On 14 November 2014, Milne avoided a conviction for indecently assaulting a 19-year-old woman more than a decade ago. Milne pleaded guilty earlier this month to a single charge of indecent assault, over an incident at the home of former St Kilda teammate Leigh Montagna in March 2004. The 34-year-old had been facing a trial in the Victorian County Court on three charges of rape, but those charges were withdrawn earlier this month. At his plea hearing, the court heard Milne and another woman, and Montagna and the victim, had consensual sex in separate rooms, before Milne and the other woman went to Montagna's room. The two couples then engaged in more "sexual activity" before Milne attempted to have sex with the victim. The court heard the woman could not see in the darkness and believed Milne was Montagna. Judge Michael Bourke found Milne's offending was "out of character" and ordered him to pay a fine of $15,000.