Groundhog Day is firmly a part of the pop culture landscape, so much so that a teenager named Mark (Kyle Allen) uses it to explain his situation in The Map of Tiny Perfect Things. He’s stuck in an infinite time loop with seemingly no way out.
It’s a lonely way to live until he meets Margaret (Kathryn Newton), a girl his age who is also experiencing a time loop. Naturally, Mark develops feelings for Margaret and suggests that they may escape if they can track down all of the moments of “perfect beauty” in their endless day. Of course, it won’t be that easy.
The Map of Tiny Perfect Things is streaming on Prime Video.
10 Things I Hate About You re-imagines William Shakespeare‘s The Taming of the Shrew as a teenage comedy, and it ended up being one of the best rom-coms as well. It starts with a simple problem for Cameron James (Joseph Gordon-Levitt). He wants to pursue Bianca Stratford (Larisa Oleynik), a girl whose strict father, Walter Stratford (Larry Miller), won’t let her date unless her older sister, Kat (Julia Stiles).
Cameron convinces his romantic rival, Joey Donner (Andrew Keegan), to pay the school’s bad boy, Patrick Verona (Heath Ledger), to woo Kat. Although Cameron set this plan in motion, Bianca favors Joey over him. And the real romantic sparks may be between Kat and Patrick.
10 Things I Hate About You is streaming on Prime Video.
Before Pretty Woman hit theaters two years later, Mystic Pizza was the film that set up Julia Roberts for bigger and better things in the movie industry. Roberts plays Daisy Araújo, the sister of Katherine Araújo (Annabeth Gish), both of whom are best friends with Josephina “Jojo” Barboza (Lili Taylor).
All three women are waitresses at Mystic Pizza and entangled in their own complex romances. Daisy is seeing a wealthy young man, Charles Gordon Windsor Jr. (Adam Storke), and there are clearly sparks between them. Regardless, Daisy is very suspicious about Charles’ intentions towards her, and she openly questions his feelings for her.
Mystic Pizza is streaming on Prime Video.
Begin Again isn’t a romance in the conventional sense, but there’s a very deep emotional connection that develops between songwriter Gretta James (Keira Knightley) and producer Dan Mulligan (Mark Ruffalo) through their shared love of music.
Gretta’s boyfriend, Dave Kohl (Adam Levine), cheated on her while rising to fame, and Dan is estranged from his wife, Miriam (Catherine Keener). Despite being fired from his job, Dan proposes that he and Gretta work together to create an album. They make great music together, and Gretta even loves Dan’s daughter, Violet (Hailee Steinfeld). But this relationship can only go so far.
Begin Again is streaming on Prime Video.
About a decade before they starred together in Marvel’s Ant-Man and the Wasp, Paul Rudd and Michelle Pfeiffer played potential lovers in I Could Never Be Your Woman.
Rosie Hanson (Pfeiffer) is a producer on a sitcom who revitalizes the show when she casts Adam Pearl (Rudd) as the main character’s new love interest. But as Adam and Rosie display some real romantic chemistry of their own, she’s worried about the decade-plus age gap between them.
I Could Never Be Your Woman is streaming on Prime Video.
A few decades before the word “multiverse” became common in the cinematic lexicon, Sliding Doors presented a look at two parallel timelines that revolved around a young woman named Helen Quilley (Gwyneth Paltrow). If Helen makes her train on time, she’ll discover that her boyfriend, Gerry (John Lynch), is seeing Lydia (Jeanne Tripplehorn) on the side. She may even get to reinvent herself and live the life she always wanted.
But if Helen misses her train, Gerry gets away with his cheating, and she may never meet James Hammerton (John Hannah), the man she loves in the other timeline. Some events mirror each other in the possible worlds for Helen, but there are also certain things she can’t avoid in either timeline.
Sliding Doors is streaming on Prime Video.