What i do is, everytime after i latch, i will empty and pump out both of the breast, i can get the supply up to 100-200 even after latching, it's one way to boost supply. Using electric pump really makes pumping out milk easier a lot.
But i think the most important now is please intro the bottles to him!! If not, the caregiver will have problem bottle feed ur LO. You need time to gradually introduce him the bottle, incase he too relay on ur boobs. It's kind of the common problem many mums have for latching.
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