I breastfed both of my DSs on demand and it was more than a full-time job! I had a cot right up by the bed with the side dropped down for the first few weeks. DS1 was a bit difficult to settle even when he had fed so DH had the job of cuddling him while I got some zzzzs.
The eldest would guzzle and then be sick which was very disheartening as I felt I ran out of milk around late afternoon. I took to drinking "breastfeeding" herbal tea (from the herbalists) - it seemed to help although that could just be because I had a seat for half an hour drinking lots of liquid.
I joined a breastfeeding support group run by the local midwife and Health Visitor and it was great - usually around a dozen of us in a circle, given a tea or coffee and a biscuit and chatting and getting advice.
I also joined a toddler group for my eldest and the volunteers there were lovely, holding baby so you could play with the eldest, playing with the eldest so you could feed the baby, making you a cup of coffee that you could drink from top to bottom without interruption (miracle!)
It is a bit different for No.2 because your eldest child does need attention. Sometimes your knee has to be quite capacious to hold both of them at once - and don't get me started on trying to sort out potties with a baby latched on ...! You sometimes do have to do a bit of pre-emptive planning (e.g. feed the baby before you go out) but mostly it worked fine.
But it's great, I was really committed to it and it worked - my mother was a bit
about it and kept trying to push me to four-hourly feeds but I just held the line that advice had changed and feeding on demand, as much as the baby wants as often as they want it, was the thing.
I expressed and froze (so someone else could give a bottle although that isn't recommended in the early days), and when I had a cracked nipple I expressed that side to protect it a bit while it healed.
And yes I did the cabbage leaf thing for a sore breast and it did the trick disgusting though
Good luck OP!