The Ultimate 'She's All That' Cast Then And Now: Where Are The Actors Now In 2025?

The iconic 1999 teen rom-com She's All That remains a cultural touchstone of the late '90s, but what became of the cast who brought Laney Boggs and Zack Siler to life? As of December 18, 2025, the careers of the film's stars have taken fascinating and often unexpected turns, ranging from major Hollywood comebacks and a highly anticipated reunion to Oscar-winning performances and a new generation of stars in the 2021 gender-flipped remake, He's All That. This deep dive reveals the latest, most current projects and career updates for the actors who defined an era of high school cinema.

The enduring popularity of the original film, which also launched the careers of numerous future stars, continues to spark curiosity about the actors' lives today. The biggest news is a major on-screen reunion, a career pivot for one of the biggest social media stars, and a stunning awards season victory for a former supporting cast member.

Complete Biography Profiles: The Original High School Royalty

The core of She's All That was the chemistry between its two leads, Freddie Prinze Jr. and Rachael Leigh Cook. Their careers, though diverging for a time, are now converging once again with a fresh new project.

• The Unseen Story Jessica Simpsons Battle For Privacy And Body Image In A Digital Age Mlvqa

Freddie Prinze Jr. (Zack Siler)

• Birth Name: Freddie James Prinze Jr.
• Born: March 8, 1976 (Age 49 in 2025)
• Birth Place: Los Angeles, California, United States
• Notable Roles: Zack Siler (*She's All That*), Ray Bronson (*I Know What You Did Last Summer* franchise), Fred Jones (*Scooby-Doo*), Cole Ortiz (*24*).
• Career Highlights: Prinze Jr. was one of the biggest teen idols of the late 90s and early 2000s. He later transitioned into voice acting, notably as Kanan Jarrus in the animated series *Star Wars Rebels*. In recent years, he has focused on returning to live-action romantic comedy and his other passion, cooking.

Rachael Leigh Cook (Laney Boggs)

• Birth Name: Rachael Leigh Cook
• Born: October 4, 1979 (Age 46 in 2025)
• Birth Place: Minneapolis, Minnesota, United States
• Notable Roles: Laney Boggs (*She's All That*), Josie McCoy (*Josie and the Pussycats*), Clara (*The Baby-Sitters Club*), Sarah Ross (*Perception*).
• Career Highlights: Following her breakout role, Cook became a staple in romantic comedies, often starring in and producing numerous successful holiday films for the Hallmark Channel and Netflix, cementing her status as a modern "Queen of Christmas" cinema. She also had a cameo in the 2021 remake, *He's All That*, as Padgett's mother.

The Highly Anticipated 2025 Reunion and Major Career Updates

The biggest news for fans of the original film is the confirmation of a new project that reunites the two leads for the first time in over two decades, alongside a slew of other major career developments for the supporting cast.

The Prinze-Cook Reunion: The Christmas Affair

In a move that has generated significant buzz across social media and entertainment outlets, Freddie Prinze Jr. and Rachael Leigh Cook are set to co-star in a new holiday romantic comedy titled The Christmas Affair. Scheduled for a 2025 release, this film marks their second collaboration since the 1999 classic. The project sees them take on the roles of two sportscasters who find love in a festive setting, proving that the on-screen chemistry that made *She's All That* a hit is still highly sought after by audiences. This reunion is a major highlight of the 2025 entertainment calendar and a powerful example of the enduring legacy of the teen film genre.

Matthew Lillard's Blockbuster Comeback (Brock Hudson)

Matthew Lillard, who played the reality TV star Brock Hudson, has had one of the most remarkable career resurgences in recent years, with a slate of high-profile projects extending well into 2025. Known for his roles in *Scream* and as Shaggy in the live-action *Scooby-Doo* films, Lillard is currently enjoying a career "moment." His upcoming roles include a part in the highly anticipated Mike Flanagan film, *The Life of Chuck*, scheduled for a 2025 release, which is based on a Stephen King novella. Furthermore, Lillard has secured a new Marvel role, joining the cast of the Disney+ series *Daredevil: Born Again* for its second season, with the details of his character being closely guarded. He is also slated to appear in a TV adaptation of Stephen King's *Carrie*, solidifying his status as an actor in high demand across multiple major franchises and genres.

