Okay, I hope that this doesn't sound ungrateful or spoiled, but I cannot remember how many trips my family took to Disney growing up
I had thought that I went in 1995, '98, '02, 2005, and '08, but then it hit me that I was also there in 2000, because I remember being at the Millenium Village and seeing the special parade at Epcot. I asked my sister, and she didn't know the answer either. I just asked my mom, and she said 'a lot' (my parents also took a solo trip a couple years ago).
I was so certain that we took 5 trips, but I had this tiny nagging sense that it was 6.
I was a little over 3 when I took that first trip, and 16 for the last trip (and will turn 26 when I go this fall). It's the 2002 (maybe 2003?) trip that I'm having difficulty recalling. And that makes me kind of sad.