30 Days of WOW

Iconic Hairstyles


We pored through the glossies, watched a marathon of classic films and racked our brains to bring you the 30 best hairdos of all time. From long to short, scroll through to find your favorites--and a few tips on how to steal the styles.

  • Diana
    Ross

    Disco Diva, 1981

    Call her Miss Ross--and declare her a disco-era style victory. We’re not sure if it’s a weave up there or her own silky strands blowing outward in some glamour photog’s studio (tell us if you know), but we’re transfixed. Along with the major nails, dramatic makeup and super-shiny clothes, there’s nothing subtle about this mane.

  • Julia
    Roberts

    Pretty Woman, 1990

    Julia Roberts cemented her It Girl status as Vivian Ward, the hooker with a heart. Julia’s bountiful auburn curls fit the character perfectly--and looked oh so fantastic with that red off-the-shoulder number.

  • Try
    It
    Out

    Drybar Gisele’s lustrous waves and a gratis mimosa--what’s not to love about Drybar? The only downside is scoring an appointment (man, they fill up quick). Don’t waste your time on hold; book your next blowout in a flash using their charming new app. iTunes, Free

  • Gisele
    Bündchen

    The Angel Who Struts Among Us, 2000

    Enviable hair is pretty much de rigueur for supermodels, but some take it to the next level. Case in point: Gisele Bündchen and her ridiculously lustrous mane. Endlessly imitated but never matched. Seriously, how many ’dos are iconic enough to inspire parody Twitter accounts?

  • Kate
    Middleton

    Queen Of Locks Since 2010

    Catherine, "Babykins," Duchess of Cambridge… no matter what you call her, you can’t deny that the girl’s got royally perfect hair. Unlike the other Kate on this list, the Duchess’s locks are never short of perfectly coiffed. Sure, she sticks to the same style, but if the glossy waves ain’t broke, don’t fix ’em.

  • Blake
    Lively

    XOXO, Gossip Girl, 2007

    Long, golden and perfectly tousled, Blake Lively’s gorgeous blonde locks have the look of a born-and-raised California girl who has it all. And though an ace colorist is the partial secret to her success, Blake’s statuesque saunter and her talent for tossing that shiny mane at just the right moment can’t be underestimated.

  • Reese
    Witherspoon

    Breakout Bangs, 2007

    Although this Southern belle may not instantly come to mind when you think of iconic hair, the moment she debuted her new bangs with pin-straight locks at the 2007 Academy Awards will be forever ingrained in our dream-hair library. Not to mention, her golden blonde color is spot-on to the point that it’s practically glowing.

  • Amy
    Winehouse

    Back to Black, 2006

    If big hair really does hold lots of secrets, then Amy Winehouse’s was a veritable Pandora’s box. Taking the beehive to new heights, Winehouse’s wig (yes, it was a wig) had a life of its own--perched precariously on the crown of her head and often embellished with a rose or bandanna. While it may not be a style you wanted to emulate personally, you have to admire the rocker’s desire to set herself apart.

  • Kate
    Moss

    From Grunge to Glamour, 1988 to Present

    Kate Moss is the iconic rocker chick, and her hairstyle--long, flowing, with a bit of dark roots peeking out from beneath the blonde--is the cornerstone of this look. Her hair (like her life) is rich-looking, a little bit messy and very glam. Kate’s sexy mane is the reason that every time we leave the salon with a neat new haircut, we always turn our head upside down and shake it up a little bit before we feel we look our best.

  • Try
    It
    Out

    StyleBee This sleek newbie schedules at-home blowouts, cuts and color when you’re stuck in a jam or, you know, not willing to face rush-hour traffic. iTunes, Free

  • Dolly
    Parton

    Big Wigs, Bigger Talent, 1974

    As grand as the Great Smoky Mountains where she grew up, Dolly Parton’s hair (or more precisely, her wigs) was her other trademark feature. “It takes a lot of money to look this cheap,” Dolly quipped. Though in recent years she’s gone straighter and sleeker, we still love the Parton-in-her-prime meringue swirls the best.

  • Veronica
    Lake

    Sullivan’s Travels, 1941

    Long, sleek waves with a serious side part dominate the red carpet these days. Just Google “Old Hollywood hair.” But long before Sienna Miller and Amanda Seyfried, there was Veronica Lake. Her locks encapsulated the era of 1940s glamour: mature, polished and never too fussy. No wonder celebs still mimic it by the droves.

