Trump's Michelle-Melania joke was really good, and the little "it's not her fault! boy am i in trouble!" bit afterward is probably the most human he's seemed all year. His delivery was pretty lousy overall, though; he's not very good at reading. And it definitely got pretty uncomfortable around the halfway point where it went from "slightly edgy political roast" to "Breitbart comment section" and even starting to border on "personal manifesto written by Charlie Sheen" and he started getting booed by a room full of Republican priests.
(Interesting sidenote: this thing has happened pretty much every election for the past few decades, but Bush and Kerry were not invited to the 2004 dinner because the foundation felt that election was too divisive (or it might've been because Kerry was a pro-choice Catholic))
Definitely interesting how Trump seemed to take this one so much better than he took Obama's jokes in 2012. Is it because he knew it was going to be a roast going into it? because he's still technically Hillary's equal? because he got to go first? did his handlers tell him to look happy (doubt it; they clearly don't have that much control over him at this point)? because Hillary's white?