The hot cum filled his mouth and he withdrew from his gagged face... She leaned down to him "that was great, my little slut!.... now lets see if that other hole responds just as well!!"
his heart sank. he knew that this day would come sooner or later, but he NEVER thought it would be this soon.... his eyes looked at Her and pleaded with Her not to do it. he hoped that his pleas were making progress. Through his hood, he could see Mistress Heather giving Tom head to try to make Him hard once again. All he could do was continue kneeling there helpless wishing to rub his sore jaw from being spread on the ring gag.
They got up from the bed, Tom fully erect once again. he knew that the second time would take Him forever to cum. They walked towards him one on each side and picked him up off of the floor and set him on the bed, face down. The spreader bar was taken off of his ankles.... She leaned into him once again and asked if he was ready.... like an obedient slave, all he knew was to say yes... he nodded. There was more talking... he strained to hear but They were too quiet and things were muffled through the leather hood. It sounded like Tom was pleading with Mistress Heather and She was getting more and more upset...this was not good for him....
After a considerable amount of time, Mistress Heather conceded to Tom and they came back to him and took off the hood and removed the gag... it felt so good to be able to close his mouth again.... She whispered in his ear as he exercised his jaw "W/we are A/all going out and you are the group bitch!" as Tom handed him a very short skirt... She pushed him onto the bed and taped up his cock between his legs before it could harden... his arms still bound behind his back...
"First, We must shave him...β She squealed with delight... "Oh Tom, this is a VERY good idea.... he is going to look so beautiful!!" They skillfully shaved him from head to toe saving his head of hair.... they put on a garter with fishnet stockings... he could feel the shoes being placed on his feet and saw the padded bra being placed on him... he liked the size of the breasts... She sat over top of him with Her make-up bag by his head... She worked fast and furious with intense concentration, and then suddenly She leans back and looks with satisfaction.
They stand him up and put on a sexy top and that short skirt along with a long blonde wig. They take him to the mirror and he takes one look and instantly tries to get hard... he feels his cock struggling against the tape between his legs... he whispers.... "She is gorgeous!!" then realizes that it is his reflection speaking back to him... "If i may say so, Mistress Heather, You are VERY talented"....
"Shut up bitch!! you are not to speak until spoken to!" he nods knowing he was wrong....
She dangles the ring gag in front of him and then puts it in Her purse. Next She dangles the strap on and then places it on the dresser in front of him "We wonβt be needing that since we have a real one right here" as She pats Toms cock... She packs a collar and leash and a few restraints into Her purse and then looks at everyone "Let's go!"
They head out the door and down the stairs of Her home... and out to the car... there were a few people on the street looking at them... he felt as though they all recognized him. he was stuffed into the back seat of the car, the skirt riding way up and over... it was not a very graceful display... "Do NOT embarrass me slut" She whispered in a commanding tone "or else I will drag your sorry ass into the street and whip you there... understood cunt?"
he nodded... he knows he has to work harder to pass and to please Her... They drove down the street and across town... to the bad part... he had been here once before and saw some people... he assumes that is where they are headed tonight... The car stops and they get out... this time he is elegant and graceful in his exit... he stepped onto the street in the high heels and straightened up... She clipped a leash to his collar and gave it a quick tug...
"Let's go cunt... you have work to do", She barked... they walked together and up some stairs to a large door that creaked when opened.