'Never Been Kissed' cast: Where are they now?

Josie Grossie! We all felt sympathy for Drew Barrymore's nerdy character who was tormented for her sexual naïveté in the 1999 flick "Never Been Kissed." But hey, it all ended well when she finally locked lips with crush Sam, played by Michael Vartan. So in honor of the film's 20th anniversary on April 9, 2019, let's find out if the cast of this rom-com also found their happily ever after in real life. Keep reading to find out where they are now…

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Drew Barrymore's geeky character, Josie Geller, thought her sad high school days were behind her — until she went back to school as an undercover reporter to write an exposé for her job at the Chicago Sun-Times. The second time around, she managed to make her way into the popular crowd and get her very first kiss from her English teacher, played by Michael Vartan. You go, girl!

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Drew Barrymore went on to have a wildly successful career in film, starring in hits like "Charlie's Angels" and "50 First Dates." She also found success behind the camera, serving as executive producer on flicks like "He's Just Not That Into You" and "How To Be Single." More, recently Drew has been starring on "Santa Clarita Diet," the hit Netflix show that debuted in 2017, and helming her cosmetics brand, Flower Beauty. As for her personal life? Her short-lived second marriage, to comedian Tom Green, failed in 2002, but the actress went on to wed Will Kopelman in 2012. The two divorced in 2016 and have been amicably co-parenting daughters Olive and Frankie ever since.

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Hunky English teacher Sam Coulson, played by Michael Vartan, quickly became the object of Josie Geller's affection when she went back to high school as an undercover reporter. But he wasn't too keen on dating someone he thought was a student. Once he found out the truth about her identity, however, their romance was on like Donkey Kong!

After becoming Josie Grossie's first kiss, Michael Vartan went on to score a role on the hit TV series "Alias" alongside Jennifer Garner, whom he dated from 2003 to 2004. After the show's five-year run, the actor appeared in movies like "Colombiana" and TV shows such as "Hawthorne." More recently, he starred on E!'s "The Arrangement" and appeared on an episode of "God Friended Me" in 2018. In 2011, he settled down and exchanged vows with Lauren Skaar, but the two split in 2014.

David Arquette played Josie Geller's much cooler older brother, Rob, who re-enrolled in high school to help her get in with the popular crowd during her time as an undercover student. And it worked!

David Arquette has continued to maintain a healthy career in Hollywood over the last few decades, working steadily in both TV and films — and as a professional wrestler! He was in 2019's "Mope" and will next be seen in "The Wheel" and "Mob Town." Despite his professional success, his personal life has been a little rocky. In 2011, David spent time in rehab for substance abuse issues and is now in recovery. He and Courteney Cox finalized their divorce in 2013 and have been amicably co-parenting their daughter Coco ever since. He married Christina McLarty, with whom he shares sons Charlie and Gus, in 2015.

Jessica Alba was certainly good at playing one of the mean girls in "Never Been Kissed." (Move over, Regina George!) Her character, Kristen, might have been pretty, but she wasn't very nice at all. The It girl ran with the cool kids at school, who relentlessly teased poor, sweet Josie.

These days, Jessica Alba is a proud mom to daughters Honor and Haven and son Hayes with hubby Cash Warren. She's continued to act in films like "Fantastic Four" and "Sin City," but she's also a bona fide mogul: Jessica started her own non-toxic, eco-friendly baby product line, The Honest Company, that's been so successful that it was valued around $1 billion in 2017. The star has two films slotted for 2019 — "Killers Anonymous" and "L.A.'s Finest."

James Franco played Jason, another one of the popular kids at school who helped torment nerdy students like Josie Geller. And boy, did he think he was cool. If you don't recall, he even used the word "Roofalicious" at one point to describe a happening party. We're glad that didn't catch on in real life.

Though James Franco only had a small part in the 1999 flick "Never Been Kissed," he's now a big star. The same year, he acted in the TV series "Freaks and Geeks," which catapulted him into the big leagues as he went on to star in films like "Spider-Man" and "James Dean," which won him a Golden Globe. He also picked up a best actor Golden Globe in 2018 for his work in "The Disaster Artist." Next up for the star? 2019's "The Long Home" and "Blood Heist." The ladies' man has dated around quite a bit but is currently seeing Isabel Pakzad.

John C. Reilly played Gus, Josie's tough-cookie editor at the Chicago Sun-Times who won't stop at anything until she gets the scoop on the popular high school kids' wild behavior. He even went so far as to equip her with a hidden camera so he could watch her every move while she was undercover.

John C. Reilly went on to receive an Oscar nomination for his work in the 2002 film "Chicago," and he's starred in many more acclaimed movies since like "Gangs of New York" and "Cyrus." More recently, he re-teamed with frequent co-star Will Ferrell for 2018's "Holmes and Watson." Offscreen, the actor has two sons with producer wife Alison Dickey, whom he married in 1992.

Lucky for Josie, fellow nerd Aldys — played by LeeLee Sobieski — befriended her when she re-enrolled in high school as an undercover journalist. The sweet, geeky character was the leader of the Denominators, a group of super-smart students who banded together to form their own little high school faction with very choice feelings about the popular clique.

In 2009, Leelee Sobieski announced her engagement to fashion designer Adam Kimmel shortly before they welcomed daughter Louisiana. They wed the following year and welcomed son Martin in 2014. Since settling down, the actress has rarely worked in Hollywood, though she did have a pretty successful career right after "Never Been Kissed" with roles in films like "The Glass House," "Joan of Arc" and "Uprising." Though she appeared in the TV movie "Amerikali Liz" in 2018, Leelee told Us Weekly in 2016 that she probably wouldn't act much until her kids were grown. "I don't do movie stuff anymore. I am totally an outsider!" she said. "I am just focused on my kids. I think that's mainly why I stopped."

Molly Shannon played outspoken Anita, Josie's super-supportive co-worker at the Chicago Sun-Times. Her quirky character gave Josie tons of sexual insight and did everything in her power to guide Josie on her road to her first kiss.

Funnywoman Molly Shannon scored the lead in the comedy "Superstar" the same year that "Never Been Kissed" came out and continued to show off her comedic chops on "Saturday Night Live" until 2001. Since then, she's stayed busy in Hollywood. With the return of "Will and Grace," she reprised her role as Val Bassett. She's also starring on the 2019 TV series "The Other Two." She's appeared on HBO's "Divorce" and in "Spy Kids: Mission Critical," truly showing her range across genres. In 2004, Molly married artist Fritz Chesnut, with whom she has daughter Stella and son Nolan.

Octavia Spencer had a small role in "Never Been Kissed" as Cynthia, one of Josie's co-workers at the Chicago Sun-Times.

Octavia Spencer has come a long way since her small part alongside Drew Barrymore in "Never Been Kissed." She went on to star in big productions like "Big Momma's House" and "Spider-Man." In 2011, all of the single star's hard work paid off when she won a best supporting actress Oscar for her performance in "The Help." Since then, she's appeared in many more acclaimed movies such as "Fruitvale Station," "Snowpiercer," the "Divergent" series and "Gifted" and earned two more Oscar nods for her work in 2016's "Hidden Figures" and 2017's "The Shape of Water." She was also an executive producer on 2018's Oscar-winning film "Green Book." She'll next appear in the buzzy 2019 horror flick "Ma."