A Glean movie guide

Essential '90s Rom-Coms

The ultimate nostalgia trip.

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

The movie list

  1. 01

    Pretty Woman

    • 1990
    • 1h 59m
    • ★ 7.5

    The definitive Cinderella story that launched a decade of high-profile romance.

    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
    • glamorous
  2. 02

    Sleepless in Seattle

    • 1993
    • 1h 45m
    • ★ 6.7

    A soulful, long-distance love story that defined the Nora Ephron era of filmmaking.

    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?

    • soulful
    • nostalgic
  3. 03

    Notting Hill

    • 1999
    • 2h 4m
    • ★ 7.3

    A charming look at what happens when the world's biggest star falls for an ordinary bookshop 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.

    • charming
    • sweet
  4. 04

    Clueless

    • 1995
    • 1h 37m
    • ★ 7.3

    A stylish and witty modern spin on Jane Austen’s Emma set in 90s 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.

    • witty
    • playful
  5. 05

    Four Weddings and a Funeral

    • 1994
    • 1h 57m
    • ★ 6.8

    The witty British classic that proved love is often found in the most chaotic social moments.

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

    • witty
    • chaotic
  6. 06

    You've Got Mail

    • 1998
    • 1h 59m
    • ★ 6.7

    A cozy, tech-era romance about two business rivals falling in love via anonymous emails.

    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.

    • cozy
    • romantic
  7. 07

    My Best Friend's Wedding

    • 1997
    • 1h 45m
    • ★ 6.6

    A refreshing and funny subversion of the genre's usual tropes starring Julia Roberts.

    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.

    • funny
    • bittersweet
  8. 08

    10 Things I Hate About You

    • 1999
    • 1h 37m
    • ★ 7.6

    A sharp high-school retelling of Shakespeare with an unforgettable breakout cast.

    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.

    • sharp
    • rebellious
  9. 09

    While You Were Sleeping

    • 1995
    • 1h 43m
    • ★ 7.0

    A heartwarming tale of mistaken identity and finding family in unexpected places.

    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
    • heartwarming
    • cozy
  10. 10

    Jerry Maguire

    • 1996
    • 2h 19m
    • ★ 7.0

    A high-stakes blend of professional ambition and a deeply moving central romance.

    Jerry Maguire used to be a typical sports agent: willing to do just about anything he could to get the biggest possible contracts for his clients, plus a nice commission for himself. Then, one day, he suddenly has second thoughts about what he's really doing. When he voices these doubts, he ends up losing his job and all of his clients, save Rod Tidwell, an egomaniacal football player.

    • earnest
    • inspiring
  11. 11

    Groundhog Day

    • 1993
    • 1h 41m
    • ★ 7.6

    A brilliant high-concept comedy about a man forced to repeat the same day until he gets love right.

    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.

    • clever
    • philosophical
  12. 12

    The Wedding Singer

    • 1998
    • 1h 35m
    • ★ 6.8

    A sweet, neon-soaked tribute to the 80s made with pure 90s heart.

    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.

    • sweet
    • nostalgic