Lindsay Lohan (Hallie Parker/Annie James) Then

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Parent Trap is a 90's romantic-comedy, which follows the story of identical twins that were separated at birth, and eventually reunite at a summer camp. The role of the twins, Hallie Parker and Annie James, was played by Lindsay Lohan (alongside the help of a body double for certain scenes). The twins reconnect at a summer camp, where they swap places to visit either parent, and devise a plan to bring their family back together.
Lindsay Lohan (Hallie Parker/Annie James) Now

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Parent Trap was Lindsay's debut/breakthrough movie role, which lead to her having an extensive acting career in her youth. She has featured in a wide array of movies and television shows, some of which, include: 'Freaky Friday', 'Mean Girls', 'Just My Luck', 'Ugly Betty' and 'Sick Note'. Lindsay has had public struggles with her mental health and substance abuse, but she has been to rehab and is sober. She made her full return to acting in 2021.
Natasha Richardson (Elizabeth James) Then

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Elizabeth 'Liz' James (played by Natasha Richardson) is the mother of Hallie and Annie, and has full custody of Annie. Liz is a famous British wedding gown designer, and has raised Annie within a secure and wealthy home setting. After the twins swap places at summer camp, Liz unknowingly begins caring for Hallie. Hallie eventually reveals her actual identity, and the pair plan a trip to retrieve Annie.
Natasha Richardson (Elizabeth James) Now

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Before starring in Parent Trap, Natasha Richardson was a well-established actress, and went on to feature in a range of movies, television shows and theatre productions. Some of her most notable features, include: 'Waking Up In Reno', 'The White Countess', 'Wild Child', 'Mastersons Of Manhattan', 'The Lady From The Sea' and 'A Streetcar Named Desire'. Unfortunately, Natasha passed away in the March of 2009 (at the age of 45).
Dennis Quaid (Nick Parker) Then

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Nicholas 'Nick' Parker (played by Dennis Quaid) is the father of the twins, and has full custody of Hallie. Nick is an American vineyard owner, and has raised Hallie within an equally secure and wealthy home to her twin, Annie. Hallie explains to Annie that their dad is currently engaged to another woman, which could get in the way of their plan to reunite their parents.
Dennis Quaid (Nick Parker) Now

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Dennis Quaid was also a well-established actor before starring in Parent Trap, and has since gone on to feature in a large selection of television shows and movies. His most notable features, include: 'The Day After Tomorrow', 'Vantage Point', 'A Dog's Purpose', 'The Art Of More' and 'Fortitude'. Dennis is still active within the entertainment business, and often features in supporting/cameo roles.
Elaine Hendrix (Meredith Blake) Then

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Meredith Blake (played by Elaine Hendrix) is Nick's fiancé, and is a publicist in her 20's. She is depicted as a gold-digger, who only wants to marry Nick for his money. She is introduced to both twins properly after they return from summer camp, and reunite with both their parents. Initially, Meredith showcases a pleasant personality, but this is revealed to be a facade at the end of the movie (after the twins play a series of pranks on her).
Elaine Hendrix (Meredith Blake) Now

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Since starring in Parent Trap, Elaine Hendrix has gone on to feature in a plethora of television shows and movies. Some of these features, include: 'Coffee Date', 'The Dukes', 'Witness Insecurity', 'The Chronicle', 'Joan Of Arcadia', 'Poor Paul' and '90210'. Aside from her acting talents, Elaine is also known for her animal rights activism, and has founded her own charity organization ('The Pet Matchmaker').
Lisa Ann Walter (Chessy) Then

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Chessy (played by Lisa Ann Walter) is Nick's housekeeper, and Hallie's nanny. She is depicted as an awkward, yet bubbly and friendly woman, who often showcases unconfident behaviour. Chessy is one of the first characters to suspect that the twins have swapped places, as she picks up on Hallie's strange behaviour/general demeanour. Despite feeling as though she is undesirable, Chessy develops/shares feelings for another character within the movie.
Lisa Ann Walter (Chessy) Now

