Brooke Shields became a child star when she was 12 years old, so she could certainly relate to Home Alone star Macaulay Culkin. The two hung out at a Toys for Tots benefit in 1990, the year that his blockbuster hit theaters. And for more stars who started early, here are 15 Celebrity Kids Who Are All Grown Up Now. Actor and wrestler Mr. T’s signature flamboyant style was on full display at the 1990 premiere of the Arnold Schwarzenegger flick Total Recall. Check out those matching cowboy boots! Dennis Quaid brought along his future wife Meg Ryan to the premiere of his 1990 film Postcards From the Edge. They went on to marry in 1991 and separate in 2000. For more pairs we miss, here are 15 Celebrity Couple Breakups You’re Probably Still Mourning. Obviously, a 14-year-old Fred Savage wouldn’t have been able to drive himself to a party in 1990. But he was already two years into his run on The Wonder Years and probably didn’t even have to call “shotgun.” Meanwhile, a 15-year-old Drew Barrymore hung out with model and singer Grace Jones at a bash thrown in her honor at Limelight Disco in New York. And for some juicy (if disproven) Hollywood gossip, check out 50 Totally Absurd Celeb Rumors That Some People Really Believe. What statement was Pump Up the Volume star Christian Slater trying to make with the ensemble he wore to the 1990 premiere of Martin Scorcese’s Goodfellas? That he was planning to nap through it? Actress Emily Lloyd manhandled her costar from 1989’s Cookie, Adrian Pasdar, when they attended the premiere of the 1990 thriller Pacific Heights. In 2020, however, Pasdar is known mostly for being the ex-husband of The Chicks lead singer, Natalie Maines—and for leaving someone else’s tights on her boat. For more famous folks who’ve split up with the same people, here are 60 Celebrities Who Share an Ex. Beverly Hills, 90210 costars Jason Priestley and Shannen Doherty dated while they were working on the show, which thrilled fans. It didn’t last, but they look perfectly matched at an event in 1990. Morgan Freeman and Sidney Portier have been friends for years, with the former frequently citing the latter as one of his heroes. Here they are together at the 1990 National Board of Review Gala, where Freeman was awarded the Best Actor Award for Driving Miss Daisy. At a 1990 press conference in Germany for the international release of Look Who’s Talking, John Travolta posed with a stand-in for his pint-sized costar. And for more stars who’ve just had kids of their own, here are 15 Celebrities Who’ve Had Babies During the Pandemic. Melanie Griffith and Don Johnson were in the midst of their second try at matrimony when they attended a charity gala together in 1990. The late musical comedy actress and the late renowned dramatic actress may have been born to tackle much different roles, but they look like kindred spirits at a 1990 party. The year she appeared in The Godfather Part III, Bridget Fonda also started dating Some Kind of Wonderful’s Eric Stoltz. They went to the 1990 Goodfellas premiere arm-in-arm and stayed together for the next eight years. And for more Hollywood memories delivered right to your inbox, sign up for our daily newsletter. There are three generations of talent in this photo from the 1990 Wild at Heart premiere: the film’s star, Laura Dern; her grandmother, actress Mary Lanier; and her mother, actress Diane Ladd. Gloria and Emilio Estefan have been married for 42. The two musical powerhouses met when Gloria started to sing in Emilio’s band, 14 years before this photo was taken at a CBS event in 1990. Costars and briefly romantic partners, Warren Beatty and Madonna both donned shades for the premiere of their iconic 1990 comic strip movie. That’s their young castmate Charlie Korsmo holding Madge’s hand. Blond waves were all the rage 30 years ago, as evidenced by this matchy-matchy meeting of Barry Manilow and Bette Midler. The two musicians also have worshipful fan bases in common. The ’90s gave everyone who lived through them a lot to be embarrassed about—mainly the wardrobe. But singer Natalie Cole’s ensemble for the Pacific Heights premiere is notable because of how dated it isn’t. Kate Capshaw and Steven Spielberg famously met when she was cast in his 1984 movie Indiana Jones and the Temple of Doom. They would get married in 1991, the year after they walked the red carpet of the 1990 Presumed Innocent premiere together. The two are still married and have seven children all together. There’s no effortless cool like Jack Nicholson’s, and this snap of him at a 1990 charity gala pretty much sums it up. Long before they would be synonymous with their onscreen characters Carrie Bradshaw and Tony Stark, respectively, Sarah Jessica Parker and Robert Downey Jr. dated—for several years, in fact. This party pic was taken near the end of their romance—they would break up in 1991.ae0fcc31ae342fd3a1346ebb1f342fcb Yes, that’s a tiny Nicole Richie dressed like a velvet cupcake (an iconic early ’90s look). She was accompanying her dad, singer Lionel Richie, and mom, Brenda Harvey-Richie, to a charity bash. Both idolized by their Gen X peers, Winona Ryder and Johnny Depp were like the prom king and queen of the early ’90s—if the prom king and queen wore all black, that is. They only dated for four years, but remain close friends. Kiefer Sutherland and Julia Roberts strutted down the red carpet for 1990’s Flatliners together after they fell in love on set (while both in relationships with other people). Sadly, this work romance wasn’t met to be either—they ended their engagement in 1991.
