Lyric discussion by MattZ 

Love the posts above and I agree that this is a wonderful song. I couldn't figure out what a Candy Jail was until this morning when I was listening to my mp3 player and walking into work. I think a Candy Jail could certainly be addiction as suggested above, but I think it could really be anything that folks do because they feel trapped by the rewards being offered. Like work. Golden handcuffs, so to speak. I am trapped in this cubicle because I am chasing the golden goose, trying to make that next mortgage payment, buy that guitar I've had my eye on, etc. I agree that Addiction may have been what David was thinking when he wrote it, but for me, my job is my Candy Jail.

It's amazing how f*cking fantastic David Berman is.

@MattZ i love this comment and completely agree. Even though I'm over a decade late. But to me a candy jail was a relationship. A relationship brings you pleasure but sometimes that pleasure is at the bottom of that sliding scale. And sometimes you can even feel trapped in love

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