Oscars 2019: The Most Important Celebrity Red Carpet Looks from Hollywood’s Biggest Night

Juliette Lewis + Brad Pitt

We tend to think of Angelina and Jennifer as Brad’s two big loves, but before them (and Gwyneth) came Juliette Lewis. The two dated for four years when they were both on the cusp of total stardom. These two just might be tied with Johnny Depp and Kate Moss as the most ’90s couple that’s ever existed.

Michael Jackson + Brooke Shields

A budding supermodel and a global pop sensation? It’s kind of a Hollywood match made in heaven, just like Brooke's curls. That dress on the other hand? We’re not so sure.

Matthew Broderick + Jennifer Grey

As much as we’d like to believe Sarah Jessica Parker was Matthew Broderick’s one and only, this couple makes a lot of sense. The two were both the main characters in epic teen ’80s movies – we’ll just forget about the fact that they played brother and sister in one of them…

Jake Gylenhaal + Reese Witherspoon

Dang, why didn’t this couple work out again? Oh right, probably because that much wonderfulness packed into one couple would make the world explode. But they sure did look good together!

Drew Barrymore + Corey Feldman

Feldman once said that his first date with Drew was arranged by her mother when she was 10 and he was 14, because apparently Barrymore had a huge crush on him. They later dated briefly (this time for real) in 1989, when Drew was a teenager. Unfortunately, he was heavily into drugs during that time and she was trying to stay sober after multiple stints in rehab, so it didn’t last long.

Winona Ryder + Christian Slater

Here’s to hoping this relationship ended a little more amicably than it did for their Heathers characters.

Julia Roberts + Kiefer Sutherland

It was supposed to be one of the biggest Hollywood weddings ever, and then all of a sudden, Julia called it off. Tragic. At least we have this red carpet moment to remember the couple by.

Stacy Keibler + George Clooney

Now that Amal is in the picture, it’s hard to imagine George with anyone else. But before that British vision of elegance came Stacy Keibler, the stunning professional wrestler and George’s beau for two years.

Who’s your favorite throwback red carpet couple? Share with us on Twitter @BritandCo.

Did You Know This Fun Fact About the SJP & Matthew Broderick?

Sarah Jessica Parker and Matthew Broderick have known each other since 1991 — that's over 30 years! They've known each other and been married since 1997. SJP and Matthew Broderick also share three kids together whose names are James, Tabitha, and Marion. We just love their love and can't wait to tell you all about it below so keep reading!

A Full Relationship Timeline of Sarah Jessica Parker And Matthew Broderick's Love Story

November 1991/January 1993 — Sarah Jessica Parker and Matthew Broderick Meet

The two actually met through Parker's brothers who ran a local theatre in New York City. SJP was visiting the theatre to see her brothers' play and Broderick had recently directed a play at the very same theatre. The two met and a couple months later, Broderick sweetly left her a voicemail which led to the romance! We love a direct man!

After almost two years of dating, the new couple attend their first Golden Globes red carpet together on January, 23 1993 in Beverly Hills.

March 1996 — Sarah Jessica Parker and Matthew Broderick Work Together For the First Time

The two take their chemistry to the stage! After dating for five years, they decided to work together on Broadway for a play, How to Succeed in Business Without Really Trying. This was their debut of working together and it was so sweet!

May 1997 — Sarah Jessica Parker and Matthew Broderick Tie the Knot

The two finally get married after years of dating! They ended up doing a surprise ceremony for all of their closest friends and family to enjoy while SJP's sister officiated the ceremony. Sarah Jessica Parker didn't even wear white on her wedding day — what would Carrie think?

She later told Marie Claire in an interview, "I wore black on my wedding day, and I really regret that," Sarah Jessica Parker says. "I was too embarrassed to get married in white, and both Matthew and I were reluctant to have people pay so much attention to us. Which is ridiculous, because that's when you can relish the attention, when it's natural. We treated it like it was a big party on a Monday night, and I regret it."

