19 Future Stars Who Appeared On '21 Jump Street'

21 Jump Street, the late '80s teen crime series, made big stars out of several of its cast members—including Johnny Depp—and gave early credits to a slew of soon-to-be stars with names like Brad Bitt. Here are 19 of them.

1. Brad Pitt

Season 2, Episode 20

Just a year after earning his first official screen credit on Another World, Brad Pitt put his pretty boy looks to good use in the second season of 21 Jump Street, in which he has a brief exchange with the show’s breakout star, Johnny Depp. Pitt must have made an impact. While promoting The Tourist in 2010, Angelina Jolie—Pitt's then-partner—commented that she had never met Depp before production on the film began, but noted that “Brad and Johnny had worked together years ago so he said, ‘He's a nice guy. You're going to like him.’”

2. Josh Brolin

Season 1, Episode 5

Josh Brolin wasn’t exactly a newcomer when he played the unfortunately named Taylor Rolator in the first season of 21 Jump Street—he’d made his acting debut with Goonies and also starred in Thrashin’—but he was hardly a household name. Which allowed him to play the preppy slimeball to perfection.

3. Christina Applegate

Season 2, Episode 15

Christina Applegate was already playing Kelly Bundy on Married... With Children when she landed a guest spot on 21 Jump Street in 1988, hence the hair.

4. Jada Pinkett Smith

Season 5, Episode 21

Six years before she added the “Smith,” Jada Pinkett played a girl gangster with a heart in the series’ penultimate episode.

5., 6., and 7. Vince Vaughn, Robyn Lively, and Donovan Leitch

Season 4, Episode 9

Vince Vaughn is barely recognizable as a high schooler dealing with the murder of one of his teachers. That’s him in the burgundy mock-neck at 4:58. Grieving alongside him is Robyn Lively, just a few months after she made pop culture history as Louise Miller in Teen Witch.

The official star of this Vaughn-Lively episode is Donovan Leitch, but the real star is the gigantic box of Teenage Mutant Ninja Turtles cereal he can be seen chowing down on in the episode’s opening sequence.

8. Bridget Fonda

Season 3, Episode 17

Her last name may have been famous, but Bridget Fonda was not yet a star when she nabbed the role of Molly “Moho” Chapman, a homeless hustler, in the series’ third season.

9. Thomas Haden Church

Season 4, Episode 3

Thomas Haden Church has made a career out of playing likable (if not always bright) guys like Lowell Mather on Wings and even earned an Oscar nomination for his role as Jack Cole in Sideways. But one of his earliest parts, and his first appearance on a television series, came in a 1989 episode of 21 Jump Street, as the trusty—and unfortunately coiffed—assistant to a drug dealer.

10. Jason Priestley

Season 1, Episode 12 // Season 2, Episode 4

The man who would be Beverly Hills, 90210's Brandon Walsh must have dug the vibe on Jump Street, as he made two appearances, as two different characters, in the first two seasons. The latter appearance featured a 1987-approved mullet.

11. Shannen Doherty

Season 4, Episode 12

Not to be outdone by her fictional twin brother, Shannen Doherty also did the 21 Jump Street thing, though not until the show’s fourth season. And yet again, she’s playing an annoying sister (in this case, to Keith Coogan, a familiar character actor with more than 80 credits on his filmography).

12. Peter Berg

Season 2, Episode 17

Before he stepped behind the camera to write, direct, and produce projects like Friday Night Lights, Battleship, and The Leftovers, Peter Berg made his living as an actor—a career that began as a smartass teen with a penchant for varsity jackets in 21 Jump Street’s second season.

13. Blair Underwood

Season 1, Episode 6

Blair Underwood is typically known for playing good guys. But that wasn’t the case in this 1987 episode, “Gotta Finish the Riff,” from the series’ first season. The episode premiered just a few months before Underwood joined the cast of L.A. Law as Jonathan Rollins, a fresh-faced Harvard grad who held the distinction of being the first Black president of the Harvard Law Review. While rumors have long swirled that Rollins was based on Barack Obama, who really was its first black president, that simply is a rumor. Obama wasn’t even a Harvard Law student until 1988, a year after Underwood joined the cast (though he did meet Obama a few years later, when some of the show’s cast and producers met with a group of Harvard law students).

14. Rosie Perez

Season 4, Episode 16

A year after dancing her way through the credits of Spike Lee’s Do the Right Thing, Rosie Perez made her television debut playing Rosie Martinez in just her second credited role.

15. Pauly Shore

Season 2, Episode 4

Pauly Shore had not yet adopted his “Hey Buddddyyy!” catchphrase when he made his acting debut in 21 Jump Street’s second season (in the same episode as Jason Priestley’s latter appearance). And that’s a good thing.

16. Sherilynn Fenn

Season 1, Episode 8

Sherilyn Fenn’s single-episode appearance in 21 Jump Street’s first season shouldn’t really be surprising, since she was engaged to Johnny Depp. The two began dating after meeting on the set of a student film, Dummies, in 1985. But a walk down the aisle wasn’t in the cards; they split up after three and a half years.

17. Larenz Tate

Season 3, Episode 11

In the decade before Larenz Tate landed his breakthrough role in Menace II Society, he kicked around with bit parts on a number of sitcoms, including a throwback third season episode of 21 Jump Street in which he plays a younger (and much geekier) version of Captain Fuller.

18. Peri Gilpin

Season 3, Episode 3

Though she’ll always be best known as Dr. Frasier Crane’s producer/sidekick extraordinaire Roz Doyle, Peri Gilpin’s first real acting job was as the simply named Fitzgerald in 21 Jump Street’s third season.

19. Dann Florek

Season 2, Episode 18

For nearly 25 years, Dann Florek has played the same character—Captain Donald Cragen—on Law & Order, Law & Order: SVU and Law & Order: Organized Crime. But he cut his policing teeth on earlier crime procedurals like Hill Street Blues, Hunter, Matlock, and “Brother Hanson & the Miracle of Renner’s Pond,” a 1988 episode of 21 Jump Street.