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Parent Trap provided Lisa Ann Walter with one of her debut performances, and she has since gone on to feature in a range of television shows and movies. Some of these features, include: 'Bruce Almighty', 'War Of The Worlds', 'Drillbit Taylor', 'Breaking News', 'The Exes' and 'Grey's Anatomy'. She is still active within the entertainment industry, and will often star in cameo and/or supporting roles.
Kat Graham (Jackie) Then

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Jackie (played by Kat Graham) is one of Annie's friends at summer camp, and she helps Annie prank Hallie (this is prior to the twins coming to the realization that they're related). This is one of the smaller roles within the movie, and is used to provide important character dimension and development. Jackie is depicted as a bubbly and mischievous young girl.
Kat Graham (Jackie) Now

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The role of Jackie was Kat Graham's movie debut, and she has since gone on to have a successful career within acting and singing. Some of her television and movie features, include: '17 Again', 'Honey 2', 'All Eyez On Me', 'Hannah Montana', 'The Vampire Diaries' and 'Robot Chicken'. Within her singing career, she has released four studio albums, which have had some minor success.
Simon Kunz (Martin) Then

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Martin (played by Simon Kunz) is Elizabeth's family butler, and helps take care of Annie. Martin helps the twins plan a trip, in order to reunite their parents and arrange joint custody of them. Through this planning, Martin is introduced to Chessy (Nick's housemaid), and the pair quickly form an attraction for one another. They are both shy about their feelings to begin with, but confess said feelings by the end of the movie.
Simon Kunz (Martin) Now

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Since starring in Parent Trap, Simon Kunz has gone on to feature in a wide array of movies and television shows. Some of his most notable features, include: 'Red Mercury', 'City Of Ember', 'Captain America', 'The I.T Crowd', 'Sherlock' and 'Requiem'. Simon is still active within the entertainment industry, and is often cast in smaller, cameo/supporting roles (specially within television).
Joanna Barnes (Vicki Blake) Then

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Vicki Blake (played by Joanna Barnes) is Meredith's mother, and Nick's (potential) future mother-in-law. She is a wealthy woman, who consistently overlooks her daughter's gold-digging behaviour, and pushes for the wedding to happen sooner than initially planned. She is depicted as slightly obnoxious, yet kind and nurturing when anything involves Meredith.
Joanna Barnes (Vicki Blake) Now

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Before starring in Parent Trap, Joanna Barnes was a hugely successful actress, and was well-established within the entertainment business. She only starred in one other television show following Parent Trap, which was the 2000's show: 'Then Came You'. She had over forty years of active work within the industry, before retiring in 2002. Unfortunately, Joanna passed away in the April of 2022 (at the age of 87).
Maggie Wheeler (Marva Kulp Jr) Then

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Marva Kulp Jr ( played by Maggie Wheeler) is one of the co-ordinators at the summer camp, and is the assistant to the camp's leader/manager. She is depicted as a friendly, bubbly warm and sociable individual, who is always trying her best to provide the children with a positive camp experience. This is also one of the smaller roles within the movie, and helps add to the movie's storyline.
Maggie Wheeler (Marva Kulp Jr) Now

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Maggie Wheeler was already an established actress before landing her role within Parent Trap, and she has gone on to add to her impressive filmography. Some of her movie and television features, include: 'Barbie Of Swan Lake', 'Dr. Dolittle 3', 'The Addams Family', 'Will And Grace', 'Kim Possible', 'Archer' and 'Shameless'. She is often cast in one-off/supporting roles.
Hallie Meyers-Shyer (Lindsay) Then

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Lindsay (played by Hallie Meyers-Shyer) is another summer camp attendee, and is one of Annie's friends. She also aids Annie in pranking Hallie's cabin, and fuels the rivalry between the twins. Lindsay is depicted as a passive-aggressive young girl, but she is sweet and caring towards her close circle of friends. This is another smaller role within the movie, and helps provide some dimension to other characters.
Hallie Meyers-Shyer (Lindsay) Now

