Big boob problems - can’t find comfortable position to feed

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As you can see below, my boobs are watermelons. How the hell do you comfortably breastfeed? I can’t get a holding position that we both like. He is one month old today and I’ve been expressing and bottle feeding him mostly since being home from the hospital. Ive tried putting him on the boob a few times but it just feels uncomfortable. I have flat nipples so I have to wear nipple shields, that’s annoying just putting them on.. 🤦‍♀️ I feel like my boob is going to suffocate him.. this is how I’m feeding him right now. I want to breastfeed comfortably ☹️