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7. How does your character perceive themselves? Positive? Negative? Neutral?
Sam views himself as a realist; however, he is perceived as -- and most likely -- a negatively oriented person. He believes it's best to think of all the worst case scenarios before they happen, that way he is always prepared for the most severe outcomes. Even though this is how he thinks, it is rarely shown unless he is under the influence of something like alcohol, or even a depressive state. Outwardly, the youngest Winchester tries to be positive. Having hope for the hopeless, even if he is the most hopeless individual of all.
15. Can they multi-task or must they focus on one subject at a time?
Physically and mentally, he can multitask well, but this doesn't mean he likes to. Try to talk to him while he's reading up on a case? Forget it. He'll hear you, but won't respond until he's done running all the research through his mind. Keep it up, and he'll snap.
22. Does your character trust people right off the bat or does it take them some time to warm up to someone?
Sam has always been a very trusting person and always will be, even if it has lessened with age. He ignores his gut feeling, always wanting to believe the sob stories. No one ever believe him, so why would he subject someone else to the same pain?
30. Finally; if your character was forced to eat one thing for the rest of their life, what would they choose and why?
As much as he'd like it to be candy -- dear god, that boy loves his candy -- he'd pick salads. Not because he likes them, which he does, but because he'd like to stay in the best shape he possibly can be to keep himself prepared for any and every possible situation.