Two separate videos where he inserts and jacks off til he cums. One a butt plug but calls it an "anal trainer" and another that's more close up using a vibrating prostate massager inside til he cums.
I will say these are the only two I have on OF from when I had first signed up and bought them at a lower price so there are probably more if you DM him and ask. The price tag on his vids is pretty nuts (anywhere from $20-$50 and sometimes you just get like a 5m fan service vid on the 'lower' end) -- I think he should just advertise himself as a findom personally. It'd make more sense lol