  • Sarah Jessica
    Parker

    Sex And The City, 1998 to 2004

    You know it by heart: a few unmistakable bars of opening music, shots of the New York City skyline and a head of perfectly imperfect tousled blonde curls. Sarah Jessica Parker’s Carrie Bradshaw is the ultimate style icon of the ’90s, with hair to match. SJP’s naturally curly tresses were the perfect accoutrement to Carrie’s over-the-top ensembles--bouncy, fun and totally endearing.

  • Farrah
    Fawcett

    Charlie’s Angels, 1976 to 1980

    Farrah Fawcett was the classic California dream girl, and her hair--flipped back with loose curls--was equally dreamy. In the ’70s, everyone from preteen roller skaters to full-grown disco divas tried to re-create the look. And as they all found out, it takes a skillful cut, some extensions, hot curlers and a can of Elnett hair spray.

  • Ali
    MacGraw

    That ’70s Center Part

    All that prepping and preening can get old. Sometimes we just want to channel the effortless, all-American beauty of Ali MacGraw in 1970’s Love Story. The center part, the thick texture, the glossy mane. We coveted it all…and spent years (and a small fortune) using thickening spray.

  • Brigitte
    Bardot

    Hair With A Certain Je Ne Aais Quoi

    Brigitte Bardot’s mane. It murmurs “groovy French fox.” The actress was an innovator of Big Hair, with streaming blonde waves framing her face and décolletage. Long and loosely layered, it was versatile enough to be piled onto the crown for a can-can-girl effect or back-combed close to her head with long cascading tendrils. And those bangs--we’ve never seen anyone make grown-out bangs look so come-hither.

  • Try
    It
    Out

    Beautified The bad news: You needed a bang trim, like, yesterday. (We don’t know how you do it, Ms. Wintour.) The good news: You can book one today--as in, 10 minutes from now--through the new salon booking app Beautified. iTunes, Free

  • Jennifer
    Aniston

    The Rachel, 1995

    Raise your hand if you had this hairstyle in the ’90s. Who didn’t? “The Rachel” was a shoulder-length study in layers, with lots of body, a messy part and highlights that framed Aniston’s heart-shaped face. The actress has since said she hated it, but we can’t deny there was something sexy about the cut that inspired a million copycats. Would we do it again? Maybe. Minus the highlights and the theme song.

  • Jackie
    Kennedy

    Camelot, 1963

    You can’t have any sort of list of iconic style without including the refined yet youthful Mrs. Kennedy. The former First Lady oozed class, and it went far beyond her pillbox hats. Her signature look--demure waves set right at the base of her neck--went from the East Room of the White House to the back porch in Hyannisport without a hitch.

  • Lauren
    Bacall

    The Big Sleep, 1946

    Whenever we want the look of classic film-noir tresses, it’s Lauren Bacall that we’re channeling. The key here is that the roots are lifted in the front, as opposed to lying flat on the head á la Veronica Lake. The cut is what we currently call a “lob,” and the style can be achieved using pin curls. But good luck attempting this one on your own. You may need a few YouTube tutorials.

  • Audrey
    Hepburn

    Breakfast At Tiffany’s, 1961

    Whether captured in one of her famous films or by 1950s paparazzi as she strolled through the airport, each of Hepburn’s hairstyles epitomized an entire decade--from the androgynous crop in 1953’s Roman Holiday to the much-copied chignon she wore in 1961’s Breakfast at Tiffany's. Choppy, super-short bangs will always remind us of her.

  • Marilyn
    Monroe

    Some Like It Hot, 1959

    Marilyn Monroe’s spun-sugar platinum tresses (a softly curled cap of blonde) never detracted from the sex bomb’s overall look. The hair is like Marilyn herself--a little teasing and somewhere on the line between easy and elegant.

  • Anna
    Wintour

    The Bangs That Rule An Industry

    Vogue magazine’s infamous editor in chief has kept her trademark crop for roughly 40 years, and that speaks volumes. Short, straight and slightly severe, it means business and so does she. Regardless of the changing hemlines and rising heel heights, one thing in fashion remains consistent: Wintour's bangs.

