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I'm a pumper, too -- and also not a physician.
In addition to Gale's recommendations, I wonder about some other things at the simpler end of questioning ;-)
Do you disconnect your son before his bath/swimming? If not, do try that; if your sets don't allow for a quick disconnect, check with your son's endo about trying that type.
My infusion sets almost never come out, but 100% of the time so far (9 years), it's been when I've pulled (YANKED!) on the pump inadvertently. It's just too much force for even reasonable adhesive to sustain.
Might it be feasible to apply an extra layer of Hypafix tape just for bathing/swimming. Here's what I picture, bear with me as I try to describe it in words. The basic idea is to put an additional protective layer on for water activities -- ensuring the new layer does NOT stick to the infusion site itself, but rather to the skin all around it ... Two "ingredients" needed: Hypafix tape (rolls are availalbe from med supply stores; last I bought it .. maybe $15. Lots of tape on the rool; it's the same kind of stuff that's used for our infusion sets) and sterile gauze.
Cut a length of Hypafix tape that's longer & wider than the infusion set taping. Cut a cotton gauze pad to comletely cover the infusion site (so the tape will stick to the gauze and not to the infusion set). Make sure that the gauze fully covers the set, but is also smaller than the Hypafix. Layer the Hypafix on top of the gauze.
An example for me:
My infusion sites are round, with about 1.5" diameter for the tape. I'd cut the gauze to match the shape of my site but probably 1.6" to be sure it's covered. Then, my Hypafix layer would be maybe 3" diameter or else two 3" long stips crossing each other to ensure the gauze & the infusion set are covered.
It took more words to describe this than to do it, but I hope it helps.