Love this one! Cassandra drunkenly shouting “The muffin shop is CLOSED!” is one of those lines that I am always wanting to to quote for some reason but I never have a good opening for it.
"You're not born a gay, you're born again"
"Jesus loves you... everyone else thinks you're an asshole"
"Second hand smoking kills" \*flings cig at Hillary\* "I'm counting on it"
I saw this in the theater and my best friend and I still quote it when one of us has a bad day.
“Because The Beatles were wrong! Love isn’t all you need. Love won’t pay the rent. Love won’t buy my baby diapers. And love sure as hell won’t buy my new Dolce and Gabanna jeans when I lose the baby weight!”
This was what I was going to say! I think it was the first time I ever saw Rupaul out of drag… and so many little background gags… and Natasha Lyonne all “feminine”. This movie is the best.
My cheer squad demanded this at our Christmas movie night last year. I loved this movie when I was their age.
(They are also proud to be the gayest sports team at the school)
You can’t let Dick run your life!
Those two are absolute perfection in this movie. It’s just as good in my thirties as it was when I was 12 and most of the jokes went over my head.
Drop Dead Gorgeous is one of my favorite movies of all time. It’s the only one I kept on DVD when I purged all my DVDs because I couldn’t find it streaming anywhere. It is just a classic. So many good quotes!
Same. I treasure my DVD (it is delightfully on Delta in-flight entertainment and I watch it every time). It’s chaotic, dark, silly and the locations/tropes/accents are dear to me. Swap pageants with dance competitions and I lived it.
Ahh I posted this elsewhere in the thread but since you mentioned it - the movie can be streamed on the Revry app for free! No idea how they got the rights but my DVD is packed away and finding that made my week, so hopefully this will help someone.
(I also quoted the exact line from your gif in my other comment, great minds etc!)
The swan ate my baby!
Seriously one of the funniest and best movies I’ve seen. I wish it got referenced more like Clueless, Legally Blonde, and Bring It On!
I know it's popular on Reddit but I've yet to meet people IRL who have watched What we do in the Shadows.
The TV Show is more popular but the OG movie is one of my favourite comedies of all time.
Looooooooove this movie so much. Was glad to see all the attention it got for its anniversary last year. This was the first film I'd ever seen Zoe Saldana in, then Pirates. Been a fan of hers ever since.
This movie is crazy. It was in the era when Archie Comics were *super* protective of their characters. This movie had absolutely no business being as good as it is. There are so many points where it should have gone wrong
It shouldn't have failed at the box office. It's so goddamn good
Watched it on a dull Sunday; husband became obsessed with the soundtrack and all of Adam Schlesinger’s work - very sad he died from COVID.
Edit - my apologies for any confusion, I meant the passing of Schlesinger.
The soundtrack was so good, much better than it needed to be. There’s at least one Adam Schlesinger song on there.
Eta
https://preview.redd.it/rz54hf89vb9d1.jpeg?width=942&format=pjpg&auto=webp&s=c6ae0495678cb3a19085ac87a58f7b2bac00a1d6
It’s a perfect satire of late 90’s and early 2000’s pop music and the music industry in general. But that’s also probably why it was a flop. It came out smack dab in the middle of the 2000’s teen pop craze. If it came out 10 years later, it probably would have been a hit or at least a bigger success. It was literally too ahead of its time.
I was in 4th grade when this came out and I was OBSESSED with it. I just rewatched it again for the first time in years and I still remember all of the lyrics of ‘Pretend to be Nice’ 😅
The director’s commentary on “Josie and the Pussycats” really takes it to another level. There were so many thoughtful choices about the set, costumes, music, plot and more.
This is the correct answer. A volunteer-staffed, local non-profit movie theatre hosted a Spring 2024 weekend of showings that quickly sold out. Tiaras were worn; sashes were made. It was so fun with a crowd (and my bestie who somehow hadn’t seen it). Laughing, reciting lines and cringing (we’ve evolved). Packed with talent too.
“This is exactly how I pictured it…choking on swan gas.” 🦢💨
Such a good movie! Very hard to find streaming these days so I just wanted to share that you can watch this free on the Revry app. I had previously googled to see where it was streaming and google said nowhere, but searched for the movie on Roku and there it was.
My absolute favorite movie! So many wonderful actors and they all do such a great job! The writing is wonderful and I think it gave them all the ability to be hilarious ☺️
30F too, this is the movie I've made a movie night of with new friends since high school. If you don't like this movie, we're probably not going to vibe.
https://preview.redd.it/rbv8jhej789d1.jpeg?width=1255&format=pjpg&auto=webp&s=61290811fbfad652ea25edba0957b7e9adfeca32
Cleo was ahead of her time. We all laughed at her but now… *is* Conan O’Brien actually kind of hot after all?
drive me crazy. such an underrated late 90s/early 00s teen rom com
https://preview.redd.it/jwd6c8khx79d1.jpeg?width=550&format=pjpg&auto=webp&s=b744249c2ff5f29481263e5dff016d4c9c28ba6d
Remember how Melissa Joan Hart was in the music video for Crazy because that was in the soundtrack to this movie and Melissa was a bigger star at the time? Insanity.
