Hi Scooby,
I can understand why you would be inclined to have a c/s given your circumstances. When I go for round 2 I would like to try for VBAC but as I have already had a c-section the chances are I may need another c/section therefore there are things I would do before the birth to prepare for that option. The thing I remember the doctor saying is that I was healthy & that would go a long way to helping with the recovery.
I would express the colostrum so that there is some for when I am in recovery (they give it to the bubs via a syringe generally to avoid the nipple confusion that can occur with a bub). This would also have to help with bringing in the milk. I would do some searches on BB there seems to be some natural things like alkivite & Fenugreek & flaxseed oil that you can have on hand if you need do to boost your milk supply. Be fit, now this doesn't mean doing marathons but do some gentle exercises & be active, I tried to walk most days - this includes incidental walking eg to the shops, around the shops etc... I did tummy excercises where you pull your belly into you to help the muscels. I mostly got my inspiration from the pregnancy books I got in the hospital showbag you get when you book into the hospital & from the antenatal classes. I wasn't obsessive or anything but tried to do some every few days for about 10 - 20 mins, it wasn't always all at once either I would do 1 set of exercises & then some later.
Be prepared - which is what you are trying to do, read up on some pain managment. Check your hospital policy to see if DH can stay with you overnight if that is an option if you have someone to watch your DS especially for the first night or 2. My DP didn't stay overnight but he was there for as long as possible & a great help.
Remember - take your pain medication when it should be taken to keep on top of the pain, as my dr explained that way you can recover quickly. Try to get up as quick as possible after the op. Always breath. If you are having difficulties picking up bub the midwives are there to help you, don't be afraid to buzz them to come & get your bub for you that is their job afterall.

Anyway GL with whatever you decide & I hope this helps. If you have any questions don't hesitate to ask.