You need to get fatter and fatter dildos to peg him with, and then when he least expects it, give him a good hard and deep fisting... Really show him who's the boss.
Everything is fine. But there is a remark. The toy should go in completely. Otherwise, why take a size that you can't accept? I easily accept all my toys completely with my bottomless cunt (there is a video)
It's awesome to see the extent to which a male can be adapted to suit the whims of a sufficiently determined woman. She must have been working on him for a long time to get him to this stage, which is kinda hot to contemplate!!