Wearing the SAME shirt
There are two ways you could interpret this request. The first way, which is how most of us would understand it, is to put both of these kids in identical shirts. The second way, which is much more hilarious, is putting them both in the same shirt.
By now, people already know what to expect when asking James to touch up their pictures. So, when James put them both in an XXXXXL shirt together, the brothers probably didn’t expect anything else. We wonder if James actually fulfills the requests of those writing to him but only uploads the funny edits.