A Glean movie guide

Essential 90s Rom-Coms

The ultimate nostalgic marathon.

Revisit the decade of iconic meet-cutes, grand gestures, and feel-good soundtracks.

The movie list

  1. 01

    Pretty Woman

    • 1990
    • 1h 59m
    • ★ 7.4

    The definitive modern fairy tale that launched a decade of high-profile romance.

    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
    • nostalgic
  2. 02

    Sleepless in Seattle

    • 1993
    • 1h 45m
    • ★ 6.7

    A soulful, long-distance love story that defined the legendary Tom Hanks and Meg Ryan pairing.

    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
    • feel-good
  3. 03

    Groundhog Day

    • 1993
    • 1h 41m
    • ★ 7.6

    A brilliant high-concept comedy about finding love while stuck in an infinite loop.

    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
    • humorous
    • lighthearted
  4. 04

    Four Weddings and a Funeral

    • 1994
    • 1h 57m
    • ★ 6.8

    The witty British hit that proved love is often found in the most awkward social settings.

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

    • humorous
    • romantic
  5. 05

    Clueless

    • 1995
    • 1h 37m
    • ★ 7.3

    A stylish and sharp-witted high school update of Jane Austen’s Emma.

    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
  6. 06

    While You Were Sleeping

    • 1995
    • 1h 43m
    • ★ 7.0

    A cozy, heartwarming tale of mistaken identity and finding family during the holidays.

    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.

    • feel-good
    • romantic
  7. 07

    Jerry Maguire

    • 1996
    • 2h 19m
    • ★ 7.0

    A high-stakes sports drama anchored by one of the most quoted romantic arcs in cinema history.

    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.

    • romantic
    • humorous
  8. 08

    My Best Friend's Wedding

    • 1997
    • 1h 45m
    • ★ 6.6

    A refreshing subversion of the genre where the protagonist tries to stop the 'happily ever after.'

    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
  9. 09

    The Wedding Singer

    • 1998
    • 1h 37m
    • ★ 6.8

    A neon-soaked, nostalgic trip featuring the undeniable chemistry of Adam Sandler and Drew Barrymore.

    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.

    • lighthearted
    • humorous
  10. 10

    You've Got Mail

    • 1998
    • 1h 59m
    • ★ 6.7

    A charming look at early internet dating and the rivalry between independent and corporate bookstores.

    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
    • feel-good
  11. 11

    Notting Hill

    • 1999
    • 2h 4m
    • ★ 7.3

    The ultimate 'ordinary guy meets superstar' fantasy set in a picturesque London neighborhood.

    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
    • lighthearted
  12. 12

    10 Things I Hate About You

    • 1999
    • 1h 37m
    • ★ 7.6

    A rebellious and smart teen classic that perfectly adapted Shakespeare for the late 90s.

    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
    • nostalgic