22 of Paris Hilton’s Biggest Fashion Flops

Posted by Pamela on November 28th, 2010

1 – Paris wears Chanel to community service
47693, LOS ANGELES, CALIFORNIA - Friday November 19, 2010. Paris Hilton, wearing a diamond Chanel necklace, arrives to do community service with the Hollywood Beautification Team. The socialite and heiress is seen trading her leather jacket and lowcut striped top for a standard yellow t-shirt featuring the organization's logo. Hilton helped other volunteers paint over graffiti found on the walls, some featuring graffiti with MS-13 markings, allegedly by the Mara Salvatrucha 13, gang. Hilton was being documented by several cameras throughout her community service work, and also never changed out of her off her black stiletto heels. She was seen several hours later signing a document that reportedly confirmed her community service hours. Before leaving, Hilton was assisted with putting on a band-aid on her finger. The heiress looked to be in good spirits after her day's work, not seeming to care that she had paint stains on her pants and heels! Photograph: Sam Sharma / Nate Jones, PacificCoastNews.com

Paris Hilton has more fashion flops than I can recall: when she’s not completing her mandatory community service dressed up in a pair of heels, she’s forgetting to wear underwear under her see-through leggings. Here is a look back at some of Paris’ more questionable fashion choices – although she doesn’t always get it wrong, when she does, it can make for some hilarious fashion faux pas snaps!

Here is Paris – which fashion flop is the worst?

2 – Smile Paris!
46460, LOS ANGELES, CALIFORNIA - Thursday October 21, 2010. Paris Hilton, wearing a smiley face shoulder padded dress, shops at a costume store with her two pooches and boyfriend Cy Waits. Hilton's two pooches are seen dressed in costumes. Photograph:  Hector Vasquez, PacificCoastNews.com

3 – Hello Kitty on a 29-year-old
44629, MAUI, HAWAII - Wednesday September 8 2010. Paris Hilton stops in Maui to buy a refreshing Jamba Juice smoothie before heading to the airport to fly back to LA. The heiress, who is facing jail time in Nevada if convicted of cocaine possession, was with boyfriend Cy Waits at the drink stop. She came outside and sat at a table to catch up on some local news, before sashaying back to her car. Photograph: PacificCoastNews.com

4 – is that Marilyn Monroe?
43452, HOLLYWOOD, CALIFORNIA - Tuesday August 10, 2010. Paris Hilton channels her inner Marilyn Monroe as she arrives at My House in Hollywood to launch her new perfume entitled 'Tease'. Hilton was wearing a low cut white dress, a fur shawl and diamond jewelry. Photograph:  Greg Tidwell, PacificCoastNews.com

5 – Overkill: Paris hasn’t heard about the recession
It took four extra pairs of hands to assist Paris Hilton as she carries the numerous bags of purchases after loading up on fall fashions at Fred Segal in Beverly Hills, Ca on August 23, 2010. Paris even brought along her furry little BFF, pooch Mugsy, to aid her in this afternoon's shopping extravaganza!  Fame Pictures, Inc

6 – At least she’s wearing a bra
43283, BEVERLY HILLS, CALIFORNIA - Wednesday August 4 2010. Paris Hilton apparently injures herself whilst out and about in Beverly Hills! The 29-year-old socialite was spotted out and about in the swanky district wearing a leather and lace ensemble. Somewhere during her amble, Paris must have cut herself as she was later spotted wearing a Barbie Band Aid on her right thumb! Photograph:  Josephine Santos, PacificCoastNews.com

7 – shameless paparazzi posing killed this look
Photo by: KGC16/starmaxinc.com 2010  7/24/10 Paris Hilton vacationing in St. Tropez. (France)  Photo via Newscom

8 – Paris customized her Chanel purse to make it a walking MTV advertisement
41371, WEST HOLLYWOOD, CALIFORNIA -Monday June 7 2010. Paris Hilton customises her pink Chanel clutch with a picture of Paul Iacono - the star of David Katzenberg's new MTV show The Hard Times of RJ Berger . Katzenberg, the fiance of Nicky Hilton, drove the heiress and her sister home from the Trousdale club in Paris's blue Bentley. Paris, who recently split from long-term love Doug Reinhardt, was wearing a massive rock on her engagement finger. Photograph:  David Tonnessen, PacificCoastNews.com*FEE MUST BE AGREED PRIOR TO USAGE E-TABLET/IPAD & MOBILE PHONE APP PUBLISHING REQUIRES ADDITIONAL FEES**

