chocolatemartini I have nothing useful to add except to say that I could have written this post!
I have a nearly 16 month boob monster, and am 7 weeks pregnant.
I'm always a bit nonplussed when people say "I just stopped" or "I just switched to cows milk". My ds sounds just like yours - he's not giving it up for anything!
I currently feed him to sleep for every nap (unless out for a walk or in the car), at bedtime, multiple times through the night, and whenever he asks (probably 3-6 times) during the day.
He won't accept any other method of going to sleep. He used to allow dh to settle him but started refusing a few months ago (so before I was pg). He is very persistent and can scream for a looooooong time.
I am finding bf increasingly painful and I am utterly exhausted. I am considering ways to at least night wean him quite soon but I don't feel very confident about succeeding. I dread to think what will happen if my milk dries up completely.
Anyway, I just wanted to say you are not the only one dealing with this situation. I have no helpful suggestions, but misery loves company, right?