A.B.
I too had the same problem and finally got tired of using the nipple shield. My son was younger, probably around 6 weeks or so when I tried to stop using it. He knew what to do b/c of his instincts but I had a tough time with the way he was sucking and latching on without it. It was a whole other set of problems for me...mostly just painful. It just took me a long time and a lot of practice to finally get it down. I've had to use the football hold on him (it's been the best way for me). I also continued to see lactation consultants and insist that we don't use the nipple shield. I can finally say that we breastfeed just fine now! Good luck. And just always try to get him to latch on deep.