my lo is nearly 8 mths now and still the same - latch multiple times at night but breasts nt fully emptied. i think it's ok and perfectly natural to let babies suckle for comfort. it's their instinct so i do not think that it is a bad habit or a habit that needs to be stopped. it is like saying scratching to relieve an itch is a bad habit when it's natural to do so.
for me, i will let my lo comfort latch or dream feed or whatnot for as long as he wants to. i treasure it cos he's not going to do so forever. he will grow up all too soon
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