text message-insert option grayed out!

[HTCproDVS]

Does anyone know if there is a program that I can use to send a picture message via text's insert option? it is grayed out on the Pro. Long story short, wife has no data plan, we have the Everything Messaging Family 1500 plan. Come to find out it should not say Unlimited messaging: Text, picture and video; it should say unlimited uploading because we are getting charged $.03kb every time she looks at a pic/vid.