I've never really gotten much use out of nursing bras/pads/gowns/shirts/etc. They just seemed like a lot of trouble and money. For nursing bras, i just wore softer, but supportive, bras without underwires that could be 'hiked up.' In fact, i wore loose jog bras. i thought the nursing bras out there were a rip off and of poor quality. when i went back to work (parttime), I even went back to underwires so my boobs weren't flopping all over the place. I would put the pump under my shirt, which was usually a stretchy turtlneck.
i never have bought the nursing shirts/tanks/etc. Again, i just hike up whatever shirt i am wearing. And, I still have a box of breastfeeding bra insert pad thingies from child #1 that are still 1/2 full.
as for sleeping, i always wore a tee shirt/no bra. this way, my nipples could 'air out' at night. i leaked a little at first, but it's not like my tee shirts weren't already trashed and headed to the wash due to spit up, dog slobber, kid puke, etc.
that's just my experience. I think i was lucky with breastfeeding- it was pretty easy for me and never a hassle.
kristan, ue 11-1 with #3