but I suspect that at least part of Phil's incontinance is because he's forced objects up his rectum in the past an not understood the difference between this is good and yikes this is bad. He want's to look like the life of the party in the past and he's got off to the idea of insertions...
That is pretty interesting idea, but I'd figure butt stuff would need some space. I don't rightly know how easy it'd be where Phil is currently residing to organize some private time without door to lock, unless he uses cheap motels for that purpose(hasn't there been speculation/information about that subject, besides the infamous begging for the figging?). Even then, as far as I know(and trust me, I'm no expert about stuffing things to your pooper) it really takes some repeated effort to actually cause any damage, not to mention to achieve a level where you literally cannot hold number two in. Not to mention that the issues related to the tissue around his butthole tearing would be an issue that require medical attention, and I don't think that with his hygiene level he could've recuperated from that kinda misdeeds. I think it's more of an issue of lifelong poor diet, really bad impulse/self control at any and all levels and inability to really exercise any control over anything(so in that regard he'd be like a kid who's used to wearing a diaper and is yet to be potty trained). Also why on earth we're talking about Phil's poophole?