
A Glean movie guide
The Ultimate 90s Rom-Com Guide
The definitive era of feel-good cinema.
Revisit the decade of iconic meet-cutes, grand gestures, and pure nostalgia.
Handpicked for this guide
The movie list
- 01

Pretty Woman
A high-stakes business deal turns into a legendary Hollywood fairy tale that defined the decade.
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.
- 02

Sleepless in Seattle
A cross-country radio connection proves that destiny is only a phone call away in this cozy masterpiece.
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?
- 03

Clueless
A stylish Beverly Hills teen discovers that playing matchmaker is much 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.
- 04

Notting Hill
A humble bookshop owner finds himself in a whirlwind romance with the world's biggest movie star.
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.
- 05

Four Weddings and a Funeral
A charmingly bumbling Englishman navigates a series of social events in search of true love.
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.
- 06

Jerry Maguire
A high-powered sports agent risks everything for a new philosophy and an unexpected connection.
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.
- 07

My Best Friend's Wedding
A woman desperately tries to sabotage her best friend's nuptials after realizing she's 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.
- 08

You've Got Mail
Anonymous online rivals unknowingly fall for each other while their real-world businesses clash.
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.
- 09

10 Things I Hate About You
A modern high school spin on Shakespeare that perfectly captures late-90s teen angst and 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.
- 10

While You Were Sleeping
A lonely transit worker is swept up in a massive family misunderstanding that leads to true love.
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.
- 11

The Wedding Singer
An 80s-obsessed musician finds a kindred spirit while nursing a broken heart in this sweet comedy.
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.
- 12

Groundhog Day
A cynical weatherman is forced to relive the same day until he finally learns how to be a better man.
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.