I'm lucky - I live in FL and my mom took me on my first trip for my 4th birthday! I also went for my 5th, 6th, and 7th birthdays.
Then there was a break and I didnt get to go again until a 7th grade class trip to the MK.
Then when I was 15 we took our French foreign exchange student twins to Disney for a week.
Went with a friend for a few days when I was 22.
Later the same year, my bf took me to Epcot for my 23rd birthday.
Then I went "just because" with my grandma in March/April.
I have now purchased a FL Resident Seasonal Pass

and am going in Oct 30th to celebrate mine and my grandma's birthday!
I'm also going again for a week in December with a friend!
So that makes 9 total, and will be 11 before the end of the year!
I'm also planning to try and get there for my spring break in March! I'm so happy cause the spring black out dates for my pass are NOT at the same time as my spring break!
I want to try and take my neice and nephew while I have my pass, but I think I will have to convince my brother and his wife to pay for their expenses though.