from $250-1,000 at the charity event, but Eva Longoria was in attendance to lend a hand to those generous patrons shelling out donations. She even got behind the salon chair for one brave customer! Would you let an untrained celeb touch your tresses for charity?

CALLING ALL SISTERS

Ashlee Simpson seen on May 24 2010 in West Hollywood, CA. Making a rare appearance out together, Jessica and Ashlee Simpson had a sisters night out together at the LG Mobile Phones shindig at the SoHo House in West Hollywood on May 24. The girls came out to the event celebrating fashion and technology to support their girls Eva Longoria and Victoria Beckham, who also walked the red carpet as spokesmodels for the continually evolving brand. Both Simpson ladies arrived in black, with Ashlee pairing some daring leather leggings (tighten up but keep your comfort in The Battalion's Motorcycle Legging in Black) with a sleeveless ruffled Thomas Wylde jacket (add a girly touch to your biker 'fit with Robert Rodriguez' Ruffle Halter Top in Black). Going for a softer look, Jess wore a dress from the Victoria Beckham Collection, showcasing a modern slate grey look with black contrast around the neck and flounce (opt for a classy belted dress like Luc by Lucy's Classic Black Dress with Tie in Black). So cute of Jess to support her friend! Accessory wise, Ash carried a black clutch with silver accents (add a playful touch with Whiting & Davis' Ribbon Long Flap Clutch in Black) and wore black platform pumps (check out Samanta's Viv Heel in Pony Black) while Jessica paired a sleek pair of patent heels (like Coye Nokes' Jacqueline Calf Pump in Black). What are your thoughts on both Simpson sister looks here, would you wear either or tweak both? I'm glad to see them getting some girl time away from their busy work and private lives together – they deserve it!

CLOGGIN' CITY GIRL

Ashlee Simpson seen on Mar 26 2010 in Beverly Hills, CA. Ashlee Simpson goes about her business in Beverly Hill on March 26, sporting a fashion forward pair of clogs while out running errands. As popular as Chanel might be trying to make this trend, I didn't love it on Rachel Bilson and I'm still not sold with these on Ash. What are your thoughts readers, have you been rockin' clogs this spring? In light of her attention grabbing footwear, Ashlee kept her 'fit simple with a loose white v-neck (like Joe's Jeans' Blake Crinkle V Tee in White) and slimming black skinnies (Ella Moss' Ponte Leggings in Black are my fav staple). Ash added a black messenger tote (like Linea Pelle's Dylan Messenger in Black) and a long silver necklace (keep it simple with Jessica Elliot's Large Sterling Antique Skeleton Key Necklace in Silver), polishing the look with an enameled bracelet (love the color mixing on Moss Mills' Peyton Preppie Bracelet in Gold). For a black and white look I think Ash nailed the casual, slightly edgy vibe, but what are your thoughts? On Friday Ashlee ran a few errands in BH before heading downtown to the Staples Center for a night out at Jay-Z's concert with hubby Pete Wentz. While the hot couple was just one of the many celebs in attendance, they were the only ones to get an onstage shout-out from the iconic rapper himself: "Pete Wentz, I see you. Ash, I see you. Hope I didn't embarrass you." They must have really been rocking out to get noticed over Chris Rock, Justin Beiber and Paris Hilton seated nearby!

UNINVITING THE PRESS FOR JESS?

Ashlee Simpson seen on Feb 18 2010 in West Hollywood, CA. Enjoying some down time after Fashion Week in NYC, Ashlee Simpson returns to West Hollywood on February 18. After getting settled at home on the west cost, Ash headed straight to the Ken Paves salon, where her big sis Jessica's BFF tended to her tresses. Now that her Broadway run is over I have to wonder when Ashlee will switch up those raven black locks – it's definitely not a look she should stick with when she has such fair skin, IMO. I know you readers have commented on not liking this in the past – what do you think of Ash's look here? Winding down after all the fashion week hoopla, Ashlee went for an uber casual look with dove grey skinnies (try Habitual's Ava Skinny in Iso Smoky) with a half-tucked tee (loving Monrow's Double Tissue V-Neck Tee in White) with a black cardi (up the chic vibe with Splendid's simple yet refined Pintucked Cardi in Black). Sparkly ballet flats (like Gwyneth Shoes' Shimmer Flat in Dark Blue) and a slouchy Chanel tote complete her look (love Linea Pelle's Lola Large Tote in Black). What do you think of Ash's low key look? The day before her pampering sesh, Ashlee was seated in the front row of husband Pete Wentz's Clandestine Industries Autumn/Winter 2010 fashion show in NYC. He never seems to do anything as expected, and continued to break the rules when he came out onto the runway to introduce his new collection: strapped to a gurney in a straightjacket with a Hannibal Lecter mask covering his face, wheeled by two male models. Talk about bizarre! Ash's other half also pissed off the press when he "uninvited" them to the post-show party, reportedly at the request of none other than Papa Joe Simpson. NBC New York made the unofficial explanation: "Although we could still hold our places at the show, we were no longer welcome at the after-party. So the rumor goes, Pete Wentz's father-in-law is trying to keep some Jessica reality show under wraps. Alas, we'll just have to wait and see." Is it just me or does this family just get weirder and weirder?

NYE & ALL THAT JAZZ

Ashlee Simpson seen on Dec 31 2009 in New York, NY. In good spirits despite the frigid temps, Ashlee Simpson Wentz braves a chilly New Year's Eve in New York City on December 31. Ash was spotted heading out of her apartment solo, on her way to a Broadway performance of Chicago, which she has been starring in as the audacious Roxie Hart. Ashlee has been keeping fans posted on her Big Apple adventures via Twitter, telling fans: "Holiday show's have been awesome. Ps the cast is insane amazing everyday I'm learning something new and feelin the love… Such a fun gig!" and "Got to say being apart of this show and with such an amazing cast is just AWESOME! It's such a fun show to be apart of and such a family!!" So great that the Broadway run is working out for Ms. Simpson-Wentz! Channeling her character's roaring 20's style, Ashlee topped her raven black tresses with a bowler hat decorated with a silver ribbon and a simple, chic black overcoat (try LaROK's Marlena Coat in Black). Bringing the look up to speed with the new decade, Ashlee paired a colorful striped sweater (like Ella Moss' Skye Widesleeve Top in Amour), super tight skinnies (check out Joe's Jeans' Leggings in Rinse) and black lace up boots (I'm fond of Farylrobin's Ulysses Motorcycle Boot in Black) with her classic cold weather items. What do you think of Ashlee's vintage meets mod style? While Ashlee spent New Year's Eve in NYC following her Chicago performance, rocker hubbie Pete Wentz was a few thousand miles away hosting an event at Jet nightclub at the Mirage in Sin City. Uh oh, I smell trouble for Pete! Wonder who Ash kissed at midnight?

