Here's the dilation schedule from one doctor, Dr Chettawut.
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Note that a) dilation is pretty much a second job. OK he's probably covering his back so that if a tranny comes back with any problems, or should that be when the tranny comes back with the first of what will be many problems, he can point to that impossible schedule and say "your fault for not dilating enough", and b) the green lump of plastic is the starter one and shouldn't be needed after the first two months. I wish I didn't know stuff like this, but if I do then surely so do all the post-op trannies, and they won't be impressed that he can only get the green one in and not even all the way.
And if the inverted cock doesn't work, and the gut lining mixed with zombie flesh doesn't work, what other random bits of flesh can they use to line man-cave number three? I wonder if anyone's tried using arm flesh in an inverted rot-dog sort of way. Having the skeletal arm remnant scar might be Kevin's best chance of passing, at least as an unfortunately manly FTM.