Yes and no (we love giving these kinds of answers at Car Bibles!) You can certainly charge them both at the same time, provided the USB charger you have selected can push out enough amps. Both the iPhone and iPad have minimum amps levels that any charger must deliver in order to charge the batteries. So as long as one port can deliver at least 1 amp, and the second can deliver at least 2.1 amps then yes, feel free to plug in your fruit based electrical devices.