I understand this is a long-ass thread, but it describes a pretty complicated scenario that's affected me quite a bit lately. It's has taken a lot of soul-searching and heart-pouring just to sit down and write it, so I'd like purely serious answers, please. The situation is complicated enough that each detail matters, which is why I've included them, so if you're going to skim the thread just for the questions, then I'd prefer you didn't answer at all. I'd also especially appreciate the input of anyone who's been in a similar situation.
So I have a female friend from another city, who I've known for over five good years now. We're incredibly close to each other, and up until recently talked pretty much every day and had an FWB thing going on where we sexted every so often. I've also been to visit her a few times. A few weeks ago, we all but agreed that we'd have sex together - it'll be both mine and her's first time, and we agreed that it made sense considering how close we were and how we both wanted to. It's a pretty complicated relationship, but to cut a long story short, she's been in love with me for about two years or so. I've never gotten into a relationship with her for two reasons: a) I've never really felt compatible with or attracted to her as a partner, and b) I've never really had the will/time/energy for a relationship, especially one as consuming as one with her would be.
Just a week ago, she suddenly got into a relationship. She wouldn't have committed to it without asking me, which she did. Knowing just how much her unreciprocated love for me was killing her and how much she deserved to be in a normal relationship, I wanted nothing else for her at the time, so encouraged her into it. Then two things happened. First: when it actually hit home that she'd fallen out of love with me, I noticed my self-esteem drop like nothing. This coincided with some other factors in my life to make me feel pretty miserable as a whole. I recall telling her I was done with life at one point. Second: I started to feel jealous of her boyfriend.
My questions are this.
1. Was the fact that my self-esteem took a drop when she fell out of love with me - even though I didn't reciprocate that love - a sign I had an unhealthy self-esteem to begin with, or would you say it's normal given the circumstances?
2. Is it normal for me to feel jealous of her boyfriend given that I'm not attracted to her in that way? Doing some introspection, I realised I probably see her as much more than just a friend, and that's probably not helped by the FWB thing, but if I did like her, would I not be able to tell? I feel like I'm only physically-attracted to her in a way I would be for any girl I've built up such a deep connection with. When I look at her face, I don't really feel anything significant that tells me I love or even like her.
3. Her now being in a relationship naturally means our agreement to have sex is no longer on, and she'll most likely have her first time with him instead. I've explained to her that this makes me feel not just a little betrayed, but again incredibly jealous and a little resentful of him. She responded by saying she'd have it with me after she's no longer going out with him (forgot to mention that the lifespan of this relationship will be for about three months, after which they both leave college and part ways), but something about that idea - having sex with her once he already has - puts me off. She questioned whether this was maybe a little misogynistic, and I wonder the same - is it? Or is it relatively-normal (i.e. biologically/psychologically) to be disgusted by the idea of someone else having had sex with someone you at least care for, to the point you no longer wanted to?
Thanks for reading all that, and thanks in advance to anyone who can help. Really appreciate it.