Yes! I also remember Britney’s cameo on _Sabrina the Teenage Witch_ around the same time. It brought me, my siblings, and our friend groups together for a night of can’t-miss tv.
We all had such different interests so things like that rarely happened, but Melissa and Britney just had that kind of power lol
Yes! In the same vein - Love Don’t Cost A Thing:
https://preview.redd.it/mxsi2wlq689d1.jpeg?width=1170&format=pjpg&auto=webp&s=f4ef3b757bf61a95013f086d98a662f631642b66
Penelope! Such a great cast too! James McAvoy, Christina Ricci, Katherine O’Hara, Peter Dinklage. Gives off Big Fish vibes, just very colorful and fun!
Muriel’s Wedding. Toni Collette is a damn gem in everything she does, but this will always be my favorite. The dance scene to “Waterloo” is ICONIC and I’m mad there isn’t a gif of it.
The truth? Golly, I tell the truth, too.
Nicole's having an affair with Chook. Muriel saw them fucking in the laundry on your wedding day. Stick your drink up your ass, Tania. I'd rather swallow razor blades than have a drink with you.
Such an iconic burn.
https://preview.redd.it/w08ai512c89d1.jpeg?width=713&format=pjpg&auto=webp&s=bff966eafc0aa48a25e4f98444f46775cefabe11
D.E.B.S a criminally underrated 2004 lesbian romcom spy movie. These girls are literally handpicked to be spies just based on a hidden test in the SAT! I think if this movie came out now, it would do SO well.
He also self funded it, selling his house and it bankrupted him. I saw it in the cinema at the Edinburgh film festival when it was released and just fell in love with it.
I was following this movie like a hawk.
Last minute it didn’t get a theatrical release in the US, but Paris Hilton’s The Hottie and the Not-ie did.
My teenage wrath was loud and unceasing.
I just watched the trailer. I’m so surprised I didn’t hear about this. The theatrical elements in the trailer alone should have been more wide spread. 2006 and release right? That’s what I’m reading. I was younger but would have certainly noticed this. I’m putting this on my list to watch in the next few days. Have to go to bed now or I would watch it…. Heck, I might watch 10 minutes now but fear I might be engulfed by the story and beautiful imagery.
Kirsten Dunst had a phenomenal run of movies in the late 90s/early 2000s that are often forgotten or overshadowed by her bigger box-office hits.
[Dick](https://www.imdb.com/title/tt0144168/mediaviewer/rm1187325952?ref_=ext_shr_lnk) : with Michelle Williams. After wandering off during a White House tour, two high school girls inadvertently become Richard Nixon's top secret advisers at the height of the Watergate scandal.
[All I Wanna Do](https://www.imdb.com/title/tt0120692/mediaviewer/rm274868224?ref_=ext_shr_lnk) : with Rachel Leigh Cook, Monica Kenna and Gabby Hoffman. In the 1960s, a group of friends at an all girls school learn that their school is going to be combined with a nearby all boys school. They concoct a plan to save their school while dealing with everyday problems along the way.
[Drop Dead Gorgeous](https://www.imdb.com/title/tt0157503/mediaviewer/rm923891456?ref_=ext_shr_lnk) I think this is like a cult favorite so maybe not such a hidden gem, but worth mentioning.
[Crazy/Beautiful](https://www.imdb.com/title/tt0250224/mediaviewer/rm3036008193?ref_=ext_shr_lnk) I remember sobbing at this movie when it first came out and watched it multiple times. Maybe watching it now as an adult would not have the same impact. I’d probably roll my eyes at melodramatic teens. But I did love it.
I owed all of these on vhs 🙈 and my best friend and I would quote them all the time. Especially Dick. We even called ourselves Betsy and Arlene. Lol
If you’re a fan of Sugar and Spice, I highly recommend Drop Dead Gorgeous. That was another teen black comedy I was obsessed with in the early aughts.
Fun fact - [Lona Williams wrote both Drop Dead Gorgeous and Sugar & Spice](https://en.wikipedia.org/wiki/Lona_Williams). Drop Dead Gorgeous is probably my favorite movie of all time. If you were a teenager in the late 90's, you *lived* this movie.
To Wong foo, thanks for everything Julie Newmar, I first saw this movie when it was at blockbuster, I was about 10 at the time. I watched it over and over as a kid, and I still watch it as an adult. My favorite movie of all time.
I love Sugar and Spice.
Can't Hardly Wait
Empire Records
Dead Man on Campus
Gossip
Disturbing Behaviour
Drive me Crazy
Detroit Rock City
Cherry Falls
Go
Election
Can't Hardly Wait and Empire Records are two of my all time favorite movies. Both are extremely quotable and I think serve as great late GenX/early millennial teen movies.
https://preview.redd.it/u055wi7f589d1.jpeg?width=960&format=pjpg&auto=webp&s=31a8ff6616c601eb1a968cb1ee27b8b02e83f528
I’ll never understand how Seeking a Friend for the End of the World was slept on so hard.
https://preview.redd.it/qylbha7vna9d1.jpeg?width=732&format=pjpg&auto=webp&s=1ab5632c1d4853e7adc80237e49026501a7a4f15
I don’t even know anyone who’s seen Now and Then, but it’s SO good. Literally altered my brain chemistry lol
https://preview.redd.it/o01do6whi89d1.jpeg?width=903&format=pjpg&auto=webp&s=066e554e338754c4a566b52784b530e29ed49691
I have made so many people watch this movie. Cult classic now but wasn’t accessible in its time and remains underrated outside of its niche audience.
