Ok, let me tell you what Like A Virgin is about: it's about this cooze, right? she's a regular fuck machine, I'm talking morning, day, night, afternoon: dick dick dick dick dick dick DICK! until one day, she meets this John Holmes motherfucker, and it's like "whoa, baby!" I mean, this cat is like Charles Bronson in the Great Escape: he's digging tunnels.
so anyway, she's getting this serious dick action, and she feels something she ain't felt since forever: *pain*. she shouldn't feel it, she should be dug out by now. but when this cat fucks her, it hurts. it hurts her just like it did the first time. you see, the pain is reminding a fuck machine what it was once like to be a virgin. hence: "Like A Virgin."