Not precisely on point, but truly a bizarre case: The All-Time Gag Order
Mr. Cochran sued Mr. Tory for defamation. He didn’t ask for damages. Instead, he asked that Mr. Tory be stopped from speaking in the future. Mr. Cochran prevailed, and got a court order that Mr. Tory could not say anything about him in any public forum. Mr. Tory appealed, arguing that this sweeping prohibition violated his free speech rights. Incredibly, two appeals courts refused to overturn it.
Supreme court docs (Tuesday March 22 docket)