SUPER SUPPORTIVE SIS!

Ashlee Simpson seen on Nov 30 2009 in New York, NY. Celebrating her return to the Broadway stage, Ashlee Simpson strikes a pose at the INC Lounge after party in NYC on November 30. It was opening night for Ashlee's starring role as Roxie in Chicago: The Musical, reprising the same role from her 2006 run in Chicago in London's West End. For the part Ashlee is back to her straight raven locks, adding some bangs very fitting for the character! What do you think of the dark 'do? Sticking with the 20's theme, Ashlee wore a high necked LBD (try Juicy Couture's versatile Ruffled Tunic Sweater in Black or PGD Style's Rachel Turtle Neck Dress in Black) with sheer black stockings, shiny Chanel pearl accented patent pumps (like Samanta's Viv Pump Wide in Black Patent) and double wrapped pearls (love Brian Nagourney's White Pearl on Grey Cord With Knot in White). I can't help but absolutely adore the Chanel pumps, so emblematic for the time period. What do you think of Ash's throwback 'fit, does she work the part? For Ash's debut performance, husband Pete Wentz came out to her support her, as did proud parents Papa Joe and Tina Simpson, and of course big sis Jessica. After the show Ashlee joked with the press about how tired she was after the first performance, “I’m going straight home to ice my ankles!” Jess couldn't resist gushing about her little sis either, showing off her Kleenex supply in her purse from when she cried during the show because she was so proud of Ash. Awww! Are any of you New Yorkers planning on seeing Ashlee onstage over the next 8 weeks?

ASH WANTS HEATHER BACK

Ashlee Simpson seen on Sep 02 2009 in New York, NY. Hot mama Ashlee Simpson was spotted arriving at JFK in NYC yesterday, September 2, and even though she was headed to an airport, I have to say - the girl still looks pretty stylish! I am wavering on whether or not I like her striped jacket, it's a little too "4th of July" for my taste, but the idea of an oversized blazer with a heather grey t-shirt (like James Perse's Back Neck Drape T-Shirt in Heather Grey) and super skinny rinse denim (check out Habitual Jeans' Skinny Glory in Even Tide or 1921 Jeans' Slim Jean in Rinse) paired with beat-up Converse sneakers and a long shoulder bag (try Carla Mancini's Double Handle Bag in Black) is a casual winner. There are only a few fashionistas who can pull of the used-and-abused Converse look without seeming like they are trying to hard, and I think Ash definitely is one of them. While Ash is gearing up for her debut in the new CW show "Melrose Place," it seems the fiery redhead is longing for O.G. castmember Heather Locklear to return to the show. Of whether or not Locklear will return, she says, "That's the big question, but none of us know if she's going to come back or not. I mean, of course everyone would love for her to come back, but we don't know. [It's] up in the air." She then continues to divulge a pretty shocking revelation, saying, "I had never watched the original 'Melrose Place.' They had such a good vision for it, and [the new show] is a little bit grittier than the original and a little bit more cinematic. There's still good ol' drama, and I was really intrigued by my character." Are any of you out there stoked to catch this updated series?

ASHLEE'S BUSY WEEK

Ashlee Simpson seen on Jun 18 2009 in Beverly Hills, CA. A very boho-looking Ashlee Simpson-Wentz was spotted leaving Senna Cosmetics and Make-up Studio earlier today, June 18, in Beverly Hills, and while her style here is pretty funky, it's one fringed vest away from looking like she's headed off to a hippie costume party. Just being honest! If you are feeling inspired by A.Simp's look here, start with a great pair of wide leg, high-waisted denim, like Pierce Jeans' Key Largo Cuffed Trouser in Sailor or James Jeans' Harley High Rise Super Wide Leg Jean in Kelp. From there, Ashlee tucked in a neutral tank (like Rails' Taylor Tank in Bark) and accessorized her look with wood and leather heels, an embellished Louis Vuitton bag, a chain bracelet (just like CC Skye's Double Wrap Bracelet in Black) and a thin black headband. What are your opinions on ASW's outfit here - trying too hard to be funky, or effortlessly casual? Help me decide readers! Ashlee and her baby boy Bronx Mowgli have been quite busy lately, checking out the animals at the Los Angeles Zoo yesterday with hubby Pete Wentz, and going to a baby class on Ventura Boulevard this afternoon. All this in between filming for her new CW show, the update of "Melrose Place." What do you think, my dear readers - will you be checking out Ashlee's appearance on this new show?

THE FIRST PICTURE - FOR FREE

Ashlee Simpson seen on Dec 23 2008 in Beverly Hills, CA. A newly re-blonded Ashlee Simpson was spotted indulging in some retail therapy on Rodeo Drive in Beverly Hills with a friend on December 23, keeping her post-baby-bod pretty much under wraps with layers of slimming black. To get Ashlee's look, start with a cropped velvet jacket (like Elizabeth Gillett Ltd's Lydia Velvet Jacket in Black) over a long black tank (I love the embellished details of Signorelli's Faith Tank in Black) and black leggings (Hudson Jeans' Carly Skinny Jean in Black would have made the look more polished) tucked into slouchy black boots. Next up, snag an oversized pair of square shades and a sheer patterned scarf, and finish things off with long gold charm necklaces (Robyn Rhodes' Bree Drop with Leaf Necklace in Rose Quartz is beautiful, and Jessica Elliot's Large Vermeil Antique Key Necklace is just like the one Ash wears) and of course the nailpolish shade of the season, steel grey. What do you think of Ashlee's out-and-about outfit here - love it or lose it? I am just glad that she's back to blonde, as I was never a fan of that unnatural red shade she's been sporting recently. While recent reports have claimed that none of the weekly magazines were interested in purchasing the first images of Ashlee and husband Pete Wentz's son, Bronx Mowgli, the couple has decided to post a family Christmas portrait online, for free. The Los Angeles Times blog jokingly says, "I can just hear Bronx in 10 years: "Brangelina's twins got 13 million bucks for two national magazine covers and all I got was this lousy online Christmas card?" What do you think, if you had seen Bronx's first photos on a magazine, would you have picked it up and purchased it, or kept on moving through the checkout aisle?

