WDC Dragon Vale

A couple questions concerning the tasks. I apologize if these have been previously answered.

First, how many times can one item count for XP? For example, if someone were to write a story in a static item, enter it into the Writer's Cramp, win the Writer's Cramp, and use it for their entry into I Write, would that be 160 XP? Or, more simply, are the XP awarded separately for entering a contest and winning it, or only for whichever is the highest XP level achieved?

Second, does the "participate in a member-hosted monthly contest" task reset monthly for each separate contest or for all of them? If someone were to enter three different contests, would that be 75 XP for each contest entered (total of 225) or only 75 XP for the first contest entered, and a different contest can be selected the next month for that task?