A Butt Slut With A Sensitive Prostate

Milking a Butt Slut

I have known for a long time that Jack has an extremely sensitive prostate.  It’s what makes him my favorite butt slut!  The other morning, after sitting on his face and getting my day started right – Mistress ALWAYS cums first! – I teased him mercilessly right to the point of cumming. Edge after edge, after delicious edge.  I never tire of watching him squirm, and I know he loves it and me for doing it.  Anyway, with him on the edge, I reached over to our toy box and pulled out a prostate massager and asked him, after lubing it up, to put it in.

 An Unexpected Climax

I know how humiliating it is when I have him do things like this to himself, but he was so turned on and ready to please me that he took the curved piece and started fingering it like a delicate cock. I smiled. He wanted to do it and we both knew it. I stroked his very hard cock, head all shiny with precum.. I don’t remember him ever being that hard!  I then reached down, and spread some lube around his puckered hole and ordered him to put it in his ass.  I kept stroking him as it slid home – and as it slid up against his prostate, he groaned and shot a huge load all over his stomach!

 More Prostate Teasing

I was a bit disappointed, because I was really planning on teasing him for the rest of the day while he was plugged.  So I let him rest for the day, then had him take me to dinner and a movie (both of my choosing, of course!) with the massager in place. He was wearing very loose cotton pants and I keep him hard and on edge the whole night out. That evening, he pleased me like a man possessed and I promised to please him in the morning. I slid the prostate massager out of his ass and fell asleep with his hard cock nestled against me, my hand tantalizingly close to it.  I don’t know if the poor slut slept a wink, but in the morning, after I sat on his face again, I told him I’d stroke his cock until he came… if he lovingly slid the massager in his ass!