By Megan Riedlinger
5:08am PST, Dec 6, 2018
Partyin' like it's 1999! Twenty years ago, the Golden Globe Awards red carpet was filled with plenty of sparkle and shine. Ahead of the 2019 Golden Globes on Jan. 6, we're heading back in time to check out all the fashion. First up, "Shakespeare in Love" star Gwyneth Paltrow! She might have taken home the award for best actress in a musical or comedy that year, but she certainly didn't win top honors with her style game in this snooze-worthy black top and matching cardigan with a wrinkly, iridescent skirt. Next up? A look at her date that night…
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Bandeau tops were all the rage in the late '90s, so Keri Russell was totally on-trend with this look. The "Felicity" star donned an orange one with a matching skirt complete with an embroidered overlay. To finish things off, she added a pair of dressy sandals. This quirky yet impossibly 1999 look proved to be a good luck charm, as she took home the award for best actress in a drama series that night.
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How cute are they?! Less than two years after they tied the knot, Sarah Jessica Parker, in a shimmering (albeit wrinkly) pale blue gown, and Matthew Broderick attended the Golden Globes together. Sarah was up for best actress in a comedy or musical TV series for her work on "Sex and the City" for the first time.
Julianna Margulies didn't take home a Golden Globe statuette for best actress in 1999, but her beautiful ball gown deserved its own award. The "ER" star selected a strapless black confection complete with metallic embellishments and plenty of tulle, which she topped with a matching black tulle shrug.
Big winner of the night Angelina Jolie donned a sparkly halter-style number on the 1999 Golden Globes red carpet. The star won the trophy for best actress in a miniseries or TV movie for her work in "Gia" later that night. Her date? Brother James Haven. (This was a year before their infamous kiss at the Academy Awards.)
Lady in red! Jane Seymour donned this lovely red velvet number on the red carpet at the 1999 Golden Globes. From the sweetheart neckline to the bell sleeves and tie detail up the bodice, this rich design was full of personality. She added gemstones of a similar color to finish off this winning look.
Remember this couple? Billy Bob Thornton and Laura Dern were a well-dressed duo at the Golden Globes in 1999 — Billy in a simple, sharp black suit and Laura in an icy blue frock. Both stars had big nominations that year — Billy for best supporting actor for his dramatic film "A Simple Plan" and Laura for best actress in a miniseries or TV movie for "The Baby Dance."
T-shirts and full-length skirts were big in 1999 — even at award shows. Meg Ryan jumped on the bandwagon at the Golden Globes that year, putting her own spin on the look. The "You've Got Mail" star went with a gray short-sleeved top and a full yellow skirt. Fellow shirt-and-skirt-wearer Gwyneth Paltrow beat her out in the best performance in a movie musical or comedy category.
"Ally McBeal" actress Courtney Thorne-Smith was there to cheer on her show — which won best comedy or musical TV series — in 1999. Courtney also wore a casual top-and-long-skirt combo for the occasion.
Christina Ricci was nominated for best actress in a musical or comedy for her work in "The Opposite of Sex" back in 1999. She sported this slinky, fully embroidered gown with spaghetti straps and to keep warm that cool January night, she topped things off with a fur shawl, channeling Old Hollywood.
It was blue on blue for Jim Carrey, who donned a navy blue suit with a midnight blue dress shirt. Jim took home the best actor trophy that night for his uncharacteristically serious work in "The Truman Show."
Kim Basinger's red carpet look wasn't conventional, but we sort of loved it! The star donned a white sleeveless mock turtleneck with a black tea-length skirt and accessorized with a floral-emblazoned clutch and black suede shoes to finish off her elegant, sophisticated ensemble.
In 1999, Charlize Theron was dating Third Eye Blind singer Stephan Jenkins. Stephan accompanied Charlize to the Globes where she rocked a sparkly black sequined number while he donned an equally shimmery suit jacket with a gray dress shirt.
