GWYNETH PALTROW: 2011
While Nina Dobrev's gown had jaws dropping, Gwyneth's Emilio Pucci number had eyebrows raising, thanks to the bare midriff and open back – a bold pick for the mom of two. While we're still split about whether exposed abs belong at a black tie event, we all agree that if anyone can pull it off, it's Gwyneth.
GWYNETH & CHRIS
Paltrow has remained Martin's No. 1 fan since she gave him her number backstage at a Coldplay show in 2002, just a year before they married in an intimate Santa Barbara, Calif., ceremony. Announcing their split on March 25, 2014, via Paltrow's Goop blog, they promised to put their two children (Apple, 10, and Moses, 8) first, adding, "We are, however, and always will be a family."
From: Stars' Shocking Breakups
Sun, sand, sky… It's easy to get vacation FOMO while looking at this idyllic beachy pic of Team Paltrow in the Bahamas. No wonder the actress feels so fortunate. "#tbt #luckiestmomever #exumas," enthused the actress of her seaside cuddle with kids Moses, 8, and Apple, 9.
A month before turning 22 on Feb. 27, Chelsea looked at ease – alongside Gwyneth Paltrow and Madonna – at a 2002 Versace show in Paris. Between whispers with her front-row pals, she exclaimed "wow" as models sashayed down the runway. But it was the former First Daughter – debuting a sleek new bob, smoky eye makeup and a chic Versace pantsuit – who sparked that reaction from the fashion in-crowd.
GWYNETH PALTROW, 1996
If Gwyneth's Goop newsletter had existed 18 years ago, we imagine she would have written about how chic it is to pair animal-print coats with button-downs and maxis. And she'd probably do a limited-edition Gwyn x Converse collection.
GWYNETH & CHRIS
If Paltrow and soon-to-be ex Martin are the example of what conscious uncoupling looks like, well, it doesn't look so bad. Just one day before the couple of 10 years announced they were separating on March 25, they headed off to the island of Eleuthera in the Bahamas to escape the limelight. "I just thought they were on vacation," an observer at the North Eleuthera airport told PEOPLE. "They didn't seem happy or unhappy."
"When I'm home with my kids I'm still just Academy Award winner Gwyneth Paltrow."
– Gwyneth Paltrow, in a deadpanned joke about how her 1999 Shakespeare in Love win doesn't define who she is, in the "Reflecting on Oscar Reflections" segment of The Ellen DeGeneres Show
Maybe Gwyneth saw how well you all responded to the sequin dress she wore last week (83% approval rating!) and decided to go for an encore performance. She picks a dazzling Saint Laurent mini and pointy-toe booties for the Great American Songbook event in N.Y.C.
IN GOTH THEY TRUST
Just like angst-ridden teens, Angelina Jolie and Gwyneth Paltrow tried the goth thing at the 2000 and 2002 Oscars, respectively. Though it was par for the course for Versace-clad Jolie, who at the time was wearing Billy Bob Thorton's blood in a vial around her neck, it marked "a pretty major fashion misstep" for Paltrow, who later admitted as much in her GOOP newsletter.
Never one to miss an opportunity to remind us of her dedication to fitness, the actress wears a cobalt blue neoprene dress with a midsection cutout and black leather trim by David Koma at the Hollywood Stands Up to Cancer event in Culver City, Calif.
GWYNETH: THE ALLERGY-FREE DIET
Gwyneth Paltrow shares the restorative recipes she turns to when she needs to lose weight and boost her energy in her book It's All Good. That means cutting out foods that are deemed bad: bread, deepwater fish, chicken eggs, sugar and red meat.
THE PLAN: Gwyneth kicks off every day with a green juice pumped full of kale, apple, lemon, mint and ginger. Lunch could be a beet-greens soup, followed by a snack of almonds soaked in water (which digest better than raw) and then a BBQ chicken dinner using her own paprika-spiced recipe.
DEMI & GWYNETH
"Apple! Check out who was on my flight!" Tweeted Gwyneth Paltrow about this shot with Demi Lovato, of whom the actress's daughter is a big fan. The singer also Tweeted about the encounter, "I'm sitting in an airport lounge and Gwyneth Paltrow is across the room. Had I not seen Contagion 10 times I'd probably be excited," before adding, "Gwyneth P. is SO nice!!! She wanted a picture with ME?!!! #COOL."
GWYNETH & APPLE
The "Apple" doesn't fall far from the tree! PEOPLE's 2013 World's Most Beautiful Woman shares more than just an easy breezy style with her 9-year-old daughter. Paltrow and daughter Apple also have a similar low-key beauty routine. "When we're home sometimes, she'll put on mascara. And sometimes I'll let her wear something out to dinner – but just a little dab."
Easy-to-predict signature center-parted hairstyle, very unexpected ivory Alexander McQueen dress. The actress pairs the attention-grabbing turtleneck mini with gold peep-toe pumps and major Pomellato bracelets for the Gene Siskel Film Center Gala in Chicago.
"He said, 'Because I wanted your first trip to Paris to be with the one man who is going to love you for the rest of your life.'"
– Gwyneth Paltrow, on how her late father Bruce arranged a trip to Paris for just the two of them when she was 11 years old, to InStyle
It appears Gwyneth got bright color out of her system with her hot-pink Met Gala gown, because she wears a black-and-white Barbara Bui ensemble with spiky neutral Daniele Michetti sandals for an appearance at an Apple store in N.Y.C. to promote her new Goop "City Guides" app.