Need To Softly Cup A Pretty Boy's Cheek As He's Begging, Thumb Gently Brushing Against His Lips To Momentarily

You asked for permission once again to show your pathetic dicklet to the Basic White Bitch you met and I gave you permission.  She picked out some clothes for you to buy for her and told you to whip it out and fap away quickly while you gave her your opinion on the outfit.  She snapped some photos of you while you were hunched over, trying desperately not to cum and when you had to stop yourself you took out your phone and began texting. “What are you doing?” She said to you sternly. “I’m texting my Mistress and asking if I have permission to buy this for you.” You snapped a quick photo of her just as you were asked and sent it to me.  While she protested you quickly responded “She said I was allowed to as long as I took a photo of the receipt to send to her.  If I haven’t spent enough on you she is going to have me spend more.” You were surprised that I would allow you to interact with another woman, you thought I was supposed to be spending extra time dominating you on your vacation.  What you didn’t know is that I was, I just had to bring her into the picture first.  It is humiliating enough to have your manhood belittled directly, it is even more degrading when it is done so by proxy, when you can’t even look your Mistress in the eye when the orders are coming from her.

The sting of her thick leather belt never failed to get him back in line.