I’m setting up a Plex / Emby / Jellyfin server for my parents and all they could ask for was romantic comedies and I don’t know anything about this genre

Does anyone have any recommendations for good romcom movies?
They’re very old lol so any good movies + anything that boomers would love would be great!



If they don’t mind teenage-y stuff, She’s all That and She’s the Man are classics.
Fitting for this season: The Holiday.
I haven’t watched it in ages, but I remember liking Waitress. I love everything Keri Russell, so ymmv.
Notting Hill is good, too.
Does Crazy, Stupid, Love count as a rom-com? It has several couples in it.
The 40-year-old virgin is more comedy than rom, but it has some heart. Also some pretty raunchy stuff, so maybe not for parents.
Amélie for a kind of french, arthouse take on rom-coms?
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My Big Fat Greek Wedding was my mom’s favorite for a long time, and she’s a romcom connoiseur