Hacky sack in the quad? She’s All That’s 1999 release embodied all things ‘90s, from campus DJs and poetry slams to choreographed prom dances and girl next door romances.
More than two decades after it hit theaters, fans are still rooting for Laney Boggs (Rachael Leigh Cook) and Zack Siler (Freddie Prinze Jr.), many wondering if their romance lasted after high school graduation.
Despite getting off to a rocky start — Zack bet fellow jock Dean Sampson (the late Paul Walker) that he could turn any girl into prom queen in six weeks — the pair’s chemistry was undeniable. Laney allowed Zack to own his softer side, while he brought her out of her secluded artist shell.
The film, which also starred up and coming actors Gabrielle Union, Dulé Hill, Anna Paquin and Kieran Culkin, has become a rom-com staple.
17 years after winning over viewers with their epic love story, Prinze and Cook reunited in September 2016, and caused quite a stir among those longing for a sequel.
“Cup of coffee with the homegirl @rachaelleighcook,” the Scooby Doo actor captioned the Instagram photo. “#BeenTooLong #OldFriendsNewFriends.”
Ahead of the movie’s 20th anniversary, Jodi Lyn O’Keefe, who played mean girl Taylor Vaughn, revealed that the actors were a tight-knit group who did keep in touch.
“I can remember being on set, and realizing that we were all looking at each other, and being like, ‘This is great. This is the best time ever, and I can’t believe we’re all getting to do this,’” she told Us Weekly exclusively in October 2018. “We were all so young and it was just exciting.”
O’Keefe said that her favorite memory from filming was spending time with Cook and “going through my life and constantly running into her” over the years.
Cook, for her part, credits the death of Walker, who died in a car crash in 2013, with rekindling her friendship with her onscreen love interest, Prinze, a few years back.
The Josie and the Pussycats star told Us in August 2020 that Walker was “way cooler than the rest of us” on set and after his passing she reached back out to Prinze after realizing that “you got to use the time you got.”
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Looking back, Cook noted that Prinze will always be a special person in her life after they both rose to fame for their roles in She’s All That.
“I don’t think that anyone, except for the person who does it with you, can truly understand just what it is to be part of something unless they were exactly by your side when it happened,” she explained to Us. “So I think we’ll always be bonded in that sense. I hope so at least because he’s such a lovely human.”
Scroll down to see what the rom-com cast has been up to since the late ‘90s:
Credit: Miramax/Kobal/Shutterstock
'She’s All That’ Cast: Where Are They Now? Freddie Prinze Jr., Rachael Leigh Cook and More
Hacky sack in the quad? She’s All That’s 1999 release embodied all things ‘90s, from campus DJs and poetry slams to choreographed prom dances and girl next door romances.More than two decades after it hit theaters, fans are still rooting for Laney Boggs (Rachael Leigh Cook) and Zack Siler (Freddie Prinze Jr.), many wondering if their romance lasted after high school graduation.Despite getting off to a rocky start — Zack bet fellow jock Dean Sampson (the late Paul Walker) that he could turn any girl into prom queen in six weeks — the pair’s chemistry was undeniable. Laney allowed Zack to own his softer side, while he brought her out of her secluded artist shell.The film, which also starred up and coming actors Gabrielle Union, Dulé Hill, Anna Paquin and Kieran Culkin, has become a rom-com staple.17 years after winning over viewers with their epic love story, Prinze and Cook reunited in September 2016, and caused quite a stir among those longing for a sequel.“Cup of coffee with the homegirl @rachaelleighcook,” the Scooby Doo actor captioned the Instagram photo. “#BeenTooLong #OldFriendsNewFriends.”Ahead of the movie’s 20th anniversary, Jodi Lyn O’Keefe, who played mean girl Taylor Vaughn, revealed that the actors were a tight-knit group who did keep in touch.[sendtonews type="float" key="uf8GODb4Se-3115514-14453"]“I can remember being on set, and realizing that we were all looking at each other, and being like, ‘This is great. This is the best time ever, and I can’t believe we’re all getting to do this,’” she told Us Weekly exclusively in October 2018. “We were all so young and it was just exciting."O’Keefe said that her favorite memory from filming was spending time with Cook and “going through my life and constantly running into her” over the years.Cook, for her part, credits the death of Walker, who died in a car crash in 2013, with rekindling her friendship with her onscreen love interest, Prinze, a few years back.The Josie and the Pussycats star told Us in August 2020 that Walker was “way cooler than the rest of us” on set and after his passing she reached back out to Prinze after realizing that “you got to use the time you got.”Looking back, Cook noted that Prinze will always be a special person in her life after they both rose to fame for their roles in She’s All That.“I don’t think that anyone, except for the person who does it with you, can truly understand just what it is to be part of something unless they were exactly by your side when it happened,” she explained to Us. “So I think we’ll always be bonded in that sense. I hope so at least because he’s such a lovely human.”Scroll down to see what the rom-com cast has been up to since the late ‘90s:
