A 'Doctor Jimmy' is the act of sexually assaulting/raping someone, usually a woman. The reference is taken from the the chorus of Dr Jimmy, a song by The Who, where 'Doctor Jimmy' is an alternate, woman-raping personality of the main character in the rock opera Quadrophenia.
"Damn son, I heard Keith's in jail!"
"Yeah, he was drunk and pulled a Doctor Jimmy on his brother's girl, Heather."
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