And then I saw my grandma in my dreams
She so don't forget where you came from

from XV – Everyday Life Lyrics on Rap Genius

Meaning

He had deep love for his grandma and she had a big influence on his life musically and generally. After she died it had a big impact on him and he could never stop dreaming about her, call it a “spiritual connection.” In the second verse of his song Falling Awake he mentions how he used to see her when he slept but upon his dreams coming true he didn’t see her in a while.

I used to dream about my grandmother daily
And then my dreams is real life but I ain’t seen her lately

She reminds him never to forget where he came from, not just Kansas but they way he was brought up.

He also has a tribute song to his grandmother called “My Lady” off of his 40 Days & 40 Nights mixtape http://youtu.be/1kXBJTRxG5k

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Mornings
Nights

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