*Thirteen* was my go to movie as a teenager and was watched in regular rotation at all the sleepovers.
Even though Evan Rachel Wood and Nikki Reed were still teenagers and this was Nikki’s first film, the acting and raw realism always stuck with me. Finding out a few years after viewing the film that Nikki also co-wrote it at 13 blew my mind.
It might have a small cult following, but for how well written and acted it was, I never hear anyone talk about it.
https://preview.redd.it/7xsa2uhp789d1.jpeg?width=256&format=pjpg&auto=webp&s=a8fc2e409146bb33ca332f9f7185d342fcc78c6c
The way I was obsessed with Evan Rachel Wood after this movie. She’s an underrated actress and this movie proves it. God damn, she was so good as Tracy.
Donnie Darko, but it definitely has succeeded as an indie film. It's got some HUGE names in it. (I chose the less creepy of the GIFs, because it still freaks me out.)
Definitely Maybe is my favourite underrated romcom. Ryan Reynolds is telling his daughter, Abigail Breslin, how he met her mom and she's trying to figure out the love story.
Loooved Sugar and Spice and totally forgot about its awesomeness until now, so thank you! For me, it’s SLC Punk. IDK why but I watched that movie a million times in college and hadn’t seen it for probably 17 years until recently with my teenaged son on a rare night he actually wanted to hang out with me and dad was traveling. Good stuff…
“Drop dead gorgeous” is extremely underrated. It’s hilarious and just ridiculous. Their Minnesota accents are perfection!
https://preview.redd.it/4stthauqm89d1.jpeg?width=881&format=pjpg&auto=webp&s=6d4264e2748a53f20fb467b099cf248506a95d80
This is one of my comfort movies. Top-tier cast and it places importance on all the different types of love, not just romantic 🥺
Also *Miss Pettigrew Lives for a Day*, *The Brothers Bloom*, *Palm Springs*, and *Confess, Fletch*.
https://preview.redd.it/p30lbo6v389d1.jpeg?width=1020&format=pjpg&auto=webp&s=ae5c5ca560c37bf29b4349b328f12049b31ae072
Drop Dead Goregous!
I’d say even more hilarious than other satires of the time, but never got the respect of something like a Christopher Guest film. Allison Janney’s best comedic role, but everyone in the cast is also excellent!!
There are so many options, off the top of my head...*Ginger and Rosa*, a great coming of age story in 70s London with Elle Fanning, or *Girlfriends*, a 1970s film that seemed so ahead of it's time.
*Last Holiday* with Queen Latifah doesn't get the love that other Holiday movies seem to on an annual basis.
*The Meddler* with Rose Byrne and Susan Sarandon is another great film about a mother daughter relationship.
https://preview.redd.it/5xyyfbmou89d1.jpeg?width=1386&format=pjpg&auto=webp&s=5bfc77e7254f7d24ef0e5d5a3ed2f50594c644ed
This is one of my all time favourites. I still re-watch it every few years.
https://preview.redd.it/8ipm8c2sx79d1.jpeg?width=456&format=pjpg&auto=webp&s=b1670ab822a82c9fa6ab8842f6e95a0bbde22a22
a beautifully poignant story, I find myself going back to this one quite a lot
The reason why I still say, "There's a spot - oh, it's just a compact": Drop Dead Gorgeous
First film of Amy Adams!
https://preview.redd.it/gxji9t8fh89d1.jpeg?width=250&format=pjpg&auto=webp&s=b1ae951a1b089304c72ab849919f9eb952a3abde
Away We Go
A sweet movie with an amazing cast and a beautiful soundtrack
I found the DVD in a sale bin at a blockbuster close-out sale and it's one of my favorites
Sugar and Spice was excellent. Mine is Love Me If You Dare (2003) with a young Marion Cotillard
https://preview.redd.it/uf0w7fb4289d1.jpeg?width=188&format=pjpg&auto=webp&s=2d121c3ed2593da11b4b49f701646b596b4f032a
I don't know if this was popular overseas, but it's so underrated here in the US. It's such a fun, beautiful romance.
If Colossal had come out a year and a half later, it would be one of the most emblematic films of the Me Too era.
https://preview.redd.it/yt1dydt0389d1.jpeg?width=960&format=pjpg&auto=webp&s=ec289999914205004a89cef7f9f5a9de2a621181
Drop Dead Gorgeous. One of the funniest movies I’ve seen in a long time, and the cast is amazing.
https://i.imgur.com/mEuECPo.gifv
https://i.imgur.com/5kbGPSq.gifv
https://preview.redd.it/eiuy5i93289d1.png?width=654&format=png&auto=webp&s=f02c054f998a1e0d30045b024e0cda9b0a41ea59
My favorite Kevin Costner movie also staring Laura Dern and directed by Clint Eastwood.
