The iconic 1999 teen rom-com, She's All That, remains a cultural touchstone for a generation, perfectly capturing the high school makeover trope and the angst of the late nineties. Twenty-five years after its debut, the film is back in the spotlight, not just for nostalgia, but because its principal stars are making a major professional comeback—together. This article dives into the latest, most current updates on the cast, revealing their new projects, surprising career turns, and the exciting news of a brand-new reunion film in December 2025.
Released on January 29, 1999, the film turned its young cast into instant A-listers, cementing the era of the teen movie boom. The story of popular jock Zack Siler making a bet to transform "nerdy" art student Laney Boggs into the prom queen is a classic, but the cast's careers since then have been anything but predictable. From major horror franchises to Oscar-winning roles, here is the definitive, up-to-date look at what the She's All That cast is doing now.
The Main Cast: Biographies and Latest 2025 Updates
Rachael Leigh Cook as Laney Boggs
- Born: October 4, 1979 (Minneapolis, Minnesota)
- Role in She's All That: Laney Boggs, the glasses-wearing, overalls-clad art student who is the subject of Zack Siler's bet.
- Post-1999 Career Highlights: *Josie and the Pussycats* (2001), *Perception* (TV Series), and becoming a major producer and star of Hallmark and Netflix holiday rom-coms like *Love Guaranteed* (2020) and *Rescuing Christmas*.
- Latest News (2025): Cook is highly active as both an actress and producer, having signed a major deal with MarVista Entertainment. Most notably, she is set to reunite with co-star Freddie Prinze Jr. in the upcoming holiday film, *The Christmas*, marking their first on-screen reunion as love interests since 1999.
Freddie Prinze Jr. as Zack Siler
- Born: March 8, 1976 (Los Angeles, California)
- Role in She's All That: Zack Siler, the popular high school jock and class president who makes the infamous "prom queen bet."
- Post-1999 Career Highlights: *Summer Catch*, *Scooby-Doo* (as Fred Jones), *24*, and extensive voice work, including Kanan Jarrus in *Star Wars Rebels*. He also authored a cookbook, *Back to the Kitchen*.
- Latest News (2025): Prinze Jr. has made a significant return to acting. He is starring in the 2024 thriller film *The Girl in the Pool*. Additionally, he is officially confirmed to reprise his role as Ray Bronson in the highly anticipated *I Know What You Did Last Summer* legacy sequel. The biggest news is his on-screen romantic reunion with Rachael Leigh Cook in the upcoming holiday movie, *The Christmas*.
Matthew Lillard as Brock Hudson
- Born: January 24, 1970 (Lansing, Michigan)
- Role in She's All That: Brock Hudson, the reality TV star and former boyfriend of Taylor Vaughan, famous for his outrageous performance art.
- Post-1999 Career Highlights: *Scooby-Doo* (as Shaggy Rogers), *Scream*, *The Descendants*, *Twin Peaks*, and *Good Girls*. He is the current, long-running voice of Shaggy in all animated *Scooby-Doo* projects.
- Latest News (2025): Lillard's career is thriving. He is in talks to join a new TV adaptation of a classic horror story and recently starred in the Stephen King adaptation, *The Life of Chuck*, which won an award at the 2024 Toronto Film Festival. He also launched his own tequila brand, mixing his acting career with entrepreneurship.
Jodi Lyn O'Keefe as Taylor Vaughan
- Born: October 10, 1978 (Cliffwood Beach, New Jersey)
- Role in She's All That: Taylor Vaughan, the manipulative, self-proclaimed "Prom Queen" who dumps Zack Siler, setting the entire plot in motion.
- Post-1999 Career Highlights: *Nash Bridges*, *Prison Break* (as Gretchen Morgan), and *The Vampire Diaries* (as Jo Laughlin). She has also worked as a model and fashion designer.
- Latest News (2025): O'Keefe remains active in television, with her most recognizable roles continuing to be major fan favorites. Her recent work includes various TV movie roles, demonstrating her enduring presence in the industry.