But it definitely wasn't bad luck to not wear white because the couple is now revered for having one of the longest lasting marriages in Hollywood!

August 2002 — Sarah Jessica Parker and Matthew Broderick Are Expecting Their First Child

Sarah Jessica Parker was pregnant with her first son during filming for the fifth season of Sex and The City (although the wardrobe department did a great job at concealing the pregnancy for Parker's on-screen character). The couple remained very private throughout their whole pregnancy and birth.

September 2004 — Sarah Jessica Parker Wins Her First Emmy Awards

Sarah Jessica Parker won an Emmy Award for her role in our favorite show, Sex and the City. She thanked her three cast members in her speech and then went on to thank her family, including Matthew, who was of course sitting in the audience proudly watching her experience this incredible moment.

November 2006 — Sarah Jessica Parker And Matthew Broderick Are All Family

As it turns out, talent runs in the family as Matthew's mother, Patricia Broderick, was a well-known artist and playwright. Here they are pictured at an art show in New York that was honoring the late artist who had passed away a few years before this. Keeping family close is clearly important to the couple, as they remain a tight-knit family unit even now.

June 2009 — Sarah Jessica Parker and Matthew Broderick Have Twins

In 2009, the couple welcomed twins! Holy moly! The former group of three became five with the birth of their sweet twin babies. The twins are now in high school, believe it or not! Broderick said of the twins being super close on Live with Kelly and Mark, "When it was time to decide for real," Matthew explained, "they were like, 'No, we're going to the same high school.'"

March 2010 — Sarah Jessica Parker and Matthew Broderick Attend The Oscars

The pair showed up to stun at the 82nd Oscars together. They looked fabulous, in no surprise to anyone. In this photo, the pair had been together for around 17 years.

September 2011 — Sarah Jessica Parker Talks Parenthood

Fast forward to 2011 where their oldest is a toddler and the twins are still very young. We can't imagine the busy-ness for SJP and Broderick, balancing life and work while having three young kids under the age of five! SJP told E! that "Everyone should be scared of motherhood." She goes on to elaborate that, "It's good to be scared. You should be! Love is scary and friendship is scary and children, even more so." Well that we can definitely agree with!

June 2016 — Sarah Jessica Parker And Matthew Broderick On "Conscious Coupling"

The couple ditched their shared home and instead opted for two adjoining yet separate townhouses to create a better space for "conscious coupling" which allows them to work harder on their marriage and commitment to each other. They made the move as an effort to allow some individuality but still be a united front when it comes to their commitment to their marriage and staying together.

February 2020 — Sarah Jessica Parker and Matthew Broderick Star on Broadway Together

The showbiz stars paired up once more to do a show on Broadway in 2020! They reunited on stage together in Neil Simon's Plaza Suite play. SJP said of the experience in an article to the Hollywood Reporter, "I think we were more so thinking about the play, like, “How are we going to do this?” And I only thought about being concerned when people ask us, “Are you concerned that this is going to be harmful to your marriage?” And then I was worried. “Well, should we be?” We’ve never spent this much time together ever, even before we had kids." She later went on to say that despite it being strange to navigate that it was still a great experience to spend time together working!

December 2021 — Sarah Jessica Parker Premiers And Just Like That

And Just Like That, the show is back! SJP showed up in a stunning outfit with her sweet son and husband to support the return of her iconic show. She walked the carpet to celebrate her work with the two men in her life. It was a family affair!

Current Day — Still As In Love As Ever

While on Howard Stern's show recently, Sarah Jessica mentioned that her and Matthew Broderick haven't been apart since they met over 30 years ago. She said they have, "never spent a night apart since then, with the exception of work on location, or his mother was ill for a bit so he went to take care of her, but from that first night, we’ve never been apart.”

What else does she have to say about him after all these years? "It seems so silly, but I think you're very lucky if you like the person," she told People. "I still just really like him. I'm sure I annoy him and he annoys me, but I literally learn about him every day. I'm like, 'You're doing what? You're reading what?'