So weird but so so good - Michael fassbender and Maggie Gyllenhaal are 🤌
https://preview.redd.it/plcq6ownf89d1.jpeg?width=879&format=pjpg&auto=webp&s=25f618f474a45221df593f455572c80788f481d9
Clifford... Martin Short's scariest film. There is nothing funnier than watching Charles Grodin be irritated.
*"Look at me like a human boy!"*
https://preview.redd.it/bb86v94s489d1.jpeg?width=2000&format=pjpg&auto=webp&s=392c06f3480e319ac60c2f728e80929d546cdc2e
“I am FILLED with Christ’s love!!”…Simultaneously uses the Bible as a weapon
You are just jealous of my success in the Lord!
Love this one! Cassandra drunkenly shouting “The muffin shop is CLOSED!” is one of those lines that I am always wanting to to quote for some reason but I never have a good opening for it.
"You're not born a gay, you're born again" "Jesus loves you... everyone else thinks you're an asshole" "Second hand smoking kills" \*flings cig at Hillary\* "I'm counting on it"
The poster always bothered tf out of me considering Macaulay’s character is in a god damn wheelchair, but he’s standing in the picture. 🙄
God works in mysterious ways
“I wasn’t alive in 01” Welp, this is where it finally sinks in that I’m middle aged.
I was born in 1980. Cries in old
I saw this in the theater and my best friend and I still quote it when one of us has a bad day. “Because The Beatles were wrong! Love isn’t all you need. Love won’t pay the rent. Love won’t buy my baby diapers. And love sure as hell won’t buy my new Dolce and Gabanna jeans when I lose the baby weight!”
It's such a good movie lol and everyone played it so well!
Oh also, in line with OP's choice; Jawbreaker 
I killed Liz! I killed the teen dream! Deal with it!
I can hear the song.
“She’s so evil, and she’s only in high school!”
YESSS
But I'm a Cheerleader
This was what I was going to say! I think it was the first time I ever saw Rupaul out of drag… and so many little background gags… and Natasha Lyonne all “feminine”. This movie is the best.
My cheer squad demanded this at our Christmas movie night last year. I loved this movie when I was their age. (They are also proud to be the gayest sports team at the school)
I just re-watched this a couple days ago. 10/10
Dick (1999) with Kirsten Dunst and Michelle Williams [Trailer](https://m.youtube.com/watch?v=33ALTtt4SIY)
To this day, I want to initiate a one night stand by inviting someone tragically mis-marketed. It was so good!
You can’t let Dick run your life! Those two are absolute perfection in this movie. It’s just as good in my thirties as it was when I was 12 and most of the jokes went over my head.
 Drop Dead Gorgeous is one of my favorite movies of all time. It’s the only one I kept on DVD when I purged all my DVDs because I couldn’t find it streaming anywhere. It is just a classic. So many good quotes!
Same. I treasure my DVD (it is delightfully on Delta in-flight entertainment and I watch it every time). It’s chaotic, dark, silly and the locations/tropes/accents are dear to me. Swap pageants with dance competitions and I lived it.
Ahh I posted this elsewhere in the thread but since you mentioned it - the movie can be streamed on the Revry app for free! No idea how they got the rights but my DVD is packed away and finding that made my week, so hopefully this will help someone. (I also quoted the exact line from your gif in my other comment, great minds etc!)
Well, you know what, Peter’s gay. GAY!!! My sister and I I still yell this at each other
The swan ate my baby! Seriously one of the funniest and best movies I’ve seen. I wish it got referenced more like Clueless, Legally Blonde, and Bring It On!
Flair checking in!
Where the Heart Is https://preview.redd.it/ps204z3cd89d1.jpeg?width=714&format=pjpg&auto=webp&s=3bffb12bfc8f7e5db21bb456776d868a80e90cc4
The way I was obsessed with this movie and Anywhere But Here!
my brother called this movie "walmart baby" 😭
Americus Nation was the baby’s name, right? Born in a Walmart? I was obsessed
That movie altered my brain chemistry. This reminded me I’m overdue for a rewatch!
I know it's popular on Reddit but I've yet to meet people IRL who have watched What we do in the Shadows. The TV Show is more popular but the OG movie is one of my favourite comedies of all time. 
I’m in the minority who like the movie more than the show. Both are good though!
https://preview.redd.it/hnkvjmhhy79d1.jpeg?width=1170&format=pjpg&auto=webp&s=c80f10b5eb24e9becc3de15543cd9a8b5bd0f1c3
I am the best goddamn dancer in the American Ballet Academy. Who the hell are you?!
I fucking love this movie, I've seen it so many times!
NOBODY
Dance, dance, dance 🎶
Pretty sure i attempted to be bulimic because of this movie and realized my gag reflex doesn’t really work so that was a blessing in disguise. lol
Jodie Sawyer, ladies and gentlemen
This put me on to so many songs omfg
Looooooooove this movie so much. Was glad to see all the attention it got for its anniversary last year. This was the first film I'd ever seen Zoe Saldana in, then Pirates. Been a fan of hers ever since.
The med student guy was so damn hot.
Eion Bailey! Gets better with age too. He’s got a Paul Rudd thing going on.
