I apologize for being so late for this post and now that I am it thought I'd mix it up a little. I put two guys is one post. Without further ado.... here is Shizuo Heiwajima and Izaya Orihara from Durarara!!
Do you have an arch enemy?
He is known as the strongest man in Ikebukuro (as shown in the very last gif)
Shizuo is a tall, young man very often seen in his trademark bartenders outfit and blue sunglasses. As a kid he had brown hair but it was suggested that he dyed it in middle school to the blonde we all know. He is a very good looking guy resembling the actor Hanejima Yuuhei ( which is actually his little brother). He first shown to be a violent ,tough, no-nonsense type of guy.He acutally dislikes violence but he has a short temper so when he is angered his body "acts on its own". He is equally as the other dangerous characters such as simon and izaya (who you will see below).
he is a skilled underground information broker. He usually gives information for his own enjoyment. He claims he loves the human race, excluding Shizuo Heiwajima. He has short black hair. His trademark outfit is a black coat with a fur lining the edges that goes down to his hips along with a plain black T-shirt and dark shoes. As mentioned before, he "loves" the human race, what he specifically loves about humanity is the unpredictability of human nature, and he greatly enjoys putting people in enjoyable or chaotic situations in order to see their reactions (so basically he is a sadist). He has a jolly and mocking personality , often speaking informally and using nicknames.