I think I was born to be a DisDad. WDW was just a part of my life when I was a kid. We went nearly every summer. I grew out of a lot of things that I loved as a kid, but never WDW. As my tastes changed, WDW always had something for me. As a kid, it was about the meeting characters, watching the parade from the curb while eating a mickey bar, and the rides. As a teenager, I shunned the characters and it was all about the pool at the resort and the rides at the parks (especially the thrill rides). As a young adult, I did the College Program, the characters became cool again, and the rides were still great, and I discovered the nightlife of WDW. Then, as an adult, I took my "someday-to-be" DW. She fell in love with the place and I discovered so many other things I hadn't appreciated about WDW, like the food! And now I am a dad, and I've taken my DD 5 times already and will be taking my DS for his first trip next summer. WDW is now mostly about family time and seeing them having a great time and experiencing it all through their eyes. Having experienced WDW a lot through the years, it's probably a bit easier on me to be going as a Dad with small children and a non-thrill-riding DW than it might be for a Dad taking his family for the first time.
If he's into sports, perhaps the ESPN club at the Boardwalk, or Sports Complex, or playing golf on one of the WDW courses might be something else that would appeal to him. Renting a boat to go out on the lagoon is also something I enjoy doing.