1. L.A. Confidential
2. Across the Universe
3. High Fidelity
4. Run Lola Run
5. Teenage Mutant Ninja Turtles (the first one)

A little random, but seriously, I still listen to all of these.
Source(s):
Personal listening pleasure.

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5. Shaun of the Dead
4. Wayne's World
3. High Fidelity
2. Life Aquatic with Steve Zissou
1. Snatch

Hackers also had a cool soundtrack.
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1. Garden State
https://www.getsomenoise.com/albumimages/41_Various%20Artists_Garden%20State%20%5BSoundtrack%5D.jpg

2. Wicker Park
http://images.amazon.com/images/P/B0002MIBW0.01.LZZZZZZZ.jpg

3. Moulin Rouge
http://www.mpmchugh.com/start/itunes/artwork/moulin_rouge!/moulin_rouge!.jpg

4. Across the Universe
http://i222.photobucket.com/albums/dd277/zpdrm2008/0712/Albums/Part4/AcrossTheUniverse.jpg

5. American Beauty
http://cdn.last.fm/coverart/300x300/1415956.jpg
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In no particular order:

-Beavis and Butthead Do America (sounds weird, but this is seriously a great soundtrack.

-Belly (one of the best hip-hop soundtracks ever)

-Alpha Dog (the movie isn't so great, but the soundtrack featuring a handful of underground artists, including my favorite Tech N9ne, is excellent)

-Requiem for a Dream (amazing score, simply put)

-The Hurricane (originally purchased solely for Bob Dylan's title track, but this soundtrack has great songs by both modern hip-hop artists and classic rockers and soul singers)
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BILL AND TEDS BOGUS JOURNEY will rock your socks off seriously... primus even

Hackers soundtrack

Donnie Darko

Fight Club

That one

Blade Trinity
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1. Lost Highway
http://en.wikipedia.org/wiki/Lost_Highway_(soundtrack)
http://www.youtube.com/watch?v=GJuya9mJcDA&feature=related

2. Dead Presidents
http://www.amazon.com/Dead-Presidents-Music-Motion-Picture/dp/B000002TWC
http://www.youtube.com/watch?v=OvJLnuEkXpQ

3. Once
http://www.youtube.com/watch?v=CoSL_qayMCc

4. The Last Waltz
http://www.youtube.com/watch?v=AKl9ZmS0NmQ

5. O Brother Where Art Thou
http://www.youtube.com/watch?v=82_bhD0_Trw
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- Rushmore: Wes Anderson films always have awesome soundtracks, but this one is the best ever, with a ton of forgotten and overlooked classics of the British Invasion.

- High Fidelity: A great introduction to contemporary "college" or "alternative" rock with a few great deep tracks from masters like Bob Dylan or Stevie Wonder thrown in for good measure. Worth buying for Beta Band's "Dry he Rain" alone.

- Judgment Night: This soundtrack was the first time I heard hip-hop and hard rock brought together, and the result is pretty consistently great. I mean, how many movies can manage to bring together Dinosaur Jr and Del tha Funkee Homosapien?

- Pulp Fiction: This soundtrack works in its own right as just a great album, but I also like how it immediately brings you back to the world of the movie. So many good songs - "Son of a Preacher Man," Urge Overkill's cover of "Girl You'll Be a Woman Soon," "Jungle Boogie"...love it...

- Zero Effect: A regrettably forgotten movie with a killer alt-country soundtrack to go along with it. This was my introduction to Heatmiser, Elliott Smith's band before he went solo, so it gets included on that basis alone. Seriously...everyone...rent "Zero Effect" and then listen to the soundtrack. You'll thank me.
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Purple rain
Boyz n the hood
Greese
flash dance
dirty dancing
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Here are mine

1. Highlander
2. Forest Gump
3. Cocktail
4. Aladin
5. Lion King
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1. 13 Going on 30: Liz Phair, Madonna, Pat Benatar, Ingram Hill, Belinda Carlisle, and even Vanilla Ice
http://www.amazon.com/gp/product/B0001XAR1I?ie=UTF8&tag=kryssehowarti-20&linkCode=as2&camp=1789&creative=390957&creativeASIN=B0001XAR1I

2. Rock Star: Steel Dragon, Motley Crue AC/DC, Bon Jovi, KISS, Def Leppard, INXS
http://www.amazon.com/gp/product/B00005NQIM?ie=UTF8&tag=kryssehowarti-20&linkCode=as2&camp=1789&creative=390957&creativeASIN=B00005NQIM

3. Young Guns II: Great songs from Bon Jovi!
http://www.amazon.com/gp/product/B000001FYL?ie=UTF8&tag=kryssehowarti-20&linkCode=as2&camp=1789&creative=390957&creativeASIN=B000001FYL

4. Days of Thunder: Tina Turner, Cher, Chicago, John Waite, Guns N Roses
http://www.amazon.com/gp/product/B000000OZO?ie=UTF8&tag=kryssehowarti-20&linkCode=as2&camp=1789&creative=390957&creativeASIN=B000000OZO

5. Pretty In Pink: OMD, Suzanne Vega, Psychedelic Furs
http://www.amazon.com/gp/product/B000002GD2?ie=UTF8&tag=kryssehowarti-20&linkCode=as2&camp=1789&creative=390957&creativeASIN=B000002GD2
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Good Question. In no particular order:

-- Twin Peaks (Season One Soundtrack)
-- Trainspotting (Rocking on both #1 and #2)
-- High Fidelity
-- Juno
-- The Falcon and the Snowman
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Hard to pick a definitive top 5, but here are some that popped into my head:

- Dazed and Confused (GREAT '70s era classic rock soundtrack)
- Once (the music basically is the movie)
- South Park: Bigger, Longer, Uncut (basically the dirtiest, most profane musical ever)
- This Is Spinal Tap (much of the genius of the film lies in the songs)
- That Thing You Do (puts together a collection of new songs that blend seamlessly with the early rock 'n' roll theme of the film)

I'll also give a shout out to Ghostbusters II, because that Bobby Brown song is awesome.
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In no particular order:

Juno
Garden State
Once
A Mighty Wind
Catch & Release
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