Hi Lindseay..I too have a 2 1/2 year old girl and I also have a 8 week old newborn. We had the exact same problem with our little boy when we first came home. With my daughter we used swaddlers because they were the only ones that didnt leak..well, I went out and bought a few packages of swaddlers for my ltitle boy. Well, learned very quickly that swaddlers dont seem to work so well for little boys. Sad thing is my neighbor who's son was born a month before me had actually warned me about the swadlers but I didnt listen. Oh well. I paid by changing clothes constantly. We found so far that the only one that seems to work for our son is the huggies newborn gentle care. not the regulars but hte grntle care . It's a burgandy colored bag. Depending on the weight of your baby as long as he fits in it well it should work. My boy was 7lb 10oz and he has a prety long wee wee so it always seemed to be right up at the top right under the umbilical cut out. So the nurse showed me a trick of rolling the diaper under which made like a pocket for the tip of his wee wee to go in and it helped the pee roll back down into the diaper. Also, I noticed when I put the tabs on they had to touch each other in front of his bely to insure a good fit. Too funny that this seems to be a very common problem. Well, good luck!