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No twins here, but agree with PP that if you want to have some time out (on your own or with your partner), you'll want a stash. While you'll be a SAHM, there will probably be some times that you'll need/want to go out without them and knowing there is milk at home will help that.
As others said, you can always rent one to see if it's something you want to make the investment in.
As for when to pump, if you're working on increasing your supply, then it just feels like all the time. After establishing a routine, though, then it's up to you and your schedule.