I've learned through experience of playing different characters, some of whom were jerks, that when you play a character who is pretentious or obnoxious, in any way, it's important to knock them down a peg.
I was in love with someone very much, but he didn't love me and never would. I had a very difficult time accepting that. But I had hurt him very much, and I could see why he could never love me.
No man can ever end with being superior who will not begin with being inferior.
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