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What's next for Whitney Port? Well, now that she's back to being single on The City, we figured she'd have lots more time to spend sketching, doing extra credit assignments and getting herself back on Kelly Cutrone's good side. But based on these scenes from next week's City, it'll be all Whitney can do to keep her job.

Next Tuesday, a misunderstanding between Whit and Roxy gets the girls into about-to-be-fired territory with the scary boss lady. Meanwhile, Olivia and Erin's constant bickering has Joe Zee ready to crack the whip! In this video, find out whose jobs (and friendships) are in serious jeopardy, plus get a sneak peek of what happens when you incite the wrath of Kelly Cutrone.

Jen Rade makes a living helping celebs look her best, but you don't have to be a Kardashian to benefit from her fashion expertise. So what advice does the MMA senior stylist -- and Styl'D's resident Kelly Cutrone -- have for us regular gals? Ditch the granny bras, snuggle up to some cashmere and show your denim some love. Hear what other style staples get the Jen Rade stamp of approval (think fun necklaces and LBDs), and listen up as she 'splains why it all starts with a good over-the-shoulder boulder holder.

It was surprising enough when Kelly Cutrone told Alexa Chung on Monday that she came thisclose to being Madonna -- but yesterday, Roxy Olin may have one-upped KC by shedding her steely exterior and getting SUPER embarrassed (i.e. beet red) during a game of Truth or Dare. Believe it or not, this too-cool-for-school chica actually danced a sexy solo jig on stage and then downed some anchovies while Alexa poked fun. Hey, it was good to finally see Roxy's softer side! Check out the Truth or Dare segment below, plus after the jump, watch Alexa's interview with the People's Rev PR girl to find out how she landed a spot in front of The City cameras, as well as what Spencer Pratt was really like in high school!

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You're going to want to remember the name Jen Rade. Not only is she one of the senior stylists in MTV's new series, Styl'D, but she's also got that scary (yet super-duper awesome) boss lady vibe reminiscent of The City's beloved Kelly Cutrone. And there's nothing we like seeing better than a well-dressed, take-no-BS woman in charge. (P.S. This one wears color!)

Before Styl'd premieres on Sunday (10pm), get to know a little more about Ms. Rade in the video below, plus click here to meet the other senior stylists on the show!

Not only was she a wild party girl back in the day, but long before Kelly Cutrone became The City's bitchy boss lady, she was poised to become a pop star (or was it death metal?)! That's right, a contract with Atlantic was signed, sealed and delivered, and an album was even produced. But apparently, Kelly couldn't contain her hunger for total control fashion publicity and ended up becoming the first person in history to walk away from a record deal in order to start a PR company.

While she refers to her departure from the music biz as a "bad decision" in this interview with Alexa Chung, we all know the truth: Kelly Cutrone was born to make interns cry. Check out the video to hear what else she told Alexa about life before Whitney Port showed up at her doorstep.

Listen up, boys and ghouls. Halloween's almost here, which means it's time to figure out your last-minute costumes before all the good (read: flimsy, offensive) ones are sold out. And since we can't all afford to shop at Ricky's (plus some of us are already over the whole crotch-length dress thing), we thought we'd show you how to pull off your own DIY costumes, inspired by your friends -- and frenemies -- on The City! Starting with:

WHITNEY PORT
How to do it: Buy a long blonde wig and medium-length stilts. Paint your fingernails turquoise. Nod enthusiastically when others speak, even if it's terrible advice. Bring a date who is Australian, orange or emotionally unavailable. Avoid looking directly into Kelly Cutrone's eyes. Wear florals, little black dresses and always, always three-inch heels.
Props: Sketchpad, lipstick from Whit's personal line.

OLIVIA PALERMO
How to do it: Get thee to a Frederic Fekkai salon, then avoid any/all activities that might threaten to disturb your gorgeous, "Who, me? I just woke up looking like this" waves. Smell expensive. Read Elle. Laugh like Tinkerbell. Remind everyone you're sort of a big deal by using words like "social," "deb," "champy" and "toodles." Say outrageous things (like "f-- this, I'm out of here") then beam angelically til all is forgiven. Smile! You're Olivia. You're dazzling.
Props: Recession-proof bling, dog named after menial laborer.

KELLY CUTRONE
How to do it: Step 1) Throw on your fave all-black ensemble and dye your hair to match. Step 2) Borrow a friend's Ford. Step 3) Perfect the art of tough love! Start off with inappropriately loud critiques (i.e. "I've been doing this 22 years and you've been doing this, like, FIVE minutes!"), then temper them down with impossible-to-resist phrases like "I'm your loyal bitch." Step 4) Stop blinking. (It's a sign of weakness.)
Props: Pale makeup, a cowering/suckup-y assistant, Optional: a hands-free, don't-mess-with-me headset.

+ Got any ideas for pulling off the ultimate Erin Kaplan or Roxy Olin Halloween getup? Tell us in the comments! Plus, let us know if you have any tips (serious or otherwise) for going as Kelly, Whitney or Olivia this year.

We've learned a lot from brassy boss lady Kelly Cutrone over the years. And last night was no exception. Once again, the PR maven/unsolicited advice-giver stole the show when she advised Whitney Port to let her new man mark his territory -- all over Jay Lyon's toilet seat. And since we know we're not the only ones who enjoy Kelly's words of wisdom (or 'Cutronisms', as we like to call them), we thought we'd give you a rundown of our fave three KC-inspired life lessons. Starting with:

1. It is better to be feared than loved. Okay, fine, so Macchiavelli said it first. But nobody implements his respect-through-intimidation tactics better than Hurricane Kelly. The way Cutrone sees it, coddling is for the weak. So instead of sweet-talking her staff, KC motivates through scary pep talks and semi-regular firings. Remember: a fearful staff is a productive staff! (Well, usually.)