  • Try
    It
    Out

    Hairstyle Wizard Your face, Jessica Chastain’s glossy auburn waves. This easy-to-use app is the GIFyourself of celeb hairstyling. We always wondered what we’d look like as a blonde. iTunes, Free

  • Meg
    Ryan

    The Shag Heard Round The Rom-Com World, 1991 to 1999

    Was it the adorable awkwardness or the ever-ruffled ’dos that kept us coming back for more Meg Ryan? (She starred in 16 movies between 1991 and 1999.) The actress’s hair ran the gamut from a peroxide mullet in Top Gun to a near-Pentecostal pullback in Sleepless in Seattle, but it was this piece-y shag of the ’90s that reached icon status. The cut was sassy and free-spirited.

  • Victoria
    Beckham

    Posh Spice Updates Her Bob, 2007

    Everything about Mrs. Beckham is just so. Honestly, have you ever seen her looking even the least bit disheveled? Her asymmetrical bob is always perfectly shaped (voluminous in the back, piece-y in the front) and looks as if there isn’t a single strand out of step. A power cut if we’ve ever seen one.

  • Barbra
    Streisand

    The Au Courant Bouffant, 1966

    Prior to the 1968 Funny Girl curled updo, Babs sported a super-short, straight ’do featuring large side bangs in the front and a sleek pixie style in the back. She would even add some volume with a kitschy hairpiece and dubbed it her “easiest” hairstyle to date.

  • Pam
    Grier

    Foxy Brown, 1974

    Pam Grier made a name for herself by playing strong, kick-ass characters, making equally fierce hair a necessity. Pam’s Afro was big and bold, wild and crazy, but always perfectly shaped. Foxy Brown became a symbol of empowerment and pride--and an icon for sexily battling villains.

  • Rihanna

    Good Girl Gone Bad, 2007

    Rihanna is a rebel rock star who never shies away from controversy, and this cropped style is all about contradictions. Shaved close in the back, with a long shock of bangs hanging over one eye, the cut gave the singer the look of a hot skateboarder--but she maintained femininity with eye makeup and pink lips. It takes guts to pull off a style like this, but if anyone can do it, it’s RiRi.

  • Twiggy

    A 15-Year-Old’s Pixie, 1967

    That sideswept pixie cut, that lanky boyish figure and those spidery lashes framing huge doe eyes: Twiggy’s mod look defined the Swinging Sixties. She was just 15 when she debuted the cropped ’do and ushered in a new standard of youthful sophistication. Short hairstyles can walk a fine line between city chic and soccer mom, and the secret to Twiggy’s success was simplicity. No layers, no streaky highlights--just a sleek cap of healthy hair.

  • Try
    It
    Out

    Bangstyle The premier social network for hair lovers, this Pinterest-y app lets you upload styles, browse for inspiration and “stalk” your favorite stylists and salons. Our first search? Sally Hershberger and the “Meg Ryan.” iTunes, Free

  • Demi
    Moore

    Ghost, 1990

    The woman may look as if she just stepped out of a Pantene Pro-V commercial today (seriously, does she eat nothing but protein?), but the hairstyle we can’t get out of our heads is that boyish crop she rocked in Ghost. Fringe bangs work for you, Demi. But then again, so does a bald head.

  • Michelle
    Williams

    For Heath, 2007

    When we think of a signature pixie, second to Twiggy is the adorable Michelle Williams. Her textured, often sideswept style frames her oval face, and we can’t imagine her ever going long again. Another reason Williams likes to keep it choppy? It’s a tribute to the late Heath Ledger. She once claimed that her former flame and the father of her daughter was the only straight man who ever liked her hair short.

  • Halle
    Berry

    The Hair-Gel Enthusiast

    Halle Berry’s spiky, artfully mussed pixie was genius for setting off the symmetry of her gorgeous, almost-too-perfect face. Halle is a serious and passionate actor (who could forget the raw emotion of that acceptance speech at the 2002 Oscars?), but this style showed the star in a different light: It was a glimpse at her playful, edgy side.

  • Sinead
    O’Connor

    Nothing Compared to This, 1990

    We gasped when Britney shaved her head, but she wasn't the first star to break out the razor. Sinead O'Connor debuted her shorn locks nearly two decades earlier as a challenge to conventional beauty (chart toppers at the time included Celine Dion and her Canadian tresses, as well as Dolly Parton, who had the biggest, um, hair in the biz). The uber-dramatic look fit perfectly with Sinead's rebel image--though the killer brows and bone structure didn't hurt.

