.....Oh jesus what wouldn't he wear. Dorian used to be very picky about what he wore. It all had to be tailored to fit and make him look fantastic, years of depression killed that. So he will pretty much where whatever he finds even if it does not match So long as it is not obscene or horribly bright.
He tends to stick to dark colored despite the fact they wash him out and make him more clearly dead looking, he considers himself still in mourning.
Cut off jeans! He will NEVER wear cut off jeans or shorts outside of boxers. His legs and chest will always be covered unless he is asleep.
As for Kate, he thinks she is a sweet girl. he does not know her views well enough to judge beyond that but he likes her as well as any other.
He feels his greatest strength is his guilt. It may sound crazy but he knows he is physically powerful, and mentally as well. Most of his vampire ablities are all mental. But his guilt keeps him walking the line and keeps everyone else safe. So to him that is his strength and why he does not try to make himself feel better. He feels more human when he suffers.
His biggest weakness, caring about his friends. He has buried many people over the years and each time to breaks him a little more. He is so terrified of losing those around him that he feels like they make him weak.
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