Credit: Miramax/Kobal/Shutterstock
'She’s All That’ Cast: Where Are They Now? Freddie Prinze Jr., Rachael Leigh Cook and More
Hacky sack in the quad? She’s All That’s 1999 release embodied all things ‘90s, from campus DJs and poetry slams to choreographed prom dances and girl next door romances.More than two decades after it hit theaters, fans are still rooting for Laney Boggs (Rachael Leigh Cook) and Zack Siler (Freddie Prinze Jr.), many wondering if their romance lasted after high school graduation.Despite getting off to a rocky start — Zack bet fellow jock Dean Sampson (the late Paul Walker) that he could turn any girl into prom queen in six weeks — the pair’s chemistry was undeniable. Laney allowed Zack to own his softer side, while he brought her out of her secluded artist shell.The film, which also starred up and coming actors Gabrielle Union, Dulé Hill, Anna Paquin and Kieran Culkin, has become a rom-com staple.17 years after winning over viewers with their epic love story, Prinze and Cook reunited in September 2016, and caused quite a stir among those longing for a sequel.“Cup of coffee with the homegirl @rachaelleighcook,” the Scooby Doo actor captioned the Instagram photo. “#BeenTooLong #OldFriendsNewFriends.”Ahead of the movie’s 20th anniversary, Jodi Lyn O’Keefe, who played mean girl Taylor Vaughn, revealed that the actors were a tight-knit group who did keep in touch.[sendtonews type="float" key="uf8GODb4Se-3115514-14453"]“I can remember being on set, and realizing that we were all looking at each other, and being like, ‘This is great. This is the best time ever, and I can’t believe we’re all getting to do this,’” she told Us Weekly exclusively in October 2018. “We were all so young and it was just exciting."O’Keefe said that her favorite memory from filming was spending time with Cook and “going through my life and constantly running into her” over the years.Cook, for her part, credits the death of Walker, who died in a car crash in 2013, with rekindling her friendship with her onscreen love interest, Prinze, a few years back.The Josie and the Pussycats star told Us in August 2020 that Walker was “way cooler than the rest of us” on set and after his passing she reached back out to Prinze after realizing that “you got to use the time you got.”Looking back, Cook noted that Prinze will always be a special person in her life after they both rose to fame for their roles in She’s All That.“I don’t think that anyone, except for the person who does it with you, can truly understand just what it is to be part of something unless they were exactly by your side when it happened,” she explained to Us. “So I think we’ll always be bonded in that sense. I hope so at least because he’s such a lovely human.”Scroll down to see what the rom-com cast has been up to since the late ‘90s:
Credit: Moviestore/Shutterstock; Broadimage/Shutterstock
Freddie Prinze Jr.
Prinze followed up his leading role with a series of rom-com films, including Head Over Heels and Summer Catch. He then played Fred in the Scooby-Doo movies before playing Freddie in the short-lived series Freddie, where he also served as producer and writer. The actor appeared on 24 as Cole Ortiz, Star Wars Rebels as Kanan Jarrus and GEGG WARS: Galaxy of Crime as Orak Adalani. The actor has also turned his passion for cooking into a living, releasing the cookbook Back to the Kitchen in 2016.
The L.A. native wed Sarah Michelle Gellar in 2002. The couple share two children, Charlotte and Rocky.
Credit: Claudette Barius/Miramax/Kobal/Shutterstock; MediaPunch/Shutterstock
Rachael Leigh Cook
After playing Laney in the hit film, Cook starred in Josie and the Pussycats, Tangled and Nancy Drew. The actress had a recurring role on Titan Maximum and Psych before her role on Perception as Kate Moretti. Her more recent roles feature a slew of TV movies, which she also served as producer on, including Frozen in Love, Summer in the Vineyard and A Blue Ridge Mountain Christmas. She also appeared in the 2021 reboot of the rom-com starring Addison Rae, He’s All That.
The Minnesota native split from husband Daniel Gilles in 2019 after nearly 15 years of marriage. The pair share two children, Charlotte and Theodore. She moved on with producer Kevin Mann.
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Paul Walker
Walker went from playing the cocky jock Dean to Texas high school quarterback Lance Harbor in Varsity Blues. He then landed the role of Brian O’Conner in The Fast and the Furious, which he reprised in six sequels. The actor was also seen in Eight Below, Flags of Our Fathers, Takers and Hours. In November 2013, Walker was killed in a car accident at the age of 40.
He is survived by daughter Meadow, whom he shares with ex Rebecca Soteros.
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Jodi Lyn O’Keefe
The New Jersey native played mean girl and queen bee Taylor Vaughan in the ‘90s film, while starring on Nash Bridges as Cassidy for six seasons. O’Keefe appeared on The Evidence, Prison Break and Two and a Half Men before portraying Dr. Jo Laughlin on The Vampire Diaries and Lionel Davenport on Hit the Floor. The actress launched her own clothing line, Queen George Clothing, in 2011 and a year later released a jewelry line. She is also a licensed bounty hunter.