Diana
Ross

Disco Diva, 1981

Call her Miss Ross--and declare her a disco-era style victory. We’re not sure if it’s a weave up there or her own silky strands blowing outward in some glamour photog’s studio (tell us if you know), but we’re transfixed. Along with the major nails, dramatic makeup and super-shiny clothes, there’s nothing subtle about this mane.

Julia
Roberts

Pretty Woman, 1990

Julia Roberts cemented her It Girl status as Vivian Ward, the hooker with a heart. Julia’s bountiful auburn curls fit the character perfectly--and looked oh so fantastic with that red off-the-shoulder number.

Try
It
Out

Drybar Gisele’s lustrous waves and a gratis mimosa--what’s not to love about Drybar? The only downside is scoring an appointment (man, they fill up quick). Don’t waste your time on hold; book your next blowout in a flash using their charming new app. iTunes, Free

Gisele
Bündchen

The Angel Who Struts Among Us, 2000

Enviable hair is pretty much de rigueur for supermodels, but some take it to the next level. Case in point: Gisele Bündchen and her ridiculously lustrous mane. Endlessly imitated but never matched. Seriously, how many ’dos are iconic enough to inspire parody Twitter accounts?

Kate
Middleton

Queen Of Locks Since 2010

Catherine, “Babykins,” Duchess of Cambridge… No matter what you call her, you can’t deny that the girl’s got royally perfect hair. Unlike the other Kate on this list, the Duchess’s locks are never short of perfectly coiffed. Sure, she sticks to the same style, but if the glossy waves ain’t broke, don’t fix ’em.

Blake
Lively

XOXO, Gossip Girl, 2007

Long, golden and perfectly tousled, Blake Lively’s gorgeous blonde locks have the look of a born-and-raised California girl who has it all. Effortlessly layered and precisely honey-hued (good work, lowlights), it’s a hairstyle that’s full of movement. And though an ace colorist is the partial secret to her success, Blake’s statuesque saunter and her talent for tossing that shiny mane at just the right moment can’t be underestimated.

Reese
Witherspoon

Breakout Bangs, 2007

Although this Southern belle may not instantly come to mind when you think of iconic hair, the moment she debuted her new bangs with pin-straight locks at the 2007 Academy Awards will be forever ingrained in our dream-hair library. Not to mention, her golden blonde color is spot-on to the point that it’s practically glowing.

Amy
Winehouse

Back to Black, 2006

If big hair really does hold lots of secrets, then Amy Winehouse’s was a veritable Pandora’s box. Taking the beehive to new heights, Winehouse’s wig (yes, it was a wig) had a life of its own--perched precariously on the crown of her head and often embellished with a rose or bandanna. While it may not be a style you ever wanted to emulate personally, you have to admire the rocker’s desire to set herself apart.

Kate
Moss

From Grunge to Glamour, 1988 to present

Kate Moss is the iconic rocker chick, and her hairstyle--long, flowing, with a bit of dark roots peeking out from beneath the blonde--is the cornerstone of this look. Her hair (like her life) is rich-looking, a little bit messy and very glam. Kate’s sexy mane is the reason that every time we leave the salon with a neat new haircut, we always turn our head upside down and shake it up a little bit before we feel we look our best.

Try
It
Out

StyleBee This sleek newbie schedules at-home blowouts, cuts and color when you’re stuck in a jam or, you know, not willing to face rush-hour traffic. iTunes, Free

Dolly
Parton

Big Wigs, Bigger Talent, 1974

As big as the Great Smoky Mountains where she grew up, Dolly Parton’s hair (or more precisely, her wigs) was her other trademark feature. “It takes a lot of money to look this cheap,” Dolly quipped. Though in recent years she’s gone straighter and sleeker, we still love the Parton-in-her-prime meringue swirls the best.

Veronica
Lake

Sullivan’s Travels, 1941

Long, sleek waves with a serious side part dominate the red carpet these days. Just Google “Old Hollywood hair.” But long before Sienna Miller and Amanda Seyfried, there was Veronica Lake. Her locks encapsulated the era of 1940s glamour: mature, polished and never too fussy. No wonder celebs still mimic it by the droves.

