A Glean movie guide
The Ultimate '90s Rom-Com Guide
Pure nostalgia in every frame.
Revisit the decade of iconic meet-cutes, dial-up romance, and happily-ever-afters.
Handpicked for this guide
The movie list
- 01
Pretty Woman
A high-stakes Cinderella story that defined the decade's romantic cinema.
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 soulful, long-distance romance that proves some connections are written in the stars.
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
Four Weddings and a Funeral
The witty British hit that perfected the ensemble romantic comedy formula.
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.
- 04
Clueless
A stylish and sharp-witted modernization of Jane Austen set in 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.
- 05
While You Were Sleeping
A warm and whimsical 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.
- 06
Jerry Maguire
A high-energy blend of sports drama and heartfelt romance featuring iconic, quotable dialogue.
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 refreshing and funny subversion of genre tropes led by a brilliant 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.
- 08
You've Got Mail
A cozy digital-age romance about two business rivals who unknowingly fall in love 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.
- 09
Notting Hill
A charming exploration of what happens when the world's biggest star falls for an ordinary man.
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.
- 10
10 Things I Hate About You
A rebellious and witty high school retelling of Shakespeare with a standout soundtrack.
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.