I remember at the NICU being told not to go longer than 6 hours between "breast drainings" in order to ensure my supply doesn't dip. LO is now almost 5 months actual (4 months adjusted) and often eats then sleeps from 9-10PM to 4-5AM, when she eats again. Then, often won't eat when I get up an hour to an hour and a half later to leave for work. I then pump at 8AM. How long is TOO long to go between "breast drainings" to ensure my supply doesn't dry up? She only easts off one breast per feed, also, so I often just hand express a bit in between feeds off the breast she isn't feeding from.