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Hollywood Stars You Probably Forgot Were In the Sitcoms of the ’90s

It’s easy to forget that many of Hollywood’s biggest stars didn’t start out as actors or actresses in the entertainment industry. Beginning with a blockbuster film or a guest appearance on a popular television show was not always the best way for them to break into the industry. Test your ability to recognize any of these now-iconic actors in their comedy roles from the 1990s.

In order to make the reading experience of this article more convenient, the article has been split up into multiple pages. At the end of each page, you will see a “next” button which will take you to the next page. Enjoy your reading!

Home Improvement with Dave Chappelle

Dave Chappelle is one of the most well-known and successful comedians of his generation, and he has a large following of fans. He has received numerous Emmy and Grammy Awards, as well as the Mark Twain Prize for Literature, for his “poetically raw and sociopolitically introspective” work, and for which he has been praised for his “ability to uncover and dismantle excruciating and emotional issues.”

Aside from that, Dave Chapelle has appeared in a number of films and even made a cameo appearance on Tim Allen’s television show, “Tool Time,” in the film Home Improvement.

Are you able to figure out which sitcom Jon Stewart appeared in? Continue reading to learn more!

The Fresh Prince Of Bel-Air with  Don Cheadle

Don Cheadle is best recognized for his role as James Rhodes/War Machine in the Marvel Cinematic Universe, which he has played since 2008. Previously, Cheadle had garnered praise for his roles in Devil in a Blue Dress, Bogie Nights, and The Ocean’s Trilogy, among other films and television shows.

In 2004, he was nominated for an Academy Award for his performance in the film Hotel Rowanda. In the episode “Homeboy, Sweet Homeboy” of The Fresh Prince of Bel-Air, only a few individuals are aware that Don Cheadle played Will’s best friend Ice Tray on the show.

3rd Rock From The Sun with Linda Cardellini

Linda Cardellini rose to prominence after acting in the teen drama series Freaks and Geeks, before disappearing for a time and reappearing as Velma in the live-action Scooby-Doo flicks.

She’s also known for her performances in shows like ER, Bloodline, and Dead to Me, as well as supporting roles in films like Brokeback Mountain, Legally Blonde, Green Book, and various Marvel films. She did, however, play Lorna in an episode of 3rd Rock From the Sun early in her career.

Growing Pains  with Leonardo DiCaprio

Long before he became one of Hollywood’s most beloved actors, Leonardo DiCaprio, like most others, began his career in television. He also played Luke Bower for the final year of Growing Pains, in addition to acting in the sitcom Parenthood.

ABC DiCaprio went on to star in films including Titanic, Gangs of New York, The Wolf of Wall Street, and Shutter Island before receiving an Academy Award for Best Actor for The Revenant in 2015.

NewsRadio with Jon Stewart

Jon Stewart is a comedian, political analyst, filmmaker, actor, and television host who can do it all. Stewart became the host of The Daily Show after presenting The Jon Stewart Show and subsequently, You Wrote It, You Watch It on MTV.

Stewart won 22 Primetime Emmy Awards, and two Grammy Awards, and was nominated for several journalism awards for his work on the show. Stewart had a modest role as Andy Dick’s “Twin” brother on NewsRadio before becoming the ultra-successful entertainer we know today.

See Aaron Paul play a little role years before he debuted in Breaking Bad.

Roseanne with Joseph Gordon-Levitt

Joseph Gordon-Levitt is now widely regarded as an A-list actor, having appeared in films such as 500 Days of Summer, The Dark Knight Rises, Snowden, and The Trial of the Chicago Seven, among others.

He began acting in made-for-television films at the age of six, and by the mid-1990s, he had been in a number of sitcoms, including Roseanne, in which he played D.J.’s pal George, Third Rock from the Sun’s Tony Solomon, and a minor role in That 70’s Show.

Boy Meets World with Kerri Russell 

Kerri Russell rose to fame as Felicity Porter on the WB drama Felicity, and has since been in a variety of films including Honey, I Blew Up the Kid, Mission: Impossible III, August Rush, Dawn of the Planet of the Apes, and others.

Few people may remember her from a 1993 episode of Boy Meets World, where she appeared as Mr. Feeny’s niece, Jessica.

Home Improvement with Michelle Williams

Michelle Williams rose to prominence after attaining freedom from her parents at the age of 15, thanks to her major part in the Dawson’s Creek TV series. She made her breakthrough performance in 2005 in Brokeback Mountain, for which she garnered an Academy Award nomination for Best Supporting Actress, after working on smaller films for a while.

She is best known for her roles as a damaged woman, although she has also been in critically lauded films such as Blue Valentine and Manchester by the Sea. Michelle Williams, on the other hand, played Brad’s girlfriend on Home Improvement before most people had heard of her.

Growing Pains with Hilary Swank

Hilary Swank began her acting career in the television series Camp Wilder before landing her big role as Brandon in Boys Don’t Cry and later starred in Clint Eastwood’s Million Dollar Baby.

Swank has won two Academy Awards, two Golden Globe Awards, two Critics Choice Awards, and a Screen Actors Guild Award over her career. She was Sasha, one of Ben’s love interests in Growing Pains, before all of this.

