Try The first year. I have the same problem, I try all these different sippy cups that say they are spill proof, and what do you know, they spill or leak. These are the only cups that I have found not to leak. (although I have found two types of cups made by them, one is a normal round cup, which doesn't spill, and then they have another cup that almost has like a triangular shape to it, those sometimes leak. But I buy them at my local grocery store they sell 5 in a pack for a few dollars and I think I have seen them at Target. But they are just a very plain plastic cup, not a real frilly one but they last forever and not a big deal if they get left behind. 2 kids later, and these are the only sippy cups I will buy.