Has anyone dated a friend they got close to during times of trauma, once both parties became single? This is not a rebound but a serious question.
I recently broke up from a 8Y LTR where things started going downhill fast ~2 years ago and both parties were basically checked out... I could've (should've) left earlier but stayed around hoping things would improve. I'm not sad because this was going to happen sooner or later, but nothing improved and things got worse for me physically and mentally. Initially I didn't go to friends and family for support because I'm a male taught to act tough and silent, but I couldn't hold things in any longer... I needed to release or go crazy.
One of the people I got to know (amongst many - both genders) happened to be someone I had met recently in sports and we actually bonded genuinely through sports, meals, group and 1:1 outings, and we grew a real friendship (sharing trauma / vulnerability). This was over a year ago. This person had no obligation or reason to care about me or invite me out to things, but did so, and I appreciate her for that. I reciprocated and the feeling was mutual/appreciated. During this time, she was still dealing with her own post-breakup aftermath and dipped her toes back into online dating (while sharing these experiences with me when we were catching up); she still invested time in me so I felt "special".
Fast forward to today and guess what, we're both still single.... ~4 months for me, and ~16 months for her. We still talk, chat, go for meals and hang out sometimes but not as much as the first year we met. I know the connection is still there because we got into a new hobby together a month ago; after talking about it all winter and doing nothing about it, I dipped my toes in first and she followed weeks later. Health, wellness, healing is nourishing for the soul; she agreed and joined me.
So here comes the hard part. Because this is NOT a rebound situation. How do I know for sure she's interested in me? How do I "ask her out" or suddenly show romantic feelings? Because we've been friends for over 1 year and share trauma/vulnerability, I've essentially friendzoned myself (with just cause)... but a lot of the "icebreaker" stuff/mystery guessing game (stuff you find out on date 3-5) is already exposed. We both know each other well enough to know that we're decent human beings. We talk about what we want all the time, and we generally agree. There's a decent chance I'm the yin to her yang. Expectations, ideals, turn-offs, dealbreakers, marriage, kids, retirement, what we want in life... it's all been discussed and we align. And I don't know if it's a coincidence or not, but sometimes her answers seem tailored towards me, like she's speaking to me. So this is why I can't let this go and why I'm suddenly paying more attention. I just want to know I'm not going to f it up.