You know, as far as the bottle thing, at 2.5 he is old enough to reason with to a degree. So either, I would create a bottle fairy that comes and leaves him a present, or take him to the toy store to pick out a new toy, but he has to leave his bottles. When my daughter was 2 and we needed to get rid of the binki, we let her build a bear, and leave her pacifier with the people there. That seemed like a good idea, because we were trying to give her something else to sleep with. It was much easier than I thought honelstly, she knew they were no where to be found, and that was logical to her. As far as the potty training, I would get rid of the bottle first, and then in a few months try potty training. Over the summer is a great time, because they wear less clothes in general. I do hear boys are harder to train, but the little boy I babysit was done at 28 months..I only hope my son will do just as well!! Having 2 girls (also 7&4) and now having my first boy (almost 1) I do wonder if I baby him alittle more..it could be a third child thing too though, maybe we have relaxed a little and realized that they will grow up sooner than we want! Sorry for the long post, I see myself in your shoes soon, and hope that all will go well for both of us!! These boys sure do seem to have our hearts!! ~A.~