The Enduring Legacy of the Supporting Cast
The strength of She's All That was its incredible supporting cast, many of whom went on to become major stars in their own right. The film served as a launching pad for several future A-listers, making its ensemble one of the most successful of any teen movie from the era. The 25th anniversary in 2024 saw a flurry of media activity, with Rachael Leigh Cook and Freddie Prinze Jr. attending red-carpet events together, celebrating the film's lasting impact.
Anna Paquin (Mackenzie Siler)
The Academy Award-winning actress, who played Zack's younger sister Mackenzie Siler, has built an impressive, diverse career. Famous for her roles as Rogue in the *X-Men* franchise and Sookie Stackhouse in HBO's *True Blood*, Paquin’s recent projects keep her firmly in the spotlight. In 2024, she starred in the drama film *A Bit of Light*, which was directed by her husband and former *True Blood* co-star, Stephen Moyer. This project highlights her transition to more mature, character-driven roles.
Gabrielle Union (Katie)
Gabrielle Union, who played Taylor Vaughan’s friend Katie, quickly became a staple of the teen film genre, starring in *Bring It On* the following year. Union is now a powerhouse actress and producer. In 2024, she produced the romantic comedy film *The Idea of You* and is starring in the upcoming crime-comedy *Riff Raff*. She and her husband, Dwyane Wade, also recently landed a new show on HGTV, showcasing her entrepreneurial spirit beyond traditional acting roles.
Paul Walker (Dean Sampson)
The late Paul Walker played Zack's rival, Dean Sampson. Following *She's All That*, Walker achieved global superstardom as Brian O'Conner in the *Fast & Furious* franchise. His tragic passing in 2013 left a profound void in Hollywood. His legacy endures through his films and the charity he founded, the Paul Walker Foundation. His character's presence in the film, particularly the memorable dance scene, remains a poignant reminder of his early career.
Other Notable Entities: Where Are They Now?
The film's topical authority is bolstered by its deep bench of talent:
- Elden Henson (Jesse Jackson): Laney’s best friend, Henson is now widely recognized as Foggy Nelson in the Marvel Cinematic Universe's *Daredevil* series.
- Dulé Hill (Preston): Zack's friend, Hill went on to star in major TV hits like *The West Wing* and *Psych*, and currently stars in *The Wonder Years* reboot.
- Kevin Pollak (Wayne Boggs): Laney’s supportive father, Pollak is a prolific actor and comedian, with recent projects including *The Marvelous Mrs. Maisel* and numerous film roles.
- Kieran Culkin (Simon Boggs): Laney's eccentric younger brother, Culkin's career skyrocketed decades later as Roman Roy in the critically acclaimed HBO series *Succession*, for which he won an Emmy and a Golden Globe.
The Power of the Rom-Com Renaissance and the Netflix Remake
The resurgence of the teen rom-com genre has put a renewed focus on classics like She's All That. In 2021, the film received a gender-swapped remake on Netflix titled *He's All That*, starring Addison Rae and Tanner Buchanan. Rachael Leigh Cook even returned for the remake, playing the mother of the main character, a clear nod to the original film's enduring popularity and the new generation's appetite for the high school makeover trope.
The original film's success was largely due to its perfect blend of a compelling storyline, quotable dialogue, and an unforgettable soundtrack, featuring the iconic "Kiss Me" by Sixpence None The Richer. This song, synonymous with Laney's transformation, is an entity that continues to define the film's emotional core.
The news of Freddie Prinze Jr. and Rachael Leigh Cook reuniting for *The Christmas* is the ultimate testament to the film's legacy. It not only celebrates their 25-year friendship but also taps into the deep, nostalgic love fans have for the chemistry between Zack Siler and Laney Boggs. This upcoming project is arguably the most exciting development for fans of the original movie, proving that the stars of the late 90s teen film boom are still very much in demand and capable of creating fresh, relevant content for today's audiences.
The journey of the *She's All That* cast—from high school royalty to diverse, successful careers in acting, producing, and entrepreneurship—is a remarkable Hollywood story. The 2024 reunion and the promise of a new film in 2025 ensure that the legacy of this beloved teen film is not just a nostalgic memory, but a continuing, evolving narrative.
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