15 Unforgettable Teen Romance Movies From The 90s & 2000s

15 Unforgettable Teen Romance Movies From The 90s & 2000s

The 90s and 2000s were basically the heydays for teen romance movies, and these are among some of the best of their era!

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A lot of nostalgic things came out of the ’90s and 2000s. From hit music, questionable fashion sense, and even movies and television shows that are still a treat to rewatch. Movies from the ’90s and 2000s had a certain charm that isn’t seen today on the big screen. This is especially true when regarding teen romance movies.

Teen romance movies were a way to escape into a love story that seemed too good to be true. There was a popular boy and a quiet nerdy girl who somehow fall in love. In other cases, they were characters who were polar opposites who found their way into each other’s hearts. These types of movies have a way of sticking around for a long time.

Updated on April 6, 2021, by Gabriela Silva: Teen romance movies are nostalgic, carefree, and have love stories that seem like a fairytale. It’s not often that a young teen learns she’s a princess or the nerdy girl gets a makeover to become popular. Amongst these storylines, there’s s a tale of teen love that blossom into something even greater.

The 2000s and 90s became notorious for the teen romance genre. Many of these movies became classics in ways that movies today don’t do as well. Even Twilight is in the running for its popularity of a difficult romance between a vampire and a human. Teen romance movies are simply unforgettable for a reason.

15 How To Deal (2003)

Mandy Moore was a teen romance movie icon during the 2000s. After the immense success of A Walk to Remember, she starred a year later in a movie titled How to Deal in 2003. Halley Martin (Moore) no longer believes in a perfect love story.

She’s becomes disillusioned after her parent’s divorce, her mother’s loneliness, her sister’s engagement, and the shallow lives of her teenage peers. But things take a turn when her best friend’s boyfriend suddenly dies of a heart attack, leaving her pregnant. In the midst of it all, Halley starts to fall for the cool and edgy Macon Forrester (Trent Ford).

14 Keith (2008)

It’s likely that any teen who grew up during this era had at least a small crush on the pop sensation Jesse McCartney. In 2008, fans got to see the singer-songwriter in the lead role in Keith. The independent drama is a hidden gem when it comes to teen romance.

Natalie (Elisabeth Harnois) is academically perfect and has her future mapped out. When she becomes lab partners with Keith (McCartney), she gets whisked into a life of carefree decisions and love. While Keith and Natalie’s relationship starts to blossom, things go wrong. Keith is hiding a secret from her that could change everything.

13 The Princess Diaries (2001)

The Princess Diaries is inarguably one of the most well-known teen movies created by Disney in the 2000s. It skyrocketed Anne Hathaway into stardom. The movie brought to life every young kid’s dream of living a fairytale. Mia Thermopolis (Hathaway) isn’t the most popular girl in school.

One day, Mia learns she is of royal lineage and must train to become a princess of Genovia. Her famous makeover catches the attention of her crush and everyone else. But in her new fame, she starts losing the people she cares for most. Mia soon realizes her true love really is and her values as a princess.

12 First Daughter (2004)

Being the president’s daughter doesn’t have as many fun quirks as one might assume. First Daughter is all about Samantha MacKenzie (Katie Holmes) being fed up with her sheltered life. She finally gets a break when she’s allowed to attend college in California but under Secret Service protection.

Her protective detail causes her trouble on many occasions. Samantha soon meets James Lansome (Marc Blucas) and develops a close bond. James is the only one who helps Samantha feel normal for a change. But James isn’t just a simple resident advisor like Samantha thought.

11 What A Girl Wants (2003)

In the 2000s, Amanda Bynes was part of the ‘it’ crowd when it came to popular teen movie actors. Bynes had more than a handful of well-recognized guilty pleasure movies from Sydney White to She’s the Man. In 2003, she starred as Daphne in What a Girl Wants.

The storyline was a seemingly different type of princess story. Daphne grew up not knowing her father and on her sixteenth birthday makes the journey to England to find him. She learns her father is a top politician who left his carefree life behind. As Daphne tries to assimilate into her father’s life, she also falls in love with a musician.

10 Angus, Thongs And Perfect Snogging (2008)

For viewers who were still young teens during the 2000s, Angus, Thongs and Perfect Snogging was a hit movie. The movie had a bit of everything from embarrassing comedy, a quirky teen romance, and the qualms of trying to get through adolescence. The movie starred Aron Taylor-Johnson in the lead male role and Georgia Groome in the female role based on a popular book series.

This movie helped put Taylor-Johnson on the map as a heartthrob before he hit it big in Hollywood. Georgia (Groome) gets a major crush on a new student and does everything possible to try and woo him. Georgia isn’t the most put-together teen and often embarrasses herself. All while worrying about her parent’s relationship and the not-so-great moments of being a teen.

9 Cruel Intentions (1999)

Cruel Intentions became a cult classic from the late 90s when it came to a more twisted version of romance and drama. This movie isn’t the heart-stopping and blushing teen romance many would expect. Its storyline was based on a novel titled Les Liaisons dangereuses by Pierre Choderlos de Laclos in 1782.