A VERY SIMPSON CHRISTMAS

Ashlee Simpson seen on Dec 19 2008 in West Hollywood, CA. New mom Ashlee Simpson was spotted leaving a salon in West Hollywood on December 19 after ditching the red and sporting much lighter, layered locks for the holidays. As I'm sure you know, LA is like a a freezing tundra right now, so of course all the celebs are bundling up to stay warm. Ashlee chose a midnight blue coat (Elizabeth Gillett Ltd's Lydia Velvet Jacket in Blue is a great alternative) over a basic black tee (check out Qi's V Underslip in Black) and with black skinnies (like Desert Blue's The Phoenix Skinny Jean in Black) and ballet flats. She completed her look with a throwback pair of Ray Bans, a printed scarf, and an oversized leather bag (similar to Carla Mancini's The Shopper Bag in Black). What do you think of Ashlee's look here- hit or miss? Personally, I think she looks great. Nothing special, but definitely not dreadful! Christmas is a time when families get together, and the Simpson family is definitely no exception. A source tells E! Online, "Jessica and Tony and Ashlee and Pete will be celebrating at the sisters' grandmothers house in Waco, Texas. This Christmas is a big deal, and the whole family wants to be together for baby Bronx's first Christmas." How precious, I just wonder if this family gathering will add additional pressure to Romo to propose to Jess?

IT'S A BOY!

Ashlee Simpson seen on Sep 04 2008 in Beverly Hills, CA. A very pregnant Ashlee Simpson was spotted sneaking out of the back door after having lunch at Beverly Hills eatery La Scala on September 4, looking healthy and still sporting those fiery red locks. Has she still been dying her hair since she found out she was preggers? Because I don't see any roots here! Ash kept it simple with her outfit, pairing an embroidered white top (like Cake Couture's similar French Cottage Tunic in White) with vintage wash bootcut denim (like Serfontaine's Avatar Bootcut Jean in Vintage Fuzz) and flip flops. Simpson accessorized with an oversized statement necklace (check out Vevina Juji's Jelly Bean Necklace for a similar look), gradient shades and a big black bag (I'm loving Rough Roses' Whitney Tote in Black). Weight wise, Ashlee is looking very good, as she is mostly gaining in her stomach area (obviously), but looks very in shape everywhere else. Cute! It has recently been revealed that amid much speculation, Ashlee and hubby Pete Wentz are expecting a boy. Pete confirmed to Playboy Magazine recently, saying, "We know with 90 per cent accuracy that it's a boy, and our due date is around Thanksgiving." He continued that they haven't even started to think about names yet, but that he wants the boy to have a rocker-esque name. Of course he does! I wonder what doozey they're going to name this kid... leave it to celebs to go buck wild with the weird child names!

ASH'S HEALTHY PREGNANCY

Ashlee Simpson seen on Jul 07 2008 in Calabasas, CA. Ashlee Simpson was spotted out with husband Pete Wentz grabbing dinner at the Sagebrush Cantina restaurant in Calabasas on July 7, and I must say... these Simpson girls sure have been fond of their cowboy boots lately! Sporting a black mini dress (check out Laura Dahl's Penny Tank Dress in Black, which has a similar racerback detail like Ashlee's, or Autumn Cashmere's Halter Chemise Dress in Mochachino, for a snugglier, warmer choice) with brown boots, Ash accessorized with a vintage Chanel bag and a wristful of bracelets (Brian Nagourney Jewelry's Forget Me Knot Bracelet in Black is similar). In related Ashlee news, it seems that the "Little Miss Obsessive" singer is determined to have a healthy pregnancy, complete with regular workout sessions. Simpson hired sister Jessica's former trainer, Mike Alexander, to whip her into shape, and that is exactly what he is doing. Alexander says, "She's still clinging to the hope that she can limit her total weight gain to no more than 30 to 35lbs. So she is doing low-impact exercises, such as riding the stationary bike and Pilates." A source says that Ashlee is also being so cautious about not touching a drop of alcohol that she recently sent back a pasta dish at an Italian restaurant because she found out that it contained vodka. What do you think, dear readers... is there such a thing as being too health conscious during a pregnancy? I doubt it!

A BOY FOR ASH?

Ashlee Simpson seen on Jul 04 2008 in Malibu, CA. Ashlee Simpson was spotted with husband Pete Wentz and puppy Rigby on the Fourth of July leaving a friend's house in Malibu, looking extremely pregnant and extremely glowing. Sporting a long, empire waist patterned frock (like Kelly Cushing's Butterfly Print Silk Dress in Blue) with black gladiator sandals and large shades (similar to Nour's Noushi Sunglasses in Crystal Mystery), Simpson finished her patriotic look off with a skinny black headband and gold locket necklaces (check out Kuo Ting Jewelry's Double Heart Locket Necklace with Seed Pearl in Gold). Very cute! While she is growing by the day, sources say that Ashlee is expecting a baby boy. A source told OK Magazine that when Pete and Ashlee stopped by posh LA baby boutique Petit Tresor, the couple "made it very clear that it was a boy. Almost everything (they picked out) is blue. They picked up a bib with "hunk" written on it." Since celebrities are known for naming their babies kooky names (considering Nicole Kidman just named her daughter Sunday), I wonder what the Simpson-Wentz's will name their tiny tot. Tuesday?

SUMMER TOUR POSTPONED

Ashlee Simpson seen on Jun 10 2008 in Hollywood, CA. We haven't seen much of Ashlee Simpson here on CoutureCandy lately, but guaranteed that now, since she's preggers, we will be seeing a lot more of her! A.Simp was spotted leaving a meeting at the Ren Mar Studios in Hollywood on June 10, proudly flaunting the new curves that come with being with child. Work it out, Ash! For a loose cotton frock like Ashlee's, check out Ecoganik's Supima Jersey Surplus Dress in Orchid or Plenty by Tracy Reese's Long Halter Dress in Carmin. Accessory wise, Ashlee slipped on a pair of round shades (like Nour's Kiara Sunglasses in Manner Mania), held onto a studded black leather bag, and took the comfortable route by spending the day in a pair of flip flops (she's not going the Nicole Richie/Christina Aguilera route and wearing stilettos until the baby's born!). While her latest album was, ahem, less than a hit... it seems that the younger Simpson has decided to cancel her summer tour and instead spend the time relaxing and taking care of herself to ensure a healthy birth. Her spokesperson said, "After careful consideration, Ashlee has decided to postpone her summer tour. She is committed to giving her fans the best show possible, and will be back better than ever and ready to rock in the future." Jeez, talk about a cheesy statement! Ready to rock? Haha. While I don't know if Ashlee has ever rocked, or will ever again, I will say that she is looking great flaunting her new figure!

