First time around ds was on bottles by 2wk as, according to the midwife, I didn't have enough milk. I was gutted and refused to stop bf, so he got both milk and bottles, but, frankly, he was getting it all from the bottles as he was putting away 6 full bottles a day. At 6wk I had had enough and wnet to the NCT for advice on increasing my bm. I got to the point were ds was taking half from me, and the rest from the bottle. AFAI am concerened, that was a triumph and I kept bfing until 5m before going over completely to bottles.
Dd was an extremely gentle feeder. I only ever had one incidence of painful feeding, whcih was quickly sorted out by some one-to-one with an NCT Breastfeeding Counsellor. Dd, OTOH, had me blistered and bleeding by 48h old. Yet I managed to feed her until nearly 2yo.
As a second-timer I could tell that the midwives' bfing advice was really poor, and also that the support I had had from the midwife with ds had been less than non-existant. No disrespect to midwives - the birth support and some of the ppost-natal support I ahve had was absolutely fantastic, but they just don't know about breastfeeding.
For really superb help, contact the NCT. Go to some bfing workshops before the baby is born so that you get some idea of where it can go right, as well as wrong. Virtually all nipple pain, especially that early, can be resolved by repositioning. (With dd I supplemented that by using breastshields intermittently for the first week or so.)
You can talk to the NCT people as often as you want - I cried on their shoulders many times with dd. Plus they are absolutely non-judegemental and will not comment or criticise if youdo choose to use bottles.
HTH.