Remember how I talked about abandoning your dignity?
Well, developing an ultra thick rhino-like skin goes hand in hand with this. If you're going to take risks, you've got to be ready to fail. Completely.
And not only fail, but fail with an audience! You need to be willing to share your work with others and listen to their feedback. Even if it's something hard to hear like, "This made me laugh. Not because it was funny, but because it was just so incredibly horrible."
Not everyone is going to get your humor. Not everyone will laugh at your jokes. There may be awkward silences from your audience or readers as they try to figure out what is wrong with your brain.
Deal with it.
Write some more.
Now some might think that last comment is funny. Some might not. But, oh well. I'm taking the risk and throwing it out there.
I wore a hot pink Hard Rock Cafe t-shirt to school when I was a teen. My awesome dad had brought it back for me after one of his trips out of town. On the back it said, "Save the Planet". This was in a very VERY small town in Southern Utah. It took a lot of courage to wear that to school in a place where calling someone an environmentalist is the worst insult they could dream up. Let's just say the teasing I got helped develop my thick skin.