Most of my friends who are still breastfeeding their babies avoid nursing their babies to sleep. They tend to have the last night feeding at least 45mins before bedtime to avoid it becoming one of the sleep associations. Prior to bed, they all have bedtime routine such as a quick wipe, changing into pajamas, brushing teeth, bedtime story etc. Perhaps you can try establishing a bedtime routine which includes brushing as well?
I have no idea if it will cause tooth decay, an eye opener for me. However i nurse my boy to sleep. It gets frustrating but i love sleeping, cuddling and nursing him to sleep. At times when i release, i will pat him to sleep. However only succeeded a couple of times. Most of the time i failed. And he refuses his thumb, or pacifier from day 1. He loves his boobie time too much. Hahaha. Bottle also he reject.
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Jacq Ng