Living so close, we use our membership differently than most. We bought in 4/1997, and have literally booked over 50 reservations since then - on average 1-2 nights at a time.
My husband and I have no childer, so we really enjoy taking friends and family so we may see that "first-timer's" expression you guys describe with your kids!
We have used our memberships as great birthday/anniversary presents for our immediate families. We booked a Grand Villa in 1999 for my nephew's graduation from high school, and let him bring 7 of his friends - then sent them all golfing that afternoon.
This year, we got a 2BR at VWL for my niece's 16th birthday, and she brought a few girlfriends.
For a milestone birthday for "me," we brought my DH's and mine's immediately family - 12 of us in all - and got a 2BR and 3BR at OKW - then did the Illuminnations cruise for everyone.
I have brought girls over from work for a night for the last 2 holiday seasons - to tour around the resorts.
We've booked a studio a few times over at OKW so my husband and his best friend could go over when there was a band they really liked playing over at House of Blues. Beats driving home after the show lets out at 1:30!
With staying only one or two nights - you don't run into that situation where people end up on each others nerves. The only problem we have is that we can't really go into the parks when we have guests with us, as they normally don't have passes, and we don't want to ask them to fork out $40+ for a single-day pass. But there's plenty of other things to do -- sometimes just dinner and a movie at the West Side.
Sorry so long but, in a nutshell, we've taken over just about everyone we know!

- and we LOVE it!!!