[Talyn]

I have yet to successfully send a picture with my TP to another phone.
I can send them just fine to my email.

the sprint picture mail web sight resizes the image for you, but only accepts uploads of certain sizes, so like hibby said, they are most likely too big.

The whole setup sprint has is an okay idea, but bad in general, the picture should be MMS.

I seen one guy said earlier, just as i did, they riped of SomeGuySMS's setup, just like he said sprint would. I payed to use his program, and he still updates it.
It still sends pictures better then the sprint packaged setup as well.