Dave Chappelle’s Cosby jokes are pretty funny. The joke is more about the circumstances than the actual act of rape though. Actual rape isn’t funny... circumstances and added silliness can make it funny though.

https://youtu.be/xfX6j2OVKS0

Here’s one clip where he makes a joke about Cosby’s rape accusations. There’s a few more in his one special... but this kinda proves that a well told joke about can be hilarious. Just saying “lol that dude gonna get fucked in jail”—not funny.