J.B.
I have found that my son like pancakes. I give him them cut up, but no syrup. With these they are soft and he can feed himself b/c I put the pieces right on his highchair tray. Also, I have given him toast broke into smaller pieces as well.
As for the sippy cup, we had problems with that too. I found some smaller disposable ones at WalMart that were in a package of 6 for approx. $4. These tend to be smaller and the tip is a bit more flexible and he likes that. They state right on the package that they may be reused and are dishwasher safe so I wash and reuse them. Also, if we go somewhere and forget one I am not concerned b/c the price is very reasonable as well.
Hope this helps.