When Maddy hit around 16 months old, I stopped pumping at work. Before that I'd pump just once midday. One, because I was afraid if I didn't, my milk supply for evening would be affected. Two, because sometimes my boobs would still be engorged with milk. But when I stopped pumping, I found that I still had enough milk to feed Maddy when I get home from work and during the night. And my boobs weren't that engorged anymore.
Next step, when I go to Vancouver for 6 days in June/July, hopefully Maddy will be completely weaned off direct feeding already.
Then time to make a new baby!