I'm 44 and have been to Disney 3 times.
*Disneyland & Universal as a 10-year-old
*DisneyWorld as a 17-year-old (hated every minute there - that was a beach trip with my buddies & some of 'em wanted to go to Disney)
*Animal Kingdom, Sea World & Universal with my wife in '98, no MK that trip.
My daughters are now 6 & 11 and we hope to go ONE time with them. I can see returning to Orlando, but I have no plans for multiple Disney trips. Even this one we're hoping to put together will be as budget-oriented as can be. Low-end Disney resort, or off-site. 1 day at MK, 1 at AK, 1 at each of the water parks. We'll drive rather than fly. We'll pack sandwiches. And even at that it will be far & away the most expensive vacation I've ever taken my kids on.
But, to be honest, even if it were in my budget to go every year,
I wouldn't want to & I doubt the kids would either. I want to ride the Silverton-Durango train before the youngest one gets too much bigger. The oldest one wants to see Mt. Rushmore. They both want to see the redwoods, and even my wife's never been to Yellowstone. And on & on & on. Even if I had the $, I just don't have the time 
[/