Yes

Looking down at Tyler who can do nothing but look up at you with most utterly pathetic look on his face as he awaits your answer of whether he will be allowed to cum. You can’t help but feel satisfaction at how far you’ve reduced this once cocky arrogant jock. Reasoning that he was able to provide you with absolutely stellar orgasms it should only be fitting that he be allowed at least one. Of course this also presents further opportunity to enhance and solidify another of his roles as your shrimp dick ****.

“Seeing as how you did provide me with truly exceptional orgasms I have decided that I will allow you to cum for me though there are certain conditions. Firstly if I tell you to stop than you will do so with complaining. Secondly I will be fully clothed as though you did well in pleasing me you haven’t earned the right to pleasure yourself while looking at my naked body. Lastly and this is truly my favorite conditions for all my little dick **** boys. When you cum I want to you to do so on my feet and after you’ve shot your load I want you to lick up the mess without any complaints. If you refuse to meet this condition than you will be severely punished Tyler and I can guranted you’re much better off eating that filth like a good boy.”

Once again appraising Tyler after having laid out demands you know he won’t refuse as his need to cum out weighs the embarrassment he must be feeling. Though not waiting for him to accept or deny these conditions you star getting dressed, intentionally neglecting to on your thong, not really caring about his pleasure. Once fully dressed again you notice that Tyler has crawled closer towards you with a look of subservience on his face.

“Mistress Heart, may I please start stroking?”

“Yes of course, though do make this quick as I’d like to go home.”

After granting Tyler permission to stroke you notice that he greedily starts without any further hesitation. The sight of him taking his little dick in hand amuses you as the thing fully disappears in his hand. Your leaning against your desk as with your foot began reaching over catching drops of pre-cum on your heels.

“Oh my Tyler your just leaking out all this pre-cum, good thing I caught it with my heels. After all I wouldn’t want it to go to waste so do Mistress a favor and clean up the mess. Since might as well get used to that salty taste anyways right ****?”

“Yes Mistress, of course Mistress.”

Lifting your foot up to Tyler’s face instantly he takes your foot in his free hand pulling it towards his mouth proceeding to lick up the drops of pre-cum.

“That’s it my little dick **** lick up all that filth for me. Enjoy the feeling as it goes down your throat. Are you close to cumming yet? After all I’d much rather you lick it off my foot than the floor Tyler.”

“Ohh, yes Mistress I’m so close!”

Not wanting to take away from Tyler’s submission you move your foot directly underneath his cock ready to catch his cum.

“That’s it come on stroke that little dick for Mistress, I want you to cum for me. Confirm your submission to your Mistress, Tyler. Be a good boy yes that’s it do it cum!”

With a final satisfied moan Tyler releases quite a substantial amount of cum that all lands on your heels though some did manage to get on your shin and ankle.

“Alright BitchBoy you know what to do with that mess.”

Staring at the load that he has left on you no doubt internally struggling with the notion of eating his own cum. You wonder whether his submission has been fully cemented or if he still needs more work.