I HIGHLY RECOMMEND you going to Beckman Associates in WInter Park. They are a Speech THerapist group, but they specialize in Oral Motor Delays. Debra Beckman owns the practice, and she is currently doing a study on oral motor delays and how they impact breastfeeding.
Last I heard, she offers free consultations for the purpose of her breastfeeding study, and even does sessions where she teaches the mother how to properly breastfeed (I don't know if the actual session are free or not, though).
My son wouldn't breastfeed at all. I tried for weeks, and had every lactation specialist I could find in Dallas (where I lived at the time) work with me, but to no avail. I pumped to supplement, but my milk supply dried up.
When my son needed speech therapy, they did an oral motor assessment, and discovered the the muscles in his mouth were under developed, and that he wasn't physically able to latch on to nurse.
This very well could be part of your baby's nursing problem, and would certainly be worth checking out, especially if you really want to nurse him.
The number for Beckman and Associates is:
###-###-####
They are located at:
1211 Palmetto Avenue
Winter Park, FL 32789
And her email is:
____@____.com