A Glean movie guide
Essential 90s Romantic Comedies
The ultimate feel-good movie guide.
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 fairytale romance in this definitive rags-to-riches story.
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!
- 02
Sleepless in Seattle
A grieving widower and a curious journalist find a soulmate connection across the country via talk radio.
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
Groundhog Day
A cynical weatherman is forced to relive the same day until he finally learns how to love.
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.
- 04
Four Weddings and a Funeral
A charmingly bumbling Englishman navigates social mishaps and missed connections 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.
- 05
Clueless
This stylish Jane Austen update follows a popular teen as she discovers that matchmaking 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.
- 06
While You Were Sleeping
A lonely transit worker finds herself accidentally engaged to a man in a coma—and falling for his brother.
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.
- 07
Jerry Maguire
A high-powered sports agent risks everything for his principles and finds an unexpected partner in the process.
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.
- 08
My Best Friend's Wedding
A woman desperately tries to sabotage her best friend's engagement after realizing she wants him for herself.
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.
- 09
You've Got Mail
Two business rivals unknowingly fall for each other through anonymous emails in the early days of the internet.
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.
- 10
Notting Hill
A world-famous movie star and a humble bookstore owner prove that love can bridge even the widest social gaps.
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.
- 11
10 Things I Hate About You
A rebellious teen and a charming outcast navigate a complex high school bet in this Shakespearean retelling.
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.
- 12
The Wedding Singer
An 80s-obsessed musician and a kind-hearted waitress find a perfect match amidst wedding reception chaos.
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.