I did bf DS exclusively for 6 mths until we started weaning, then I started dropping the odd feed here and there and gradually gave up by about 9 months.
I will give you my honest experience, but I will warn you that I think we had a relatively hard time of it and I think a lot of people get the hang of it a lot more easily.
DS had quite a bad tongue tie when he was born and this meant he could't latch on properly. We struggled to get going for a whole host of reasons - I think the tongue tie was a big part of it, although we never realised he had it until we had left hospital (had we realised in hospital I think they could have corrected it for us there and then without needing to have a later referral). Also though he was v jaundiced and therefore v sleepy and I think that made it harder for him too.
The result was that it was really painful for us when we got going - and I did struggle a lot with it. His tongue tie wasn't snipped until he was 8 weeks and after that things definitely improved. I got mastitis at about 6 weeks I think, and that was most likely because of his poor latching position.
They say it takes 6 weeks to establish bf and I would certainly say that was true from my nct mums. There was another friend's DS with a tongue tie and they were snipped about the same time, and we both commented about 6 weeks after they were snipped that we felt as if we'd got the hang of it. The actual feeding bit once we got going wasn't too bad, it was the 'latching on' bit that we struggled with. And DS struggled to stay latched on with his tongue tie so was a bit of a pain.
This time I am absolutely checking for a tongue tie before we leave! It only takes a second to fix but obv you have to wait for an appt if you go via a GP referral.
Anyway, I would say that I had quite a hard time of it and you can persevere if you really want to in most cases. I was very lucky that I had my nct mums (and we were/are a really close group of friends) and we all bf so went through it together, and I went to a bf support group locally which was enormously supportive too.
I never found a hugely comfortable position to feed ds apart from in one chair (!) but I think this was because of my boobages being so big that whereas most people seemed to sort of hold the baby up to them, i was sort of holding ds out in front of me to get to my boobs (iyswim) and that was a bit of a pain (and ultimately a big part of the reason I started to give up from about 6-9 months). Also he used to feed for a long time in one go so it was pretty uncomfortable when we were out to find a comfy position.
Anyway, the long and short of it is, that I definitely hope to feed again and I am confident that without a tongue tie it will be a lot easier. My concern this time is entertaining DS while I bf the baby but I figure this is what cBeebies was invented for?
I think about 6 weeks is a really common amount of time to bf for (and I think there is a lot of stuff (how accurate I'm not sure) that says the most benefit is from the first 6 weeks? Overall I think bf was a lot less 'hassle' than bottles and formula etc, you just had to plan ahead as to where you might be when they might want a feed as you couldn't necessarily do it 'anywhere' as easily as with a bottle.