Ex-NFL Star Kellen Winslow Jr. Gets 14 Years in Prison for Multiple Rapes Celebrity The former Cleveland Browns Pro Bowler is sentenced to a decade-plus behind bars after cutting a plea deal for his crimes, far below the initial maximum sentence of life in prison. Mar 4, 2021 AceShowbiz - Kellen Winslow Jr. isn't going to be able to run free for the next decade-plus. The former NFL star has been sentenced to 14 years in prison in San Diego for multiple sex crimes. He has been placed behind bars since 2019 while going through trial. His sentence was handed out on Wednesday, March 3, during which he appeared in a San Diego-area courtroom via video conference. Before the sentencing, three of his five victims and their families spoke about how his actions have changed their lives forever.