01of 09
Jennifer Lopez as Mary Fiore
Columbia/Intermedia/Pacifica/Kobal/Shutterstock; Gary Hershorn-Pool/Getty

Since thebeloved rom-comhit theaters in 2001, Lopez has remained in the spotlight as an actress, singer, dancer, producer and entrepreneur. Her most famous films following the release ofThe Wedding PlannerincludeEnough(2002),Maid in Manhattan(2002),Shall We Dance(2004),Monster-in-Law(2005),Second Act(2018),Hustlers(2019),Marry Me(2022)and Shotgun Wedding(2022) to name a few.Lopez’s next film,The Mother,is set to be released in May 2023 on Netflix.
The"Jenny from the Block" entertainer has also continued to release music,wrapping up her successful Las Vegas residencyin September 2018. In 2011, Lopez joinedAmerican Idolasa judge for five seasons. A few years later, shemade history for Latina representationfor herco-headlining performancewithShakiraat theSuper BowlLIV halftime show in 2020, which she documented in the aptly-titled 2022NetflixdocumentaryHalftime.
After hersplit from then-fiancéAlex Rodriguezin March 2021, Lopezrekindled her relationshipwith actorBen Affleck, whom she previously dated from 2002 to 2004. The twoannounced their engagementin April 2022 and laterwed in an intimate Las Vegas ceremonyin July 2022. Lopez has twinsMax and Emmefrom herprevious marriagetoMarc Anthony. Meanwhile, Affleck has three children —Violet, Seraphina and Samuel— heshares with ex-wifeand actressJennifer Garner.
02of 09Matthew McConaughey as Steve “Eddie” EdisonColumbia/Intermedia/Pacifica/Kobal/Shutterstock; Mark Sagliocco/WireImageMatthew McConaugheyplayed theleading man, Dr. Steve “Eddie” Edison, inThe Wedding Planner,where he rescued and ultimately fell in love with Lopez’s character, Mary. Though the film is popular among fans of the genre, McConaugheyranked it lastof his trio of early 2000s rom-coms when speaking toAndy Cohenon an episode ofWatch What Happens Livein January 2019.Years later, he’d transform himself for roles inKiller Joe(2011),Magic Mike(2012),The Wolf of Wall Street(2013), and Dallas Buyers Club (2013), for which he won an Oscar and Golden Globe in 2014. He was also nominated for an Emmy and Golden Globe for his performance on the HBO seriesTrue Detective. In 2020, the actorreleased his memoir,Greenlights.McConaughey has beenmarried to Brazilian modelCamila Alvessince 2012, and the two share three children together —daughter Vidaand sonsLeviandLivingston.
02of 09
Matthew McConaughey as Steve “Eddie” Edison
Columbia/Intermedia/Pacifica/Kobal/Shutterstock; Mark Sagliocco/WireImage

Matthew McConaugheyplayed theleading man, Dr. Steve “Eddie” Edison, inThe Wedding Planner,where he rescued and ultimately fell in love with Lopez’s character, Mary. Though the film is popular among fans of the genre, McConaugheyranked it lastof his trio of early 2000s rom-coms when speaking toAndy Cohenon an episode ofWatch What Happens Livein January 2019.
Years later, he’d transform himself for roles inKiller Joe(2011),Magic Mike(2012),The Wolf of Wall Street(2013), and Dallas Buyers Club (2013), for which he won an Oscar and Golden Globe in 2014. He was also nominated for an Emmy and Golden Globe for his performance on the HBO seriesTrue Detective. In 2020, the actorreleased his memoir,Greenlights.
McConaughey has beenmarried to Brazilian modelCamila Alvessince 2012, and the two share three children together —daughter Vidaand sonsLeviandLivingston.
03of 09Judy Greer as Penny NicholsonEverett; Araya Diaz/GettyThe quintessential best friend and co-worker,Judy Greer’s Penny Nicholson, attempted to keep Mary on the straight and narrow despite her feelings for Eddie.After her appearance inThe Wedding Planner,Greer went on to play the BFF in movies like13 Going on 30(2004),27 Dresses(2008),Love & Other Drugs(2010),The Descendants(2011),Ant-Man(2015),Jurassic World(2015),War for the Planet of the Apes(2017) andHalloween Kills(2021).The actress has also been featured on countless series, includingMiss Guided,Mad Love,Married,Casual,Arrested Development,KiddingandReboot.She’s lent her voice to characters on shows likeArcherandLet’s Go Luna!as well.Greer has been married to producer Dean E. Johnsen since 2011 and is a stepmom to his two children.
03of 09
Judy Greer as Penny Nicholson
Everett; Araya Diaz/Getty

