Chelsea Handler blasts 'unbearable' date with A-list Hollywood star

"We were flirting, and then I made the move," she explained. "So I made the move, and he was receptive, and we were hanging out, and I saw him, and we went on a date, and it was unbearable. And I worked hard."

She went on to explain that part of the problem was that "he was so serious about himself as an actor" and spent a lot of time "talking about acting in a way I can't take seriously."

Handler said that "he was very much about himself and his process and his acting," and after carving out time in her schedule to meet with him while abroad, Handler ended the date disappointed with the outcome, saying "he didn't ask me one question about myself."

Earlier in the interview she also shared that she "had a nice little affair" with a well-known celebrity for a few months, but also refused to name that star.

"So, I was initially trying to help straight women meet straight men," she explained. "But I think with dating apps and social media, there's just so much abundance and so much choice that nobody really feels like they have to … lock it in."

Handler then went on to explain that she and her friends often gather at parties and measure out the different drugs. When asked if she could be friends or date someone who is sober, Handler says she tries not to.