01of 09Drew Barrymore as Julia SullivanRex; GettyWith the days of portraying sweet, conflicted waitress Julia Sullivan long behind her,Drew Barrymorehas stayed a massive presence in Hollywood. Shortly after the success ofThe Wedding Singer, she went on to star inEver After: A Cinderella Story(1998),Never Been Kissed(1999) andCharlie’s Angels: Full Throttle(2000). Barrymore even reunited withAdam Sandlerfortwo more films,50 First Dates(2004) andBlended(2014).She scored anEmmynomination andGolden Globewin for lead actress in a miniseries or a movie for her performance in the 2009 HBO biopic Grey Gardens.Barrymoremade her directorial debutwith the sports dramedyWhip Itlater that year.The actress launched her eponymous daytime talk show,The Drew Barrymore Show,in September 2020.Varietyreported in January 2023 that CBS announced its renewal through 2024.Barrymore has also kept busy off-screen. In 2021, shereleased her first cookbook,Rebel Homemaker, with chef Pilar Valdes and alifestyle magazine,Drew Magazine.She also launchedFlower Beautyand Flower Home with Walmart for herBeautiful Kitchenware line.Barrymore hastwo daughters, Olive and Frankie, withex-husband Will Kopelman, who shedivorced in August 2016after four years of marriage. Without naming names, Barrymore toldWhoopi Goldbergin 2022 she was back on thedating scene.

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Drew Barrymore as Julia Sullivan

Rex; Getty

drew-barrymore

With the days of portraying sweet, conflicted waitress Julia Sullivan long behind her,Drew Barrymorehas stayed a massive presence in Hollywood. Shortly after the success ofThe Wedding Singer, she went on to star inEver After: A Cinderella Story(1998),Never Been Kissed(1999) andCharlie’s Angels: Full Throttle(2000). Barrymore even reunited withAdam Sandlerfortwo more films,50 First Dates(2004) andBlended(2014).

She scored anEmmynomination andGolden Globewin for lead actress in a miniseries or a movie for her performance in the 2009 HBO biopic Grey Gardens.Barrymoremade her directorial debutwith the sports dramedyWhip Itlater that year.

The actress launched her eponymous daytime talk show,The Drew Barrymore Show,in September 2020.Varietyreported in January 2023 that CBS announced its renewal through 2024.

Barrymore has also kept busy off-screen. In 2021, shereleased her first cookbook,Rebel Homemaker, with chef Pilar Valdes and alifestyle magazine,Drew Magazine.She also launchedFlower Beautyand Flower Home with Walmart for herBeautiful Kitchenware line.

Barrymore hastwo daughters, Olive and Frankie, withex-husband Will Kopelman, who shedivorced in August 2016after four years of marriage. Without naming names, Barrymore toldWhoopi Goldbergin 2022 she was back on thedating scene.

02of 09Adam Sandler as Robbie HartRex (2)Sandler has been a comic mainstay since the mid-’90s, and the actor/screenwriter/producer’s career only blossomed following his role as good-natured crooner Robbie Hart, who only wants to grow old with you.He is known for comedies likeBig Daddy(1999), Longest Yard(2005),Click(2006) andGrown Ups(2010).In 2002, however, with his role inPunch Drunk Love,Sandler proved his chops as an actor beyond the scope of his typically goofy parts. This trend continued with him being cast inNoah Baumbach’sThe Meyerowitz Stories(2017)and 2019’s Safdi brothers' crime thrillerUncut Gems—a performance met with critical acclaim.In 2020, Netflix announced a four-movie deal with Sandler’s production company, Happy Madison Productions, which kicked off withHubie Halloween(2020). In 2023, it was announced that Sandler andJennifer Anistonwere teaming up for a sequel to their wildly popularMurder Mystery(2019).Sandler and his wifeJacquelinehave beenmarried since 2003and sharetwo daughters, Sadie and Sunny.

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Adam Sandler as Robbie Hart

Rex (2)

adam-sandler

Sandler has been a comic mainstay since the mid-’90s, and the actor/screenwriter/producer’s career only blossomed following his role as good-natured crooner Robbie Hart, who only wants to grow old with you.

He is known for comedies likeBig Daddy(1999), Longest Yard(2005),Click(2006) andGrown Ups(2010).In 2002, however, with his role inPunch Drunk Love,Sandler proved his chops as an actor beyond the scope of his typically goofy parts. This trend continued with him being cast inNoah Baumbach’sThe Meyerowitz Stories(2017)and 2019’s Safdi brothers' crime thrillerUncut Gems—a performance met with critical acclaim.

In 2020, Netflix announced a four-movie deal with Sandler’s production company, Happy Madison Productions, which kicked off withHubie Halloween(2020). In 2023, it was announced that Sandler andJennifer Anistonwere teaming up for a sequel to their wildly popularMurder Mystery(2019).

Sandler and his wifeJacquelinehave beenmarried since 2003and sharetwo daughters, Sadie and Sunny.

03of 09

Christine Taylor as Holly Sullivan

christine-taylor

Taylor and Stiller married in 2000andannounced their separation in 2017. However, the two were frequently spotted together in the years following, and in 2022,the couple revealed they reunitedduring the pandemic. They share two children,EllaandQuinlin.

