I didn’t. Its still funny. Still wasnt targeted at mocking trans people.
Lol no, he just likes the cool Trans people who don't get triggered all the time. 
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I mean do you honestly think he makes a value judgement on someone based on if they’re trans? Legitimately. And is there an issue with trans people who thought the joke was funny?
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I think he makes a value judgment on people who tell him to be more careful about how he says things.
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The point is that it's still propping up stigma about why people transition & is belittling it.
I don't think anyone is saying that he did it on purpose. He just didn't think about how it was punching down at some people