App Store and Push woes on iPhone 3G

When trying to upgrade my applications from either the iPhone App store or iTunes, I get the message that I must have purchased this application to upgrade for the discounted price. I click OK, then it says that the software is currently updating and to please try again later. An issue here might be that I used another Apple ID to download those apps, but I tried updating while signed into that account and it didn't work either.

Also, I seem to have duplicate Address Book and Calendar contacts on my iPhone. On MobileMe it's fine.