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My friend in college (2000) introduced me to Linux. Windows 98 was having a lot of trouble on my laptop, so, in my days of dialup internet, I drove an hour to a computer store to buy a boxes copy of Mandrake for (I think) $30.
When that laptop died I decided to buy a Fujitsu Lifebook (I cannot tell you how much I loved that laptop). Unfortunately, there was a bug in the Linux kernel at the time which prevented it from booting correctly on a Transmeta Crusoe processor. I found an tutorial describing how to patch and compile my own Linux kernel for the Crusoe using Slackware, and I began using that.
At that point point in time, Slackware had no package manager. Instead, when new software came out (and I love trying new software!) I would download and compile it myself, including all of it's newly required libraries (GTK2, Pango, Atk...). I had heard about the popularity of Debian and gave it a try. The feeling of using a package manager again to automatically install and update everything felt so incredibly wonderful.
I became tired of the cycle of Debian stable being fresh and new and being tired and old, so I tried Ubuntu. I didn't want to like it because it was "too easy", but my gosh, it was just so easy. My favorite version is still 8.04 Hardy Heron, which I still consider the pinnacle of Ubuntu development.
At this point I began to really learn about the Free Software Foundation, and decided that I agree with many of their beliefs. So, I installed a new FSF approved version of Hardy Heron called gNewSense and used only free and open source software on my computer for almost a year. You might be surprised how much Linux software is "open source" but not FSF "free". Anyway, it was a great experience.
gNewSense became old, and I didn't like the direction the distribution was going. I wanted the latest versions of software, but I was tired of always formatting and installing new operating systems. I then discovered Arch Linux and the concept of a rolling release distribution. In addition to that, I was really getting into contributing to the Linux community, and the Arch Linux community provides outstanding outlets for that: a strong forum, a highly regarded wiki, and the AUR (allowing anyone to contribute new software packages to the distribution), all of which can be contributed to almost instantly by anyone.
I'm still using the same 64-bit Arch Linux installation that I did three years ago and am very happy with it. I dual boot the Haiku operating system. And I still consider myself a freetard.