West's appearance on the show is the first since his 2013 dispute with Kimmel over a skit mocking Kanye's lengthy BBC Radio 1 interview with Zane Lowe. "We never had therapists in the black community", Kanye said in response. "Just as a musician, African American, everyone around me tried to pick my candidate for me and then told me that I couldn't say that I like Trump".
"Well, he's a player", West said, right after laughing.
"That's a attractive thought, but just in literal terms, there are families being torn apart at the border of this country", said Kimmel, referencing Trump's policy of separating immigrant children from their parents at the US border.
It didn't take long for the host to bring up Trump, whom West has vociferously supported in spite of his fans' dislike of the U.S. president. "There are literally families being torn apart as a result of what this president is doing, and I think that we can not forget that whether we like his personality or not, his actions are really what matter".
"I quite enjoy [it] when people are mad at me about certain things". "And I think that we can not forget that, whether we like his personality or not, his actions are really what matter".
The usually verbose artist seemed lost for words when Kimmel asked him why he thought Mr Trump cared about black people, "or any people at all". Kimmel asked. "Or any people at all".
West silently contemplated the question for several seconds before Kimmel suggested taking a break.
"I'm into designing", said West with a wry smile.