The incident allegedly left bed sheets stained with blood and caused the traumatized woman to press charges against her boss.
Although the woman had agreed to have sex with Michael Gressett, she later claimed it had been too rough, according to the Los Angeles Times.
Michael Gressett has insisted the tryst was consensual.
A judge dismissed the rape charges last month but the California state attorney’s office is now considering whether to appeal the decision.
According to court records, there was a “raunchy” environment at the Contra Costa County sex crimes unit, north-east of San Francisco.
Deputy DA Michael Gressett and the woman had reportedly had sex once before with her describing him to a friend as “pretty kinky”.
The woman told the grand jury that she went back to his condo near the courthouse in May 2008 after he texted her suggesting they meet up at lunchtime.
Initially, the woman did not bring charges and Michael Gressett was not arrested until five months later.
A search of his home found 200 Viagra tablets and marijuana. An ice pick, gun and a pair of handcuffs were also discovered in the nightstand.
A retired judge was assigned to the case after it emerged that one of the county judges had previously dated Michael Gressett.
The case against Michael Gressett began to crumble after it was revealed that the accuser had continued working with him for four months after the alleged rape.
The woman collected $450,000 in a settlement with the county after reportedly suffering employment retaliation for making the rape charge.
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