Stupid

After a couple of listens, my interpretation is this song is about sour grapes.

"If you weren't so stupid, I could have loved you And if you weren't so stupid But you're pretty stupid And if you weren't so busy, I could have loved you But you work in an office And you've got other offers"

However he knows her, it isn't through work, and he's tried to hint that he wants to be more than friends with her, but she hasn't caught on, hence her being "stupid."

"Tell me, what is his name now? What is his name? I'm excited to hear the news Tell me, what is his name now? What does it say about you?"

He's always listening to her talk about her boyfriends, and faking his enthusiasm (or hoping she catches his sarcasm).

"But let's not Be friends Or else this will never end Let's not Be friends for sure For sure"

He doesn't want to stay where they are in their relationship forever.

"And if you weren't so ugly, I could have loved you It's something I tell myself when I'm down to get high Lord If you made me a coffee, I could have loved you And I'd make you hot chocolate And anything you wanted."

He tells himself she's "ugly" and that's why he isn't doing anything more, and that if she'd shown him any positive sign he would have responded in kind.

"Tell me, who is invited? So fucking delighted To see all the boys, you see Tell me, why don't I fight it? What does it say about me?"

Again, he's there to hear her news, hear her talk about her upcoming wedding, and then he wonders why he isn't saying anything, why he isn't doing anything.

"And let's not Be friends Or else this will never end Let's not Be friends for sure For sure

"We'd adopt We'd have dogs I have all the things he's got But I'm not"

He muses on what their future together would look like, even as she tells him what her beau is like. He thinks about how he and her beau have things in common, but they're not the same.

"So let's stop Pretend That there'll be a happy end Let's not Be friends for sure For sure

"We'd adopt We'd have dogs I have all the things he's got But I'm not"

He's giving up on all chance of pursuit, completely giving up on his dream of what they could have had together.

(It's also my opinion that he's an entitled jerk.)