Recently watching the adorable Love, Simon made me remember how much I love a good romcom. But as cute as Love, Simon was, the ones you really love are the ones from teenage cinema trips or sleepover binge-watching – the ones that you bought on DVD because they had great special features. These are the best of those iconic noughties romcoms (also Bridget Jones’s Diary should be on here but I was deprived of this until last year so for me it: not noughties)
Don’t @ me.
- A Cinderella Story
A retelling of the classic fairytale but with Hilary Duff, Chad Michael Murray, Regina King and Jennifer Coolidge. Don’t let anyone tell you different, this is the king (or princess?) of the noughties high school romcom. So many iconic moments. The roller skating salmon-serving diner. The stepsisters synchronised swimming. The car wash scene. Coolidge is hilarious throughout and the ending is perfect. Also some great lines: “Because waiting for you is like waiting for rain in this drought. Useless and disappointing.”
- Love Actually
Lots of funny and cute love stories in (mostly) London at Christmas. Yes, no one can deny this film is problematic. But also it deserves a place up here just for the end montage scene alone. ‘God Only Knows’ was a good song before, but combo it with loads of clips of people greeting their loved ones at Heathrow airport = genius. How anyone can listen to the soundtrack of this film without getting emotional is beyond me. Also shout out to the deleted scenes which are almost more emotional than Emma Thompson’s crying scene (almost).
- 27 Dresses
A perennial bridesmaid meets a wedding hater and they fall in love while arguing over whether weddings are good. Deserves to be on this list simply for making James Marsden the romantic lead. Also because the costume team on this were insane; if you are planning a wedding, watch this for tips on how not to dress your bridesmaids. Like very good romcom, this has a stellar song number in the middle – this time it’s ‘Benny and the Jets’ sung in a bar after our protagonists (Marsden and Katherine Heigl) end up drunk smashing a car in a thunderstorm. The ultimate guilty pleasure movie.
- Music and Lyrics
This film is criminally underrated. Hugh Grant is a faded pop star (think the Kemps from Spandeau Ballet) who can write music but not lyrics, and just so happens to meet Drew Barrymore, lyric genius, as he’s gets a possible comeback opportunity. Grant shows off the comedy, self-mockery that made him so great in Paddington 2 (what a movie). There’s also an amazing fake Ke$ha kinda pop star in this, who is hilarious. The songs are 👌👌👌. This is the film to watch when you’re ill; it’s both incredibly predictable and intensely likeable.
- (500) Days of Summer
Artsy indie film starring Joseph Gordon-Levitt as an architect (of course) mildly obsessed with Summer (the ultimate quirky Zooey Deschanel). Mainly great because of the soundtrack – Regina Spektor ftw. Also a young Chloe Grace Moretz is goals as she tells Gordon-Levitt how dumb he’s being throughout. Not a classic romcom, but has that same comforting feel of predictability nonetheless.
Did we miss your favourite? Let us know!