Everybody remembers 1999’s Never Been Kissed. It is classic ’90s Rom-Com gold and still remains a funny, and intriguing film for fans all these years later. The movie mixed the best of teen dramas with regular romantic comedies and added in a star-studded cast whether they knew it then or not. Looking back now, it may surprise you just how many of today’s Hollywood’s stars appeared in the film or some you totally forgot were even in it! Nineteen years later, check out how much the cast of Never Been Kissed are worth now!
11. Octavia Spencer
Estimated Net Worth: $6 Million. Back before her big break, Octavia Spencer appeared in a small role in Never Been Kissed as Drew Barrymore’s character’s friend from work Cynthia. At the time Spencer wasn’t recognizable but now she has a very respectable net worth of $6 million and is recognized as one of the funniest women in Hollywood. She has since had multiple roles in both television and film including The Chronicle, Coach Carter, How to Win a Date with Tad Hamilton, The Help and Ugly Betty.
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10. Sean Whalen
Estimated Net Worth: $1 Million. Sean Whalen is known for his quirky roles after he began acting the early ’90s and is best known for his parts in Twister and Men in Black. He, of course, played Josie’s hilarious assistant Merkin in Never Been Kissed and he has gone on to appear in Charlie’s Angels, Special Unit 2, Unfabulous, and the Bold and the Beautiful just to name a few. Whalen’s steady work has earned him an estimated net worth of $1 million.
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9. Allen Covert
Estimated Net Worth: $8 Million. Yup, even Allen Covert was in Never Been Kissed, appearing in only one scene as Roger from Op-Ed. Covert is best known for appearing in Adam Sandler films including Happy Gilmore, The Wedding Singer, The Waterboy, Big Daddy, Little Nicky, Mr. Deeds, 50 First Dates, The Longest Yard, Anger Management and more. He holds his own as a leading man, which can be seen in Grandma’s Boy. Thanks to his numerous roles in big name comedies, Covert now has a net worth of $8 million.
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8. James Franco
Estimated Net Worth: $20 Million. Now, everyone knows who James Franco is, but back in 1999, Franco had only a supporting role in Never Been Kissed as Jason, one of the popular high school kids. That same year he also landed a lead role in the short-lived but highly rated series Freaks and Geeks, but his big break came in 2002 when he was cast as Harry Osborn in Spider-Man. Franco has gone on to become one of Hollywood’s biggest stars with roles in Spider-Man 2, Tristan + Isolde, Flyboys, Annapolis, Pineapple Express, Milk, Eat Pray Love, 127 Hours, Rise of the Planet of the Apes and General Hospital, just to name a few. He now has a very impressive net worth of $20 million.
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7. Leelee Sobieski
Estimated Net Worth: $3 Million. LeeLee Sobieski began acting in the early ’90s with roles in Charlie Grace, Jungle 2 Jungle and Deep Impact before being cast as Aldys in Never Been Kissed in 1999. Her career really took off not long after with her roles in Eyes Wide Shut and Joan of Arc as well as Joy Ride, The Glass House and The Wicker Man. She has slowed down her acting and was most recently seen in 2012’s Branded, but still has a net worth of $3 million.
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6. Jessica Alba
Estimated Net Worth: $350 Million. Back in 1999, Jessica Alba was just breaking into film roles with her part as Kirsten in Never Been Kissed. She previously had roles in shows such as The Secret World of Alex Mac and Flipper. In 2000 she got her break starring in Dark Angel and continued success with movies such as Honey, Sin City, Fantastic Four and Into the Blue. Alba quickly became one of the hottest women and most sought-after actresses in the industry and aside from her successful and lucrative acting career she has enjoyed many major brand endorsements and is the co-founder of The Honest Company. From being a supporting character in Never Been Kissed, she now is one of the most recognizable faces in the industry with a whopping net worth of $350 million.
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5. John C. Reilly
Estimated Net Worth: $45 Million. The last person you would expect in Never Been Kissed is John C. Reilly, but he did star in the movie as Josie’s boss Gus. Reilly had several film roles before his part as Gus, but it wasn’t until afterwards his career really took off with appearances in Magnolia, The Perfect Storm, Gangs of New York, The Aviator, Tallageda Nights, Walk Hard, and Step Brothers, just to name a few from his vast and varied acting career. As well as moving more into voice acting, most notably with Wreck-It Ralph, Reilly now has an incredible net worth of $45 million.
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4. Molly Shannon
Estimated Net Worth: $5 Million. Molly Shannon is one of the best comedic actresses in the business, and she knocks every role out of the park and, although she had been acting for years, she became well known after playing the role of Emily Sanderson in A Night at the Roxbury. She went on to portray Anita in Never Been Kissed before moving onto one of her biggest roles as Mary Katherine Gallagher in Superstar. She has since appeared in many shows and films including How the Grinch Stole Christmas, Tallageda Nights, Evan Almighty, Scary Movie 5 and so many more. With her talent and 106 acting credits it is surprising she doesn’t have more than her estimated net worth of $5 million.
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3. David Arquette
Estimated Net Worth: $18 Million. Before David Arquette made a poor reputation for himself in Hollywood, he was one of the hottest young actors out there appearing in The Outsiders, Buffy the Vampire Slayer, Airheads, Scream and of course as Rob in Never Been Kissed. Over the years he has appeared in Ready to Rumble, See Spot Run, Eight Legged Freaks, as well as running his own clothing line and has amassed himself a net worth of $18 million.
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2. Michael Vartan
Estimated Net Worth: $8 Million. Actor Michael Vartan’s big break came in 1999’s Never Been Kissed when he starred as Josie’s complicated love interest Sam Coulson. He went on to appear in It Had to Be You, The Next Best Thing, and starred in the long-running show Alias from 2001-2006. Vartan is also known for his parts in Monster-in-Law, Hawthorne, and recently Bates Motel. He now has an estimated net worth of $8 million.
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1. Drew Barrymore
Estimated Net Worth: $125 Million. Last but not least was the star of it all, Drew Barrymore as Josie Geller. Barrymore started acting very young, starring in E.T. the Extra-Terrestrial in 1982. Even through personal struggles when she was young Barrymore continued to act and has had many starring roles including in Batman Forever, Scream, The Wedding Singer, Ever After, Charlie’s Angels, He’s Just Not That Into You, and many more. She has also started her own company, resulting in a very successful career and a very large net worth of $125 million.