It's negative
i wish you the worst dear, to feel the greatest pain, a positive
you say it's all in vain
i know i felt, and i won't feel again
i know you
hours of madness, years of dysfunction, the deepest embitterment no will to strive or achieve, finally in breakdown perpetual fall on your knees, as you crawl back to me
it ends like this i can hope for bliss, if you fail again 'cause i'm right here, to witness every step and when you trip, i will cherish it
hours of madness, years of dysfunction, the deepest embitterment no will to strive or achieve, finally in breakdown perpetual fall on your knees, as you crawl back to me
i live to watch you fail, i live to watch you fail i live to watch you fail, i am the wind in your sail
i wish you the worst dear, to feel the greatest pain 'cause i'm right here,
to retrieve all you stole every tear, and everything you own
i wish you hours of madness, years of dysfunction, the deepest embitterment
no will to trust anyone
this is how i lived, this is how you left me blue and i'd crawl back to you


Lyrics submitted by weebo

Wind In Your Sail song meanings
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7 Comments

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  • +1
    General CommentThe reason he wishes the girl hours of madness, years of dysfunction, the deepest embitterment and no will to strive or achieve, is because he must have gone through all that after she broke up with him. Whether he felt this way for a second or for years, I don't know, He obviously wants her life to suck because he wants her back (as you crawl back to me) but he still loves her (as I crawl back to you).
    He hopes her life sucks (i live to watch you fail), because maybe she'll realize that he is who she should be with (I am the wind in your sail).
    X I Xon July 25, 2007   Link
  • 0
    General Commentit means that i feel this hatred towards my ex girlfriend..the one that shattered my heart and my life, yet in the end i feel like i could "crawl back to her" thoug i know i've got the greatest girl in the world now, but on some level i can still feel this sense of compassion for the ex. yes, i feel like i need to watch her fail and live in misery for what she's done to me, but at the same time i want to see her happy
    weeboon March 15, 2002   Link
  • 0
    General Commentthis song, and it's title make you think; first you see wind in your sail. you think 'hey this song is about makng someone keep going on with everything.' then you hear the the lyrics 'i live to see you fail' it changes the whole meaning of the title. i think weebo put it well, and i see his point completely. i can see it as someone using someone else. like if they want to be with someone so bad, and you just use them, and shoot them down every chance you get, you thrive on it. and then you lead them on again, and shoot them down. it's like a weird fetish of making people fail, and you can't get enough of it. but like i said, i don't think weebo could have said it better, it's all on how you inurpret it.
    moped_711on March 10, 2003   Link
  • 0
    General CommentThis song is just about a girl and has little to do with what weebo thinks it does. It is about an ex girlfriend but nowhere does it say anything about a current girlfriend. It is about how he wants to see her in pain so bad and to fail but the fact that he wishes these things on her only makes her stronger. His hate is the wind in her sail for doing well.
    puberton April 04, 2003   Link
  • 0
    General CommentWho hasn't felt this?
    The girl breaks your heart and you are constantly checking up on her to make sure that she is miserable, and, as pubert hit on, only doing damage to your self, putting the wind in her sail. "I live to watch you fail," kind of a pathetic existence, don't you think? Not really living at all. She won.
    heroinhotwateron June 14, 2004   Link
  • 0
    General CommentIn my opinion one of the most intense lyrics the caper has written, maybe also his best, I don't know, definitely one of my favourite.
    Mute_Airon March 27, 2005   Link
  • 0
    My InterpretationThey broke up, she probably said that it was a waste of time - he didn't feel so. She moved on, he didn't.
    He probably tried to get back together, but she wasn't interested (and I'd crawl back to you - this has already happened). He was hurt and wants her to fail and come crawling back to him so he can humiliate her and get back ((if) it ends like this, i can hope for bliss - i.e. it has not happened yet), however his obvious hate for her is also a source of ambition for her (I am the wind in your sail)... As she would never want to be weak enough to have to go back to him.

    I've seen both sides of that coin..
    aravenon May 30, 2010   Link

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