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Comments:
In the OP's situation this girl is pining for the one who got away. He had to end things.
Yeah I don't think you did though? You wished her luck. Now you're planning to reaching out yet again. Texting someone you've been out with into wanting to be with you is impossible. It's just going to come off as try-hard.
she's def. HP worthy, nice one!
^ This. Men who value their reputation in the community and professional circles have to be careful about this. Fifteen years is usually seen as acceptable for older folks as it's less difference on a percentage basis, but if you're twenty-two and he's thirty-seven, some are going to see it as inappropriate. So there at least needs to be the understanding that he's not pursuing against resistance.
How men could embarress themselves by suggesting a split is beyond me