The story is a bit dark, more mature in its theme but still became a favorite. It followed a privileged, upscale teen named Sebastian (Ryan Phillippe). He thinks he has it all and is untouchable, especially when it comes to his various escapades. His stepsister Kathryn (Sarah Michelle Gellar) agrees to a wager on seducing Annette Hargrove (Reese Witherspoon), the virgin daughter of the new headmaster. Pulling out all his tricks, Sebastian never expected his cold heart to feel love.

8 The Prince & Me (2004)

The Prince & Me became a well-known romance movie in 2008 because it brought to life a storyline that only existed in fairytales. A normal country girl who gets a royal prince to fall in love. The storyline isn’t necessarily a ‘teen’ romance. Prince Edvard (Luke Mably) lives his life as a playboy and refuses to accept the responsibilities of his title.

He ventures to America to experience the fun college life. But he makes a bad impression with his lab partner, Paige (Julia Stiles). Despite trying to evade emotions, they fall in love. There’s one problem, she doesn’t know who he really is. A simple country girl might not fit into a posh and royal family.

7 Romeo + Juliet (1996)

The famed love story of Romeo and Juliet has been retold and adapted many times on screen. The Shakespeare play got a revamp in 1996 but with a modern twist. The movie became one of Leonardo DiCaprio’s recognized roles as a teen. The movie follows the same basic storyline of two teens who fall in love despite being part of rival families.

In this version, the rival families are rival gangs. The movie adds more violence, drama, and even drug use. When gate-crashing the famed Capulet party, Romeo takes ecstasy. The ending is kept relatively the same with the vials of poison and fated death, but instead of a dagger, it’s a gun.

6 A Cinderella Story (2004)

Many who grew up in the 90s and 2000s have fond memories of the movie A Cinderella Story starring Hilary Duff and Chad Michael Murray. It was a teen romance staple that modernized the popular Cinderella story. Not to mention, Chad Michael Murray was tagged as a teen heartthrob during the time thanks to One Tree Hill.

As the story goes, Sam (Duff) is a waitress in her father’s diner run by her cruel stepmother after his passing. There’re also mean stepsisters. After developing a friendship with a pen pal named “Nomad,” they decide to meet at the Halloween dance. Dressed in a white ball gown and mask, Sam discovers her “Nomad” to be the school’s popular football player. Unable to reveal her identity, she flees at midnight leaving behind her cell phone. Now her Prince is on the hunt to uncover who she is.

5 Never Been Kissed (1999)

Never Been Kissed is that Drew Barrymore movie that many have a guilty pleasure for. The 1999 romantic comedy isn’t necessarily about teenage love but disguised as one. Josie Geller (Drew Barrymore), a copywriter, is tasked with posing as a high school student to research teen culture.

She manages to fool everyone and gets her shot at redemption for her failed teenage years. She didn’t expect to fall in love with her handsome English teacher. Her investigation comes to a halt when they want to use his story for the front page.

4 Twilight (2008)

Believe it or not, Twilight gets a spot on the list as being one of the most popular teen romances from the 2000s. The supernatural movie defined a time in the early 2000s where all everyone could think about was vampires, werewolves, and romance. It was the gateway for following popular book series, television shows, and movies around the genre.

Twilight wasn’t like any other supernatural teen romance seen before. A seemingly ordinary girl named Bella (Kristen Stewart) has her life changed when she meets Edward Cullen (Robert Pattinson). She’s whisked into a dangerous love as Edward and his family are vampires. Not to mention her closest friend is part of a werewolf tribe.

3 She’s All That (1999)

She’s All That is a teen romance movie that some might not have realized is a modern adaptation of My Fair Lady. It became one of the most popular teen films of the late 90s and still holds up today. Zackary (Freddie Pricne Jr.) is the bigshot on campus with friends, the popular girlfriend, and golden opportunities. That’s until his girlfriend dumps him after meeting a celebrity during spring break.

Now having his reputation and ego deflated, he makes a bet with his friend. He can turn any girl into prom queen material in six weeks. The target? Laney Boggs (Rachael Leigh Cook). The dorky, unpopular art girl.

2 A Walk To Remember (2002)

Based on Nicholas Spark’s book, A Walk To Remember became a coming-of-age teen one that had fans falling in love and bawling their eyes out. Landon Carter (Shane West) has no direction for his future and is rebellious. After falling into some trouble, he’s forced to take part in service duties.

One of them is taking part in the school play. Having difficulties, he seeks the help of the minister’s daughter who’s a nobody. She has one condition, he can’t fall in love with her. After treating her unfairly, he comes to realize that he broke his promise. There was a reason for her wish and they start a powerful romance that teaches them both life lessons.

1 10 Things I Hate About You (1999)

The 1999 romantic comedy became a teen classic that was a box office hit and became the breakthrough roles for Julia Stiles, Heath Ledger, and Joseph Gordon-Levitt. 10 Things I Hate About You was also adapted from the Shakespeare play, The Taming of the Shrew but in a modern setting.

A new student named Cameron (Gordon-Levitt) becomes smitten with a girl. The problem is she’s not allowed to date until her ill-tempered older sister does so first. He gets an affluent senior to convince “bad boy” Patrick Verona (Ledger) to get Kat (Stiles) on a date. Originally doing so for money, Patrick realizes that Kat is so much more than he thought. They both end up falling in love. This movie has one of the most well-known love confessions in movies.

Link Source : https://screenrant.com/unforgettable-teen-romance-movies-90s-2000s/

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