For the first 2 weeks i didn't wear a bra to bed, i slept on a towel to soak up leakages, but every time i got up to feed during the night i would leak all over my dressing gown i just didn't even think to wear bras to bed. When DS was 2 weeks old we went away for a week so i had to wear bra to bed so my milk wouldn't soak everything. next bub i will be wearing a bra 24/7 to start with, much easier and cleaner i reckon.