We love a grand entrance! All eyes were on Lara Flynn Boyle as she arrived at the 1999 Golden Globes ceremony rocking this long-sleeved white satin dress complete with a white feather boa.
Wow, Jamie Lee Curtis! The star attended the '99 Globes wearing a strapless frock that featured floral embellishments on the bodice and gave way to a full skirt complete with a train! Finishing things off? Shoes that matched her dress shade exactly.
"Ally McBeal" actress Portia de Rossi was the belle of the ball at the 1999 Golden Globes thanks to this shiny ball gown complete with an iridescent tulle skirt.
Continuing with the shiny dress trend, "Jesse" star Christina Applegate sported an equally shimmery getup. Though she lost out in her category that night, best actress in a TV music or comedy series, she won a spot on best dressed lists with her strapless pink frock that gave way to a floral embellished skirt. We especially loved the addition of that matching shawl.
Our favorite part about Jenna Elfman's 1999 Golden Globes look? No, it wasn't the hairstyle (why, Jenna?!) but the sweet white floral detailing on the bodice of her glamorous black velvet gown. For that, we can almost forgive her for that funky hairdo. The "Dharma and Greg" star took home the prize for best lead actress in a TV comedy or musical series that night.
Kelsey Grammer attended the '99 Golden Globes with then-wife Camille Grammer. The best actor in a comedy or musical series nominee for his work on "Frasier" wore some pretty ill-fitting gray dress pants with a black jacket while future "The Real Housewives of Beverly Hills" star Camille went with a signature red dress.
Calista Flockhart was a massive star in the late '90s thanks to "Ally McBeal." The best actress in a TV comedy or musical series in 1999 donned this chic black-and-white ensemble for the occasion complete with a scarf-like wrap detail along the neckline and a white mermaid-style skirt.
We never realized we had Roma Downey to thank for inspiring our 2000 winter formal dress! The "Touched by an Angel" star went with a strapless, shiny navy blue taffeta number and finished things off with gloves, heels and a clutch all in the same shade. Unfortunately for Roma, just like the outfit, she didn't end up a winner that night. She lost to Keri Russell in the best actress in a drama series category.
Meryl Streep went with a super-simple buttoned-up black getup at the Golden Globes in 1999, but she showed up with an excellent accessory — her mom! The best actress in a drama nominee for "One True Thing" brought along her mother, Mary Wolf Wilkinson, to the special event.
Sometimes a simple black dress is best. Just take Cate Blanchett's 1999 Golden Globes look, for example. The star won the prize for best actress in a movie drama for her portrayal of Queen Elizabeth I in "Elizabeth" and racked up a big win in the style department at the same time thanks to her elegant black dress featuring super-thin spaghetti straps and beaded detailing.
Back in 1999, John Travolta arrived at the Golden Globes in all-black garb alongside wife Kelly Preston, who opted for an ivory Renaissance-inspired gown. That year, John was nominated for best actor in a movie musical or comedy for his work in "Primary Colors." (He lost out to Michael Caine.)
"Ally McBeal" star Jane Krakowski's look sure popped on the red carpet. The neon yellow hue stood out in a sea of black dresses and suits, landing the best supporting actress nominee on many best dressed lists.
Hollywood power couple Tom Hanks and Rita Wilson rocked black on the red carpet, with Tom opting for a blue dress shirt, tie and buttons to spice up his black suit. Rita went with a black tank top and dress pants, complete with sparkly embellishments down the side. Tom was up for best actor in a drama for his work in "Saving Private Ryan" that night. He lost out to Jim Carrey.
Eek! Cameron Diaz, who was up for best actress in a musical or comedy for "There's Something About Mary" in 1999, wore the most puzzling ensemble on the red carpet. From the odd tassel necklace to the off-the-shoulder floral dress to the pants underneath, we just have a lot of questions for Cameron. Equally befuddling? That messy hairstyle. Was she channeling her film character's iconic scene? We may never know…
In 1999, Christopher Reeve was up for best actor in a miniseries or TV movie for his work in "Rear Window." Though he lost that night, he still looked incredibly dapper in this printed vest and sharp black suit. Wife Dana Reeve looked radiant in a shiny gray spaghetti-strap dress, which she topped with a yellow shrug.
