It depends on a person's texture, length and the climate. When I live in a place that isn't dry and my hair is healthy, then usually I wake up to 3b curls that are shiny and defined. Currently living in the desert with short hair, I usually have to style my hair wet to get it not to look like bed head.

I'm guessing he uses conditioner and gel on wet hair and let's his hair air dry. If he doesn't touch it while it is wet, then his hair will dry relatively frizz-free. To get the hair in the first pic, he probably combs or brushes his previously styled hair while it is dry.
3b/c, medium-coarse, low porosity, high density
HG: Jessicurl Too Shea and Kinky Curly Curling Custard
Shampoo: nonsulfate shampoo and Suave Naturals sulfate shampoo when needed