A Glean movie guide

Essential 90s Rom-Coms

The ultimate nostalgic marathon.

Revisit the decade of meet-cutes, iconic fashion, and happily ever afters.

The movie list

  1. 01

    Clueless

    • 1995
    • 1h 37m
    • ★ 7.3

    A sharp-witted reimagining of Jane Austen’s Emma set in the colorful world of 1990s Beverly Hills.

    Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

    • humorous
    • lighthearted
    • nostalgic
  2. 02

    Notting Hill

    • 1999
    • 2h 4m
    • ★ 7.3

    A charming look at the unlikely romance between a global superstar and a humble bookstore owner.

    London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

    • romantic
    • feel-good
  3. 03

    Sleepless in Seattle

    • 1993
    • 1h 45m
    • ★ 6.7

    A quintessential romance that proves fate and a radio show can bring two soulmates together.

    After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Across the country, an engaged woman becomes convinced that they belong together, despite their never having met. Will their paths collide despite the odds?

    • romantic
    • nostalgic
  4. 04

    10 Things I Hate About You

    • 1999
    • 1h 37m
    • ★ 7.6

    A clever high school retelling of Shakespeare that captures the height of late-90s teen charm.

    On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

    • humorous
    • romantic
  5. 05

    Pretty Woman

    • 1990
    • 1h 59m
    • ★ 7.5

    The film that defined the decade's romantic formula with its charismatic leads and modern fairy tale plot.

    While on a business trip in Los Angeles, Edward Lewis, a millionaire entrepreneur who makes a living buying and breaking up companies, picks up a prostitute, Vivian, while asking for directions; after, Edward hires Vivian to stay with him for the weekend to accompany him to a few social events, and the two get closer only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.

    • romantic
    • feel-good
  6. 06

    You've Got Mail

    • 1998
    • 1h 59m
    • ★ 6.7

    A cozy look at early internet dating where business rivals unknowingly fall for each other online.

    Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

    • romantic
    • nostalgic
  7. 07

    While You Were Sleeping

    • 1995
    • 1h 43m
    • ★ 7.0

    A warm and humorous story about a woman who finds a family through a chaotic misunderstanding.

    A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

    • Family
    • feel-good
    • lighthearted
  8. 08

    Four Weddings and a Funeral

    • 1994
    • 1h 57m
    • ★ 6.8

    A witty ensemble comedy following a group of friends through a series of life-changing social events.

    Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

    • humorous
    • romantic
  9. 09

    The Wedding Singer

    • 1998
    • 1h 35m
    • ★ 6.8

    A sweet and hilarious tribute to the 1980s that highlights the undeniable chemistry of its lead duo.

    Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find that things are more complicated than anybody thought.

    • humorous
    • feel-good
  10. 10

    My Best Friend's Wedding

    • 1997
    • 1h 45m
    • ★ 6.6

    A clever subversion of genre tropes where a woman tries to win back her best friend before his big day.

    When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

    • humorous
    • nostalgic