It was some time ago when I shared a flat with girl (Jenny) from work. We were never a couple but we did have the odd bit of fooling around.
On this occasion we had had a few friends over and had a fair bit to drink. Most had left and it was just us two and a male friend of mine, Jason. We were playing truth or dare and after several rounds Jenny was down to her knickers, Jason down to his pants and socks and I was naked.
The next dare from Jenny was for me and Jason to cross swords. Bare in mind this was the early 90s so sexuality was very repressed and this was a major dare for both of us although I was very keen to do it.
After a lot of laughs and nervous banter, Jason finally dropped his pants and got his cock out. He was bigger than me both in length and girth. We were both soft but I could feel my cock getting a mild chub on.