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All of my trip reports have been written on my iPad. Posting photos isn't too difficult. You can post photos directly from your iPad's photo library be clicking on the photo icon (which for some reason is a picture of a tree). If you have taken the photos on a device other than your iPad, you can email them to yourself (or transfer them some other way) then save them to your iPad's photo library and repeat the above step.
I always take photos on my iPhone, pick the ones I want to use for the trip report, email those to myself, upload to iPad photo library, then upload onto the trip report. I hope that made sense!