Nipple shield & large breast problems

My baby is 3 weeks. He only will nurse with a nipple shield because of my flat nipples and I have very large breasts. I use the my breast friend pillow but need one hand to support my boob/hold on the shield and the other to support his upper back/head. At what point will it be easier? I can’t imagine nursing in public because it’s such an ordeal. I feel like I see other women just pulling their boob out and baby latches no problem and they can just use the one arm to hold. Any advice??