"Emotionally ambivalent" Christmas songs?

I asked the following question on Ask MetaFilter and got a lot of song suggestions I wouldn't otherwise have known about. 

“From now on, we'll have to muddle through somehow/So have yourself a Merry Little Christmas now.” | Ask MetaFilter

There are other similar questions that can be found with some quick Googling – for example:

Things I Love Today: Sad Christmas Songs

“Sad” Christmas Songs

Comments 4

  1. Anonymous wrote:

    One of those threads mentions “Baby, it's cold outside” which is funny, because I call that one the date-rape Christmas song – because of the line “Say, what's in this drink?”
    It's a rufee, my dear!
    The saddest Christmas song is “I'll be home for Christmas”…it doesn't even have to be about war…it's just sad. Period. Makes me a little teary just thinking about it.
    “The Christmas Shoes”, which is inevitably mentioned for this topic, is possibly the WORST song ever written, and it makes me want to vomit at its mere mention. Such tug-at-the-heartstrings bullshit.
    “Ave Maria” by Chris Cornell isn't sad necessarily, but it's pretty damn apocalyptic.

    Posted 17 Dec 2007 at 12:22 am
  2. Anonymous wrote:

    I'm in total agreement about “I'll Be Home For Christmas” as one of the saddest songs ever – Christmas or otherwise.
    There's an old episode of M*A*S*H which they shot it as if a documentary crew was actually in Vietnam Korea filming a documentary about life at the 4077th during the holidays. It featured candid (apparently often improvised) interviews, black and white film stock and to top it off, that song playing at the end. Just heartwrenching.

    Posted 17 Dec 2007 at 3:09 am
  3. Anonymous wrote:

    I think the sad songs fit the holiday, don't get me wrong, I like some of the corny happy Christmas specials etc. Lots of people however, are pretty depressed because of all the expectation involved.
    When you consider the subject matter of some of the best Christmas movies, the theme continues, IE It's a Wonderful Life: greed, suicide, scary old maid librarian; A Christmas Carol: poverty, greed, selfishness, death, etc.; A Christmas Story” family dysfunction, bullying, bad santa…
    And then there is Happy Xmas (War is Over), also emotionally ambivalent, and one of the best Christmas guilt songs ever written.

    Posted 17 Dec 2007 at 4:59 pm
  4. Anonymous wrote:

    That actually was a follow-up question I thought about asking – “Emotionally ambivalent Christmas movies?”
    I just watched “Love Actually” the other night and it's a personal favourite – not much pathos there but definitely a bit in some of the threads that wind through the movie (the guy who's madly in love with his best friend's wife, the couple with the disintegrating marriage.)

    Posted 22 Dec 2007 at 3:50 pm
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