1 of 12
When Campbell Scott appeared as mass-transit planner in 1992's Singles, he had only a handful of acting credits to his name—though one was Dying Young, the Julia Roberts weepie. In the years since, the native New Yorker has appeared in more than 25 films and played a main character on USA’s Royal Pains. He also recently appeared on the fifth season of House of Cards, as Mark Usher.
2 of 12
Kyra Sedgwick traded the stonewashed jeans she wore in Singles for floral print dresses during her six-season run on the hugely successful TNT police procedural The Closer, which earned her five Best Actress Emmy nominations and one win. The actress' recent credits include the thriller Big Sky (opposite Disney starlet Bella Thorne), guest-starring on Brooklyn Nine-Nine, and the coming-of-age drama Edge of Seventeen. In October 201, Sedgwick will star on the ABC series Ten Days in the Valley.
3 of 12
After playing romantic but insecure coffee shop waitress, Janet, Bridget Fonda appeared in a number of other critically acclaimed hits including Jackie Brown (1997) and A Simple Plan (1998). But Fonda, now 53 and married to composer Danny Elfman, hasn’t made a movie since a serious car accident in 2003.
4 of 12
"My character is not a cliched heavy-metal guy," Matt Dillon told EW in 1992 of his role as rocker Cliff Poncier. "We wanted to make it funny without making fun of him." He’s flexed his funny in plenty of films since — among them, There’s Something About Mary — but he also took a darker turn as a secret service agent in M. Night Shyamalan’s Fox crime series, Wayward Pines.
5 of 12
Not unlike her character in Singles, who took a no-nonsense approach to dating, Sheila Kelley has since become a savvy businesswoman with a pole-dance fitness empire that includes exercise studios, DVDs, and a book. She’s continued to act in films like 2014’s The Guest, and had episode arcs on popular shows including ER, Lost, and Gossip Girl.
6 of 12
Bill Pullman had to wait a few years after playing Singles' sweet plastic surgeon before he finally got the girl in a movie (While You Were Sleeping with Sanda Bullock became a huge hit). Since then, he's been ubiquitous on big and small screens, with memorable roles in Sleepless in Seattle, Independence Day, and the NBC series 1600 Penn. He also returned for Roland Emmerich’s Independence Day sequel, Independence Day: Resurgence, in 2016, and has recently had roles in American Ultra, The Equalizer, and the USA drama The Sinner.
7 of 12
Since his minor role as a bike-riding lothario in Singles following his stint on thirtysomething, Horton has been very busy behind the camera in TV, directing episodes of The Shield, Grey’s Anatomy, and American Odyssey.
8 of 12
Who else but Eddie Vedder could have played Eddie Vedder? The Pearl Jam frontman continues to perform with the band, which was inducted into the Rock and Roll Hall of Fame in 2017. Since Singles, Vedder has dipped his toe back into film, appearing as himself in Walk Hard: The Dewey Cox Story and providing music for Sean Penn’s Into the Wild. In 2017, he also appeared (and performed) on an episode of Twin Peaks.
9 of 12
The future Entourage star gave the world a preview of his motormouth skills as grocery-store cashier Doug Hughley. On top of the film version of the HBO series, which was released in 2015, Piven starred in the PBS series Mr. Selfridge for its four-season run. He's set to return to TV in October 2017 with the CBS drama Wisdom of the Crowd.
10 of 12
TV fans might be more likely to recognize True-Frost as Roland “Prez” Pryzbylewski from HBO’s The Wire than Singles. He's also appeared in NBC’s American Odyssey, the show for which his costar Peter Horton serves as executive producer.
11 of 12
James Le Gros
Since playing Kyra Sedgwick's pony-tailed ex Andy in Singles, Le Gros has worked on a number of films and had recurring roles on Ally McBeal, Justified, and Girls, where he played a father that hires Jessa as a babysitter and subsequently tries to hook up with her.
12 of 12
Eric Stoltz has stayed busy in front of and behind the camera since his cameo as the world’s worst mime. More recently, Stoltz has shifted his focus to directing TV, helming episodes of How to Get Away with Murder and Madam Secretary.