The quintessential best friend and co-worker,Judy Greer’s Penny Nicholson, attempted to keep Mary on the straight and narrow despite her feelings for Eddie.
After her appearance inThe Wedding Planner,Greer went on to play the BFF in movies like13 Going on 30(2004),27 Dresses(2008),Love & Other Drugs(2010),The Descendants(2011),Ant-Man(2015),Jurassic World(2015),War for the Planet of the Apes(2017) andHalloween Kills(2021).
The actress has also been featured on countless series, includingMiss Guided,Mad Love,Married,Casual,Arrested Development,KiddingandReboot.She’s lent her voice to characters on shows likeArcherandLet’s Go Luna!as well.
Greer has been married to producer Dean E. Johnsen since 2011 and is a stepmom to his two children.
04of 09
Bridgette Wilson-Sampras as Fran Donelly

Bridgette Wilson-Sampras— a former Miss Teen USA — played wealthy bride-to-be Fran Donelly, who ultimately realized she wasn’t in love with Eddie before walking down the aisle.
The actress is married to tennis starPete Sampras, with whom she has two sons.
05of 09Justin Chambers as MassimoEverett; Tibrina Hobson/GettyBefore hitting it big onGrey’s Anatomy,Justin Chambers, a former model, played the love-struck Massimo inThe Wedding Planner.Since, Chambers has starred in many films, includingThe Zodiac(2005),Southern Belles(2005),Lakeview Terrace(2008)andBroken City(2013).In 2020, Chambersannounced he was leavingGrey’s Anatomyafter 15 years ofplaying Dr. Alex Karev. In 2022, he appeared on the Paramount+ miniseriesThe Offerin the role ofMarlon Brando.He and his wife Keisha, a former model agency booker, married in 1993 and havefive children together.
05of 09
Justin Chambers as Massimo
Everett; Tibrina Hobson/Getty

Before hitting it big onGrey’s Anatomy,Justin Chambers, a former model, played the love-struck Massimo inThe Wedding Planner.
Since, Chambers has starred in many films, includingThe Zodiac(2005),Southern Belles(2005),Lakeview Terrace(2008)andBroken City(2013).
In 2020, Chambersannounced he was leavingGrey’s Anatomyafter 15 years ofplaying Dr. Alex Karev. In 2022, he appeared on the Paramount+ miniseriesThe Offerin the role ofMarlon Brando.
He and his wife Keisha, a former model agency booker, married in 1993 and havefive children together.
06of 09Charles Kimbrough as Mr. DonellyEverett; Theo Wargo/GettyCharles Kimbrough, a.k.a. Fran’s father, was well-known for his Emmy-winning role onMurphy BrownwhenThe Wedding Plannerpremiered.Kimbrough is also known for voice work and Broadway roles. In 2012, Kimbrough was cast in Roundabout Theater Company’s Broadway revival ofHarvey.In 2018, he returned for theMurphy Brownand has largely stayed out of the spotlight.He was married to lateAlicestar Beth Howland until herdeath in 2015, and he has one son, John, from his previous marriage to Mary Jane Wilson.
06of 09
Charles Kimbrough as Mr. Donelly
Everett; Theo Wargo/Getty

Charles Kimbrough, a.k.a. Fran’s father, was well-known for his Emmy-winning role onMurphy BrownwhenThe Wedding Plannerpremiered.
Kimbrough is also known for voice work and Broadway roles. In 2012, Kimbrough was cast in Roundabout Theater Company’s Broadway revival ofHarvey.In 2018, he returned for theMurphy Brownand has largely stayed out of the spotlight.
He was married to lateAlicestar Beth Howland until herdeath in 2015, and he has one son, John, from his previous marriage to Mary Jane Wilson.
07of 09
Joanna Gleason as Mrs. Donelly
Everett; Walter McBride/Getty

In the years since, she’s stayed busy with appearances onSensitive Skin, The AffairandThe Bite.
Gleason is married toactor Chris Sarandonand has one child from a previous marriage.
08of 09
Kathy Najimy as Geri
Everett; John Lamparski/Getty

She’s continued to work steadily since 2001, voicing Peggy Hill onKing of the Hilland other roles in Disney’sDescendants(2015) and Netflix’sDumplin'(2018).
In 2022, Najimy returned to the big screen for Disney’sHocus Pocus 2.
She is married to singer and actorDan Finnerty, with whom she has one daughter, Samia.
09of 09
Alex Rocco as Salvatore Fiore
Everett; Jeff Kravitz/FilmMagic

Alex Rocco brought heart toThe Wedding Planneras Mary’s father, Salvatore Fiore. Salvatore desperately wanted to see his daughter happily married. Before the hit movie, he had countless film credits, including roles in 1972’sThe Godfatherand onThe Famous Teddy Zshow. He also appeared inSmokin' Aces(2006),Find Me Guilty(2006) andThe House Across the Street(2013).
He was married to actress Shannon Wilcox, with whom he had two children.
source: people.com