The District Sleeps Alone Tonight

Well, in my opinion this song is about being a young & maybe a little naive &/or introverted girl and finding yourself loving a man who is at first very charming, carefree & outgoing, and seems at first to be without limits, as in "There was a time you opened up every doorway you didn't mind if everything wasn't your way" then that man starts to gradually become more introverted & shows their more possessive/obsessive side to you as the relationship progresses, even while they keep up the appearance of being carefree & outgoing to everyone else, "Don't pull away that goes against what you told me I look in your eyes I realize what you've sold me is love in a vacuum" so you confront them about the way they're acting and of course they deny it, "I think you've changed but you insist that that's not true" quite possibly they are an addict of some sort, my guess would be cocaine, &/or showing very obsessive behavior towards you (early on in the video for this song we see the man hanging a picture up, it is a very large portrait of Aimee & it is prominently displayed in his/their apartment for the duration of the song), thus their "love in a vacuum", "You look so strange, so distant that you're hardly you Now I can see how you have been acting different You say it's me but I know that it isn't it's love in a vacuum" but still you are in love with them and don't want to leave them and you know that they are truly in love with you and they don't want you to leave them either, maybe they are convinced you can save them from themself, maybe they are so broken that the possibility of an overdose &/or suicide attempt is very real and you want to get through to them that their behavior not only dangerous but it is also just pissing you off and if they don't wise up they run the risk of loosing you, as in the lines "You will be lonely if you leave me alone", so you want to save them but can't get through to them due to the addiction &/or emotional problems they have, "Love in a vacuum and that's not enough love in a vacuum You will be lonely you'll be the only one who feels this way You will be lonely if you leave me alone You will be lonely you'll be the only one who feels this way it's just not enough" you want them to understand that the love they are giving you is not enough when it is filtered through the vacuum of their drug addiction &/or emotional impairment, "You will be lonely you'll be the only one who feels this way it's just not enough and just wait you will be lonely Love in a vacuum Love in a vacuum and that's not enough Love in a vacuum". 'Love In A Vacuum' for me is a hauntingly truthful acute argument on the loneliness of obsession and almost inevitable loss of love that follows people who are broken in some way or another; the obsessives, the coke heads, the drunks, addicts or the just-plain-old emotionally broken; a razor sharp, lyrically driven, deceptively poppy, yet ultimately-depressing-in-the-best-way song. Quintessential Aimee Mann.

its amazing how far music can come.. 24 years after it released and its one of the most heartfelt songs ive heard

Warren wanted a Beach Boys thing for this one, and Carl Wilson and Billy Hinsche came in, with Carl arranging the vocal parts. The other harmony vocalists (credited as the "Gentlemen Boys") were Jackson Browne, J.D. Souther, Zevon's longtime backers Waddy Wachtel and Jorge Calderon, and Linda Rondstadt/Stone Poneys guitarist Kenny Edwards.

Like a lot of the other comments are saying, I think this mainly about voyeurism. If the song was about his girlfriend, then why would he use the word spy. If you are a spy it means you shouldn't be caught, that is kind of the whole point, and if you are a voyeur, the whole point of the pleasure you get from it, is the fact that the other people don't know you are watching them. See a bit of a connection there?

In regards to the meaning of this song: Before a live performance on the EP Five Stories Falling, Geoff states “It’s about the last time I went to visit my grandmother in Columbus, and I saw that she was dying and it was the last time I was going to see her. It is about realizing how young you are, but how quickly you can go.” That’s the thing about Geoff and his sublime poetry, you think it’s about one thing, but really it’s about something entirely different. But the lyrics are still universal and omnipresent, ubiquitous, even. So relatable. That’s one thing I love about this band. I also love their live performances, raw energy and Geoff’s beautiful, imperfectly perfect vocals. His voice soothes my aching soul.