Lyric discussion by weretofor 

Cover art for Wait So Long lyrics by Trampled by Turtles

I feel like it's about a fellow that is in love with a gal friend of his. They've always been close, possibly slept together a few times, and he's always wanted the two of them to be together.

She, however, is always looking for something bigger and better for a relationship. She wants a rich, powerful guy. This guy has always been there to help her out and listen to her problems throughout the years, but she's never let him be her man or really appreciated him enough.

Finally, he's getting tired of it. She's getting screwed over by other guys, and she's always really messed up about it. It's getting to the point where he's tired of hearing about it and just thinking "liven up honey, it ain't that bad." He's realizing that his caring about her and helping her is for nothing. She's waited too long to realize they should be together. He's just about done with it.

But once again he comes back to it. He still wants her and he can't stop. She's become like a bad habit that he can't shake. He realizes it's pitiful to keep putting himself through it, but she's a worse person for putting him through it and being like she is.

โค๏ธ 1

I get the same thing from the song. The unrequited love of a best friend.