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Matthew Lillard
Lillard portrayed Taylor’s older boyfriend, Brock Hudson, in the teen film. He later reunited with Prinze for two Scooby Doo films and voiced Shaggy in numerous video games before joining the cast of Scooby-Doo! Mystery Incorporated and Be Cool, Scooby-Doo! The actor has also appeared on The Bridge, Bosch and Robot Chicken. He played Dean Boland on Good Girlsand reprised the role of Shaggy in 2019 for the Scooby-Doo and Guess Who? series.
The Michigan native married Heather Helm in 2000 and they share three children.
Credit: Moviestore/Shutterstock; Joel C Ryan/Invision/AP/Shutterstock
Anna Paquin
The Oscar winner played Zack’s little sister Mackenzie “Mac” Siler in the movie. She went on to star in the X-Men franchise as Rogue and landed roles in Almost Famous, The Romantics and The Irishman. Paquin’s TV credits include True Blood as Sookie Stackhouse, Bellevue as Annie Ryder, The Affair as Joanie Lockhart and Flack as Robyn.
In 2010, the actress married True Blood costar Stephen Moyer. The pair welcomed twins, Poppy and Charlie two years later.
Credit: Erik Pendzich/Shutterstock
Elden Henson
Henson portrayed Laney’s childhood BFF Jesse Jackson the same year he appeared in Idle Hands. The Mighty Ducks actor was then seen in Cast Away, Manic, Lords of Dogtown and The Hunger Games: Mockingjay films as Pollux. TV-wise, Henson appeared on The Defenders and Daredevil as Foggy Nelson.
Henson split from actress Kira Sternbach in 2016 after two years of marriage. The pair share son Dodger.
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Dule Hill
Hill played popular teen Preston in the rom-com the same year he landed the role of Charlie Young on The West Wing. He has since appeared in Holes, Whisper and Sleight. TV-wise, Hill has had continued success with roles on Psych (which he also served as producer on from 2009 to 2014), Doubt, Ballers, Suits and Black Monday. The Emmy-nominated star also reprised his role as Burton Guster in two Psych movies before landing the role of Bill Williams in 2021’s The Wonder Years.
The New Jersey native and actress Jazmyn Simon tied the knot in 2018. The couple welcomed son Levi in May 2019. Hill is also father of daughter Kennedy from a past relationship.
Credit: Evan Agostini/Invision/AP/Shutterstock
Gabrielle Union
Fans met Union’s popular kid Katie the same year she played Chastity in 10 Things I Hate About You. The Nebraska native then starred in Bring It On, Bad Boys II, Think Like a Man and Breaking In. TV-wise, Union appeared on City of Angels and Night Stalker before landing the role of Mary Jane Paul on Being Mary Jane and Sydney Burnett on L.A.’s Finest — both of which she also served as an executive producer. In 2019, the actress was also a judge on America’s Got Talent.
In 2014, Union married NBA player Dwyane Wade. The pair welcomed their first child, daughter Kaavia, in 2018 via surrogate.
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Kevin Pollak
After his role as Laney’s dad Wayne Boggs, Pollak starred on the short-lived series Work With Me. He then appeared in The Santa Clause 2, The Santa Clause 3: The Escape Clause, The Big Year, War Dogs and Teacher. TV-wise, Pollak had recurring roles on Mom, The Marvelous Mrs. Maisel and Better Things. The San Francisco native both wrote and produced Kevin Pollak’s Chat Show from 2000 to 2015. The comedian published his biography, How I Slept My Way to the Middle, in 2012.
He’s been dating writer and producer Jaime Fox since 2009.
Credit: Willy Sanjuan/Invision/AP/Shutterstock
Kieran Culkin
Culkin played Laney’s little brother Simon Boggs the same year he appeared in Music of the Heart and Cider House Rules. He then starred in Paper Man, Scott Pilgrim vs. the World and Wiener-Dog. The Home Alone actor has played Roman Roy on Succession since 2018, which earned him an Emmy nomination in 2020. He reprised his role as brother Matty Banks in Father of the Bride Part 3 (Ish) in 2020.
Culkin married Jazz Charton in 2013. The pair share daughter Kinsley, born in September 2019, and a baby boy, whom they welcomed in August 2021.
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Usher
The musician portrayed Laney and Zack’s high school campus DJ in the film. He followed that up with a few TV episodes here and there, including parts on Moesha, Sabrina the Teenage Witch and American Dreams. He played himself in 2019’s Hustlers. The “My Boo” singer has released eight studio albums since 1994. He joined The Voice as a coach for both season 4 and season 6.
The Grammy winner shares two sons, Naviyd and Usher Raymond V, with his ex-wife, Tameka Foster. In September 2020, he welcomed his first child with girlfriend Jenn Goicoechea. One year later, the couple announced the arrival of their second son, Sire Castrello, who was born in September 2021.
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