John Oliver’s savage burn leaves Dean Cain scrambling for a comeback

John Oliver absolutely dragged former Superman Dean Cain for joining ICE in the latest episode of Last Week Tonight.
Last Week Tonight with John Oliver (March 17, 2019). Photo: Lloyd Bishop/HBO
Last Week Tonight with John Oliver (March 17, 2019). Photo: Lloyd Bishop/HBO

The new episode of Last Week Tonight with John Oliver dug into the Trump administration's "Immigration Enforcement" while also delivering a heavy dose of Kryptonite to a former Superman. Now, that actor has responded.

Dean Cain, the former Superman actor turned new ICE agent, fired back after Oliver's viral takedown on the latest episode of Last Week Tonight. The thing is, well, it didn't hold much weight.

In the new episode, Oliver shredded Cain in a way that only he can. The Lois & Clark: The New Adventures of Superman actor has not only been outspoken about his support for ICE, but he also joined the agency to support the government's role in immigration enforcement and recently announced the news on social media.

Here's what Oliver said:

“You know, there’s an old saying in Hollywood: ‘If all you can get is Dean Cain, you are f*****. “Now, I’m not saying that ICE isn’t finding people. I’m just saying, when you are reduced to pinning a badge on the 59-year-old star of The Dog Who Saved Christmas, The Dog Who Saved Christmas Vacation, The Dog Who Saved the Holidays, The Dog Who Saved Halloween, The Dog Who Saved Easter, and The Dog Who Saved Summer, maybe you are in trouble. Although, on the plus side, no need for that guy to wear a mask because the chances of anyone recognizing him are f****** zero.”

Look, I don't like to compare takedowns, but I can't imagine a more brutal takedown for something like this on a TV show in 2025. Oliver torched Cain and his career. And, in the last few days, only John Leguizamo has done it better!

So, then, of course, Cain responded to Oliver's insults, and it was a pretty weak clapback as far as clapbacks are concerned.

In the tweet, Cain claimed Oliver's mask joke, which was actually quite good, was stolen from the internet. Then, he referenced Oliver laughing about Donald Trump running for President of the United States. I'm sure he was the only one.

Then, he said, "those movies were sweet," referring to The Dog Who Saved Christmas, The Dog Who Saved Christmas Vacation, The Dog Who Saved the Holidays, The Dog Who Saved Halloween, The Dog Who Saved Easter, and The Dog Who Saved Summer.

Woof. Case closed.

So, yeah, it's not looking good for Cain out here. In addition to actively joining ICE, he's actively recruiting others to join the organization. I can't imagine this will be the last late-night host to drag Cain for his new gig.

You can watch the full "Immigration Enforcement" episode of Last Week Tonight on HBO or YouTube (below). Oliver starts talking about Cain and his latest ICE recruitment push around the 20-minute mark.

Stay tuned for more news about Last Week Tonight with John Oliver and other late-night stars! Thankfully, Oliver and Last Week Tonight were still making episodes while some of the other talk shows are off the air. It looks like we might be in for a long wait between episodes of Last Week Tonight, but we'll share the schedule when we find out!


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