Sarah Jessica
Parker

Sex And The City, 1998 to 2004

You know it by heart: a few unmistakable bars of opening music, shots of the New York City skyline and a head of perfectly imperfect tousled blonde curls. Sarah Jessica Parker’s Carrie Bradshaw is the ultimate style icon of the ’90s, with hair to match. SJP’s naturally curly tresses were the perfect accoutrement to Carrie’s over-the-top ensembles--bouncy, fun and totally endearing.

Farrah
Fawcett

Charlie’s Angels, 1976 to 1980

Farrah Fawcett was the classic California dream girl, and her hair--flipped back with loose curls--was equally dreamy. In the ’70s, everyone from preteen roller skaters to full-grown disco divas tried to re-create the look. And as they all found out, it takes a skillful cut, some extensions, hot curlers and a can of Elnett hair spray.

Ali
MacGraw

That ’70s Center Part

All that prepping and preening can get old. Sometimes we just want to channel the effortless, all-American beauty of Ali MacGraw in 1970’s Love Story. The center part, the thick texture, the glossy mane. We coveted it all…and spent years (and a small fortune) using thickening spray.

Brigitte
Bardot

Hair With A Certain Je Ne Sais Quoi

Brigitte Bardot’s mane. It murmurs “groovy French fox.” The actress was an innovator of Big Hair, with streaming blonde waves framing her face and décolletage. Long and loosely layered, it was versatile enough to be piled onto the crown for a can-can-girl effect or back-combed close to her head with long cascading tendrils. And those bangs--we’ve never seen anyone make grown-out bangs look so come-hither.

Try
It
Out

Beautified The bad news: You needed a bang trim, like, yesterday. (We don’t know how you do it, Ms. Wintour.) The good news: You can book one today--as in, 10 minutes from now--through the new salon booking app Beautified. iTunes, Free

Jennifer
Aniston

The Rachel, 1995

Raise your hand if you had this hairstyle in the ’90s. Who didn’t? “The Rachel” was a shoulder-length study in layers, with lots of body, a messy part and highlights that framed Aniston’s heart-shaped face. The actress has since said she hated it, but we can’t deny there was something sexy about the cut that inspired a million copycats. Would we do it again? Maybe. Minus the highlights and the theme song.

Jackie
Kennedy

Camelot, 1963

You can’t have any sort of list of iconic style without including the refined yet youthful Mrs. Kennedy. The former First Lady oozed class, and it went far beyond her pillbox hats. Her signature look--demure waves set right at the base of her neck--went from the East Room of the White House to the back porch in Hyannisport without a hitch.

Lauren
Bacall

The Big Sleep, 1946

Whenever we want the look of classic film-noir tresses, it’s Lauren Bacall that we’re channeling. The key here is that the roots are lifted in the front, as opposed to lying flat on the head á la Veronica Lake. The cut is what we currently call a “lob,” and the style can be achieved using pin curls. But good luck attempting this one on your own. You may need a few YouTube tutorials.

Audrey
Hepburn

Breakfast At Tiffany’s, 1961

Whether captured in one of her famous films or by 1950s paparazzi as she strolled through the airport, each of Hepburn’s hairstyles epitomized an entire decade--from the androgynous crop in 1953’s Roman Holiday to the much-copied chignon she wore in 1961’s Breakfast at Tiffany's. Choppy, super-short bangs will always remind us of her.

Marilyn
Monroe

Some Like It Hot, 1959

Marilyn Monroe’s spun-sugar platinum tresses (a softly curled cap of blonde) never detracted from the sex bomb’s overall look. The hair is like Marilyn herself--a little teasing and somewhere on the line between easy and elegant.

Anna
Wintour

The Bangs That Rule An Industry

Vogue magazine’s infamous editor in chief has kept her trademark crop for roughly 40 years, and that speaks volumes. Short, straight and slightly severe, it means business and so does she. Regardless of the changing hemlines and rising heel heights, one thing in fashion remains consistent: Wintour's bangs.

