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I think I asked about this same question a few months ago and most of the answers I got were to pump. But after doing that a started to get over supply and it really hurt our breastfeeding progress. The lactation consultant I worked with said if your supply is good,pumping isn't necessary and the output should match the baby's needs. If you're uncomfortable, pumping a little bit is okay though.

T only eats off one side, too, and sometimes only wakes up once. So I'll feed him both sides (as much as he will) around 930/10, put him to bed, then feed one side at 4am or so (And not pump), then I get up around 6. Today, I didn't have to pump because he got up, but if he's out cold, I'll pump then for about 10 min. I don't wake up crazy engorged, but I'm also not going to leave them like that for any longer, especially since that one side has gone 12 hours. It's a good way to get a freezer stash before work, anyways. Plus, just now I fed him off the right and he won't eat off the left. So....

I don't have an over or under supply necessarily, but I can pump a couple extra ounces a day and combine them to get a bottle every few days. Since I started going to the gym again, i like to leave DH with some milk

Definitely not! It took a couple of mornings waking up somewhat engorged, but no way was I going to pump in the middle of the night after LO went back to sleep! If I still felt somewhat full in the morning after feeding her, I would finish emptying that side with the pump, but my body quickly adjusted, which is what I wanted to happen.

Hand expressing is great for relieving a bit of pressure before LO feeds, but I was really conscious of not creating an oversupply so I trusted in my body to regulate itself and dealt with the mild discomfort for the day or two it took to sort itself out.

@SeptMomma12: You cycle through your freezer stash. So thaw your oldest milk for Monday's bottles. Then use what you pumped on Monday for the next day, etc. On Friday, freeze what you pump.

@SeptMomma12: 6 months!

http://kellymom.com/bf/pumpingmoms/milkstorage/milkstorage/

LO1 would only feed on one side at a time. When she started to sleep in longer stretches, I'd pump one or both sides before I went to bed. In the morning, I'd feed her from one side, then pump the other side. I built up a huge freezer stash and ended up getting a deep freeze. I was so glad to have the freezer stash when I occasionally traveled for work and for when my supply started to dwindle.

H only ate one side at a time until she was about 8 months old. I only pumped to relieve engorgement.

@SeptMomma12: I stopped pumping, went back to work and did block feelings and only after all that did my supply go down. It took a long time. Now we're at a good level that matches her needs.

@SeptMomma12: my second LO was a one sided feeder until she was a little bit older and then started to take both sides. I wouldn't pump unless you are needing the stash. It will even itself out, all about supply and demand and the engorged breasts are temporary since your supply is still being established. Do you pump both sides before you go to bed when you leave a bottle?