Ash vs. mimi

Ashlee Simpson seen on Apr 07 2008 in West Hollywood, CA. I just recently came across this sighting of Ashlee Simpson lunching with her bandmates at Cafe Med from early March, and I decided to post it now because of how into Ash's outfit I am. Down to every detail, I think she got it just right with this look. Starting with her Chanel pearls and to-die-for blue YSL heels, Ashlee then paired a striped tank (check out Signorelli's black and white Tank with Gold Logo in Pearl Stripe) with cropped black skinnies (like James Jeans' Alex Skinny Zip Crop Jean in Black) and a pair of black Wayfies. Sportin' a black cardigan with the sleeves rolled up just enough to reveal her new tat, Ash also accessorized with an oversized black patent leather bag (similar to Aaneta's Olivia Bag in Patent Black) and a gold necklace (I think Jessica Elliot's Birds, Heart, Lock Tattoo Pendant in Vermeil would get Ashlee's stamp of approval, being tattoo-inspired and all). With all of the superstar blockbuster albums set to be released in the upcoming weeks/months (Madonna's, Mariah Carey's, etc.), it seems pretty gutsy that Simpson would release her new album on the same day as Mariah Carey. Talk about major competition! Industry insiders say, "Ashlee needs to hit a home run with this album. She really had great success with her early work, but ever since the lip synching on 'Saturday Night Live,' she's had something to prove. Her career literally depends on this album being successful." Geez, talk about no pressure or anything!

Ashlee to launch wet seal line

Ashlee Simpson seen on Mar 25 2008 in Hawaii. Let the celebrity bikini pictures begin! Ashlee Simpson was spotted frolicking on the beach with BF Pete Wentz, flaunting her figure in a teenie weenie yellow bikini (Tyler Rose Swimwear's Cannes Bikini is an adorable teenie weenie yellow polka dot bikini). Ashlee also showed off her new tat- what do you think? Not one to sit back while pretty much every other starlet is hopping on the "I have my own clothing line" bandwagon, Ash is set to design a line for Wet Seal, set to debut on April 22. The launch will coincide with her new album, "Bittersweet World," and will include a major in-store and online promotion. A Wet Seal spokesperson said in a statement, "Ashlee is a role model for our girl and her fun and flirty sense of style is an inspiration for the line. The goal was to partner with an icon and deliver affordable fashion, and Ashlee is an ideal partner for this. We're excited to see the designs brought to life in our stores and we look forward to Ashlee's exclusive merchandise being available across America." Can I have some wine with that cheese! Sheesh. What do you think, will you be forking over your hard earned bucks for Ash's collection at Wet Seal?

Calling all ashlee fans!

Ashlee Simpson seen on Mar 16 2008 in Los Angeles, CA. Ashlee Simpson was spotted kicking around town with a buddy on March 16, still rockin' her fiery locks (further accentuated with her bright red Wayfarers). In a basic, all black look, Ashlee started with a simple black top (like Hope & Glorie's Short Sleeve Sweater Top in Black) and paired with cropped skinny black jeans (similar to James Jeans' Alex Skinny Zip Crop Jean in Black). From there, Ash accessorized with the aforementioned shades, a patent leather bag (check out Aaneta's larger Olivia Bag in Black Patent) and a strand of Chanel pearls that I don't think really work for Ashlee's look- agree? For all the Ashlee fans out there, it seems that her new album, "Bittersweet World", is set for release on April 22. The album, which features collaborations with Timbaland and the Neptunes' Chad Hugo, is heavy on 80's influences, Simpson is the first to point out. She says, "I almost wish I lived my 20s in the 80's. A lot of the record is a bit cheeky. Sometimes I'm writing about something serious, but it was fun for me to kind of goof around as well." So, will you be picking up a copy, or will you let this one sit on the shelves?

Promised, not engaged

Ashlee Simpson seen on Feb 25 2008 in New York, NY. Ashlee Simpson was spotted at TRL in New York City on February 25, promoting her new single, "Outta My Head (Ay Ya Ya)". It seems that Ashlee has tired of her prior blonde look and has opted to jump over to the red side, and it seems from her spirited attitude in these pictures that Ashlee is definitely having more fun as a redhead. Do you like her new look? Outfit wise, Ash chose a purple and blue top (similar to Parameter's gorgeous Silk Top with Applique in Eggplant) and paired it with skinny black jeans (like Deener's High Waist Cigarette Jean in Tar) and black boots. In recent Simpson news, Ashlee has confirmed that she is "promised" to Pete Wentz, but not engaged to him. Ash said that the diamond ring she wears on her ring finger "just means that he hasn't asked my dad yet." He better get word from Papa Joe before popping that question, no doubt about that! I wonder if these two pseudo-rockers get hitched if they will last, a la Gwen Stefani and Gavin Rossdale, or if Ashlee will be headed down a fellow Simpson's path, that of Jess and Nick. Thoughts?

No engagement here!

Ashlee Simpson seen on Dec 17 2007 in New York, NY. Ashlee Simpson was spotted in New York on December 17 with boyfriend Pete Wentz, grabbing dinner prior to a night out at Pete's club, Angels & Kings. Rocking her trademark favorite shade (obviously black), Ash picked a stylish ensemble which I think is totally working for her. Wearing a black coat (check out Ecoganik's warm and stylish Fleece Wide Collar Coat in Black) with skinny black jeans (like Denim of Virtue's super skinny Patience 5 Pocket Tapered Jean in Black), Ashlee accessorized with a black clutch, black nails and edgy black ankle boots (similar to Matiko Footwear's Portia Boot in Black Leather). While the internet has been ablaze recently with rumors that Ashlee and Pete are now engaged, it seems that there was no truth to the rumor as the two have spoken out about what's really going on. Even though Ash has been wearing a mysterious ring on her wedding finger, her rep tells People Magazine "she is not engaged." Then why is A.Simp wearing a ring on her wedding finger?? They're probably just messing with the paparazzi; it's not like that hasn't happened before!

