MissHairspray - it's a real shame you had such a painful struggle, and while it's great your ds is thriving, it's not surprising you need to make sense of what's happened.
You were let down by the people whose job it was to ensure you had a happy, pain-free bf experience. They convinced you that despite pain and damage to your nipples, your latch was fine and the problems you were having were due to your anatomy - this convincing was powerful enough for you to feel unable to seek help elsewhere, and even to feel 'weak' for not being able to bear the pain. I can assure you that breastfeeding counsellors do not (or should not) pressurise women - we take our lead from you.
I haven't seen your nipples, obviously, but they don't sound very different from most people's. Many people have a slight dimple at the end - which is what I am getting from your description. Babies cope just fine with them, on the whole.
Looking back, I think the scene was set of that first day. Left to themselves, tucked in together, without pressure to 'get the baby on' with the handling and messing about that often means, mothers and babies find their own way with minimal guidance.
A baby screaming on day 1 with hunger and frustration? No. That's a baby trying to get the messing about to stop - and instead the handling and pushing increases. Typically, babies then 'switch off' and fall asleep rather than feed.
Use of formula and a breastpump to draw out the nipples - poor care. I don't care how kind and well-meaning they were.
That stage need not have been reached, but given that it had, you could have hand expressed colostrum, and continued with skin to skin cuddling - I doubt very much you needed the paraphernalia of a pump to draw out your nipples.
Those first days set you on a course which set a pattern....and it was difficult to get out of.
encou
To answer your Qs, your baby did not need formula (as far as I can tell), and while some babies do have a struggle to latch in the first days, it does not usually need more than simple measures to deal with. Yes, I think your latch was not quite right, but this often happens when the baby and the mother have been pressurised to clamp together any old how, rather than encouraging the baby to self-attach.