What are the artists called who paint a couple sitting in front of them on the street?

I was having a marriage proposal idea, and it included this. I was going to “randomly” run into one on the street with my girlfriend, have him paint a canvas of us two and have him draw a speaking bubble above me that says “will you marry me?” And show us. Then i will pop the question. Does anyone know of these... show more I was having a marriage proposal idea, and it included this. I was going to “randomly” run into one on the street with my girlfriend, have him paint a canvas of us two and have him draw a speaking bubble above me that says “will you marry me?” And show us. Then i will pop the question. Does anyone know of these artists in Chicago specifically?
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