Breastfeeding-large breasts and large areolas

Is there anyone like me who has massive breasts AND large areolas and is struggling with getting baby to latch correctly? When I’m feeding my one week old I feel a lot of pain. Its hard for me to tell how much of the breast he has in his mouth because of how large my areolas are and on top of that holding my giant boob during the feed can be uncomfortable with it being heavy. Is there anyone with a similar experience or anyone with advice? I’m about to quit breastfeeding and just pump.