Entertainment Sean ‘Diddy’ Combs gets 4 years in prison for case involving sex workers, violence and ‘freak-offs’ He was convicted in July of flying his girlfriends and male sex workers around the country to engage in drug-fueled sexual encounters. Since Combs has served a year in jail already, this sentence means he would be released in about three years. He was convicted in July of flying his girlfriends and male sex workers around the country to engage in drug-fueled sexual encounters, a practice that happened over many years and in different locations. However, he was acquitted of sex trafficking and racketeering charges that could have put him behind bars for life. Prosecutor Christy Slavik told the judge that sparing Combs serious prison time would excuse years of violence.