What Not to Wear - Season 5 (2006)

Stacy London finds three 40 something moms who competed together in the 1986 Miss South Carolina pageant and, 20 years on, asks them to do it all again. We follow the women as they prepare to step out infront of a crowd of 3000 people all over again.

Sheaffer, 25 is a San Francisco social worker who counsels troubled youth but her hippy meets punky princess fashion sense are where Stacy and Clinton are finding the problem.She is about to enter law school and needs to learn how to dress like an adult.

Every day for 37-year-old Lesle is a milestone. She was born with a congenital heart defect and has outlived her original life expectancy. The American Heart Association has chosen her as their spokesperson for the national Go Red For Women day.

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Renee O'Malley is a 41-year-old IT worker from San Diego. She recently lost over 30 pounds, but her style hasn't kept up. Stacy and Clinton take her on a moving emotional journey as they show her What Not To Wear.

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40 year old San Francisco based fiber artist Pam DeLuco may be an expert in all things cloth but comes up short when it comes to fit and style.Her friends have enlisted the fashion expertise of Stacy and Clinton to help build Pam's confidence.

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Molly, 27, is a fashion school graduate who works in retail.She wants a career in fashion and gives style advice to friends but she hardly looks like the fashionista she thinks she is!Her mom is desperate for Stacy & Clinton to show her what not to wear.

Leigh is a pre-school teacher, but when it comes to fashion, she fits right in with the toddlers.She is newly single and recently lost 30lbs, but her adolescent wardrobe is playing down her great looks.Leigh needs to learn What not to Wear.

Kim is a legal secretary and aspiring voice over artist. Unflattering black slacks, boring hoodies, and a ubiquitous baseball cap make up Kim's daily uniform. Her lack of fashion is crushing her self confidence. Will Stacy and Clinton be able to help?

Bonnie is a 42-year-old super mom who's always on the run. She's always running to a PTA meeting in her pajamas or running around town in her t-shirts and yoga pants. It's time for Stacy and Clinton to save this super mom and teach her What Not To Wear.

Erin is a 26-year-old film archivist, who expresses an outgoing and eccentric personality through dramatic wardrobe choices.With such distinct tastes, Erin battles Stacy and Clinton tooth and nail, but is surprised when her transformation is revealed.

Lisa's a 28-year-old middle school teacher stuck in her seventh grade wardrobe. She is often mistaken has one of the students in her jeans, sneakers, and polo shirts. It's time for Stacy and Clinton to give this fashion flunky a crash course on style.

Jennifer Cox is a talented PR consultant from Harlem who also runs a dog sitting business. She hides her skills under a baggy wardrobe of knits that are covered with dog hair. Clinton and Stacy try to persuade Jen that style and success go hand in hand.

What Not To Wear is taking a look back at their past with this special episode that reunites women from 8 of our top rated episodes. Our past contributors share their stories and Stacy and Clinton take us down memory lane to find out Wear Are They Now.

Desiree is a 30-year old hair stylist from Phoenix who is preoccupied with beautifying others and rebuilding cars while ignoring her own fashion issues.Her friends and family would love to see Stacy and Clinton teach Desiree What Not to Wear.

Alicia is a registered nurse in Phoenix whose ailing wardrobe is in need of emergency care. Alicia recently lost 20 pounds but is still not comfortable showing off her new body. Stacy and Clinton want Alicia to realize her true potential.

Natalie is an Orange County firefighter whose wardrobe is a blazing inferno of bad style. As a woman in a male dominated job she has put her femininity on hold. It's up to Stacy and Clinton to rescue this superhero before her bad style goes up in flames.

Los Angeles California is home to one reality television freelancer who has stopped rolling on her own wardrobe about 17 years ago. Valerie is still clinging to the look she had in high school.

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Ashley is a 32-year-old marketing and sales manager in Los Angeles. Her style swings between 2 opposite extremes. At work, her outfits are plain, boring, and outdated. Faded black pants, unflattering tee-shirts, and lifeless sweaters.

Jennifer is a New York based actor and comedian. She is clueless about what to wear for auditions and instead parades around in an oversized wardrobe of men's cargo pants and army fatigues. Can Stacy and Clinton teach her what not to wear?

Michelle, a 31 year old philosophy PHD student from LA, wears scruffy, mismatched clothes and has never been shopping alone. Can Stacy and Clinton convince her that she can have brains and beauty?

Jen and Julie Dreyer are two sisters from Phoenix whose sense of style is barren as the Mojave Dessert. Can Stacy and Clinton bring these fashion challenged sisters into the fashion family?

Rebecca is a 42 year old headstrong CPA whose tacky and ill fitting style has become a liability in the workplace. By day her clothes are too tight and by night they are just plain eccentric. Can Stacy and Clinton show her what to wear?

Tamara is a 36-year-old mother and social worker who is so frustrated with her style that she nominated herself for WNTW. She was chosen over thousands of women who applied through USA Weekend Magazine, and she really needs the help!

29-year-old Carrie works in publishing, but her wardrobe is nothing to write home about.Carrie's mix and match style ranges from teenage boy to old lady to cheap 80's throwback. Can Stacy and Clinton help transform her style?

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It's the What not to Wear Fan mail Special and Stacy and Clinton are not holding back! It's everything you wanted to know about What Not To Wear, that Stacy and Clinton were too afraid to tell you, UNTIL NOW!

Children's TV producer Kelly has a wardrobe worthy of Sesame Street. Reflecting a kid-like, zany personality, Kelly wears mismatched crinkly skirts with tiny tanks, colorful children's socks, and cartoon handbags. Can she learn what not to wear?

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Cheri, an Interior Designer can brilliantly style a room but unfortunately not her body. The recent start up of her own design firm coupled with the recovery from a car accident has left Cheri devoid of personal style. Can Stacy and Clinton help?

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Dottie is a 34-year-old realtor and mother of one, who hides her soft nature behind cheap clothes that make her look more thug than mom. Bad taste and a tough attitude combine to give Stacy and Clinton one of their biggest challenges.