No botox for this girl

Ashlee Simpson seen on Nov 06 2007 in Beverly Hills, CA. Ashlee Simpson made an appearance at the Juicy Couture store opening in Beverly Hills on November 6, thankfully minus the scraggly long extensions and looking pretty cozy in all those layers that she's wearing! Also, can I just say that these type of pashmina/scarves are everywhere right now! Leave it to Lohan to start another fashion craze. Sporting one of these scarves with a black leather jacket, striped top (check out IISLI's super similar Rugby Tee in Black or Autumn Cashmere's Striped Crew Neck Top in Tarmac/Black) and black leggings (similar to Hudson Jeans' Skinny Leg Knit in Black), Ashley was looking probably the most natural we've seen her in quite a while... and this is quite an accomplishment! As a recent cover of In Touch Weekly proclaims, Ash has been shot up with Botox at the tender age of 23. However, Ashlee countered to US Weekly, with her rep saying "Ashlee has never had Botox in her life. She credits her eyebrows to her makeup artist who is a whiz with the tweezer." Botox or tweezers... who to believe?! Ash then dished up some of her makeup secrets to US Weekly, saying, "I cheap out and use face wipes to take my makeup off and put lotion on. I know it's very cheesy to say, but [Proactiv] is incredible. If I have a zit I put that mask on and it's gone." Let's see- Ashlee plugging the company that her sister Jessica is a sponsor for? Coincidence? I think not. How about you?

A new cd in the works

Ashlee Simpson seen on May 16 2007 in Los Angeles, Ca. Ashlee Simpson attended the Asia Society of Southern California's Annual Gala Honoring Viacom's Sumner Redstone on May 16, and actually (and surprisingly) looked prettier and more natural-looking than in recent memory! A soft hairstyle and natural makeup made Ashlee's pretty features shine through, unlike her usual tons-of-makeup look complete with Mary Kate-ish scraggly locks. Whatever she did here, though, it's working! Wearing a basic yet stylish LBD (IISLI's Ibiza Dress is similar) with gold bracelets and decorative shoes, Ash is definitely looking more mature, and it seems like that's the look she's been going for lately. With a new album in the works, Ashlee has said that she wants to have a more "soulful" sound, as she has been working with Timbaland, John Legend, and the Neptunes on new tracks. Ash told Cosmo recently that "This record is not like, 'I didn't steal your boyfriend' or anything like that. But who knows what's going to happen in the next few months. I'll probably have my heart broken and then end up with one of those kinds of songs on there." Maybe, maybe not… but either way, Ashlee says how she's "coming into my womanhood, and it's changing my music." Whether this is a change for the better, we'll have to wait and see!

Sibling rivalry?

Ashlee Simpson seen on May 05 2007 in Los Angeles, Ca. Ashlee Simpson was spotted leaving the boutique Tracey Ross on May 5, and her style was kind of starting to look like her pre-plastic surgery days, as crazy as that is to believe! Wearing a striped tee (Signorelli and IISLI make similar tees, take your pick) with knee length black shorts, Vans sneakers and black Wayfarers, Ashlee incorporated a little bit of that edgy-ish style she used to be known for. Someone who might not like Ashlee’s style right now, or even Ashlee period, is older sister Jessica. Star Magazine is reporting (remember the source here, people) that Jessica and Ashlee are having a downright girl-fight! A “source” at Star says that “there’s certainly a sibling rivalry between them.” Jessica might hold resentment for Ashlee due to one incident in particular with her ex-BF John Mayer, when John asked how old a picture of Jessica was, and it actually turned out to be Ash! Talk about apparently touching a nerve! While this is 99.99% most likely totally gossip, it’s still fun to talk about, don’t you think?

Ashlee @ Us Weekly's Hot Hollywood Party

Ashlee Simpson seen on Apr 26 2007 in Hollywood, Ca. As Ashlee Simpson walked down the beige carpet (?) last night, April 26, at Us Weekly's Hot Hollywood Party, I had to think, was she inspired by Dorothy from the Wizard of Oz? Wearing a Brian Reyes striped dress (Walter's striped dress is similar) with bright red shoes and a clutch, Ash was definitely channeling Dorothy. Striking poses is obviously nothing new to Ashlee, who is featured in May's issue of Harper's Bazaar, clad in designer duds and finally talking about her drastically changed look. When asked about her rumored (and obvious) plastic surgery, Ash simply says how "I loved how I looked. I’m not an insecure person, nor was I before. It’s a personal choice. I believe if somebody chooses to do plastic surgery, it [should be] for yourself, not for anyone else.” Well there's a textbook response if ever I've heard one. At least her philosophy on life seemed a little more genuine, as Ashlee told the mag how she "just wants to have fun. Life is too short…through all my changes, I’m still the same person." Ash still seems to be comfortable with herself, which in the end is truly the most important thing.

payin' da bills

Ashlee Simpson seen on Apr 17 2007 in Hollywood, Ca. Ashlee Simpson and bisexual boytoy Pete Wentz did their usual routine and hit up Parc on April 17, but the one question that just has to be asked is…. Why is Ashlee's hair two different colors? It's like the top of her hair is a dark blonde/light brown, and the bottom of her "hair" (read: extensions) is platinum blonde. Come on, Ken Paves, step up your game! Besides the whole hairstyle faux pas, Ashlee stuck to a basic black ensemble (with the exception of a pair of firetruck red pumps) of black denim capris (like the 10 Inch version of our 14 Inch J Brands), a black cami with a black jacket over it, a patent leather Prada bag and a gold necklace. TMZ is reporting that one of the perks of dating Ashlee is havin' yo bills paid for! It seems that Pete has found himself a little sugar mama, because after the twosome left Parc (and Ash paid for the valet) and headed to fill up the tank of Pete's Range Rover, Ash once again scrounged around in that behemoth bag of hers for money to give to a homeless man who serenaded the two at the gas station. Now there's a song I would pay to hear! Let's hope Pete plays his cards right if he wants to keep riding on this gravy train.

Where's Pete?

Ashlee Simpson seen on Apr 12 2007 in New York, NY. Ashlee Simpson hit up the opening of a new club, Runway, in New York on April 12, noticeably lacking something (or should I say someone) who she's been very attached to lately, new boyfriend Pete Wentz. Wearing a black babydoll tunic dress ( Zoa makes a similar one in black) with black tights, a silver ring and holding a black clutch, it was nice to see Ash crack a smile, considering how whenever she usually goes out at night she's pouting to the max. Just one minor style-related comment: would it have killed ya to get a manicure, pre-event, Ashlee? Yikes. Pete must not mind her terrifyingly chipped nails, however, as the two recently took a secret trip to Cabo, and have been spotted leaving Hollywood hotspot Parc, hand in hand. Inside Parc, however, the twosome was even more intimate. Sources say Pete and Ash "cuddled up in a semi-hidden booth, holding hands, gazing into each other’s eyes and smooching in between Simpson’s dance sessions with a group of girlfriends. They definitely weren’t hiding the fact that they were together. They were making out a lot and they were pretty intense.” Considering Pete recently admitted that he enjoys making out with other boys, we'll see if this is a match made in heaven, or one that will be over before it really began.

