Some teens love Disney from top to bottom. Some teens are not quite into Disney. Some teens are not quite into Disney but love rides of all kinds, period. You should try and get a sense of his likes and dislikes in regards to Disney before the trip. One major tip-off is whether he watches the Disney cartoons enthusiastically, If he does then I think you have no worries!
Since he has never gone before, he may be pretty open minded and open hearted for the whole Disney experience. With him being fun and funny then that should make it even better!
You might also give little bro some flexibility to explore around on his own from time to time. During those times you can really try to knock DD’s socks off with age appropriate fun!
16 and 9 are pretty different age-wise, so you may need to have a part of some days focus on one of the kid’s interests at a time. During those times you may still find the other kid is having a lot of fun. I have a DD9 as well and I am pretty sure she would have fun doing ANYTHING at DL, but I always make sure to include a healthy dose of Toon Town, Fantasyland and other attractions that are geared towards the youngsters. You may very well find that DD9 is the most flexible of the kids, but you know them best of course!
Just a handful of ideas:
Do all of the thrill rides in DCA.
ESPN Game Zone is a must do for a teen boy…
He can always catch a movie too at the AMC theater in Downtown Disney!
There is a swimming pool at nearly every hotel! By the way, which one are you going to stay at???
If he likes Aladdin, then be sure to take him to the Aladdin show at DCA. It is funny… And fun! (one of the highlights of my trip in December!)
He may like the Fireworks and Fantasmic, but may not ejoy the parades as much…
Give him all of your Fast Passes while you and DD watch a parade…
Here is my Super Tip of the Day! Another idea that he may think is fun… If there is a time where maybe DD9 is resting (or you are resting) he could go to Splash Mountain (or whichever ride he loves and this option is available on) and do the single rider option. All he would need to do is go to the line and approach the Cast Member at the head of the Fast Pass line and ask for a “Single Rider Pass”. He can then go right to the front of the line… Repeat… Repeat… He could try and set a record for how many times he rides his favorite attraction in a couple hours… I did this on Splash Mountain last month and it was FUN!