Looking back at this list (I'm writing this after finishing it) most of the albums on this list either came out during 1995-1997 or that was when I was exposed to them. I was a senior in HS in 95-96, and was working at Blockbuster Music part time, so it makes sense- not only was I working with music like four or five days a week, I was exposed to cool older people with some varied tastes.
1. Miles Davis- Kind of Blue
Holy fuck, jazz made sense all of a sudden. Heard this my senior year in high school and to this day it remains the one album I'd take anywhere with me. You can fuck to it, too.
2. Guns n' Roses- Appetite for Destruction
I'm pretty sure this came out when I was in 5th or 6th grade. Up until that point, I had just kind of listened to whatever my parents did and either liked it or didn't. This was the first album or even group I heard that wasn't some old tired hippie shit or crappy pop music. Still a really good album, too.
3. Radiohead- OK Computer
Came out the summer between freshman and sophomore year in college. Holy shitburgers. I still kind of think of this as the first album of the 21st century in a lot of ways. At the time I was majorly into brit pop (Blur, Suede, Charlatans etc) and classical music. This kind of changed all that.
4. Dr. Octagon- Dr. Octagonecologyst/Instrumentalyst
Holy flaming hell was this awesome. Hadn't really given hip hop much due before this album but I started to pay a lot more attention afterward, especially to Kool Keith who remains a pleasure (guilty and otherwise) to this day.
5. Beck- Odelay
The world's coolest Scino. Sure this album owes a lot to Paul's Boutique, but it was a pretty big damn masterpiece in it's own right.
6. Bonnie "Prince" Billy- I See A Darkness
This is the album that got me on my modern day folk kick, which I am to this day still on. And that was what, about ten years ago. Christ.
7. Goldie- Timeless
I bought this album on a recommendation from a friend a couple weeks before I moved to Athens for college. I loved it when I heard it, but it's more of a blueprint for the next four years of my life, which I spent in clubs dancing to, taking drugs to, promoting and even occasionally spinning drum and bass. Sea of Tears might be the most awesomely haunting piece of modern instrumental music, too.
8. Neutral Milk Hotel- In the Aeroplane Over the Sea
Living in Athens, GA, in the late 90's was a privilege that I kind of wasn't aware of looking back on it. Working at Wuxtry, drinking with madmen, and listening to these guys a couple times live. Possibly the best album of the 90's, which is saying a lot.
9. PJ Harvey- To Bring You My Love
Little girl, big voice. And what a fucking voice. This album was the first I started paying attention to primitive blues music, which is a fascination to this day.
10. Aphex Twin- ...I Care Because You Do
Holy flaming hell. This was the album that got me into electronic music at all. Up until that point (95) I was one of those "it's not worth listening to unless you play some instruments"

people. I think I bought like 9 Aphex Twin cds within the span of three weeks, but this is the one that got me started.
11. Bill Hicks- Rant in E-Minor
This was my first exposure to Bill Hicks. Sadly it came after his death. I had always liked stand-up, even as a young kid I'd watch Eddie Murphy, Richard Pryor, Bill Cosby, George Carlin and even Gallagher stand up tapes. Fuck off, I was like 8 and he was beating the shit out of food and had props, I was fucking stupid. But this was the first time I heard a stand-up that really, really had balls. Pryor and Carlin's stuff was great and had similar sensibilities, but it was more dated. Hicks is the fucking man, to this day.
12. The Black Keys- Rubber Factory
Holy shitburgers, that guy is white? That was my response to the first time I heard some of the Black Keys music. Amazing modern day blues shitkicking that manages to sound old and awesome at the same time.
13. Saint Germain- Tourist
Downtempo jazz awesomeness from some french dude. I think he's french. Whatever, it's awesome, go buy it or download it and stfu.
14. AIR- Moon Safari
More french shit. These guys are awesome. One of my favorite memories of my college years was a night a friend and I had just taken some ecstasy maybe half an hour earlier and were just starting to feel the effects. I carefully drove the couple miles home and we listened to the first couple songs on this album. Crazy night.
15. David Cross- Shut Up, You Fucking Baby
I wish this guy would do more stand-up. I'm sure acting pays better but the stand-up has to be more rewarding, especially if you're as good at it as he is.