Two former Mississippi deputies wept in court Wednesday as a federal judge sentenced them to years in prison and condemned their cruelty for breaking into a home with four other white officers and torturing two Black men.

U.S. District Judge Tom Lee sentenced Christian Dedmon, 29, to 40 years in prison and Daniel Opdyke, 28, to 17.5 years.

Lee said Dedmon carried out the most “shocking, brutal and cruel attacks imaginable” against the two Black men, Michael Corey Jenkins and Eddie Terrell Parker, and against a white man during a traffic stop weeks earlier.

Dedmon did not look at Jenkins and Parker as he apologized Wednesday, saying he’d never forgive himself for the pain he caused.

Jenkins, who has trouble speaking after being shot in the mouth during the January 2023 attack, said in a statement read by his lawyer that Dedmon’s actions were the most depraved of any of those who attacked him.

“Deputy Dedmon is the worst example of a police officer in the United States,” Jenkins’ lawyer read. “Deputy Dedmon was the most aggressive, sickest and the most wicked.”

On Tuesday, Lee sentenced 31-year-old Hunter Elward, who shot Jenkins, to nearly 20 years in prison and Jeffrey Middleton, 46, to 17.5 years. The judge called their actions “egregious and despicable.” They, like Opdyke and Dedmon, worked as Rankin County sheriff’s deputies during the attack.

Another former deputy, Brett McAlpin, 53, and a former Richland police officer, Joshua Hartfield, 32, are set for sentencing Thursday.