I feel the best way to see if you have hurt someone's feelings is talking to that person and asking them if you may have said or done something that made them feel uncomfortable. Thats always the best thing. If he/she is a good friend you should be able to work through this. I wish there were more people like you that care about others enough. Some people say or do things willingly without a thought about whether they hurt someone's feelings or not. Just have a talk with your friend.
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~NLD1179
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