We’re guessing it’s not the first time he’s had to apologise to a guest about previous comments.
Caitlyn Jenner was being interviewed about the upcoming release of her new book when the conversation turned slightly awkward.
She brought up the fact that Kimmel, and other late-night hosts, had poked fun at her during her transition.
“I’m sorry about that, by the way,” said Kimmel, not entirely convincingly, to which Jenner replied that she accepted his apology.
She also brought up another slightly cringe interview with Jimmy Fallon, as Bruce Jenner back in 2013.
Last night Kimmel also went on to question her about her support for Donald Trump. Check out the video here: