What a great Mom you are!  I will put my thinking cap on and come up with a constructive suggestion for you re:  how your son can carry his meds without drawing much or any attention. 

One thought:  in my adult life, I carry a shoulder bag/soft briefcase in which I stash my hydrocortison and Solu-Cortef.  Carrying a bag like this is the norm in my business.  The same is true for backpacks and/or fanny packs for kids.  There are all kinds of cool packs that kids carry around -- and your son could pick one out that he thinks is good for him (ie. his "image") , and carry it around with him like it’s part of his "attitude".   This obviously only works if you find a bag or pack he truly likes.

It’s just the first thought off the top of my head.  It’s my honor to be part of your working solutions.  Hope you’re having a great weekend --

Warmly, Eric