John and Jessica get the stamp of approval

Ashlee Simpson seen on Apr 02 2007 in Los Angeles, Ca. Ashlee Simpson has been looking quite forlorn lately. Whether she's leaving new hotspot Parc or seen here shopping in LA on April 2, seeing Ash crack a smile is getting rarer and rarer! What does the young Simpson have to be so sad about? The fact that the general public thinks she is only marginally (if that) talented, or how she must not even recognize herself when she looks in the mirror? Jealousy over the fact that her big sis Jessica is in a steady new relationship? I don't know about the first two, but I know that Ashlee has nothing but well wishes for her big sister. Seems like Ashlee has given John Mayer her "Simpson Stamp of Approval" after 8 months of dating Jess, as a friend of the family told People magazine that "Ashlee loves John. She thinks he is great for her. More importantly, Jess is happy." While it's great that Ashlee approves of Mr. Mayer, I feel like he has made Jessica totally Blah with a capital B! While there are still those rumors that Ashlee is dating Pete Wentz, only time can tell when she is actually going to find a man to call her own. You can snag Ash's casual look here by picking up a pair of vintage wash bootcut jeans with a long black tank, grey hoodie, black beanie and her fave black Wayfarers.

Ashlee and Ryan sitting in a tree?

Ashlee Simpson seen on Mar 09 2007 in Los Angeles, Ca. Ashlee Simpson headed to (who else) Ken Paves on March 9 to get her hair done, and the two most likely gossiped the whole time about who’s dating who, giggling like little schoolgirls. As Ashlee left the salon in dark skinnies and a button-up coat, I have to say, her extensions look very obvious! Just saying!

Rumors have been swirling lately that Ash is making a move on none other than newly single Ryan Phillippe, and that the two were getting quite cozy at Les Deux on March 3. Sources say that the two arrived separately, and when Ryan arrived, he found his way to a seat at Ashlee's table. An onlooker says that Ashlee looked really excited, and that it was obvious that she had a crush on him. The troublesome two then headed to The Library, the clubs VIP section, and emerged a few hours later looking "tousled". I love that word. Reports say that they then headed to Ryan's bachelor pad, where Ashlee spent the night. Just gossip, or is this a new celeb hookup I smell?

A Sally Jesse/Olsen Twin Hybrid

Ashlee Simpson seen on Feb 28 2007 in Beverly Hills, Ca. Seen shopping in Beverly Hills on February 28, Ashlee Simpson stayed quiet and shied away from the photographers' questions, for a sunny day of solitary shopping. Wearing medium wash jeans tucked into black boots with a navy tee and black sweater, Ashlee was quite bundled up for being in LA! But what might have been most noticeable about her outfit are her bright red sunglasses… looks like Sally Jesse Raphael's trademark look might have been Ash's shadespiration!

Ashlee has also been in the middle of romance rumors this week, with Fall Out Boy bassist Pete Wentz publicly denying the fact the he and Ash are an item. While it's true, the troublesome two have been seen kissing and holding hands recently, Pete says that it is definitely nothing serious. He tells Rolling Stone that "maybe in a different universe, we'd be some hot couple, but not in this one. I'm attracted to creative people and train wrecks, and there's no shortage of that in Los Angeles." So what are you saying Pete, that Ashlee's not creative? Hey, he said it, I didn't.

Pay no attention to the smaller Simpson!

Ashlee Simpson seen on Feb 03 2007 in Studio City, Ca. From one Ashley to another, it seems that Ashlee Simpson enjoys going out in public with older sis Jess, due to the fact that besides spending time with her beloved sibling, she gets to be ignored by the paparazzi who clamor for a shot of the older Simpson. When Jessica met up with a friend on February 3 at the Mexicali Cocina Cantina Restaurant in Studio City, Ashlee joined the two a little later for the remainder of their meal. Wearing medium faded jeans with a black short sleeve tee (get yours a few sizes too big to wear it baggy like Ash does), black boots, a silver ring and Ron Herman Free City hoody, Ash did get her fare share of the flashbulbs.

But, Ashlee has been quoted as saying that Jessica usually gets more of the attention and autograph seekers when they are seen together. When one fan who Ashlee posed for a picture with asked her "why the photographers ignore her all the time," Ash said that she is "thankful for that!" In this crazy world of It Girls not even being able to go to McDonald's without being swarmed by the paps, I'm sure Ash can take any breather from the photogs she can get!

one woman's rags...

Ashlee Simpson seen on Dec 10 2006 in Los Angeles, Ca. Ashlee Simpson leaves LA store Hollywood Rag on December 10 looking quite warm and cozy, but take into consideration where she is. In True Religions, a white thermal, a blue scarf, a black beanie and a black sweatshirt with fur hood, Ash braved that near subarctic Los Angeles weather. What was it, like 65? Anyways, In Touch is reporting this week that Ashlee has given away some of her barely-worn designer duds to her loyal cleaning woman, Maria. Instead of just letting these pricey outfits collect dust in the nether-regions of her closet, she has gotten into the holiday spirit and given these outfits as a gift to Maria, who in turn has sent some of the pieces back to her family in Brazil. Let's hope that these Brazilian family members are a size 0!

Will it ever end?

Ashlee Simpson seen on Dec 03 2006 in Los Angeles, Ca. Just when it seems that Ashlee Simpson's addiction to plastic surgery has calmed down a little, there are new reports claiming that Ash wants desperately to get her rear filled out with butt implants! The source claims that Ashlee "wants to look better in jeans" and, now that she's lost a considerable amount of weight, thinks that her "flat butt looks even flatter". Butt implants? Really, Ashlee? I think we should take this goss with a grain of salt, but looking at how Ash spent over $130,000 on plastic surgery this year alone according to NW Magazine, who's to say what procedure she won't go under the knife for next! It is a little scary to think that, at the young age of 22, she has had more work done that some women twice her age!

Ashlee stepped out in Los Angeles on December 3, wearing a black tee with Tom Ford's stunning Whitney sunglasses. After the Coffee Bean, do you think she was on her way to her surgeon's for a festive holiday gathering?

The cure for her comeback?

Ashlee Simpson seen on Nov 18 2006 in Hollywood, Ca.

