Hi D.--
At the risk of sounding over-the-top, you need to stop offering the bottle and only offer the breast. My son went through something similar at that age, I was not offering a bottle at all but he cried when he went to the breast for some reason even though he was hungry. You have to trust your body and his. He will not let himself starve, all they have at that age is the survival instinct! And your body won't let him starve. Since you still have milk, it will continue to produce more BUT you have to give it the opportunity. You also have to know that pumping is NOT the same as him latched on. The efficiency is totally different. I know that when I pump, I get 3-4 ounces, but I know after he eats, he gains about 5-6 ounces (if I weigh him before and after) I did the test just to reassure myself. You also need to know that there is a 3 day lag period. So if you only offer the breast to him today, 3 days from now, your body will produce more milk. So here is my advice to you:
For one week, only offer the breast. No bottles, no pumping. Keep track. You will notice that he is nursing more inorder to get enough milk and probably longer each time too. You will probably get sore. (I posted a comment yesterday about being incredibly sore and in pain from a 10 month old...I have found that if you soak your nipples for 1 minute after each feeding in 8 oz of warm water with 1/2 teaspoon of salt, let them air dry then add lansinoh it helps them heal remarkably!!!) You will also notice that 3 days after you start, you will feel more full!
I have also found that drinking ANY kind of tea and lots of water works miracles when I feel like I am not as full as I should be. As long as he is only using the breast to eat, your production will kick up on its own and you won't need the Reglan anymore. Don't offer a bottle until you feel your production is stabilized sufficiently! Then you can go back to giving the bottle when you need to.
As for the crying, as I said, I had it. I don't know what it was, but it passed. I found several things to help. First, I found he didn't realize what I was trying to do...if I squirted milk in his mouth with my hand, he stopped crying and latched on most of the time. I just needed to remind him! Don't get it, but it worked! Another thing that worked was sitting on one of those exercise balls and bouncing when I was trying to nurse (sitting on the edge of the bed bouncing worked too). The rhythmic bouncing calmed him and the squirting in the mouth in combination, he latched right on! Singing songs helped too. Also, standing and rocking worked at times. I tried everything!
If you really want to nurse, believe in yourself, have confidence in your body, when you worry, it does affect your milk supply!
If you need any more help, advice, let me know!
One more thing that helps with the pain, go to a nursing store or a maternity store has them sometimes, get yourself a pair of $10 pads that are called Soothies (CVS has them too sometimes). You put them in the freezer while you are nursing then put them on right after he is done nursing and they feel amazing! These got me through those first few weeks!!!