As an aside, I wouldn't even dream of telling a *nix newbie to use the CLI first.
Anyway, I'm pretty much tied to windows by the apps I need to use, but I have quite an advanced strategy for my drives, involving a bunch of partitions, mounted back to regular folders on C: I have one partition for the swapfile and hiberfil.sys, one for Photoshop scratch, one for Program Files, one for My Documents and one called Media (which links back to My Music, My Videos and My Pictures) - That's all on 2 physical drives.
The pagefile and scratch disk partitions don't need defragging. Program Files only rarely. Videos Music and Pictures are fragmented to hell and back, what with constant downloading/burning to disk, but I'm never rushing to get quick access to them anyway. C: Gets adefrag every couple of months.