When was the first time you saw your room mate, flat mate or dormmate naked?
My first of many roommate living experiences was my freshman year in college in a triple (due to over-enrollment) dorm room. We were all 18.
What was he doing?
I can't remember which one I saw naked first, but they had both gone to boarding school, so getting naked in front of roommates was totally normal for them, so I probably saw each of them within the first day. They both routinely stripped naked before and after the shower.
What were you doing?
Whatever I did in my dorm room...chat, study, watch tv, etc.
Was it awkward?
It was new to me, but not awkward at all.
Did you enjoy it?
Yes. I was gay and closeted, so the chance to see dick on a daily basis was very enjoyable, even though I wasn't terribly attracted to either of them.
Did it happen again?
Pretty much daily
Was he small, average or big?
I was less aware of dick sizes then, so it's hard to say. I'm thinking they were both average or maybe smaller than average.
Was he cut or uncut?
Both were uncut.
Did you get naked too?
Yes. I would get naked in front of them on a regular basis, as well. The first few times, I did it quickly to avoid getting an erection, as I would get turned on by being naked in front of other guys. As it became routine this stopped being an issue, and I became increasingly bold/comfortable with getting naked in front of them (e.g. I'd hang my towel on the hook by the door and walk naked in front of both of them to my dresser on the other side of the room.
Did it turn you on?
Yes; it was definitely a turn on to be seen, especially if I knew they saw my dick, although I learned to control erections.