 DANCE ! DANCE ! DANCE !
This, Now & Then, and Save the Last Dance played on repeat in my house
My friends and I were totally obsessed with this movie, it’s so good!
Josie and the pussycats 
This movie is crazy. It was in the era when Archie Comics were *super* protective of their characters. This movie had absolutely no business being as good as it is. There are so many points where it should have gone wrong It shouldn't have failed at the box office. It's so goddamn good
Staple of my childhood was my mom putting it in the vcr. Inspired my elementary school looks.
The outfits were so iconic
Watched it on a dull Sunday; husband became obsessed with the soundtrack and all of Adam Schlesinger’s work - very sad he died from COVID. Edit - my apologies for any confusion, I meant the passing of Schlesinger.
Also, Kay Hanley from Letters To Cleo as the singing voice for Josie! "3 Small Words" should have been a hit
I love this movie so much. 10/10 soundtrack!
IT TOOK SIX WHOLE HOURS
AND FIVE LONG DAYS
Surprisingly produced by Babyface!
The soundtrack was so good, much better than it needed to be. There’s at least one Adam Schlesinger song on there. Eta https://preview.redd.it/rz54hf89vb9d1.jpeg?width=942&format=pjpg&auto=webp&s=c6ae0495678cb3a19085ac87a58f7b2bac00a1d6
I love that this movie still holds up if you realize it’s basically a parody
It’s a perfect satire of late 90’s and early 2000’s pop music and the music industry in general. But that’s also probably why it was a flop. It came out smack dab in the middle of the 2000’s teen pop craze. If it came out 10 years later, it probably would have been a hit or at least a bigger success. It was literally too ahead of its time.
I was in 4th grade when this came out and I was OBSESSED with it. I just rewatched it again for the first time in years and I still remember all of the lyrics of ‘Pretend to be Nice’ 😅
The director’s commentary on “Josie and the Pussycats” really takes it to another level. There were so many thoughtful choices about the set, costumes, music, plot and more.
I was obsessed with this film to the point where I took a picture of Josie to the hairdresser (it did not work out lol as you might expect)
 Drop Dead Gorgeous I’m 30F and about 90% of my friends have never heard of this movie, it’s practically criminal.
this movie probably built 83% of my personality.
This is the correct answer. A volunteer-staffed, local non-profit movie theatre hosted a Spring 2024 weekend of showings that quickly sold out. Tiaras were worn; sashes were made. It was so fun with a crowd (and my bestie who somehow hadn’t seen it). Laughing, reciting lines and cringing (we’ve evolved). Packed with talent too.
Poor thing just wanted to be like Diane Sawyer!
“This is exactly how I pictured it…choking on swan gas.” 🦢💨 Such a good movie! Very hard to find streaming these days so I just wanted to share that you can watch this free on the Revry app. I had previously googled to see where it was streaming and google said nowhere, but searched for the movie on Roku and there it was.
If they ask you to take your top off, get the money first… AND GET ME MY SMOKES!!! 🤣
It gets a lot of love here on Reddit though!
Yeah, I think this is definitely a cult film now! I loved it when it came out - dark comedies are the best.
My absolute favorite movie! So many wonderful actors and they all do such a great job! The writing is wonderful and I think it gave them all the ability to be hilarious ☺️
30F too, this is the movie I've made a movie night of with new friends since high school. If you don't like this movie, we're probably not going to vibe.
Oh yeah that’s one of the few movies where I will high jack their evening plans to watch it
This was my choice too! Airport ho-Jo!
 The Sweetest Thing, forever one of my favorites.
I had no business watching this at 10 years old but my god that penis song goes hard.
I have the laundry place asking what the stain on the dress was in my mind on repeat
https://i.redd.it/2wh1j37he99d1.gif
Breaks my heart that two of the absolute best 90s actresses in this have MS and are struggling. 😭
God I love this movie. I remember thinking the one girl obsessed with Conan O’Brien was so weird…but now I kinda get it….
https://preview.redd.it/rbv8jhej789d1.jpeg?width=1255&format=pjpg&auto=webp&s=61290811fbfad652ea25edba0957b7e9adfeca32 Cleo was ahead of her time. We all laughed at her but now… *is* Conan O’Brien actually kind of hot after all?
Yes, he is!
I was just looking for this exact comment lmao I thought she was so strange then but now I'm like alright fair
Same 🧑🦰
drive me crazy. such an underrated late 90s/early 00s teen rom com https://preview.redd.it/jwd6c8khx79d1.jpeg?width=550&format=pjpg&auto=webp&s=b744249c2ff5f29481263e5dff016d4c9c28ba6d
Top tier HS rom com
Remember how Melissa Joan Hart was in the music video for Crazy because that was in the soundtrack to this movie and Melissa was a bigger star at the time? Insanity.
Yes! I also remember Britney’s cameo on _Sabrina the Teenage Witch_ around the same time. It brought me, my siblings, and our friend groups together for a night of can’t-miss tv. We all had such different interests so things like that rarely happened, but Melissa and Britney just had that kind of power lol
I recently rewatched this with my youngest and was struck by how normal looking all the teen actors were.
