Anal Training and Cumming in Chastity

This young inexperienced sub has somehow found his way into My hands and needs to be prepared in everyway possible for the future that lies ahead of him. Starting with his anal training. He's only felt the wrath of My strap-on a few times before now and locked away in chastity, this is a sensation overload for his poor inexperienced body, prostate swollen he cannot help but unleash a stream of disgusting slavecum all over himself as Miss Diana works her slender fingers inside of him. Then again after she has thrusted her cock deep inside his ass. Much more training needed for this boy....