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My best and worst roommate situations come from when I was in the military. My current living situation is a very, very close second to my best roommate situation but the privacy afforded by living alone is something I value greatly.
The worst living situation was with my second roommate in the barracks at the military. He was a filthy, nosy and overly emotional slob with a very low intelligence. He was also a good 11 years older than I was and had even less life experience than I did at the time. He was completely reliant on his parents for the great majority of his life, even while in the military, and he complained about the most ignorant things on a daily basis.
My second worst living situation was when my third roommate decided he was going to masturbate while I was in the room (think hotel room-sized areas without any real privacy). It was pretty disturbing.
Like I said before, my best living situation is when I finally managed to talk the barracks managers into moving me into my own room. It was a nice and open, fully furnished room that I stayed in for about 8 or so months.
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