I had a shocking time breastfeeding Ds1 and it was a tiny bit easier with Ds2 but still hard and painful. By the time I got pregnant with Ds3 I was doing everything I could to ensure I could give it my best shot - he ended up exclusively breastfeeding to 12mths! So it does get easier with 2nd, 3rd etc kids and it can be a long and happy journey. I can remember some initial soreness in the first week but not again until he was teething and bit me (but thats a whole other issue lol). I think me being relaxed and having done my research was the key.

Good luck!