Yes, with both DD's, although in my case I could manage to (imperfectly)latch on one side about 50% of the time.
With DD1 I struggled massively, no clue what I was doing, multiple bouts of mastitis. Once she had latched and fed a bit with the shields, I could usually get her back on to continue the feed without them. It took about 4 months of pain at every feed - I'd be shaking and crying before trying to latch her before trying to latch her on, it hurt so much, and I'd usually be bleeding when she came off - before we really got the hang of things. I hired a pump, but she wouldn't take a bottle or cup, so I just had to struggle on, I pumped to keep up my supply but had to pour most of it away. I would spend hours and hours feeding her, because she was so inefficient at it. Now looking back, I have no idea how I managed, it was just so awful, but in fact in the end once she got the hang of it, everything just magically became easy and painless and she fed until 20 months old.
With DD2, I knew what I was doing a bit more. I ignored all advice and I just fed her from the better side, and I hired a pump for the hopeless side, and pumped while she fed from the good side, then topped her up at the end with it. I first managed to latch her on the bad side at 8 weeks, and she didn't look back - fed until over two years.
It was a physical problem for us - big, flat inverted nipples, small mouths, and I'm pretty sure there was tongue tie too - (in fact I asked for DD2's tongue tie to be cut but the doctor refused because he said it was unecessarily traumatic for her when she could just be bottle fed instead.) Once they got bigger, they were finally able to latch on.
I hope you manage to find a solution too, it's an awful time while it lasts, but it will pass
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