Susan Sarandon borrowed a little bit from the boys when it came time to dress for the 1999 Golden Globes. Her black tuxedo gown featured lapel-like detailing on the bodice and a button at the waist. She was nominated for best actress in a drama for her work in "Stepmom" but lost out to Cate Blanchett.
Pretty in pink! Laura Linney donned a sparkling pale pink confection and topped it off with a matching shrug with fur trim at the 1999 Golden Globe Awards.
Stockard Channing went with a gray knee-length frock at the 1999 Golden Globes and topped it with a shiny jacket that matched the embellishments on the dress. She finished things off with black pointy-toe heels. The star was up for best actress in a miniseries or TV movie for her work in "The Baby Dance."
Warren Beatty and Annette Bening arrived in style to the Golden Globes, both donning black pantsuits. 1999 was a big year for Warren, as his film "Bulworth" was up for best musical or comedy and he himself was nominated for best actor in a musical or comedy as well as best screenplay for writing the flick.
Camryn Manheim also donned a sparkly metallic getup for the '99 Globes. The floral detail and matching shrug were elements that were all the rage on the 1999 red carpet. But Camryn wasn't just on-trend in the fashion department — she also took home a best supporting actress trophy for her work on "The Practice" that year.
Well, they are called the Golden Globes, after all! Laura San Giacomo opted to wear the award show's signature color in the form of a low-cut, fitted gown accessorized with a sparkly gold clutch and gold sandals.
Best supporting actress in a miniseries or TV movie winner Faye Dunaway went with this black confection at the 1999 Golden Globes. From the halter-style neckline to the sparkly bodice that gave way to a shiny black skirt — complete with a thigh-high slit — this look was eye-catching. The "Gia" star finished it off with a black shawl and black pumps.
Marg Helgenberger brought plenty of blue sequins to the red carpet back in 1999 in the form of this pretty figure-hugging gown.
Alfre Woodard brought fun pops of color to the red carpet in 1999. Her black dress was anything but boring thanks to its studded multicolored embellishments in geometric shapes.
Jodie Foster's spaghetti-strap confection featured delicate floral embroidery and paired well with silver heels and a matching clutch.
Then-couple Antonio Banderas and Melanie Griffith attended the Globes in 1999 wearing matching black ensembles. Antonio wore a sleek suit and tie while Melanie donned a floor-length dress with a shrug over her shoulders. That year, he was nominated for best actor in a musical or comedy for his work in "The Mask of Zorro."
Christine Lahti went classic at the '99 Globes, donning this sparkly black boatneck frock with three-quarter sleeves.
Funnyman Robin Williams decided to go sans tie at the Golden Globes in 1999. That year, he was up for best actor in a musical or comedy for "Patch Adams."
"Felicity" star Tangi Miller looked divine in a glamorous purple off-the-shoulder confection at the 1999 Golden Globes.
Kathy Bates donned all black at the 1999 Golden Globes. The star, up for best supporting actress for her work in "Primary Colors," wore a sparkly, dressy top with pants and topped things off with a black jacket.
A year after her film "Titanic" crushed award season, Gloria Stuart showed up at the 1999 Golden Globes looking elegant in a floor-length multicolored frock with a shawl overtop.
Jimmy Smits attended the '99 Golden Globes with his longtime partner, Wanda De Jesus, who wore this pretty purple number. The "NYPD Blue" star lost out in the best actor in a drama series category to "The Practice" star Dylan McDermott later that evening.
TV host Nancy O'Dell attended the 1999 Golden Globes in this slinky white design featuring a thigh-high slit.