Try
It
Out

Hairstyle Wizard Your face, Jessica Chastain’s glossy auburn waves. This easy-to-use app is the GIFyourself of celeb hairstyling. We always wondered what we’d look like as a blonde. iTunes, Free

Meg
Ryan

The Shag Heard Round The Rom-Com World, 1991 to 1999

Was it the adorable awkwardness or the ever-ruffled ’dos that kept us coming back for more Meg Ryan? (She starred in 16 movies between 1991 and 1999.) The actress’s hair ran the gamut from a peroxide mullet in Top Gun to a near-Pentecostal pullback in Sleepless in Seattle, but it was this piece-y shag of the ’90s that reached icon status. The cut was sassy and free-spirited.

Victoria
Beckham

Posh Spice Updates Her Bob, 2007

Everything about Mrs. Beckham is just so. Honestly, have you ever seen her looking even the least bit disheveled? Her asymmetrical bob is always perfectly shaped (voluminous in the back, piece-y in the front) and looks as if there isn’t a single strand out of step. A power cut if we’ve ever seen one.

Barbra
Streisand

The Au Courant Bouffant, 1966

Prior to the 1968 Funny Girl curled updo, Babs sported a super-short, straight ’do featuring large side bangs in the front and a sleek pixie style in the back. She would even add some volume with a kitschy hairpiece and dubbed it her “easiest” hairstyle to date.

Pam
Grier

Foxy Brown, 1974

Pam Grier made a name for herself by playing strong, kick-ass characters, making equally fierce hair a necessity. Pam’s Afro was big and bold, wild and crazy, but always perfectly shaped. Foxy Brown became a symbol of empowerment and pride--and an icon for sexily battling villains.

Rihanna

Good Girl Gone Bad, 2007

Rihanna is a rebel rock star who never shies away from controversy, and this cropped style is all about contradictions. Shaved close in the back, with a long shock of bangs hanging over one eye, the cut gave the singer the look of a hot skateboarder--but she maintained femininity with eye makeup and pink lips. It takes guts to pull off a style like this, but if anyone can do it, it’s RiRi.

Twiggy

A 15-Year-Old’s Pixie, 1967

That sideswept pixie cut, that lanky boyish figure and those spidery lashes framing huge doe eyes: Twiggy’s mod look defined the Swinging Sixties. She was just 15 when she debuted the cropped ’do and ushered in a new standard of youthful sophistication. Short hairstyles can walk a fine line between city chic and soccer mom, and the secret to Twiggy’s success was simplicity. No layers, no streaky highlights--just a sleek cap of healthy hair.

Try
It
Out

Bangstyle The premier social network for hair lovers, this Pinterest-y app lets you upload styles, browse for inspiration and “stalk” your favorite stylists and salons. Our first search? Sally Hershberger and the “Meg Ryan.” iTunes, Free

Demi
Moore

Ghost, 1990

The woman may look as if she just stepped out of a Pantene Pro-V commercial today (seriously, does she eat nothing but protein?), but the hairstyle we can’t get out of our heads is that boyish crop she rocked in Ghost. Fringe bangs work for you, Demi. But then again, so does a bald head.

Michelle
Williams

For Heath, 2007

When we think of a signature pixie, second to Twiggy is the adorable Michelle Williams. Her textured, often sideswept style frames her oval face, and we can’t imagine her ever going long again. Another reason Williams likes to keep it choppy? It’s a tribute to the late Heath Ledger. She once claimed that her former flame and the father of her daughter was the only straight man who ever liked her hair short.

Halle
Berry

The Hair-Gel Enthusiast

Halle Berry’s spiky, artfully mussed pixie was genius for setting off the symmetry of her gorgeous, almost-too-perfect face. Halle is a serious and passionate actor (who could forget the raw emotion of that acceptance speech at the 2002 Oscars?), but this style showed the star in a different light: It was a glimpse at her playful, edgy side.

Sinead
O’Connor

Nothing Compared to This, 1990

We gasped when Britney shaved her head, but she wasn't the first star to hit the razor. Sinead O'Connor debuted her shorn locks nearly two decades earlier as a challenge to conventional beauty (chart toppers at the time included Celine Dion and her Canadian tresses, as well as Dolly Parton, who had the biggest, um, hair in the biz). The uber-dramatic look fit perfectly with Sinead's rebel image--though the killer brows and bone structure didn't hurt.

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Now tell us: Who's your favorite hair icon? And who did we miss?