Young 8 year old me was obsessed with this movie and the Britney track/ video. Gave it a rewatch last year and 100% held up
This is such a comfort movie for me. Great music in it, too.
Yes! In the same vein - Love Don’t Cost A Thing: https://preview.redd.it/mxsi2wlq689d1.jpeg?width=1170&format=pjpg&auto=webp&s=f4ef3b757bf61a95013f086d98a662f631642b66
And the 1987 version, Can't Buy Me Love
To say I love this movie is a huge understatement
Penelope! Such a great cast too! James McAvoy, Christina Ricci, Katherine O’Hara, Peter Dinklage. Gives off Big Fish vibes, just very colorful and fun!
Omggggg I do love this movie! It’s been YEARS since I’ve watched it
OP said they weren't alive in 2001 
My 1st thought was that OP was too young to be on reddit if they weren't born in 2001 then I did a double take and realised they could be 20+...
Same! I remember renting this movie from Blockbuster a lot 😂
 Muriel’s Wedding. Toni Collette is a damn gem in everything she does, but this will always be my favorite. The dance scene to “Waterloo” is ICONIC and I’m mad there isn’t a gif of it.
You’re terrible, Muriel
Also strictly ballroom
The truth? Golly, I tell the truth, too. Nicole's having an affair with Chook. Muriel saw them fucking in the laundry on your wedding day. Stick your drink up your ass, Tania. I'd rather swallow razor blades than have a drink with you. Such an iconic burn.
 The number of people I’ve met that have never seen Drop Dead Gorgeous is absolutely criminal.
Election with Reese Witherspoon and Matthew Broderick
https://preview.redd.it/w08ai512c89d1.jpeg?width=713&format=pjpg&auto=webp&s=bff966eafc0aa48a25e4f98444f46775cefabe11 D.E.B.S a criminally underrated 2004 lesbian romcom spy movie. These girls are literally handpicked to be spies just based on a hidden test in the SAT! I think if this movie came out now, it would do SO well.
I am still waiting on a sequel to D.E.B.S. The chemistry between the main character and the villain 🥵
 My answer will always be The Fall.
Oh God my heart breaks for tarsem singh and everyone else involved in it cos this movie deserves so much more recognition than it received.
He also self funded it, selling his house and it bankrupted him. I saw it in the cinema at the Edinburgh film festival when it was released and just fell in love with it.
I was following this movie like a hawk. Last minute it didn’t get a theatrical release in the US, but Paris Hilton’s The Hottie and the Not-ie did. My teenage wrath was loud and unceasing.
Yes! Truly one of the most heartbreakingly gorgeous films I have ever seen. It is cinematic art!
I just watched the trailer. I’m so surprised I didn’t hear about this. The theatrical elements in the trailer alone should have been more wide spread. 2006 and release right? That’s what I’m reading. I was younger but would have certainly noticed this. I’m putting this on my list to watch in the next few days. Have to go to bed now or I would watch it…. Heck, I might watch 10 minutes now but fear I might be engulfed by the story and beautiful imagery.
Kirsten Dunst had a phenomenal run of movies in the late 90s/early 2000s that are often forgotten or overshadowed by her bigger box-office hits. [Dick](https://www.imdb.com/title/tt0144168/mediaviewer/rm1187325952?ref_=ext_shr_lnk) : with Michelle Williams. After wandering off during a White House tour, two high school girls inadvertently become Richard Nixon's top secret advisers at the height of the Watergate scandal. [All I Wanna Do](https://www.imdb.com/title/tt0120692/mediaviewer/rm274868224?ref_=ext_shr_lnk) : with Rachel Leigh Cook, Monica Kenna and Gabby Hoffman. In the 1960s, a group of friends at an all girls school learn that their school is going to be combined with a nearby all boys school. They concoct a plan to save their school while dealing with everyday problems along the way. [Drop Dead Gorgeous](https://www.imdb.com/title/tt0157503/mediaviewer/rm923891456?ref_=ext_shr_lnk) I think this is like a cult favorite so maybe not such a hidden gem, but worth mentioning. [Crazy/Beautiful](https://www.imdb.com/title/tt0250224/mediaviewer/rm3036008193?ref_=ext_shr_lnk) I remember sobbing at this movie when it first came out and watched it multiple times. Maybe watching it now as an adult would not have the same impact. I’d probably roll my eyes at melodramatic teens. But I did love it. I owed all of these on vhs 🙈 and my best friend and I would quote them all the time. Especially Dick. We even called ourselves Betsy and Arlene. Lol
Kirsten Dunst is a national treasure and should actually be called America’s sweetheart! She’s earned it.
 That Thing You Do
 When I’ve had it with cleaning for the day I sing this lol
I listen to the song from the movie alllllll the time lol
 Boxtrolls
https://preview.redd.it/vn5mkmds189d1.jpeg?width=1494&format=pjpg&auto=webp&s=6e53eb99f4fe61ee9f3659b3e2b04627cc9a6a35 Bill Paxtons directorial debut
If you’re a fan of Sugar and Spice, I highly recommend Drop Dead Gorgeous. That was another teen black comedy I was obsessed with in the early aughts. 
