The song "Baby It's Cold Outside" has become a staple of the holiday season, but personally I've always found the lyrics to be a bit creepy.
The guy in the song sounds like he's trying to politely insist that the woman stay with him, and he's practically willing to pretend like there's a snowpocalypse going on outside to keep her at his side.
It's the kind of insistence that often leads to an uncomfortable situation (and sometimes allegations of sexual harassment), but at least it also led to a hilarious video starring Scott Aukerman and Casey Wilson!
-Via Funny Or Die
It was an all right song for its time, but its only connection with Christmas is that it sounds vaguely like "Let it Snow."