Chelsea Handler eviscerates ‘serious’ actor she went on ‘unbearable’ date with, teases ‘nice little affair’ with A-lister
Chelsea Handler shared her experience of an 'unbearable' date with a serious actor on Kristin Cavallari's podcast. She described him as boring and self-absorbed, claiming he only talked about himself and his acting process. Handler also hinted at a brief affair with another A-lister, while reflecting on her past dating experiences.
- ▪Chelsea Handler described a date with an unnamed actor as 'unbearable' and 'boring'.
- ▪She noted that the actor only spoke about himself and did not ask her any questions.
- ▪Handler also mentioned having a brief affair with another celebrity, although she did not name them.
Opening excerpt (first ~120 words) tap to expand
Celebrity News Chelsea Handler eviscerates ‘serious’ actor she went on ‘unbearable’ date with, teases ‘nice little affair’ with A-lister By Alexandra Bellusci Published May 26, 2026, 1:21 p.m. ET See more of our coverage in your search results. Add Page Six on Google Chelsea Handler’s horizontal life includes a few secret A-listers. The comedian got candid about an “unbearable” date she once went on with an unnamed celebrity. “He was so boring. But I can’t tell you the name. I just can’t,” Handler, 51, teased while on Tuesday’s episode of Kristin Cavallari’s “Let’s Be Honest” podcast.
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