The Best Sleepover Movies Of All Time, Ranked By Early 2000s Aficionados

What’s it with teen films and rom-coms romanticizing jobs in media? Anyway, watching Drew Barrymore painting a Chicago Solar-Instances author portraying a highschool scholar was a favourite for us all. Moreover, David Arquette needed to make an look on this checklist someplace or it simply wouldn’t be proper.

God, this film was SO FUN. It was my first introduction to Rob Schneider, Anna Faris, and Rachel McAdams, but it surely had some acquainted faces too — Tia and Tamera, the real-life sisters I grew up watching on Sister, Sister. This film will get to the guts of feminine friendship and crushes and being a clumsy excessive schooler.

My associates and I dreamed of rising as much as sing karaoke in dive bars, carrying little cut-up crop tops, similar to Britney did as Lucy on this film. Truthfully, this was sort of like an early Intercourse and the Metropolis, the place all of us recognized with one character or one other (I wished to be a Mimi so badly). Kim Cattrall taking part in Lucy’s mother has nothing to do with it.

Cry Child got here out in 1990, but it surely was nonetheless a fixture in any respect the early 2000s sleepovers I attended. Whereas it undoubtedly checks the “fantasy of falling for a foul boy who modifications for you” field, it felt like a extra theatrical alternative than your common teen film.

Watching Nick Cannon via a 2025 lens feels bizarre now, however on the time, this film was a gem. It’s a riff on the traditional storyline of popular-girl-gets-stuck-in-arranged-dating-with-the-nerd, however I dunno, one thing about it stored us coming again.

Ought to we now have been watching it? No. Did that cease us? Additionally no. This film kicked off an enormous franchise of scary film parodies, and Anna Faris was sensible in each iteration. This felt like one of many first films we bought our fingers on that was an “When you hear my mother coming, flip it off!” kind of expertise.

Piper Perabo singing “Can’t Struggle The Moonlight” is seared into my DNA, and my sister and I’d belt out the LeAnn Rimes model within the automobile like, on a regular basis. It scratches that itch of teenagerhood the place you surprise what it could be wish to drop out, run away, and begin a brand new life doing one thing loopy your mother and father would hate.

Is there anybody who didn’t need Drew Barrymore’s costume from this scene?! This retelling of Cinderella was completely timed for these of us who had cherished the animated Disney model however have been able to develop it up a bit. Plus, Prince Henry was peak ‘90s dreamboat materials.

Heath Ledger made his mark on many a teenage coronary heart on this film, and truthfully, simply as many people ladies fell in love with Julia Stiles. Kat Stratford was an idol to these of us who have been completely advantageous being the unpopular lady who did the assigned studying (and took no prisoners whereas she was at it). Come to consider it, is that this film why we’re all obsessive about enemies-to-lovers books now?

Drop Useless Beautiful is without doubt one of the most under-appreciated 2000s teen films, for my part. The solid is filled with heavy-hitters, and as Jia Tolentino so expertly put it for The New Yorker, the film will get “that being a teenage lady is, the truth is, deranged and dehumanizing and often unsubtle.” That stated, it’s rife with stereotypes and offensive portrayals of marginalized teams, so possibly watch it with your teen on their first screening.

Whom amongst us didn’t be taught the opening choreo to this film with their finest pal and carry out it advert nauseam together with Kirsten Dunst? Deliver It On was all the time on at my childhood finest pal’s home, and after I consider iconic 2000s teen films, it’s one of many first that involves thoughts.

One way or the other, Now & Then by no means made it into my family — each time I watched it was at a pal’s home. So, this traditional is firmly cemented as a sleepover film for me. The solid is star-studded, the spooky-factor is there, and the message of how friendships develop and alter all the time felt additional poignant when watching it with your personal BFFs.

Pay attention, I like each single film on this checklist, however no movie does all of it fairly like 13 Going On 30. It’s bought a bit little bit of magic, a lot of nostalgia, a coming-of-age story, the idealized journal editor profession, and the stylish metropolis house. It has each single aspect you can need from a slumber social gathering film,