First of all, I work in retail. So from Black Friday till Christmas Eve, a lot of Christmas music is played. Over the years, I've come to loath the gimmicky songs, such as: I saw Mamma kissing Santa Claus, to the overly sappy, and especially the angst filled modern ones.
There is something about Louis Armstrong's voice that always makes me happy. All of his Christmas music is just plain fun. I really like Christmas in New Orleans and Winter Wonderland.
My favorite guilty pleasure is Santa Baby performed by Eartha Kit. Other artists have covered this song, but non has Eartha's sultry voice.