This song is def a twin to "Unfair" (a song she has been quoted as saying is about falling in love with someone who is already in a relationship) so it is presumably about the same person. Given the references to buying an apartment and not being able to see her love interest "after tonight," it's most likely that she's moving away and she'll "wait a day to break the bad news" (i.e. notifying him that she's leaving once she's already gone).
And, of course, the fact that she sees in him a fellow "idealist" and "dreamer" (terms commonly given to people with the INFP personality on the Myers–Briggs Type Indicator (MBTI)) portends that she'll always be left wondering if they would've been perfect together.
Chloe don't know better
Chloe just like me, only beautiful
A couple of years of difference
But those lessons never learned
Chloe danced the tables in the french quarter
She always been given so I can't always make her laugh
But I'm proud to say
And I won't forget
Time spent laying by her side
Time spent laying by her side
And dreams like this must die
And dreams like this must die
And dreams like this must
You ever heard the story of Mr.Faded Glory?
Say he who rides a pony must someday fall
Been talkin' to my alter
Say life is what you make it
And if you make it death well then rest your soul away
Away away yeah child
It's a broken kind of feeling
She'd have to tie me to the ceiling
A bad moon's a comin' better say your prayers, child
I want to tell her that I love you
But does it really matter?
I just can't stand to see you dragging down Again
Again
My baby again, oh, yeah
So I'm singing
And this is my kinda love
It's the kind that moves on
It's unkind and leaves me alone
Yes it does
And this is my kinda love
It's the kind that moves on
It's unkind that leaves me alone
I uses to treat you like a lady
Now you're a substitute teacher
This bottle's not a pretty, not a pretty sight
I owe the man some money so I'm turnin' over honey
You see Mr.Faded Glory is once again doin' time, oh yeah
And this is my kinda love
It's the kind that moves on
It's the kind the leaves me alone
Yes, it does
And this is my kinda love
It's the kind that moves on
It's the kind that, it's the kind that
It leaves me alone, yeah
Like a crown of thorns
It's all who you know, yeah
So don't burn your bridges woman
'Cause someday, yeah
Kick it, oh yeah
And this is my kinda love
It's the kind that moves on
It's the kind that leaves me alone, yeah
This is my kinda love
It's the kind that moves on
It's the kind that, it's the kind that, yeah, yeah
Baby
I said com' on, com' on, com' on com' on yeah
I said baby
Don't burn your bridges, woman
Don't come back here
I said good times, tu tu tu
Tu tu tu
I said tu tu tu
Chloe just like me, only beautiful
A couple of years of difference
But those lessons never learned
Chloe danced the tables in the french quarter
She always been given so I can't always make her laugh
But I'm proud to say
And I won't forget
Time spent laying by her side
Time spent laying by her side
And dreams like this must die
And dreams like this must die
And dreams like this must
You ever heard the story of Mr.Faded Glory?
Say he who rides a pony must someday fall
Been talkin' to my alter
Say life is what you make it
And if you make it death well then rest your soul away
Away away yeah child
It's a broken kind of feeling
She'd have to tie me to the ceiling
A bad moon's a comin' better say your prayers, child
I want to tell her that I love you
But does it really matter?
I just can't stand to see you dragging down Again
Again
My baby again, oh, yeah
So I'm singing
And this is my kinda love
It's the kind that moves on
It's unkind and leaves me alone
Yes it does
And this is my kinda love
It's the kind that moves on
It's unkind that leaves me alone
I uses to treat you like a lady
Now you're a substitute teacher
This bottle's not a pretty, not a pretty sight
I owe the man some money so I'm turnin' over honey
You see Mr.Faded Glory is once again doin' time, oh yeah
And this is my kinda love
It's the kind that moves on
It's the kind the leaves me alone
Yes, it does
And this is my kinda love
It's the kind that moves on
It's the kind that, it's the kind that
It leaves me alone, yeah
Like a crown of thorns
It's all who you know, yeah
So don't burn your bridges woman
'Cause someday, yeah
Kick it, oh yeah
And this is my kinda love
It's the kind that moves on
It's the kind that leaves me alone, yeah
This is my kinda love
It's the kind that moves on
It's the kind that, it's the kind that, yeah, yeah
Baby
I said com' on, com' on, com' on com' on yeah
I said baby
Don't burn your bridges, woman
Don't come back here
I said good times, tu tu tu
Tu tu tu
I said tu tu tu
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I think your first comment is closer to being accurate. The singer/song writers state "Millions of eyes can see, yet why am i so blind!? When the someone else is me, its unkind its unkind". I believe hes referring to the girl toying with him and using him. He wants something deeper with her, thats why he allows himself to be as a puppet (even though for her fun and games) as long as it makes her happy. But he knows deep down that she doesnt really want to be serious with him and thats what makes him.
I always took the song to mean a guy who has a fast life style and because of it has to go to jail and thus has to end it with chloe. He loves her but feels uncomfortable in committed relationships so he's cool with the whole thing.