Why is she telling me this? I'm not sure how I should respond. Is she trying to tell me something?
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I don't know that this really means much of anything. There's not much context or information to go off of here. A lot of communication depends on the context.
If you were talking about relationships then she was just sharing her experiences. If it came out of no where then she's probably been reflecting on past mistakes or maybe she was feeling insecure and thought talking about it would help her process better. Maybe she just sees you as a close friend and felt comfortable sharing that with you. Like I said, we need more details.
It might be a cry for help, who knows?