"I think marriage has a lot of vitality," she added. "If you're fortunate, it's like this dazzling organism."

We couldn't have said it better ourselves, SJP! This is a marriage that we are definitely still rooting for after all these years!

When did speculations about 'The Simple Life' reboot begin?

Peacock first shared a video clip on Instagram that hinted something special involving Paris Hilton and Nicole Richie is coming in May. A nostalgic TV set with a black and white screen can be seen while our favorite duo's voices can be hearing saying, "Sanasa, Sanasa."

Peacock captioned the post, "New Era. Same Besties. Coming soon to Peacock," and fans could barely contain their excitement. Even celebs like Naomi Campbell and Katy Perry commented on these hot vibes.

Then Paris Hilton took to her own Instagram to share more about what fans could expect. She said, "As some of you may know, we are doing a reunion special to celebrate 20 years of our show The Simple Life and it's been so much fun."

Actress Selma Blair shared how much she's looking forward to this by commenting that she's "living for this."

So are we!

What was 'The Simple Life' about?

The Simple Life showed Paris Hilton and Nicole Richie as they basically traded their wealthy lifestyles for 'everyday' living. Cameras followed them from fast food jobs to dealing with getting out of sticky situations they'd supposedly never experienced. Needless to say, it was hilarious, iconic, and instant reality TV gold.

How long was 'The Simple Life' on air?

The Simple Life was on air from 2003 to 2007 with five successful seasons. It seemed like it wasn't going to be hit at first, but it defied expectations. By how much you ask?

According to reporting from The Cut, somewhere around 13 million viewers tuned in to watch Paris Hilton and Nicole Richie's oddball take on daily life. That's a pretty huge deal if you ask us!

When will 'Paris & Nicole: The Encore' debut?

Paris & Nicole: The Encore will premiere on Peacock December 12! The two were previously seen at a Sonic drive-thru yesterday so it can be assumed filming is underway (via People)!

Sporting partial Sonic uniforms, Paris Hilton and Nicole Richie added accent pieces that match their signature flairs. Paris wore a pair of reflective sunglasses, silver sequin heels, and added a pink flip phone to front of her blue apron. Nicole wore gold hoops and a pair of slingback pumps alongside her hotdog mascot costume. That's hot (dog).

How does Paris Hilton and Nicole Richie feel about reuniting for a reunion special?

Paris Hilton has expressed how much she loves to be sharing the screen with Nicole Richie again. "I'm so excited to be doing this with Nicole on Peacock. Nicole has been my best friend since we're 2 years old, every memory that I have is with her," (via E! News).

Nicole also posted a few throwback moments from The Simple Life on her Instagram, but the most notable one is the video mashup of them singing "Sanasa, Sanasa" over and over. "20 years ago, not only did we become television stars… we became song writers. Happy Anniversary Sill @parishilton#TheSimpleLife#sannnasaaaaa" she wrote in the caption.

What have Paris and Nicole said about their reunion special?

Paris Hilton and Nicole Richie sat down with W Magazine to let the world know the Paris & Nicole: The Encore show is on its way! Not only that, but fans can expect to see an Opera version of the show they fell in love with two decades ago. Paris said, "The idea of the opera was unexpected" while Nicole chimed in with, "What people need, even though they don't know it yet, is for 'Sanasa' to be an opera.'"

The two besties came up with the idea via a series of texts that started off as ideas between them. Nicole said everything "came up organically" for the two and we can only imagine the memories this brought up for them. OG influencer Paris even talked about how The Simple Life was an "important show in pop culture history" and we couldn't agree more!

Nicole truly wants people to enjoy themselves while watching Paris & Nicole: The Encore and "find the same joy" she had while filming it. According to Paris, she feels what they have is "magic" because "there's just so much history behind it."

It's not every day that you can get to have fun with your best friend while coming up with long-lasting memories that contribute to pop culture, but Paris and Nicole have always danced to the beat of their own drums. Now we'll get to see them in action again!

Watch The Trailer For 'Paris & Nicole: The Encore'