A Glean movie guide

The Definitive 90s Rom-Com Guide

The golden age of the romantic comedy.

Revisit the decade of iconic meet-cutes, grand gestures, and pure nostalgia.

The movie list

  1. 01

    Pretty Woman

    • 1990
    • 1h 59m
    • ★ 7.5

    A high-stakes corporate player finds an unexpected connection with a spirited Hollywood escort.

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

    • romantic
    • feel-good
  2. 02

    Sleepless in Seattle

    • 1993
    • 1h 45m
    • ★ 6.7

    A grieving father finds a second chance at love through a late-night radio talk show and a distant listener.

    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?

    • SlowBurn
    • romantic
    • nostalgic
  3. 03

    Groundhog Day

    • 1993
    • 1h 41m
    • ★ 7.6

    A cynical weatherman is forced to relive the same day until he learns to become a better man for the woman he loves.

    A cynical TV weatherman, along with his idealistic producer and his sardonic cameraman, is sent to report on Groundhog Day in the small town of Punxsutawney, where he finds himself repeating the same day over and over.

    • HighConcept
    • lighthearted
    • thoughtful
  4. 04

    Four Weddings and a Funeral

    • 1994
    • 1h 57m
    • ★ 6.8

    A charmingly bumbling Englishman navigates social mishaps and missed connections across five major events.

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

    • witty
    • romantic
  5. 05

    While You Were Sleeping

    • 1995
    • 1h 43m
    • ★ 7.0

    A lonely transit worker is mistaken for the fiancée of a man she saved from an oncoming train.

    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
    • cozy
  6. 06

    Clueless

    • 1995
    • 1h 37m
    • ★ 7.3

    A fashionable Beverly Hills teen discovers that playing matchmaker for her friends is harder than it looks.

    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.

    • lighthearted
    • nostalgic
  7. 07

    My Best Friend's Wedding

    • 1997
    • 1h 45m
    • ★ 6.6

    A woman desperately tries to sabotage her best friend's engagement after realizing she is actually in love with him.

    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.

    • witty
    • chaotic
  8. 08

    As Good as It Gets

    • 1997
    • 2h 19m
    • ★ 7.4

    An obsessive-compulsive author finds his rigid life upended by a kind waitress and a neighbor in need.

    A misanthropic author, a single mother and waitress, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.

    • heartfelt
    • witty
  9. 09

    The Wedding Singer

    • 1998
    • 1h 37m
    • ★ 6.8

    A heartbroken musician in the 1980s falls for a kind waitress who is unfortunately engaged to the wrong man.

    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.

    • feel-good
    • nostalgic
  10. 10

    You've Got Mail

    • 1998
    • 1h 59m
    • ★ 6.7

    Two rival bookstore owners unknowingly fall for each other through an anonymous email correspondence.

    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
    • cozy
  11. 11

    Notting Hill

    • 1999
    • 2h 4m
    • ★ 7.3

    A humble travel bookshop owner’s life changes forever when the world's most famous actress walks into his shop.

    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
    • charming
  12. 12

    10 Things I Hate About You

    • 1999
    • 1h 37m
    • ★ 7.6

    A modern high school spin on Shakespeare where a 'bad boy' is hired to woo a sharp-tongued senior.

    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.

    • witty
    • rebellious