I don't have any good advice for you. I pumped from day 1 because Jax wouldn't nurse. I do know that several members of my
pr introduced a bottle very early on so their DH's could do one nighttime feeding and none of them had any trouble with nipple confusion.
I have tried tons of bottles and Jaxon likes any that has some sort of vent system because he is a lazy eater and doesn't like to fight against the negative pressure of regular bottles. I love the Playtex ones (Drop Ins and Ventaires). Playtex makes loads of different shaped nipples, so you are likely to find one that your baby likes. I tried Dr Browns and they tended to leak a bit, which was super annoying. Many gals in my
PR have had similar troubles with those bottles.
As far as knowing when baby is hungry and when he just wants to suck, I usually offer the binky if I am not sure. If that is not what he wants, he tells me loud and clear, lol!