Stylish
Modern Boho model turned actress
Joy Bryant shines in a floral-print floor-length gown—a trend we think we'll see a lot of come spring. She made a name for herself on the runway as a model for Tommy Hilfiger and Victoria's Secret before gaining widespread attention as an actress with her roles in
Antwone Fisher ,
Get Rich or Die Tryin' , and
Bobby , for which she received a SAG nomination.
Kathy Ireland was a
Sports Illustrated Swimsuit edition mainstay for more than a decade. She traded in her bikini for a more
Classic Sophisticate style wardrobe as she became a red carpet regular, courtesy of her roles in shows like
Boy Meets World ,
Melrose Place ,
Suddenly Susan and films including
Mr. Destiny and the holiday themed
Once Upon a Christmas .
Global superstar and stunning style icon Aishwarya Rai began modeling in the ninth grade, and by 1994 she won the title of Miss World. She continued to work as one of India's top models before starring in over 30 Bollywood films and the 2009 comedy The Pink Panther 2 . She favors a classic wardrobe that always incorporates a bit of sophisticated glamour.
Andie MacDowell knows how to command attention on the red carpet, especially in a little black dress that hugs her in all the right places. The Golden Globe-nominated actress and star of popular films including Sex, Lies, and Videotape and Groundhog Day was a hugely successful model in the early 1980s, appearing on the pages of Vogue and in campaigns for Yves Saint Laurent, Vassarette, Armani perfume, Sabeth-Row, Mink International, Anne Klein, and Bill Blass, as well as TV commercials for Calvin Klein.
Contemporary Chic Rebecca Romijn, also showing off floral prints, was one of Victoria's Secret and
Sports Illustrated 's most popular models before becoming comic book character Mystique in the
X-Men movies and landing roles in hit TV shows like
Ugly Betty .
One of Modelinia's
best dressed Modern Bohos ,
Milla Jovovich began modeling at the young age of 11 and has appeared on countless runways and in the pages of magazines ever since. Though she had nabbed roles in many movies, her big break came in 1997 with
The Fifth Element and she has since taken on butt-kicking roles in films like
Resident Evil in between starting her own fashion label and becoming a mom.
Model turned actress Estella Warren is embracing the
military jacket trend , wearing hers
Rule Breaker style with red heels and black tuxedo pants. The star of movies like
Planet of the Apes with roles in hit TV shows including
That '70s Show , Estella started modeling in 1996 and has appeared on the pages of
Sports Illustrated ,
Vanity Fair ,
Elle , and
Vogue , landing cover spots on
Cosmopolitan and
GQ .
Famke Janssen, a true Modern Boho in a pretty layered pink dress, began modeling in her native Amsterdam before moving to New York to launch her career and continue her education at Columbia University. Within weeks she was working with Yves Saint Laurent and Chanel. Her acting career began in 1992 with the film Fathers and Sons , and by 2002 she had over 20 films under her belt, including the X-Men movies alongside fellow model turned actress Rebecca Romijn.
Golden Globe-nominee Demi Moore, picture-perfect in a black cutout wrap dress, actually dropped out of high school to move to Europe to follow her modeling dreams. In 1985 she became a member of the Brat Pack when she starred in St. Elmo's Fire . The rest is model turned actress history.
Before she starred in films like Jungle Fever , Catwoman , Swordfish , and won an Academy Award for her role in Monster's Ball , Classic Sophisticate beauty Halle Berry was Miss Teen All-American in 1985, was crowned Miss Ohio in 1986, and was runner-up for Miss USA that same year. Following her beauty queen success, she modeled for several years, appearing in print and TV ads. Halle has no doubt made a name for herself, and she always chooses outfits that make a statement without revealing too much. We love the alluring yet appropriate deep-V neckline of her dress, proving that sophisticated can still be sexy.
Oscar winner Charlize Theron began her modeling career at 16 when she won a local modeling contest in her native South Africa. She quickly found herself in Milan and then New York, but a year later, she set her sights on L.A. Charlize has been stealing the show ever since, not only for her stellar on-screen performances, but also for the keen fashion sense she displays in outfits like this boho-chic golden gladiator dress.
Cameron Diaz started her career as an Elite model at the young age of 16, appearing on magazine covers and in ads for Calvin Klein and Levi's. It was her 1994 role alongside Jim Carrey in The Mask that transitioned her success from model to actress. All she learned in the fashion world was not lost, though: She remains one of Hollywood's best-dressed stars, pulling off Contemporary Chic looks like this horizontal-stripped nautical-style dress one night and embracing Modern Boho jeans and tees the next.
A model with 10-plus years in the business, Canadian born-and-bred beauty
Noot Seear is famous for posing as Mona Lisa in ads for Yves Saint Laurent, as well as for her work with designers like Calvin Klein and Vera Wang. She credits her longevity in the biz with never being overexposed and hopes to have the same success with her new career: acting. She made her silver-screen debut in
New Moon , the second installation of the
Twilight saga, this past fall.
A former Click model who appeared on the covers of Glamour and Rolling Stone , Uma Thurman made her movie debut in 1987 and has been consistently landing roles—and box-office hits—ever since. The eccentric actress used to favor a Modern Boho style—she wore only loose, baggy clothes for an entire year after her role in Dangerous Liaisons —but these days seems to be transitioning into Classic Sophisticate territory.
Modeling is in Liv Tyler's genes. Her sister Mia Tyler is a fashion model for Lane Bryant and Liv herself started her career as a model at 14. But she was bitten by the acting bug at 15, and by 17 she had appeared in her first film, Silent Fall . She went on to appear in Empire Records the following year and had roles in That Thing You Do! , Stealing Beauty , Armageddon , and Lord of the Rings . A true rock star's daughter, Liv is a total Rule Breaker, taking to the red carpet in daring outfits like this lacy LBD.
Contemporary Chic model turned actress Bridget Moynahan could be found on the covers of Glamour , Elle , Vogue , Self , and Fitness before she turned her attention to acting in films like I, Robot , The Recruit , Serendipity , and Coyote Ugly , catching everyone's attention as Carrie's rival and Big's wife in the fashion-focused series Sex and the City . But despite the high fashion that goes hand-in-hand with celebritydom, Bridget knows the importance of a good pair of jeans!
The transition from modeling to acting came by way of
Las Vegas for
Sports Illustrated model
Molly Sims . One of Modelinia's
best dressed Classic Sophisticates of 2009, she appeared on the popular running TV show from 2003 to 2008, and recently launched her own jewelry line called Grayce by Molly Sims.
