Mr. Blackwell's Ten Worst Dressed Women - 1990s

1990s

For further decades see Mr. Blackwell

1999

  • 1. Cher ("A million beads and ONE over-exposed derriere--when it comes to the ultimate fashion fiasco...ladies and gentlemen, it's Cher!")
  • 2. Celine Dion ("In her backward tuxedo there's no way of knowing whether Diva Dion is coming or going - a profusion of confusion.")
  • 3. Queen Elizabeth II ("Was she the palace Christmas tree or just a royal clown? I've seen a lot of queens, but Queen Elizabeth is the worst!")
  • 4. Martha Stewart ("She dresses like the centerfold for the Farmer's Almanac.")
  • 5. Fiona Apple ("A kinked and curled Kewpie Doll wrapped in a collection of yesterday's fatal fashion frights.")
  • 6. Britney Spears ("This belly-baring songbird is better heard than seen - wearing over the top fashion flops unfit even for a bubblegum queen.")
  • 7. Sarah Jessica Parker ("From [...] and the City Sarah's fashions are a mix-and-match pity.")
  • 8. Jennifer Aniston ("She's a fashion bore and a snore. Here's the fashion buzz: Brad Pitt looks better in a dress than she does!")
  • 9. Cameron Diaz ("On Any Given Sunday Cameron falls prey to a freaky fashion curse - and as the week continues, she just slips from bad to worse.")
  • 10. The Dixie Chicks ("They look like a trio of truckstop fashion tragedies trapped in a typhoon...tacky, tacky, tacky.")

1998

  • 1. Linda Tripp ("Linda's bad fashion 'tripp' is beyond debate - a shaggy sheepdog in drag, the 'Starr' of her own Stylegate.")
  • 2. Madonna ("Mama Madonna has become a neo-Gothic fright - a glitzy gargoyle searching for a Ray of Fashion Light.")
  • 3. Kate Winslet ("From gaudy gowns to creepy combat boots, Kate's a fashion panic - in fact, her whole wardrobe should have gone down with the Titanic.")
  • 4. Carmen Electra ("Fashion Viagra in heels.")
  • 5. Courtney Love ("Looks more like cold cuts and Spam than the goddess of glam.")
  • 6. Mariah Carey ("Shrink-wrapped cheesecake.")
  • 7. Marisa Tomei ("The high priestess of fashion pretense.")
  • 8. Sigourney Weaver ("If you are looking for an Alien, call Sigourney.")
  • 9. Sandra Bullock ("A Victorian lampshade on the loose.")
  • 10. Alex Kingston ("She mixed, she matched...she missed.")

1997

  • 1. The Spice Girls ("Five candy-colored beauties trapped in fashion waste - the only spices on the planet that have no taste.")
  • 2. Ellen DeGeneres ("Throw those baggy fashion bombs back in the closet.")
  • 3. Madonna ("Let's be blunt, yesterday's Evita is today's Velveeta.")
  • 4. Pamela Anderson ("Looks like a Martian Venus - in search of a shell.")
  • 5. Jennifer Tilly ("Tilly the tornado has arrived - she's El Niño in heels.")
  • 6. Sigourney Weaver ("Resembles a shrink-wrapped mummy...in a peep-show revue.")
  • 7. Emma Thompson ("She's wearing The Remains of Yesterday!")
  • 8. Alicia Silverstone ("Has a collection of retro rubbish from toes to nose.")
  • 9. Frances Fisher ("Her flowered fiascoes are so loud they could cause an international panic.")
  • 10. Marilyn Manson ("He looks like Alice Cooper doing Rosemary's Baby.")

1996

  • 1. Dennis Rodman
  • 2. Glenn Close
  • 3. Lisa Kudrow
  • 4. Helen Hunt
  • 5. Goldie Hawn and Diane Keaton (tie)
  • 6. Sarah, Duchess of York
  • 7. Elisabeth Shue
  • 8. Drew Barrymore
  • 9. Claire Danes
  • 10. Lori Petty

1995

  • 1. Howard Stern
  • 2. Courtney Love
  • 3. Drew Barrymore
  • 4. Whoopi Goldberg
  • 5. Diane Keaton
  • 6. Camilla Parker Bowles
  • 7. Emma Thompson
  • 8. Jennifer Jason Leigh
  • 9. Melissa Etheridge
  • 10. Christina Applegate

1994

  • 1. Camilla Parker Bowles
  • 2. Demi Moore
  • 3. Heather Locklear
  • 4. Roseanne Barr
  • 5. Ellen DeGeneres
  • 6. Barbara Cartland
  • 7. Holly Hunter
  • 8. Juliette Lewis
  • 9. Fran Drescher
  • 10. Madonna

1993

  • 1. Glenn Close
  • 2. Julia Roberts
  • 3. Diana Ross
  • 4. Rosie Perez
  • 5. Susan Sarandon
  • 6. LaToya Jackson
  • 7. Holly Hunter
  • 8. Rosie O'Donnell
  • 9. Tanya Tucker
  • 10. Daryl Hannah

1992

  • 1. Madonna
  • 2. Geena Davis
  • 3. Glenn Close
  • 4. Delta Burke
  • 5. Sinéad O'Connor
  • 6. Shirley MacLaine
  • 7. Juliette Lewis
  • 8. Demi Moore
  • 9. Goldie Hawn
  • 10. LaToya Jackson

1991

  • 1. Julia Roberts
  • 2. Wynonna Judd
  • 3. Delta Burke
  • 4. Tyne Daly
  • 5. Jodie Foster
  • 6. Carly Simon
  • 7. Faye Dunaway
  • 8. Kathy Bates
  • 9. Jane Seymour (actress)
  • 10. Dame Edna Everage

1990

  • 1. Sinéad O'Connor ("Nothing compares to the bald-headed banshee of MTV. A New Age nightmare!")
  • 2. Ivana Trump ("A psychedelic scarecrow! Looks like a cross between Brigitte Bardot and Lassie!")
  • 3. Glenn Close ("The founding frump of Nuns Unlimited! A bad fashion 'habit'!")
  • 4. Princess Margaret ("God save the mothballs; the Stonehenge of style strikes again!")
  • 5. Julia Roberts ("A zoot-suit fluke - Godfather III in drag!")
  • 6. Carrie Fisher ("Postcards from the Edge? Sorry baby - more like Discards from the Dredge!")
  • 7. Kim Basinger ("Barbie goes punk - all crass, no class!")
  • 8. Laura Dern ("A vision of lust in rags fit for a truck stop!")
  • 9. Kathy Bates ("Get the sledgehammer. Put this fashion fiasco out of her Misery!")
  • 10. Barbra Streisand ("What can I say? Yentl 's gone mental!")