9 – Velour tracksuits are beyond over, even if you started it all
38579, LOS ANGELES, CALIFORNIA - Saturday March 13 2010.VIDEO AVAILABLE Just like us! Paris Hilton spends her Saturday grocery shopping. Clad in a baby pink Lipsy velour leisure suit, a pink Ramones t-shirt and pink sunglasses and toting a pink Paris Hilton quilted bag, the heiress loaded her cart with goodies to see her through the weekend. Photograph: PacificCoastNews.com

10 – Everyday is Christmas for Paris!
GLENDALE, CA - DECEMBER 03: Paris Hilton launches her new fragrance 'Siren' at Macy's Glendale Galleria on December 3, 2009 in Glendale, California. (Photo by Toby Canham/Getty Images)

11 – Halloween + alcohol = tipsy Paris Hilton in a tutu
Paris Hilton looked like she had enjoyed a few alcoholic beverages to say the least as she strutted around Hollywood, CA on Halloween, October 31, 2009. Fame Pictures, Inc

12 – That purse, is like, totally fetch
CULVER CITY, CA - OCTOBER 22:  TV personality Paris Hilton arrives at the Hello Kitty 35th anniversary celebration held at Royal/T on October 22, 2009 in Culver City, California.  (Photo by Frazer Harrison/Getty Images)

13 – prostitute chic?
Paris Hilton launches sunglasses line by Gripping Eyewear Inc at Vision Expo West, Sands Convention Centre in Las Vegas, NV. Photo via Newscom

14 – too drunk to hold it all together
18 MAY 2009 - CANNES - FRANCE DAVID FURNISH HOSTS A PRIVATE PARTY IN CANNES ON HIS SUPER YATCH. PARTY PRINCESS PARIS HILTON UPON ARRIVAL POWDERD HER NOSE BEFORE FLASHING HER KNICKERS WHEN LEAVING THE CAR. THE PARTY WENT ON TILL 4AM WITH GUESTS LEAVING A LITTLE WORSE FOR WEAR. Photo via Newscom Photo via Newscom

15 – more overkill: fluff, jewellery and a tiara
28344, LOS ANGELES, CALIFORNIA - Thursday February 19 2009. ***EXCLUSIVE*** Pretty in Pink! Paris Hilton arrives at Bar De Luxe in Hollywood in a pink-frilled dress, diamante choker and mask, with an entourage of four girls. Photograph: ©Hellmuth Dominguez, PacificCoastNews.com ***** UK OFFICE: 131 557 7760/7761 US OFFICE: 1 310 261 9676

16 – tier it up
LOS ANGELES, CA - FEBRUARY 20:  Paris Hilton attends the 'Montblanc Signature for Good' Charity Initiative held at Paramount Studios on February 20, 2009 in Los Angeles, California.  (Photo by Alberto E. Rodriguez/Getty Images for Montblanc)

17 – an outfit that speaks
A very slim Paris Hilton seen arriving at LAX international airport. 10/30/08 ©NMMS/CNB/MOZ/Finalpixx.com 310-728-0680 sales@finalpixx.com **Non Exclusive** Photo via Newscom Photo via Newscom

18 – the raunchy latex number
23 November 2008 - West Hollywood, California - Paris Hilton. Official Opening Night of The Pussycat Dolls Lounge at The Viper Room. Photo Credit: Kevan Brooks/AdMedia Photo via Newscom Photo via Newscom

19 – shirt-less shirt cuffs
HOLLYWOOD, CA - JUNE 08:  Actress Paris Hilton clasps her hands at the unveiling of the new exhibit 'Idols of Gay Hollywood' at The Hollywood Museum on June 8, 2006 in Hollywood, California. (Photo by David Livingston/Getty Images)

20 – Paris is away with the fairies
LOS ANGELES, CA - SEPTEMBER 7:  Socialite Paris Hilton signs copies of 'Confessions Of An Heiress' on September 7, 2004 at Brentano's Bookstore at Westfield Shoppingtown Century City in Los Angeles, California. (Photo by Amanda Edwards/Getty Images)

21 – hairy Paris
CULVER CITY, CA - OCTOBER 26:  Paris Hilton performs at the Jeremy Scott Fashion Show during The Los Angeles Fashion Week at the Smashbox on October 26, 2003 in Culver City, California.  (Photo by Giulio Marcocchi/Getty Images)

21 – a blast from the past ‘That’s Hot’
397982 08: Model Paris Hilton poses with singer Lionel Richie's daughter, Nicole outside The Lounge club November 29, 2001 in West Hollywood, CA. (Photo by David Klein/Getty Images)

22 – Paris’ custom pink Bentley – this season’s hottest accessory!
Paris Hilton goes shopping at 'Live! on Sunset' in West Hollywood, California before taking off in her custom made bubblegum pink Bentley. Fame Pictures, Inc

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