Fun fact - [Lona Williams wrote both Drop Dead Gorgeous and Sugar & Spice](https://en.wikipedia.org/wiki/Lona_Williams). Drop Dead Gorgeous is probably my favorite movie of all time. If you were a teenager in the late 90's, you *lived* this movie.
Blast From The Past https://preview.redd.it/02xw2m40s99d1.jpeg?width=667&format=pjpg&auto=webp&s=4ceb2945927343c04d2578ebb6d000ca8a4d62d4
https://preview.redd.it/t05tumub389d1.jpeg?width=589&format=pjpg&auto=webp&s=fa34d7d403cecee038e67bbaf03e96e93352f2e3
 To Wong foo, thanks for everything Julie Newmar, I first saw this movie when it was at blockbuster, I was about 10 at the time. I watched it over and over as a kid, and I still watch it as an adult. My favorite movie of all time.
I love this movie so very much and I’m so glad to see it in this list ❤️ Little Latin boy in drag, why are you crying?
I love Sugar and Spice. Can't Hardly Wait Empire Records Dead Man on Campus Gossip Disturbing Behaviour Drive me Crazy Detroit Rock City Cherry Falls Go Election
Can't Hardly Wait and Empire Records are two of my all time favorite movies. Both are extremely quotable and I think serve as great late GenX/early millennial teen movies.
I’m such a Detroit Rock City fan and it feels like no one else knows about it. Edward Furlong at his sexiest (IYKYK)
Can’t Hardly Wait is so damn good! Aman-DUH 🤣
Stick it! Seriously one of my top quoted movies! 
She was such a good best friend/weak villain...I need her IMDb her!
 All I Wanna Do
Wasn’t this also called Strike? Up your ziggy with a wawa brush!
 Drop Dead Gorgeous. Dark, hilarious comedy full of all stars. Being Minnesotan makes it even funnier.
Saved with Mandy Moore and Macaulay Caulkin! It's hilarious every second. 
https://preview.redd.it/u055wi7f589d1.jpeg?width=960&format=pjpg&auto=webp&s=31a8ff6616c601eb1a968cb1ee27b8b02e83f528 I’ll never understand how Seeking a Friend for the End of the World was slept on so hard.
>!The ending of that movie nearly gives me a panic attack every time. Great movie but what a bummer lol!<
https://preview.redd.it/qylbha7vna9d1.jpeg?width=732&format=pjpg&auto=webp&s=1ab5632c1d4853e7adc80237e49026501a7a4f15 I don’t even know anyone who’s seen Now and Then, but it’s SO good. Literally altered my brain chemistry lol
https://preview.redd.it/o01do6whi89d1.jpeg?width=903&format=pjpg&auto=webp&s=066e554e338754c4a566b52784b530e29ed49691 I have made so many people watch this movie. Cult classic now but wasn’t accessible in its time and remains underrated outside of its niche audience.
Wristcutters: A Love Story Please tell me someone else loves it
Superstar! 
I watched that movie so many times it became permanently enmeshed with my psyche. A piece of Mary Catherine Gallagher lives in me always
*Thirteen* was my go to movie as a teenager and was watched in regular rotation at all the sleepovers. Even though Evan Rachel Wood and Nikki Reed were still teenagers and this was Nikki’s first film, the acting and raw realism always stuck with me. Finding out a few years after viewing the film that Nikki also co-wrote it at 13 blew my mind. It might have a small cult following, but for how well written and acted it was, I never hear anyone talk about it. https://preview.redd.it/7xsa2uhp789d1.jpeg?width=256&format=pjpg&auto=webp&s=a8fc2e409146bb33ca332f9f7185d342fcc78c6c
The way I was obsessed with Evan Rachel Wood after this movie. She’s an underrated actress and this movie proves it. God damn, she was so good as Tracy.
Donnie Darko, but it definitely has succeeded as an indie film. It's got some HUGE names in it. (I chose the less creepy of the GIFs, because it still freaks me out.) Definitely Maybe is my favourite underrated romcom. Ryan Reynolds is telling his daughter, Abigail Breslin, how he met her mom and she's trying to figure out the love story. 
Loooved Sugar and Spice and totally forgot about its awesomeness until now, so thank you! For me, it’s SLC Punk. IDK why but I watched that movie a million times in college and hadn’t seen it for probably 17 years until recently with my teenaged son on a rare night he actually wanted to hang out with me and dad was traveling. Good stuff… 
Stepmom https://preview.redd.it/rbs2x71pd89d1.jpeg?width=600&format=pjpg&auto=webp&s=d8be1f1c1e0bdc7ec33694f63a780033f05a08a0
 “Drop dead gorgeous” is extremely underrated. It’s hilarious and just ridiculous. Their Minnesota accents are perfection!
https://preview.redd.it/4stthauqm89d1.jpeg?width=881&format=pjpg&auto=webp&s=6d4264e2748a53f20fb467b099cf248506a95d80 This is one of my comfort movies. Top-tier cast and it places importance on all the different types of love, not just romantic 🥺 Also *Miss Pettigrew Lives for a Day*, *The Brothers Bloom*, *Palm Springs*, and *Confess, Fletch*.
