Not quite sure I understand the rules, but here's what I have:
This is the first photo I could find on Disney property that included me. It's actually a single frame from an 8mm movie. I'm on the left of the picture. My brother is in the middle, and one of my sisters is on the right. That's near the Jungle Boat ride in the Magic Kingdom in 1971.
That's the oldest image I have that I captured and have in digital form. I've got some pictures from 1983 laying around somewhere, but I haven't gotten to them yet. This is a frame grab from a video I shot back in January of 1995 as we were entering the park.
This is the first still photo I have from inside one of the parks. I have some other shots that look like they might be from Downtown Disney (or whatever they call it now). This is in the Animal Kingdom and was taken in November of 2002.
This is a picture of my older son taken a few minutes later. It's a much better picture.
This is the most recent shot I have. It's from the end of Fantasmic! and was taken in January of 2015. I didn't have my wife and kids with me on that trip. My parents had taken a trip out there for a month because my father still had fond memories of hosting family gatherings there. They quickly got bored, so I flew out for a long weekend to entertain them. My last "real" trip was back in 2011.