you speak of love
but you ain't no lover
you were a friend
more like a brother

as the miles pass beneath me
the sounds made so sweetly came to an end
and no man can deny her but now you're a liar
and you've no room left to defend

when i left
i should have known better
of the kind of man that you are
you'd have to get her

and i know you got a lot of pain
that's born inside you
but instead of growing stronger
you let it divide you, oh

how could you be so careless
how could you be so careless

and the waves that are crashing
true lives of passion washing on your shore
yes sir, life has been costing
a true love's been lost
and i can't get back anymore

and i'm sure
that we both still both love her
and it's a shame we both lost her
and in time lost each other

but a trust has been broken
and words have been spoken
but you can mend
and no man can deny her
and as you laid beside her
i hope it felt good my friend

how could you be so careless
how could you be so careless
how could you be so careless with her heart

Lyrics submitted by moethebartender

Careless song meanings
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  • +1
    General Commentthis song is about a man who was with a woman he really loved, but she cheated on him with or left him for his best friend. the song is directed to the best friend, and is about his remorse about losing the friend as well as the girlfriend. he's saying he should've known, and that he hopes it was worth it in the friend's mind.

    also, i think the lyric is "in turn lost each other" not "in time"
    howtobegoodon November 29, 2007   Link
  • +1
    General CommentThis song may appear as though the writer is bitter that his friend slept with his girl... "and as you laid beside her i hope it felt good my friend"

    but the last line changes things... he's not bitter about that.. he's bitter that his girl got hurt in the process... it goes from "how could you be so careless" to "how could you be so careless with her heart"
    kcinickon November 05, 2008   Link
  • 0
    General Commentseems a troubled man got involved with a girl, and he didn't have the ability nor was prepared enough to commit and make their relationship work. in the course of their relationship falling out, his world seems to come apart as hers seems to have as well
    "how could you be so careless?
    "It's a shame we both lost her / and in time lost each other
    "I hope it felt good my friend."
    insomniac328on July 22, 2007   Link
  • 0
    General CommentWhen I saw Amos Lee last year in concert, he said that this song was about a best friend of his who had an affair with a woman Amos was dating, ending both relationships.
    melancholyjenon December 13, 2007   Link
  • 0
    General Commentamos lee served time and when he went away with the army, one of his best friends slept with his girlfriend. One night he "carlessly" tried to drive her home drunk and got in a wreck that killed her
    spensadams333on March 11, 2009   Link
  • 0
    Song MeaningThe song is more about the loss of his relationship with his friend than it is the relationship with the girlfriend. He talks about how his friendship was closer than friends but "more like a brother". He speaks on the intentional decpetion leaving the friend "no room left to defend". He understands the type of person his friend was but assumed he wouldn't betray him in such a way. Not only did the realtionship with the woman dissolve but also their friendship and in turn the relationship the friend had with the woman. It also seems that there is a bit of hurt in the fact that the friend placed the woman in the middle, or the it could have been that the whole need to get her was a game to the friend because of the end of the song "how could you be so careless with her heart".
    nateandloon June 24, 2011   Link
  • -1
    General CommentI don't like to think of this song as cheating. The part that says "When I left, I should have known better" makes me think differently. I know he says it's about cheating, but I think it's about how he was with a girl, and when their relationship ended, his best friend started dating her, which ended their friendship.
    I just don't like songs about cheating =)
    Anyway, I saw Amos last night in concert. I'm pretty sure it was the most amazing concert I've ever seen, and I've seen a lot of concerts.
    mel29821on August 21, 2008   Link

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