Fist-stretching for My huge cock

Today is all about stretching my chattel's man-pussy. i know this is a trained sissy slut, but i want to fuck him with one of my biggest strap-on cocks and i must make sure his asshole can take it. i will open him up with my hands, inserting more and more fingers until my whole hand goes in. that's my boy! after a bit of intense fist-fucking, it's time to see if my cock will fit. i'm sure it will, after i stretched him so well...