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Before Parent Trap, Hallie Meyers-Shyer had featured in four movies, and she went on to star in two others. The movies in question were: 'What Women Want' and 'The Affair Of The Necklace'. Although Hallie is still active within the entertainment business, she has stepped away from on-screen appearances, and has opted to explore the world of screenwriting and directing.
Ronnie Stevens (Grandpa Charles) Then

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Grandpa Charles (played by Ronnie Stevens) is Elizabeth's father, and the twin's maternal grandfather. He is a very wealthy older man, and is extremely nurturing towards Annie. He is the person that catches Hallie using the home telephone to contact Annie (after they swap places), and convinces her to confess the truth to Elizabeth, so the twins can be reunited.
Ronnie Stevens (Grandpa Charles) Now

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Parent Trap was Ronnie Stevens' last film role, before he retired in 2000. Prior to this movie, he had starred in an impressive array of movies. Some of his most notable features, include: 'The Scarlet Web', 'I'm All Right Jack', 'Countdown To War', 'Secret Weapon' and 'Brassed Off'. Unfortunately, Ronnie passed away in the November of 2006 (at the age of 81).
Polly Holliday (Marva Kulp Sr) Then

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Marva Kulp Sr (played by Polly Holliday) is the owner/director of the summer camp, and is the mother of Marva Kulp Jr. She is quite strict, but this is only to ensure that the camp runs smoothly, and that the children all have a positive experience overall. She disciplines the twins, after Annie's series of pranks land them in trouble, which leads to them reconnecting.
Polly Holliday (Marva Kulp Sr) Now

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Polly Holliday was a well-established actress before starring in Parent Trap, and went on to feature in three other movies. The movies in question, were: 'Stick It', 'The Heartbreak Kid' and 'Fair Game'. Polly had a very successful acting career, before officially retiring in 2010. Since retiring, she has stepped away from the public eye completely, to live out a peaceful retirement.
Michael Lohan Jr (Lost Boy at Camp) Then

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The role of the Lost Boy at Camp (played by Michael Lohan Jr) is yet another smaller, supporting role within the movie, and is used to add another level of comedy into the movie. He is depicted as a young boy that has (mistakenly) been sent to an all-girls summer camp, and is attempting to contact his mother (so he can be taken home). This smaller role was actually portrayed by Lindsay Lohan's brother!
Michael Lohan Jr (Lost Boy at Camp) Now

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Since featuring in Parent Trap, Michael Lohan Jr has starred in a handful of films and television shows. The features in question, are: 'Razors And Balloons' (short film), 'Living Lohan' and 'Lindsay Lohan's Beach Club' (both reality television shows). Michael is still active within the entertainment industry, but it seems that he specializes in off-screen roles e.g. production/directing.
Maggie Emma Thomas (Zoe) Then

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Zoe (played by Maggie Emma Thomas) is another attendee of the summer camp, and is depicted as quite a shy, quiet and reserved young girl. She attempts to befriend both of the twins, with Annie ignoring her and Hallie taking some interest in being friends with her. This role adds to the list of smaller/supporting roles within this movie, and helps aid the movie's overall progression.
Maggie Emma Thomas (Zoe) Now

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Aside from starring in Parent Trap, Maggie Emma Thomas featured in one other movie. The movie in question, was: 'Lunker Lake'. Following these performances, Maggie stepped away from the entertainment business, in order to pursue other career paths. She went on to major in English at college, and began teaching literature at an international school, located in Abuja, Nigeria.
Vendela Thomessen (Bridal Gown Model) Then

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The role of the Bridal Gown Model (played by Vendela Thomessen) is one of the first characters shown within the movie, and is used to showcase Elizabeth's work as a bridal gown designer. She is depicted as a friendly, stunning and hard-working young woman, who consistently works alongside Elizabeth (through each stage of her gown design). This is also a smaller role within the movie.
Vendela Thomessen (Bridal Gown Model) Now

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Parent Trap was Vendela Thomessen's last performance within a movie, and she went on to feature in a handful of television shows. Her television features, include: 'The Wonderful World Of Disney', 'Top Model Sverige' and 'Top Model Norge'. Aside from her work as an actress, she is primarily known for her career as a model. Vendela originates from Sweden, and has had a hugely successful career within the modelling industry.