Shlupquack's thread brought me to the easy conclusion that a thread about your best and worst living conditions to date might make for some good stories. It's a little repetitive, but should be different enough.
My best situation is either the one right now, living by myself in a nice little place in the woods, or living with two of my close friends while I was in the military. We had a nice big house we rented out, and with three of us splitting the rent we could save money for really great parties, or other more important things. It had a nice expanded living room, and a separate shop for me to work on my car and motorcycle. Plus it was close to work, and things like that.
The worst living situation was with the ex-wife in the house that was foreclosed on after we split and I couldn't make the payments on my own. Lame.