For me it would have to be where i got my name from. Before i became pissy-boy i was known as sissy-boy. i accepted a task assigned to me by a FemDom I met on another forum. I was tasked with drinking two litres of water and then going for a walk until I felt the urge to pee. Once that happened, i was to immediately wet myself in public, and then walk home. Luckily, at the time i lived in a small village that was pretty much just a street. i was able to walk out into the countryside surrounding the village and perform the task. The embarrassment came when i was walking back home along the road. i don’t remember how many cars went by, but as each one did, they would have had a very good look at me, and the large wet patch on the front of my pants leading down my left leg. When i reported the task completed, the same FemDom who issued the task remarked that i should be called pissy-boy from now on, and so i am.
So what do you think was your most embarrassing experience?