Inside Jimmy Kimmel's Relationship With Sarah Silverman

For Jimmy Kimmel, being friends with an ex didn't come naturally until his breakup with Sarah Silverman. However, the two had been friends for years prior to dating, so the groundwork for a friendship to form had already been laid (via ET). During an appearance on "Watch What Happens Live With Andy Cohen, Kimmel said, "I would say that it took some time definitely. It definitely took some time. It was never where we didn't like each other, hated each other, but it definitely took some time to be comfortable enough to be friends again" (via Youtube). 

The "Jimmy Kimmel Live!" host credits the now-thriving friendship to both his own and Silverman's maturity, saying in an interview with GQ, "Sarah [Silverman] and I, we're like brothers." He goes on to explain, "She has a very good relationship with pretty much all of the guys she's dated. She is very mature about it. And I'm nothing if not mature, as you've probably gathered from this interview."

Since the pair became friends again, Silverman has continuously made appearances on Kimmel's show. She cracks jokes and makes it clear that there's nothing taboo about their past relationship. Both Kimmel and Silverman insist that there is no bad blood and that nothing happened to cause tension (via The Things). They decided that they were better off as friends, and, after some time passed, they've proved to the world that they were right.