I never did dual boot. The first time moving from windows 2000 to Linux, my hard drive was only 2 GB and I couldn't fit both of the OS:es on it, so I nuked the windows one.
At one point my 1GB disk was the "big one" in the dorm. It was the windows share of some random media. I had room for the whole 40MB videos "Jesus vs Frosty" (The Spirit of Christmas) and "Jesus vs Santa Claus". It was before South Park became an actual show, but people watched those 100's of times off my hard drive.
When I bought a 3GB from Fry's it was an open question how we'd fill it. Of course, that was just as the mp3 codec started to gain traction... Problem solved.