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To me Winston Smith was very sympathetic, nice, friendly, (or what more adjectives do we have?) he for example helped a lot his neighbourghness the Parson's woman, when she had an 'amateur repair job' to do when her husband wasn't home for example, despite the fact that he had a bad health (varicose ulcer, pain in his shoulder (I forgat which one), often tired) and also despite the fact that he didn't like to use his hands, he always stood there for helping her (to me the author made that clear, at least), he also was the kind of person where the people in his surroundings easily tried to turn to when they were in need for something (razor blades, for example, but probably they tried him also for other items), he also was the kind of person who just thought about and cared for his fellow human beings in general (he thought for example also about the man with his nervous' trick with his head, how easily that man might have been killed by the Party for that!)!
Yes, as I stated before, I was thinking that he had pain in one of his shoulders, but now I'm not that sure anymore, to my opinion he was easily tired, and I think I deducted from that fact that he might have had some pain in one of his shoulders, tiredness and pain often go together anyway!
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