Definition 1: Hooking up with a female way too young for a man's age; as referenced in the 1980's song by Winger, "Seventeen"
Lyrics: "daddy says she's too young, but she's old enough for me..."
Definition 2: A disgusting old man fetish
Bruce Willis and Emma Heming
Harrison Ford and Calista Flockhart
Billy Joel and Katie Lee
Dude: "Hey Dad, you can't just ask my ex-girlfriend to dinner, that's wrong!"
Dad: "Son, I'm just Winger-ing for a while until your Mom decides to come home"
Dude: "Damn that's gross...."