Zach began to feel pressure then a sharp pain as the needle pushed thru his tender skin. Zach gasped and bit his lip although the pain wasn't as bad as he had thought and he breathed a sigh of relief.
The piercer then pushed thru the bead-ring working it a bit to stretch the hole to the recommended size. Zach again bit his lip almost crying out as the pain in his cock heightened. This was worse than the actual piercing and he panted for the few seconds that the man worked the ring. Then it was done.
"There, Lady Helene," then man said. "How do you like that?"
Zach lifted his head a bit to see the silver ring that proclaimed to all that he was Mistress' property and his heart swelled with pride and happiness.
"Yes, yes," his Mistress sighed looking with delight at the shiny new ring. "it makes My cock even more beautiful. Now for the other please get on with it. I have other things to do before the night is over." And She shivered with anticipation at the thought of Her cock with its new ring pressing against Her g-spot. Her pussy throbbed again and She moved to the head of the table. Bending down She kissed zach gently and moaned into his mouth.
The piercer had already cleaned and marked the spot where he knew Lady Helene wanted the second ring and as he pinched the skin to insert the needle, zach was drowning in his Mistress's kiss. Zach felt the sting and then the insertion of the bead-ring as the man stretched the hole to the right size, his body tensed and he groaned softly against his Mistress' lips.
Helene broke the kiss and moved toward the toy table, picked up Her strap on and slid into it gracefully. She then picked one of the larger sized cocks She had purchased especially for this occasion. At 10 inches long and 8 inches at it's widest with all the ribs and veins to drive him wild with excitement She knew he would be screaming his pleasure and She smiled as She slipped it into the waiting hole in Her strap-on before tightening the straps. Adjusting Her specially made midnight blue chiffon skirt so that the cock with soft pliable balls jutted obscenely from between the soft folds She turned back to the piercer who was gathering up the used paraphernalia.
"Oh, that's a nice one, my Lady, but are you sure it will fit in his small ass?" He asked with a laugh.
"Yes, I'm quite sure it will but if you would like to stretch his asshole for me then be my guest." She smiled back at him.
"Thank you, my Lady; I would be honored to stretch your slut's asshole." And he spread zach's cheeks wider. "Oh yeah, this is one nice ass. I wouldn't mind fucking it myself." He mused as he placed his still gloved finger on the wrinkled rosebud and roughly pushed into it, moving in and out quickly until his finger was buried in zach's anus to the hilt.
zach whimpered and begged. "Please Mistress." As the tears rolled down his cheeks. A Man finger fucking his ass! The thought made zach sob in complete mortification.
The man moved his finger around finding zach's prostrate and massaged it making zach's cock throb uncontrollably. "Oh yeah, this is one tight ass. And hot." The piercer told Her moving his finger in and out brushing the prostrate each time. Zach on the edge of cuming tried to think about anything that would take his mind off the pleasure that he was receiving from this stranger because he knew if he came without Her permission he would suffer the direst consequences.
"Hush slut," She snapped, "you know you love it. Admit it. And remember you are taking all this for me, because it pleases me to allow anyone I choose to fondle and fuck you any time I choose."
zach looked up into Her eyes, 'Yes Mistress, I am your toy to do with as you see fit. I love you and want to please you, always." He panted his hips thrusting as the man finger fucked him.
"Oh yeah," the man commented as he moved his finger in and out of zach's pulsing ass, "He is really tight, I think I will need to use another finger, if I may, Lady Helene?" and at Her nod he slid another finger in roughly making the pain slice through zach. In and out, in and out, hard, strong, rough, making Zach pant and sob as tears of shame, frustration, pleasure and pain ran down his face.
She leaned over him kissing the tears away, licking them from his cheeks. "Suffer for me, pet." She whispered. "You love it all and you would cum if I let you, wouldn't you, my slutboy?
"Yes, Mistress." Zach groaned his cheeks red with shame and desire. "Your nasty slutboy needs to cum, please."
"No my sweet. We are not done yet; you will have to wait a bit longer. But soon, it will be soon." She laughed then turned to the man. "Alright that's enough. I think you have stretched him to accommodate my hard cock. I let you have your fun, now it is my turn." She snapped Hr fingers imperiously as She moved closer to where zach lay moaning in ecstasy.
The man chuckled and gave him one more hard thrust before sliding his fingers from zach's sore anus. "Yes ma'am and thank you, the pleasure was all mine. Sure would love to fuck that ass though. Oh well guess I'll head home and fuck my wife. She loves a good ass fucking." He moved to his bag removing the gloves and stowing them away then picking up the bag he headed toward the door. "Have an enjoyable evening and I will leave the care sheet with you, My Lady. If you let him cum make sure it is cleaned well. Don't want to get an infection in that nice fat cock." He grinned back at zach with a raised eyebrow. Mistress Helene ushered him out the door and zach heard the door close and lock then all was quiet. He wondered where She was and he shivered in anticipation once more as he contemplated what else was in store.