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Originally Posted by simivin
Do I love Sarah? I think so -- but romantically, or as a friend, or as a sister, I don't know. Guess that is my fault for not figuring that out before or leaving that as a lingering question.
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Poppinjay already covered this, but I think your continual uncertainty about your relationship with Sarah is the root of most of went wrong in the relationship. Certainly, Cheery has her own insecurities to add to the issue, but... frankly, I think your inability to be honest with your own feelings (as you know) about Sarah drove Cheery to the point of complete insecurity, which caused you two to become incompatible. Had you and Cheery met 5-10 years down the road when she was more secure and when you'd have finally figured things out with Sarah... who knows, things might have worked out. But as it is, it's just the wrong time for you and Cheery. Too much damage has already been done.
Seriously though, I don't know how many women will be okay with you having such an emotionally undefined relationship with Sarah, in the future. If you KNEW WITHOUT QUESTION that you had 100% platonic feelings for her, and if your girlfriend KNEW that too, AND absolutely loved spending time with BOTH you and Sarah, together... well, I think you might be able to keep a relationship AND the Sarah friendship. But most women aren't okay with that.. (including me) since it comes down to the emotional cheating stuff. So you have to ask if your friendship with Sarah is worth it, at least at the current level of intensity that you have (or recently had).
Hope this wasn't hurtful, just trying to be honest and confront you on stuff (tried to say it earlier but ended up sounding vague).