It is hard to explain the discrepancy between what he told you:
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He said he had been unhappy with his girlfriend for a very long time...she was completely selfish and possessive of him. It made him miserable and he could never have a life outside of her. She used him and neglected him.
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and what he told her:
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[he told her] he really missed her and their time together, talking with her and hanging out with her, and that he thought the world of her and always would.
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It is just really hard to get those two statements to fit together.
It is also hard to accept his claim that she is "pestering him", when your own eyes told you that that is not the case. If anything, the opposite is the case: she said that she would be fine and did not want to be just his friend.
