The Birthday button is SO worth it and heck.. it's free... no harm in him wearing it!
We've restarted the tradition of going to Disney on my Birthday (9/11) and last year had an absolute blast. I wore my button on the 9th, 10th, and 11th.. yes I admitt I cheated. Anywhere I went... I got a Happy Birthday from CMs, guests, ride attendants, etc. There were extra details everywhere, especially during our meal times in which our reservation didn't even state we were there for a birthday. I got confetti and a card at Crystal Palace, Ice Cream sundae at Mama Melrose, and a bithday cup cake at Cape May Cafe. CMs went out of their way to embarass me about it... disney characters pointed it out during photos; it was such a personal/amazing experience. As an adult, you definately loose that "birthday magic"... but at Disney... I was a kid again!
The resort did nothing for us (we didn't expect anything) and during our my actual birthday dinner, in which it stated that we were celebrating, we got nothing, not even the ice cream sundae like the waitress mentioned to my mom when we were seated.
On my birthday, I got back to the room to find that my bf had sent me flowers from disney flourist (amazing) with birthday balloons, similar to what another poster had shown in her picture. They were amazing... but pricey... gotta love men!
We considered doing a cake at several meals, but there was no way we would have the room being on the
DDP. I'm considering it this trip though. You can use the cake hotline for sure and I know they do rest. delivery as well as resort.
Don't let past events get in the way! I've learned that with Disney, the best thing to do is never expect a thing. I wanted a button for my scrapbook (got it after we checked in) and it was a suttle way to show of my special day. I wasn't expecting desserts or any special treatment... but guess I just got lucky. Even had just one of those things happened... I would have been thrilled, and no matter what, I was in Disney for my Birthday... ya just can't be that! I think your right on the money, don't "wait" for Disney, make sure you take the steps to ensure a great birthday! Anything in addition, is that much more special!