First off, let's start with a little game of guess who, shall we? Is this billionaire twin fashionista Mary Kate Olsen? Nope. Tanorexic stylist to the stars Rachel Zoe? Try again. It's Ashlee Simpson silly, and man she really wants to be an Olsen, doesn't she! Spotted shopping on (where else?) Robertson Blvd. in Hollywood on November 18, it appears that Simpson might be taking baby steps to return to her previous rocker image. In a black scarf and True Religion jeans, Ashlee was also rockin' Tom Ford's new pair of Whitney sunglasses with a beat up old pair of Chuck Taylors. And we all know that Converse are the official sneaker of the punk rocker, so does this mean Ashlee will return to her (faux) punk roots?

Maybe, maybe not, but a musical comeback is definitely in Ash's near future. At the final performance of her role as Roxy Hart in Chicago, music legend Robert Smith of the Cure was in attendance, and Ashlee could barely contain herself. She says that "to work with Robert Smith would be an honor!," flirting with the idea that the two would be collaborating on a future record. Just make sure that Robert has actually agreed to work with you Ash, before you tell everyone that he is!

Shirley Temple's all grown up

Ashlee Simpson seen on Nov 14 2006 in New York, NY. Ashlee Simpson is now back in the US after her London engagement in which she starred in the musical "Chicago," and she has definitely wasted no time in the romance department! Just getting out of the relationship with her bandmate, Braxton Olita, Simpson was spotted at celeb breeding ground Hyde in Hollywood with Fall Out Boy singer Pete Wentz, who she allegedly had a brief fling with earlier this summer. Wow, Ash sure doesn't waste any time! Will Ashlee and Pete be this falls newest couple? Only time will tell. In the meantime, Ashlee showed up on November 14 in NYC for the 10th Anniversary of Chicago, sporting a curly, childlike bob. Where is Ken Paves when Ashlee needs him! Bring some of sister Jessica's HairDo extensions, stat! At least her cute black lace tunic was a smart move, I just wonder what kind of music she's going to make now, because you know that fake-punk rock sound just isn't going to cut it with this new glam image she's got goin' on!

come on, vogue

Ashlee Simpson seen on Oct 10 2006 in London, England. Ashlee Simpson strikes her best seductress pose at a recent charity event in London, where she has been holed up lately while she stars in the musical "Chicago". I have to give Ash credit here, though. Even though she's still sportin' those ratty extensions, she really pulled together a classic look here. In a mini cocktail dress with clean lines, Ashlee proves how much she has matured lately. And while the world is still abuzz about how much work she really has had done to that mug of hers, I've got to hand it to her, she is looking pretty hot these days.

To get Ash's sleek look, go for a killer classic cocktail dress, like our Eskell Bonfire Open Back Dress, which is like a sleeveless version of Ashlee's. I mean, just check out that sexy back!

ken paves' extensions are workin' overtime!

Ashlee Simpson seen on Oct 06 2006 in London, England. While Ashlee Simpson has opened to mixed reviews in her role as Roxie Hart in the musical "Chicago" in London, that's not stopping her from getting her weave on! Stepping out to dinner at Nobu, Ash took a much needed night off from rehearsals. While I have to applaud Ash for stepping outside of the norm and branching out to do a musical, I just don't see it! Ashlee seems too young to be in the role of Roxie, especially compared to the actress playing Velma, who looks to be about 40! It almost seems like Ashlee could be her daughter when looking at stills from the production. On the other hand, this all might have been a part of Ash's plan to one-up her sister, as Jessica is presumably stewing over the fact that her younger sis beat her to musicals. Boo hoo Jess, you're always crying about something!

For Ashlee's more mature and conservative look, start with a black blazer, similar to our Da-Nang Woolen Woven Blazer in Black, and wear with a floral buttoned top, like our Charlotte Ronson Button Down Blouse with Tie in Plum. For the jeans, opt for the super skinny Paper Denim & Cloth Super Slim Zipper Cigarette Pants in Olivia, and you'll be ready to make your musical debut too.

People still wear Skechers?

Ashlee Simpson seen on Aug 22 2006 in Manhattan Beach, California. When Britney and Christina modeled for Skechers at the height of it's late-90's popularity, the pop princesses faces helped sell many-a-sneaker. Now, Ashlee Simpson is taking the spokesperson title from them, and is the new face of Skechers. Wait, did I hear what I just said? Who knew Skechers was even still around? From the looks of this picture from the photoshoot on August 22 in Manhattan Beach, Skechers is trying to revamp their demographic from tween girls to, I don't know, rockers that hang out in graffiti strewn alleyways? I don't know, but seems like a long shot to me. To get Ashlee's outfit, however, grab the Morphine Generation tee she wears, the Skull T-Shirt with Gunmetal Foil, and pair with a pair of zippered pants, like our Bambu Tyger Indochine Pants. One thing is certain, the Simpson girls sure know how to attach themselves to products!

There's a Third Olsen Twin?!

Ashlee Simpson seen on Aug 20 2006 in Los Angeles, Ca. Apparently a human cloning machine was invented and I am the last to know about it! As Ashlee Simpson makes her way to Hyde Nightclub in Hollywood, she is seriously a straight up doppelganger for Mary Kate Olsen. All that’s missing is the yard of fabric as clothing! In light of her recent transformation, Ashlee does look hot here, and the reason is all in the jeans. In Ashlee's favorite wash, her gray jeans, similar to our Joe's Jeans Chelsea in Getz superbly flatter her petit frame and show off those hot patent leather shoes of hers. This vibrant color works well for her too, and with a basic black cami underneath, like our Signorelli Basic Two Sided Tank in Black, and bangles, like our Rebecca Norman Wavy Thin Bangles in Vermeil piled on, Ash seems ready to dance her booty off in the club. It'll be interesting to see what starlet she turns into next!

Go with the flow

Ashlee Simpson seen on Aug 09 2006 in Los Angeles, Ca. Constantly changing her look, and now with slightly darker tresses, Ashlee Simpson goes for a summertime stroll in this adorable white sundress. Every girl needs to have a breezy sundress in her closet for the summer months, and our Karanina Pansy Dress in White is the perfect dress for any summertime event. While everyone is saying that Ashlee is going through an identity crisis (Who will she look like this week? Jessica? Mischa? Mary Kate?), it seems to me that this Simpson is still playing with looks that work best for her. Work it out, Ash!

I Didn't Steal Your Yorkie

Ashlee Simpson seen on Jul 22 2006 in Los Angeles, Ca. It seems that Ashlee Simpson has a new little friend as she steps out of her tourbus a few days ago. Toting around her adorable new Yorkshire terrier, Ashlee is the epitome of California cool. With an oversized vintage tee and fedora hat, Ashlee throws on a rockin' pair of True Religions, the Bobby Earth Rainbow Big T's in Saddleback with a pair of gray slip on Vans. She's got her Vans on and they look like sneakers! And as if wearing a hat doesn’t make you incognito enough by itself, wear a pair of huge aviators, like our Oliver Peoples Commander Sunglasses in Black. Now completely unrecognizable from her black hair, big schnoz days, Ashlee looks hot!