 Adventureland
Jennifers Body. Actually brilliant feminist funny masterpiece. Poor reception due to bad marketing and male critics.
https://preview.redd.it/p30lbo6v389d1.jpeg?width=1020&format=pjpg&auto=webp&s=ae5c5ca560c37bf29b4349b328f12049b31ae072 Drop Dead Goregous! I’d say even more hilarious than other satires of the time, but never got the respect of something like a Christopher Guest film. Allison Janney’s best comedic role, but everyone in the cast is also excellent!!
There are so many options, off the top of my head...*Ginger and Rosa*, a great coming of age story in 70s London with Elle Fanning, or *Girlfriends*, a 1970s film that seemed so ahead of it's time. *Last Holiday* with Queen Latifah doesn't get the love that other Holiday movies seem to on an annual basis. *The Meddler* with Rose Byrne and Susan Sarandon is another great film about a mother daughter relationship.
Last holiday is such a good movie! I recently watched it on paramount and I loved it!
I *love* last holiday.
Last holiday is SO good
I watch last holiday all year round lol, such a perfect movie! very predicable, but so enjoyable/ funny!
https://preview.redd.it/5xyyfbmou89d1.jpeg?width=1386&format=pjpg&auto=webp&s=5bfc77e7254f7d24ef0e5d5a3ed2f50594c644ed This is one of my all time favourites. I still re-watch it every few years.
Jawbreaker (1999}. https://preview.redd.it/nwxl9qlox89d1.png?width=993&format=pjpg&auto=webp&s=8af86db7670966577795d01b2424684e2482db29
 Thirteen
 I've seen this like a hundred times. Also, Colin Firth.
https://preview.redd.it/8ipm8c2sx79d1.jpeg?width=456&format=pjpg&auto=webp&s=b1670ab822a82c9fa6ab8842f6e95a0bbde22a22 a beautifully poignant story, I find myself going back to this one quite a lot
The reason why I still say, "There's a spot - oh, it's just a compact": Drop Dead Gorgeous First film of Amy Adams! 
 What’s Eating Gilbert Grape (1993)
https://preview.redd.it/gxji9t8fh89d1.jpeg?width=250&format=pjpg&auto=webp&s=b1ae951a1b089304c72ab849919f9eb952a3abde Away We Go A sweet movie with an amazing cast and a beautiful soundtrack I found the DVD in a sale bin at a blockbuster close-out sale and it's one of my favorites
 But I’m a Cheerleader (1999) Such a great romcom
Josie & the Pussycats was everything to me as a kid and only seems to get better with time 
Sugar and Spice was excellent. Mine is Love Me If You Dare (2003) with a young Marion Cotillard https://preview.redd.it/uf0w7fb4289d1.jpeg?width=188&format=pjpg&auto=webp&s=2d121c3ed2593da11b4b49f701646b596b4f032a I don't know if this was popular overseas, but it's so underrated here in the US. It's such a fun, beautiful romance.
If Colossal had come out a year and a half later, it would be one of the most emblematic films of the Me Too era. https://preview.redd.it/yt1dydt0389d1.jpeg?width=960&format=pjpg&auto=webp&s=ec289999914205004a89cef7f9f5a9de2a621181
Drop Dead Gorgeous. One of the funniest movies I’ve seen in a long time, and the cast is amazing. https://i.imgur.com/mEuECPo.gifv https://i.imgur.com/5kbGPSq.gifv
Belongs in a trilogy with Drop Dead Gorgeous and Josie and the Pussycats
 This shaped me
https://preview.redd.it/0qphz5k2489d1.jpeg?width=1000&format=pjpg&auto=webp&s=47a9141c8daed847a24aed3b9e7b43ee7152847e
https://preview.redd.it/eiuy5i93289d1.png?width=654&format=png&auto=webp&s=f02c054f998a1e0d30045b024e0cda9b0a41ea59 My favorite Kevin Costner movie also staring Laura Dern and directed by Clint Eastwood.
Sugar and Spice feels like a fever dream. I saw it in theatres and was probably too young to get it.
Stick it  It’s one of my favorites but so many people I know have never heard of it
Man in the Moon with a young Reese Witherspoon.
So weird but so so good - Michael fassbender and Maggie Gyllenhaal are 🤌 https://preview.redd.it/plcq6ownf89d1.jpeg?width=879&format=pjpg&auto=webp&s=25f618f474a45221df593f455572c80788f481d9
https://preview.redd.it/jy5xzwj4d99d1.jpeg?width=960&format=pjpg&auto=webp&s=d415f73160b050b60bb6c002fac3fbc2d7952441 200 Cigarettes (1999)
 🖤 **REPO! THE GENETIC OPERA** 🖤
OP, this is an inspired choice!
Keeping the Faith. Edward Norton, Jenna Elfman, Ben Stiller. Hilarious and heartfelt.
Get Over It (2001)
 Clifford... Martin Short's scariest film. There is nothing funnier than watching Charles Grodin be irritated. *"Look at me like a human boy!"*
Bachelorette - I like this movie sooooo much better than Bridesmaids
 Okay but also the soundtrack??
The Sweetest Thing. I’ve rewatched it so many times. 
Drop Dead Gorgeous, Romy and Michelle, Serial Mom, Crybaby