90s movies: The 9 best romcom movies from the 90s

1999 Julia Roberts And Hugh Grant Star In The Premiere Of "Notting Hill." (Photo By Getty Images)
1999 Julia Roberts And Hugh Grant Star In The Premiere Of "Notting Hill." (Photo By Getty Images) /
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There’s just something about romantic comedy films that everyone enjoys. Even if it’s not your favorite genre, there’s bound to be one you like. They’re definitely still popular today, but it was the 90s movies where this genre really gained popularity. Most movies made during that time were rom-coms. And some of the best, at least based on our list, were ones that came out at the very end of the decade.

We’ve shared a few of our 90s movies picks that you might want to watch for the first time, or flashback to the 90s this summer.

The 9 best romcom 90s movies

Pretty Woman (1990)

This movie is a definite rom-com classic that portrays the fake dating trope. Julia Roberts and Edward Lewis star as Vivian Ward and Edward Lewis. Vivian is a sex worker who is hired by a wealthy Edward to pretend to be his girlfriend. And while sparks fly between the two, they have to overcome hurdles and try to bridge the gap between their very different worlds.

Father of the Bride (1991)

This is one fathers across the world can relate to! Father of the Bride is a romantic comedy in a non-traditional sense as the focus isn’t on the couple, but on the love between a daughter and her father. This is definitely one of my favorite Steve Martin movies! When their daughter Annie comes home after studying abroad to announce she’s engaged, George Banks (Martin) and his wife Nina’s world are turned upside down, especially that of overprotective George.

Sleepless In Seattle (1993)

What better romantic comedy than one where the two love interests are apart for most of the movie? This typically wouldn’t work, but it does for Sleepless in Seattle. After the death of his wife, Sam Baldwin (Tom Hanks) moves to Seattle with his son, Jonah. When the youngster calls in to a talk-show radio program to find a new wife for his father, Sam grudgingly talks about his feelings. Enter Annie Reed (Meg Ryan) who hears Sam speak and falls for him, even though she’s engaged. Though the two are in separate locations, the world continues to push them together.

Clueless (1995)

The story of a shallow rich girl, turned maybe into not so shallow. This rom-com is a definite classic on the list and has developed a cult following and continuing legacy. Cher (Alicia Silverstone) is at the top of the social scale at her Beverly Hills high school. When she decides to give klutzy student Tai (Brittany Murphy) a makeover, Tai becomes more popular than she is. That’s when Cher realizes that her disapproving ex-stepbrother (Paul Rudd) was right about how misguided she is, and begins to fall for him.

The Parent Trap (1998)

Another film that’s a bit of a non-traditional romantic comedy is The Parent Trap. Lindsay Lohan is absolutely brilliant in this film. Adult actors today have a hard time playing two roles at the same time, but Lohan did it effortlessly when she was so young! This is my favorite movie on the list! Twins Annie and Hallie learn the other exists when they meet each other at the same camp. Their divorced parents are living on opposite sides of the Atlantic, each with one child. The two engineer an identity switch and plan smart schemes to get their parents back together again.

Never Been Kissed (1999)

Though this film could have gone in a very inappropriate direction, the production did a good job of not taking anything too far. 25-year-old copywriter Josie Geller (Drew Barrymore) poses as a high school student to research contemporary teenage culture. She’s able to infiltrate the inner circle of the most popular clique. However, a handsome distraction in the form of her English teacher Sam Coulson (Michael Vartan) gets her a bit unfocused on the assignment. Obviously Josie is an adult, but the English teacher doesn’t know that. This can be a bit of a turn off with the film. Still, it’s a well done rom-com that’s worth a watch. And of course we were all cheering along at the end when Josie finally gets her first kiss!

10 Things I Hate About You (1999)

Nothing gets more classic than 10 Things I Hate About You! When bad boy Patrick Verona (Heath Ledger) is paid to date beautiful, smart, and abrasive Kat Straford (Julia Stiles), at first he’s just doing it for the money. But in classic rom-com fashion, the effortlessly charming Patrick ends up charmed by Kat. And she learns to let her guard down. But please, no one start a relationship off because you were paid to do it.

Notting Hill (1999)

Another Julia Roberts movie is on this list. That girl is just too talented! Many films have applied the formula of Notting Hill, and still do, this one was probably one of the firsts. The story follows a chance encounter between actress Anna Scott (Julia Roberts) and London bookstore owner William Thacker (Hugh Grant). The two meet and fall in love, though their lifestyles are very different. She is a famous actress, while William is a simple bookstore owner. But when you find your person, you just know.

She’s All That (1999)

And finally on our list is She’s All That! Unfortunately, there have been movies still made today that follow a similar storyline in which the guy goes out with the nerdy girl because of a bet. And though that’s not a great premise for the movie, the chemistry between Zach Siler (Freddie Prinze Jr.) and Laney Boggs (Rachael Leigh Cook) is undeniable. And it’s their connection that’s one of the reasons why this film is so great.

What do you think about our list? Are there any others you’d add? Let us know your thoughts in the comments!

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