2. There's no shame in harassing the hired help. Seen any attractive underlings lately? Well, just cause you're signing their checks doesn't mean they're off-limits to your single/fabulous protegee! 'Member when Kelly set Whitney up with the adorable (though unfortunately super-tanned) Alex after ogling him at a model casting? Hey, it pays to be the boss.

3. Always be yourself. We all remember watching Kelly interrogate Allie the aspiring model about her weight. And even though Whitney asked politely, Kelly refused to back down. While not all of you approved of KC's bluntness, the People's Rev founder refused to do a takesies-backsies. Why? Because, after all, she's a bitch. And, like Kristin Cavallari, she totally owns it.

+ Got any Kelly Cutronicdotes we missed? Share 'em in the comments! Plus, listen to her sound off on Roxy Olin's very first day, and check the vid below to hear Kelly's own treasured memory: the time she screamed at someone because she "ended up flying in a middle seat in coach next to a really obese person." (We love you, Kel Kel!)

We liked Joe Zee's alphabetized list idea so much (A to Zee, get it??) we thought we'd do one of our own. This goes out to you, Olivia! Thanks for all the laughter, tears and rolly-eyes. The City wouldn't be the same without you.

A is for attitude. Needless to say, Olivia Palermo has this in spades.
B is for Butler, also known as Liv's adorbs little puppy! (Hey, at least he's not named "Man Servant.")
C is for can, as in can you BELIEVE the look on Erin's face when Olivia nailed it tonight? Booyah!
D is for debs, short for debutantes. Which ranks second (behind "toodles") on our list of Words To Steal.
E is for Erin Lucas. Is it just us or does she look totally different this season?! Annnnnyway ...
F is for Kelly Cutrone's Ford. Nothing to do with Olivia, we just like the idea of it. A lot.
G is for glaring uncontrollably at your frenemies. You know who you are.
H is for unbathed hipsters in grungy, Kurt Cobain plaid. Viva la revolution!
I is for immature. Remember that time Whit tried to talk about personal shtuff?? Soooo high school.
J is for Johannes Huebl, Olivia's smokin' hot (but, sadly, off-camera) boyfriend.
K is for kissing 22 goodbye! Here's what we gave Olivia for the big 2-3.
L is for Liv's amazing one-liners. "Shamu's not runway material"? Classic!
M is for Manolo Blahnik, Olivia's close, personal friend (who may or may not remember her).
N is for Olivia's ne'er-do-well cousin, Nevan Donahue. How's the job search going, bro?
O is for Olivia's house rules. We especially liked the one where she made fun of Nevan's kicks.
P is for personalized placecards. You can't have a casual, five-star dinner party without them.
Q is for quit asking Whitney about Liv, okay? They aren't super best friends. Get over it.
R is for recessionista! Who knew our Uptown Girl was so into Top Shop and H&M??
S is for socials! Raise those glasses of champy up high, girls!
T is for Tamarama, Olivia's most favoritest band in the whole wide world! Oh wait, are we in Opposite Land?
U is for going undercover/acting like you're busting up a drug ring ('steada just a dude in a Pravda hat).
V is for vintage-loving Victoria Beckham, who you just KNOW is Olivia's secret star crush.
W is for where have all the cocktail rings gone? No, seriously, where?
X is for X-mas etiquette. FYI, Liv is AGAINST getting so drunk you "like, fall on your face." Duly noted!
Y is for yellow. Fashionable gals wouldn't be could dead in it. Or WOULD they??
Z is for the amazing Joe Zee, who never stopped believing. Way to make him proud, girl!

At some point, we've all had some "genius" idea that we couldn't wait to unleash upon the world (Rent-A-Baby! Psychic Shopping Network!), but every business endeavor takes time to fine tune, and on tonight's episode of The City, Whitney was maybe a little too quick to share her doodles with Bergdorf Goodman. Not to mention, Whit's boss and mentor Kelly Cutrone specifically told her to keep them sketchy sketches under wraps 'til they looked, well, better.

Hey, we get it -- Whit was happy with her work and anxious to see if people-in-the-know would agree. Trouble is, second opinions on your first pass at a high-fashion collection should prolly start (and remain) with friends and fam ... not the head buyer at the most prestigious department store in NYC. No wonder Kelly got all pissy! But was she too stern with our aww-shucks amateur designer? You decide! Take the poll and tell us: Did Whitney deserve Kelly Cutrone's strong tongue lashing?

Whitney Port may have made a small error in judgment tonight by going behind Kelly Cutrone's back and shopping around her sketches, but while Kelly implied that Roxy (who pushed for the Bergdorf's meeting) might've deliberately led Whit astray, we're not sure whether this is a case of bad intentions -- or just plain bad advice.

On the one hand, Roxy was pretty forceful about encouraging Whitney to show her designs to Samanatha's boss. On the other hand, Roxy's pretty forceful/opinionated about everything! And while she was slightly snippy about Kelly's fashion credentials (Just a PR girl? As if!), Whit's the one who conveniently "forgot" to mention to the gals how she agreed to keep the sketches on the DL.

So what's your opinion: Was Roxy intentionally steering Whit astray? Or was she just trying to hook a sistah up? Tell us whether you think Whit's best bud made an honest mistake -- or a full-fledged sabotage attempt!