This just popped up on my Youtube feed...
Its hard to enjoy a tv show or movie once you loose your suspension of disbelief. I think in the same way, it's hard to laugh at a comedian's work if you are offended or decided before hand that you are going to be offended. I thought it was funny, not Chappelle's best work, but it's still better than most of the specials on Netflix.
I thought it was funny also but that TYT clip changed my mind a little bit. I agree, the Trans joke was lame. I wonder if he just did that joke so he would have an excuse to make a racist Chinese impression... or needed to fill a few minute to have a full hour.
Did anyone watch the epilogue? It's a little half hour thing that shows when he did some shows on Broadway and I think another place but he opens it up to a Q&A. At one point he tells a story of a trans woman who came to 4 out of his 6 shows in San Francisco and he said as he was going through the set, he could see her laughing and he thought to himself, should I do these jokes? Obviously he still did them but she laughed even harder at those. There is more to it, and maybe it really happened but the cynical side of me also thought it sounded like when a politician says something like "I met a working mother today that...." and then some story that absolutely never happened follows just so they can make a point.