I love Raboot's look. Raboot to me looks the like two different types of people.
Raboot looks like that type of school bro that would walk around in a high school wearing headphones with his paws in his faux pockets attracting the attention of the high school girls on his way to class if the school had Pokemon students only. He would then look at the group of girls and simply say "Hey" with the anime glitter and sparkles illuminating from him as he's about to enter the classroom, leaving the girls ogling and fawning over him more.
The other is he would just casually follow his human master to most places acting cool with his paws in his faux pockets looking cool and uninterested in most things in life.