• The One Where They Tanked Jokes 15 Shocking New Secrets From The Friends Tv Show Behind The Scenes G9zdh

Kieran Culkin's Oscar Glory (Simon Boggs)

Kieran Culkin, who played Laney’s younger, sarcastic brother Simon Boggs, has achieved perhaps the most critical success of the entire cast. Following his acclaimed, award-winning run as Roman Roy in the HBO series *Succession*, Culkin achieved a major career milestone in 2025. He won the Oscar for Best Supporting Actor at the 97th Academy Awards for his performance in the film *A Real Pain*. This victory, which also included a SAG Award win, has cemented his status as one of the most respected dramatic actors in Hollywood, a far cry from his early comedic supporting role as the quirky younger brother.

The Supporting Players: From Mutants to TV Stars

The original cast of *She's All That* was stacked with talent who would go on to become major stars in their own right, adding layers of topical authority to the film's legacy.

• Anna Paquin (Mackenzie Siler): The Oscar-winning actress, who played Zack’s sister, Mackenzie, continued her successful career, most famously starring as Rogue in the *X-Men* film franchise and as Sookie Stackhouse in the acclaimed HBO series *True Blood*. Her recent career includes various independent film projects and television roles.
• Gabrielle Union (Katie): Union, who played one of the popular girls, has maintained a highly visible career in film and television. She is known for her roles in *Bring It On* and the TV series *Being Mary Jane*. In 2025, she was a notable presence at the Met Gala and is set to star in the new star-studded movie *Riff Raff*. Beyond acting, she is a successful entrepreneur and author.
• Paul Walker (Dean Sampson): Walker, who played Zack's rival, Dean, became a global superstar as Brian O'Conner in the *Fast & Furious* franchise. His tragic passing in 2013 left a profound legacy on Hollywood and the action film genre, with his memory and philanthropic work continuing to be honored by his family and former co-stars.
• Jodi Lyn O'Keefe (Taylor Vaughan): The actress who played the mean girl Taylor Vaughan later found long-running success in television, with major roles in shows like *Prison Break* and *The Vampire Diaries*.
• Elden Henson (Jesse Jackson): Henson, who played Laney's friend Jesse, is now perhaps best known for his long-running role as Foggy Nelson in the Marvel Cinematic Universe series *Daredevil* and for his earlier role as Fulton Reed in *The Mighty Ducks* franchise.
• Dulé Hill (Preston): Hill, one of Zack's friends, went on to star in the critically acclaimed TV drama *The West Wing* and the long-running comedy-drama series *Psych*, where he played Burton "Gus" Guster.

The Next Generation: Stars of He's All That (2021)

The 2021 gender-flipped remake, *He's All That*, introduced a new generation of actors to the classic story, focusing on influencer Padgett Sawyer (Addison Rae) and outcast Cameron Kweller (Tanner Buchanan).

• The Chilling True Story 5 Key Facts About Richard Evonitz The Serial Killer Who Kidnapped Kara Robinson Chamberlain Xpjje

Addison Rae’s Music and Acting Pivot (Padgett Sawyer)

Social media sensation Addison Rae made her acting debut as the lead in *He's All That*. Since the film’s release, she has aggressively pursued a multi-hyphenate career. The biggest update for Rae in 2025 is the official announcement and release of her highly anticipated debut pop album, titled *Addison*, which has been accompanied by a major international tour running throughout 2025. She also showcased her acting range in the 2023 horror film *Thanksgiving*, proving her commitment to a serious acting career beyond the teen comedy genre.

Tanner Buchanan’s Action and Horror Roles (Cameron Kweller)

Tanner Buchanan, who played the male lead in the remake, was already an established actor, best known as Robby Keene in the hit Netflix series *Cobra Kai*. The final season of *Cobra Kai* has been a major focus of his career, concluding his popular run on the martial arts drama. Looking ahead, Buchanan is expanding his filmography by joining the cast of the horror flick *Hide and Don't Speak*, showcasing his versatility across different genres.

From the nostalgic return of Prinze and Cook in *The Christmas Affair* to the phenomenal critical success of Kieran Culkin and the new-era stardom of Addison Rae and Tanner Buchanan, the actors who made the *She's All That* universe a phenomenon continue to dominate the entertainment landscape in 2025. Their current projects confirm that the talent pool from this beloved franchise is all that—and more.