whatever issue you have has nothing to do with your Iphone but your specific site whether its a
vb plugin or modifications you have done or some java etc you have installed.
Here are two links one a vb4 install like yours and one a vb5 install which I have setup to use the mobile integration both processed multiple images fine.
test - Reeftalk Classifieds test - Omegatron.net Classifieds
Maybe try turning off your plugin system. Maybe try removing any java or extra non normal
vb code you have installed in headers or footers.
Something definately is not normal.