Now that her show The City is off the air, Whitney Port is in Ireland promoting the Summer Time Festival and showing off a dress from her fashion line, Whitney Eve. But if this frumpy polka dot dress indicates what we can expect from the rest of her collection, I hope Whit has a backup plan. In fact, she might want to consider marrying rich. Tell me, will you be wearing Whitney Eve?

Photograph by Splash News

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Hot Mess: Whitney Port

From the knees up, Whitney Port looked super cute in her tailored-meets-floral outfit at the Sidekick 4G launch in LA, but her dark black boots and heavy patent purse threw the entire look off. Here’s a tip: pair a summery outfit with camel-colored kicks and a lighter purse. Honestly, after her Coachella catastrophe, don’t you think it’s time Whit stepped it up on the red carpet?

Photograph by Spash News

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Fashion Don’t: Whitney Port

This weekend, Whitney Port and boyfriend Ben Nemtin joined a slew of celebs at the Coachella music fest in California, but it doesn’t look like they consulted their stylists before heading out. Whitney’s clunky black loafers clashed with her candy cane purse and too-short frock, while Ben’s Revenge of the Nerds outfit is a little too much geek, not enough chic. Which celeb couple should Whit and Ben take a few fashion cues from—R.Patz and K.Stew? Khloe and Lamar? Justin and Selena?

Photograph by Splash News

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Hot Mess: Whitney Port & Ben Nemtin

Whitney Port is saying goodbye to The City and her beachy blond locks. The former reality star flaunted her new crimson tresses at Svedka’s Night of a Billion Reality Stars party in L.A. When a starlet reinvents her look, it can take her career in a fresh and fabulous new direction. What would you like to see Whitney do now that she’s a redhead?

UsWeekly.com

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Hot or Not: Whitney Port’s Red Hair

Blondes obviously have more fun, but do brunettes sell more books? If Whitney Port hits the New York Times list this week, we’ll know for sure, as she darkened up her locks for the release of True Whit. So tell me, does this look like a bestselling hair hue to you?

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Hot or Not: Whitney Port’s New Hair Color

Everyone agrees that S is the Upper East Side’s Barbie. But when forced to select Manhattan’s “Genuine Ken,” even S gets confused.

• N looks like Ken
• C dresses the part
• D lives to be the perfect boyfriend

Thankfully, your decision isn’t as difficult as S‘s, because the “Genuine Ken” search has narrowed down the competition. The search for “The Great American Boyfriend,” hosted by Whitney Port, premieres January 18^th on Hulu. Do any of the Ken-testants have what it takes to win your heart? Take a look: bit.ly/eFCjEF

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Is D a “Genuine Ken?“

First, Demi admits that she admires Kim Kardashian’s style. Now, Whitney Port begs Kim to help her organize her closet? Who cares if she never wins an Emmy? Hollywood’s young starlets have nominated Kim K as their official big sister. (She certainly has enough experience, with four sisters of her own!) Do you think she deserves the title?

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Everyone’s Big Sister K

Spotted: Whitney Port at an event at the Sugar Factory in Las Vegas, stocking up on snacks and looking awfully sweet herself. Do you think the fresh-faced designer is as saccharine as the candy she’s scooping up, or is her good girl routine just for the cameras?

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Pour Some Sugar on Whit

Kelly Cutrone announces her next project. Based on the current season of The City, couldn’t B-I-T-C-H also stand for Babes In Tv Complain Heartily?

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Kelly Cutrone Books It

Before the dawn of Speidi, before LC became a designer-author, and before Whitney fled for The City, they were just four girls who lived in The Hills. Take a walk down memory lane with this photo from four years ago and tell me: do you prefer the girls now or then?

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Flash Back