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InStyle: The 10 sexiest jeans ever

STORY HIGHLIGHTS
  • The first time Cindy Crawford wore a pair of cutoffs to down an ice-cold Pepsi it was 1991
  • Britney Spears was made to wear the ultra low-rise jeans that marked the millennium
  • Marilyn Monroe demonstrated the appeal of jeans in some of her earliest photo shoots
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(InStyle.com) -- Worn well, denim can look smoldering. We're not talking "mom jeans" here, or the first pairs designed in the 1870s to serve as sturdy workwear for Gold Rush laborers. Think Brooke Shields in her Calvins or Farrah Fawcett in Jordache and you're on the right track. InStyle.com picks the most memorable denim looks.

Brooke Shields, 1980
"You want to know what comes between me and my Calvins? Nothing." When 15-year-old Brooke Shields delivered that infamous line, the world gasped... and bought Calvin Klein jeans. Either because of her age or the skin-baring commercials (one of which had her shimmying into a pair of skinnies) the outcry was continuous, but the designer's response was unapologetic: "Jeans are sex."

See more of the sexiest jeans ever

Raquel Welch in "The Biggest Bundle of Them All," 1968
"This is the world's sexiest robbery!" declared the posters for crime caper "The Biggest Bundle of Them All," surely referring to the scene-stealing curves of star Raquel Welch. When she wasn't costumed in the tiniest of bikinis, Welch spent her screen time poured into equally seductive hip-huggers.

Britney Spears in "I'm a Slave 4 U," 2001
With her sculpted abs and curvaceous rear, Britney Spears was made to wear the ultra low-rise jeans that marked the millennium. In her steamy video for "I'm a Slave 4 U," the pop star writhed around in a barely-there costume, inspiring sit-ups.

InStyle.com: Britney Spears's Transformation

Marilyn Monroe in "The Misfits," 1961
Marilyn Monroe demonstrated the appeal of jeans in some of her earliest photo shoots, later filling out a perfect pair of Levi's in the Western drama "The Misfits." Decades after her death, Tommy Hilfiger purchased three pairs of her jeans at auction for $42,550, gifting one of the high-waisted, curvy pairs to sex symbol Britney Spears.

Jackie Onassis, 1971
The former First Lady embodied 1970s ease in a pair of tie-dye jeans and Henley sweater. With her pared-down approach to casual wear, it's no wonder Jackie O was originally approached to helm the designer denim line that later became Gloria Vanderbilt jeans.

InStyle.com: Find your most flattering jeans

Farrah Fawcett in "Charlie's Angels," 1976
A Jordache-clad Farrah Fawcett hopped on a skateboard (and showed off her enviable assets) for an episode of her hit detective series. The reason for her sporty attire? She was rolling away from danger, naturally!

Jessica Simpson in "The Dukes of Hazzard," 2005
Named after the Duke boys' extremely persuasive cousin, Daisy Dukes require only the tiniest amount of denim and a whole lot of self-confidence. In fact, the micro-shorts were worn to such great effect by Catherine Bach on the 1979 TV series, that Jessica Simpson amped up her workout routine for the 2005 movie remake: "I never had a butt before -- I had to do Daisy proud."

InStyle.com: Jessica Simpson's transformation

Jennifer Grey in "Dirty Dancing," 1987
Who didn't want to be Baby Houseman, crawling across the floor in her jean shorts towards her smoking hot dancing instructor? Not only did Dirty Dancing launch the careers of Jennifer Grey and Patrick Swayze, but it inspired millions of teenaged girls to crop their fathers' jeans into 1960s-style cutoffs. (Sorry, Dad!)

Janet Jackson, 1993
Okay, so maybe the jeans aren't exactly the focus of Janet Jackson's infamous Rolling Stone cover. But along with the pop icon's serene gaze and a strategically placed pair of hands (generously provided by then-husband Rene Elizondo Jr.), the undone jeans undoubtedly added to the seductive quality of the Patrick Demarchelier shot.

InStyle.com: Janet Jackson's transformation

Cindy Crawford, 2002
The first time Cindy Crawford wore a pair of cutoffs to down an ice-cold Pepsi it was 1991 and she was a 25-year-old supermodel. Eleven years later, she reprised her role (this time with a Diet Pepsi) for a Superbowl ad that revealed her two real-life kids and the tagline of, "Some things never change. And some things do." Certainly left unchanged was her ability to seduce millions with a pair of short shorts.

See more of the sexiest jeans ever on Heidi Klum, Claudia Schiffer, and more at our expanded gallery on InStyle.com.

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