I have spent my entire life living with other people. I was born the youngest of 5, so always had my older siblings in addition to parents. When I went away for college, my first "roommate" was my grandma while I hunted for a job and alternative living situation.
The first house I moved into was with 3 other girls. I lived in that house with 4 occupants for a year and a half, then was in an apartment with 1 roommate (who had a boyfriend over regularly, so was more like 2 roommates), then in a house with 2 roommates, and two more places with a single roommate each. This made up the first 24 years of my life.
I have always had at least one roommate - most of the time I had more than one. I never wanted to buy anything too nice, because it would just be used and abused by my roommates, no matter how careful they were. Not to mention that, when we would separate ways, some of the items I had purchased or owned would inextricably be lost to the roommate for one reason or other (sometimes by accident, sometimes they would steal things, and other times they believed so fervently they owned the items that I just gave in rather than fight it out). In addition to the woes of losing property, I've even had roommates wreak havoc with my finances and, if you'll believe it, credit report. Those stories, however, are best kept close to home.