When I was growing up I used to be afraid of saying or doing something that would embarrass myself. In high school, I started doing it intentionally so that I would overcome that discomfort. I had a lot of fun making an ass out of myself for awhile there and now that fear is long gone.
I'm not over-the-top like I used to be, but I still like to act goofy for my own amusement. One of the ways I sometimes tease friends is by saying or doing something to make them feel a bit uncomfortable. Of course, they do it back to me as well. I also don't mind awkward silences, feeling like everybody's staring at me, or accidentally doing something embarrassing. I don't get special enjoyment out of them but I take them in stride pretty well.