Congrats on your new baby! And good for you for sticking with breastfeeding -it is tough in the beginning, but it gets a lot easier and is a great thing for both you and your son.
Some easy things that can help increase your supply are eating oatmeal and taking Fenugreek, which is a supplement you can find at most natural food stores. And drink LOTS of water.
I also agree with speaking to a lactation consultant, or at least going to www.kellymom.com, which has a TON of helpful info on breastfeeding. You can also go to the La Leche site (www.lllusa.org), and they have phone numbers posted of reps in your area that you can call and talk to. I did this when I was first home from the hospital, and it helped so much. They were very encouraging and helpful. They also have meetings that you could attend, and they could help you out there.
As for nipple confusion, I was so worried about this, since you hear so much about it. My son's pediatrician said that she has never known this to be a problem. She encouraged me to start pumping right away, since my son had lost 10% of his weight once we were home from the hospital. So he was nursed and bottle-fed from about 4 days old. We did not have a problem with him going from breast to bottle and back again. If I were you, I would try to nurse him every time, and then pump when you are done nursing to help stimulate greater production. This is what I did.
And since you mentioned latching problems, what worked for me was a nipple shield. I have heard pros and cons on using these, but I promise that I would have given up nursing within the first few weeks had I not found this. My son was preterm and was not able to latch on once my milk came in (I have flat nipples, apparently). The nipple shield is a small silicone piece that goes over your nipple so that you baby has an easier time latching on. I had to use one for 4 months, but then one day, as I was reaching for it, my son just latched on without it, and we didn't need it after that. It never seemed to affect my milk supply, and it was a lifesaver for us. A bit of a hassle, since you have to remember to bring one with you when you are ready to nurse, but not a big deal. Especially since it meant I was able to continue nursing my son.
You can find them at Target and Babies R Us, and I think they are around $6. They look like this: http://www.medelabreastfeedingus.com/products/breastfeedi...
Good luck to you! Keep with it and it will only get easier!