Third Rock From The Sun with  Aaron Paul

Aaron Paul’s early gigs were music videos, guest appearances on television, and tiny roles in films. Paul is best recognized today for his role as Jesse Pinkman in AMC’s smash television series Breaking Bad.

For his work, he won numerous prizes, including becoming only the second actor to win the Primetime Emmy Award for Outstanding Actor on Television three times. Nonetheless, he is best known for his part on 3rd Rock from the Sun as a high school prom announcer.

Do you think Jessica Alba would be good in a sitcom?

Roseanne with Toby Maguire

Toby Maguire is an actor and film producer who rose to prominence in the mid-2000s as Peter Parker/Spider-Man in Sam Rami’s Spider-Man trilogy. Maguire has also appeared in films including Seabiscuit, Ride with the Devil, Brothers, and The Great Gatsby, in addition to playing the superhero.

After that, in 2012, he founded Material Pictures, his own production company. Maguire had a minor appearance as Becky’s friend, Jeff, on Roseanne before he was swinging from building to building.

Roseanne with Alyson Hannigan

Willow Rosenberg in Buffy the Vampire Slayer, Michelle Flaherty in the American Pie trilogy, and Lily Aldrin in How I Met Your Mother are just a few of Alyson Hannigan’s memorable roles.

She has lent her voice to the Disney Junior comedy Fancy Nancy as Claire Clancy. She had a brief role as one of Becky’s pals in Roseanne before she was killing vampires or playing the flute in her high school band.

The Nanny  with James Marsden

Early in his career, James Marsden was best known for his roles in television shows such as Saved by the Bell: The New Class, Touched by an Angel, and Party of Five.

Marsden then transitioned to the big screen in the 2000s, appearing in films such as X-Men, The Notebook, The Alibi, Superman Returns, The Butler, and even returning to television shows such as Westworld. He also had a brief role as Margaret Sheffield’s lover in The Nanny when he was a teenager.

Friends with Craig Robinson

Actor, comedian, and musician Craig Robinson is well recognized for his role in The Office as Darryl Philbin. His other successful works include comedy films such as Pineapple Express and This Is the End, as well as Sausage Party, which he co-wrote with Seth Rogan.

Craig Robinson had a brief role as an office worker in the sitcom Friends before becoming “that guy from the office,” which marked the start of his comedic career.

Alex Mack’s Secret World with  Jessica Alba

Jessica Alba began acting on television when she was 13 years old in the 1990s, but it wasn’t until her 2003 film Honey that she established herself as a Hollywood actress. Alba went on to star in a slew of movie office hits throughout the years, including the Fantastic Four films, Good Luck Chuck, Valentine’s Day, Little Fockers, and others.

She had a recurring part as Jessica in the sitcom The Secret World of Alex Mack before becoming the actress she is now.

See how Anne Hathaway progressed from a sitcom actor to the world’s highest-paid actress.

Ellen with Kaley Cuoco 

Kaley Cuoco is an actress who rose to prominence in the 1990s and early 2000s for her supporting roles in films and television shows. Bridget Hennessy on 8 Simple Rules and Penny on The Big Bang Theory are two of her most well-known TV roles today.

She has been in a number of films throughout the years and was honored with a star on the Hollywood Walk of Fame in 2014. She did, however, play the young Ellen Morgan on Ellen before her debut role in 8 Simple Rules.

Smart Guy with Ashley Tisdale

Ashley Tisdale is best recognized for her roles in Disney Channel series and films including The Suite Life of Zack and Cody and the High School Musical flicks. She took a hiatus from acting to focus on music, and her debut album, Headstrong, was awarded gold in 2007.

She had a minor stint as a quiz contestant on Smart Guy before establishing herself as a Disney Channel star and performer.

Boy Meets World with Adam Scott

Adam Scott’s reputation has skyrocketed in recent years, thanks to his portrayal as Ben Wyatt on the NBC series Parks and Recreation. Other prominent parts include Step Brothers, The Aviator, and television shows like Big Little Lies and Party Down.

Only true Adam Scott fans are aware that he played tough man Derek Huff in Boy Meets World, a role that is diametrically opposed to Ben Wyatt’s.

Two Guys, A Girl, And A Pizza Place with Ryan Reynolds

Ryan Reynolds, known for smash films like Just Friends, The Proposal, Deadpool, National Lampoon’s Van Wilder, and others, is one of Hollywood’s top heartthrobs.

Despite this, he began his career as a young actor in the sitcom Two Guys, a Girl, and a Pizza Place, in which he starred from 1998 until 2001. This was his first comic part, and it gave him the opportunity to showcase his humorous ability, which helped him land further comedy roles.

Get Real with  Anne Hathaway

Anne Hathaway co-starred in the sitcom Get Real alongside Christian Olsen and Jesse Eisenberg as one of the Green siblings. Despite the fact that the show only lasted one season, it was extremely beneficial to the young performers’ careers.

Hathaway made her film debut in The Princess Diaries just a year after appearing on the show. Hathaway’s films have generated more than $6.8 billion globally since then, and she was crowned the highest-paid actress in the world in 2015.

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