Did someone order a side of cleavage?

Ashlee Simpson seen on Jul 19 2006 in New York City, NY. At the launch party for Victoria's Secret Pink Line, which Ashlee Simpson was recently named the spokesperson of, it's easy to assume that the focus was less on Pink and more on Ashlee's barely there dress and her new Ken Paves line of hair extensions! But back to her outfit, this dress was one that definitely caused people to take notice! Super stylish designer Ya-Ya can take credit for this floral party dress, and although we feature more of their casual pieces on our site, like long tanks and sheer wraps, they can rock out a cocktail dress too. It's just hard to believe that this is the same Ashlee Simpson who once sported jet black hair and a punk wardrobe from head to toe!

Ashlee in the Summer's Hottest V-Neck

Ashlee Simpson seen on Jul 08 2006 in Los Angeles, Ca. Did Ashlee raid big sis Jessica's closet, or does she just love her Nation Ltd Short Sleeve V-Neck Tee in White as much as her sister does? Either way, it has already been established that this tee is an essential that every girl should have in her closet, to be worn day or night. Just like Jessica loves her Oliver Peoples Athena Sunglasses, Ashlee is obsessed with her Oliver Peoples . What can I say, the Simpson's love their Oliver's! What I still don’t understand, though, is what is Ashlee possibly carrying in 3 bags!

The transformation is complete

Ashlee Simpson seen on Jun 11 2006 in Los Angeles, Ca. While it's unclear whether or not this picture was take pre or post Ashlee's nose job, which she still hasn't fessed up to yet, Ash is sure sportin' some serious weaveage! And no, that's not a misspelling of cleavage, I'm referring to her oh-so-obvious weave that she has going on.. I mean there are two distinct hues of blonde in her hair! Either way, Ash's new look is about a bajillion times better than her scary pale phase, and as she continues to evolve her look, her style evolves right along with her. In the super hot J Brand 12 Inch Pencil Leg Jeans in Gray, and a sheer black tank like our American Vintage Double Strap Cotton Tank in Noir, Ash is at the forefront of fashion. Only time can tell if she will eclipse big sis Jessica in terms of personal style!

Ashlee Simpson in Nation Ltd

Ashlee Simpson seen on Jun 01 2006 in Los Angeles, CA. At a recent performance, Ashlee Simpson flaunts her newly blonde tresses and significantly slimmer sniffer, in a basic top combination that is super easy to achieve. To get Ashlee's layered look, start with the same basic white tee that Ashlee wears, the Nation Ltd Short Sleeve V-Neck Tee, and pair it with a classic black tank like our Saint Grace Low Back Textured Rib Tank in Black. Cue a smoky eye and some black nail polish, and you've got this Simpson's stage look down pat. Unfortunately for Ash, though, her summer concert ticket sales have been less than spectacular. At a recent performance, she performed for a crowd of 700 in a stadium that seated 6,500. Ouch!

Ashlee Simpson in JBrand, Oliver Peoples

Ashlee Simpson seen on May 28 2006 in Los Angeles, CA. Wait, which Simpson is this? Now that Ashlee has gone blonde, gotten her honker shaved down, and plumped up her lips with some collagen, the only phase of her transformation into Jessica she has yet to complete is the boob job! While Jess has yet to blab about what she thinks of little sis’ transformation, it’s a safe bet to say that no one wants to have a case of the Single-White-Females, especially from your little sister! While running errands in Los Angeles (with a bag, doggy carrier AND coffee, no less), Ashlee is at the height of fashion right now, wearing her J Brand 12 Inch Pencil Leg Jeans in Black with a Nation Ltd Short Sleeve V-Neck Tee and a basic hoody similar to our Mike & Chris Long Sleeve Sam Zip-Up Hoody in Black. Oliver Peoples Commander Aviator Sunglasses in Gold complete the look. Have to admit, this Simpson is lookin' good!

Ashlee Simpson in True Religion

Ashlee Simpson seen on May 23 2006 in Los Angeles, CA. In a sighting that appears to be before the infamous nose job, but not before the blonde dye-job, Ashlee Simpson is seen at LAX boarding a flight to some fabulous local, undoubtedly. Following big sis Jess' example yet again, Ashlee goes casual in the Bobby Big T in Easy Rider style of True Religion. And everybody knows that you need to have an uber comfortable hoody when traveling, so one such as the Mike & Chris Long Sleeve Sam Zip-Up Hoody lets you travel in comfort and style. Throw on a checkered fedora and grab an Ugg doggy carrier, and you're in business.

Ashlee Simpson in Gray Jeans

Ashlee Simpson seen on Apr 24 2006 in Los Angeles, CA. The stylish Ashlee Simpson has gone gray! In Touch magazine pictured Ashlee Simpson wearing a pair of gray jeans.

Ashlee Simpson in Rebel Yell

Ashlee Simpson seen on Oct 30 2005 in Los Angeles. Rebel Yell is one of the most clamoured-for brands by celebrities and fashionistas alike, and Ashlee goes casual in her tan Rebel Yell shirt.

Ashlee Simpson in Grail

Ashlee Simpson seen on Jul 23 2005 in Los Angeles, CA. Ashlee has taken a liking to Grail's destroyed skull tees, transforming her from a pop princess into an edgy rocker. Funky yet still cool... Grail is a must have for celebs and fashionistas alike.

Ashlee Simpson in True Religion Jeans

Ashlee Simpson seen on Apr 27 2005 in Los Angeles, CA. Ash wears the Bobby cut of True Religion denim, as she strolls through the street for a casual day in Los Angeles. Paired with a cotton top and scarf, this outfit is perfect for catching lunch with friends or stopping in to the hottest boutiques.

Ashlee in Jessica Elliot

Ashlee Simpson seen on Mar 20 2005 in Beverly Hills, CA. One of Hollywood's greatest chameleon's, Ashlee Simpson can go from frilly and girly to a fabulously punk rock without blinking an eye. Spotted roaming Beverly Hills, the singer rocked a fantastic and totally unique (true to Simpson style) look. Pairing a casual tee and Jessica Eliot antique key necklace, and her Oliver Peoples (a fav with her big sis also) Simpson proved that in fact all Simpson's shop in style. Although maybe it would have been a better idea to just bring someone to accompany her on her shopping excursion, instead of just chatting it up on her cell the whole time!

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