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Allen Covert as Sammy

VALERIE MACON/AFP/Getty

allen-c0vert

Since playing Robbie’s eccentric best friend, Sammy, Allen Covert has regularly and closely collaborated with Sandler (his classmate at New York University), and was featured in movies like50 First Dates (2004), Jack and Jill(2011)andMurder Mystery (2019).

Covert married Kathryn Hagstrom in 2006, and the couple divorced in 2019. Together, they have four children.

05of 09Angela Featherstone as LindaJennifer Lourie/GettyAfter playing Linda, Robbie’s fiancée who leaves him at the altar (and maybe even has a hand in breaking up Van Halen), Angela Featherstone appeared on television shows likeProvidence,The GuardianandExes &Ohs.In 2016, she acted inMy Dead Boyfriend,and in 2018, she held a small role in the Oscar-winning filmCODA.Featherstone has also written and directed a number of short films, including 2022’sL’Étranger.She is an advocate for children in foster care, and in 2021, founded a nonprofit organization for children aging out of the foster care system —Fosteringcare.org.

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Angela Featherstone as Linda

Jennifer Lourie/Getty

angela-featherstone

After playing Linda, Robbie’s fiancée who leaves him at the altar (and maybe even has a hand in breaking up Van Halen), Angela Featherstone appeared on television shows likeProvidence,The GuardianandExes &Ohs.In 2016, she acted inMy Dead Boyfriend,and in 2018, she held a small role in the Oscar-winning filmCODA.

Featherstone has also written and directed a number of short films, including 2022’sL’Étranger.She is an advocate for children in foster care, and in 2021, founded a nonprofit organization for children aging out of the foster care system —Fosteringcare.org.

06of 09Matthew Glave as Glenn GugliaAlbert L. Ortega/GettyAfter playingThe Wedding Singer’santagonist, Julia’s less-than-faithful fiancée Glenn Guglia, Matthew Glave appeared on television shows such asRevenge,The Closer,Hawaii Five-0andThe Rookie.He also appeared inArgo(2012),First Man(2018) andFunny Story(2018).Glave is married to actress Anita Barone, with whom he shares two daughters, Madeline and Roxanne.

06of 09

Matthew Glave as Glenn Guglia

Albert L. Ortega/Getty

matthew-glave

After playingThe Wedding Singer’santagonist, Julia’s less-than-faithful fiancée Glenn Guglia, Matthew Glave appeared on television shows such asRevenge,The Closer,Hawaii Five-0andThe Rookie.He also appeared inArgo(2012),First Man(2018) andFunny Story(2018).

Glave is married to actress Anita Barone, with whom he shares two daughters, Madeline and Roxanne.

07of 09

Steve Buscemi as David Veltri

steve-buscemi

Although uncredited in the film for his bit part as the serenading David Veltri,Steve Buscemihas always been and will always be one of Hollywood’s most recognizable set of eyes.

The actor scored the role of Tony Blundetto onThe Sopranos— and directed a few episodes — and his lead role on HBO’sBoardwalk Empireearned him a Golden Globe and twoScreen Actor Guild Awards. Buscemi has also directed several films and episodes of30 Rock, Nurse JackieandPortlandia.He joinedPete Davidsonon-screen in 2020’sKing of Staten Island, playing an FDNY firefighter — a job he held in real life in the early-1980sand again for the days following 9/11.

Buscemi was married toJo Andresfrom 1987 untilher death in January 2019. Together, they had one son, Lucian.

08of 09Alexis Arquette as George StitzerRex (2)Alexis Arquetteplayed George Stitzer, a singer in Robbie’s band and unabashed fanatic ofBoy George— performing an epic rendition of “Do You Really Want to Hurt Me.” In the years following the film’s release, the actress and trans activist appeared on-screen in projects likeShe’s All That(1999) andFriends, in which she shared scenes with her sister-in-law at the time,Courteney Cox.Arquette also nabbed supporting roles inPulp Fiction(1994),Threesome(1994) andBride of Chucky(1998).She was sister to famed actorsRosanna, Richmond,PatriciaandDavid Arquette.In 2016,Arquette dieddue tocomplications from HIV; she contracted the virus in 1987.

08of 09

Alexis Arquette as George Stitzer

alexis-arquette

Alexis Arquetteplayed George Stitzer, a singer in Robbie’s band and unabashed fanatic ofBoy George— performing an epic rendition of “Do You Really Want to Hurt Me.” In the years following the film’s release, the actress and trans activist appeared on-screen in projects likeShe’s All That(1999) andFriends, in which she shared scenes with her sister-in-law at the time,Courteney Cox.

Arquette also nabbed supporting roles inPulp Fiction(1994),Threesome(1994) andBride of Chucky(1998).She was sister to famed actorsRosanna, Richmond,PatriciaandDavid Arquette.

In 2016,Arquette dieddue tocomplications from HIV; she contracted the virus in 1987.

09of 09

Ellen Albertini Dow as Rosie

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Dow was married to her husband Eugene Dow Jr. until his death in 2004. In 2015, she died at the age of 101 from pneumonia.

source: people.com