I'm going to try to break down this song as much as I can, so here it goes. Macklemore going to prom is simply a metaphor for his life. The girl trying to get him on stage is probably the girl that pushed him to rap, break his shell and go for it. She is also the one he loves because she did this for him. She also helped him break his habits when she says he doesn't need the flask. She wants him to be successful and not hold him back even though they love each other dearly. Last dance and Winterball alludes to the idea that it is winter. Winter in poetry represents death and the end. The Winterball here represents how he lost her, even though she made him what he was. But it wasn't in haste, they both knew it was coming and she was sure of it, just happy she helped him through everything.
I'm going to try to break down this song as much as I can, so here it goes. Macklemore going to prom is simply a metaphor for his life. The girl trying to get him on stage is probably the girl that pushed him to rap, break his shell and go for it. She is also the one he loves because she did this for him. She also helped him break his habits when she says he doesn't need the flask. She wants him to be successful and not hold him back even though they love each other dearly. Last dance and Winterball alludes to the idea that it is winter. Winter in poetry represents death and the end. The Winterball here represents how he lost her, even though she made him what he was. But it wasn't in haste, they both knew it was coming and she was sure of it, just happy she helped him through everything.