hmm...I don't remember all of them, but I know for sure the first was:
1) N*Sync - No Strings Attached (2000) - I remember this being the first CD I ever bought in 5th grade and listening to it on my orange boombox, that I won from school for having ALOT of AR points. ;p
2) Backstreet Boys - Millennium (1999) - fed into the boyband craze
3) S Club 7 - S Club 7 (2000) - saw them on "Fox Family" at the time
4) A*Teens - Teen Spirit (2001) - saw them on Nickelodeon, promoting "Dancing Queen" and then "Upside Down" (Bouncing Off The Celing)
I believe that was the order. I also know that among the first were Jessica Simpson's "Sweet Kisses" (1999) (haha, I previewed this on one of those machines at Wal*Mart and actually liked the track "Final Heartbreak"...I discovered Jessica Simpson and her hottness in the "I Think I'm In Love" music video on some countdown also on Fox Family) and Stacie Orrico's "Stacie Orrico" (2003) (fell in love with both "Stuck" and (There's Gotta Be) "More To Life" via music video on MTV and radio) soon after. ;p
I usually buy cassette tapes. First album I bought in cassette was Avril Lavigne's "LET GO" then the 1st album I bought in CD was Avril Lavigne's "The Best Damn Thing"
i think it has to be some "best of" compilation with Elvis Presley, first new album i bought was in 1996, it was the greatest hits cd "from the muddy banks of the whiskah" with Nirvana...shortly after i bought the album of the 90´s; "Nevermind"