Back when I was around 19, a friend talked me into strip poker. I had never played it, but agreed just to see what it felt like. As we started he asked if I wanted to add some conditions.

1. Whoever lost first stayed naked for the rest of the night.

2. Loser had to stroke and cum in front of the winner. And when they did they had to moan, announce their cumshot and finally wear their load all over themselves for a while.

I agreed.

Sure enough I lost really fucking bad. The sheer humiliation of stripping washed over me. I had to hand my outfit over to him so I couldn't chicken out. Then he moved a recliner to the center of the room, and that began the real embarrassment. I had to sit down and start stroking my cock. He sat across from me and watched. It took a long time to get hard, it took even longer to actually cum. As I was stroking I was reminded to moan. Then when I finally approached my end I had to announce loudly "<His name>, I'm about to cum. I'm cumming." When my cum spurted out all over me I remember trying not to look at him as I laid their covered in my own cum running down me panting, humiliated and degraded. Then I heard his phone take a picture. Which caused my humiliation to skyrocket. I hadnt been paying attention and wondered if he had taken pictures while i stroked too. He mentioned how much I came and I remember feeling my face get so hot. Once I was able to clean up, I still had to stay naked and exposed for the night. He later showed me how he took a lot of pictures of my "performance" and his wallpaper was me covered in my load. Red in the face and trying to look away.

This was 7 years ago, and I've never forgotten it or that, that friend later came out as gay...and now I look back and realize he probably enjoyed and thinks about that night a lot.