He had been tied up in the basement for hours. Bent over, his ass in the air, he felt certain he was in for another epic session with Mistress' canes, and though he dreaded it, he equally knew he would love it so much. She had such a hold over him. He never knew he could submit so easily, but She had conquered him completely. A normally quiet man, yet powerful in most relationships, She had tamed him, made him her boy, treated him like a child, belittled him, humiliated him, and he loved Her for it.
He had no clue how wrong he was about how today was going to go. As he heard the click of Her heels on the stairs at long last, he knew it wouldn't be long before he found out. As She stepped into the room, and flicked on the lights, he blinked, eyes adjusting and seeing Her, his eyes widened as he drunk in the sight of Her beauty. Tall, elegant, Her hair was tied back today. She wore the corset She had worn that first night She had whipped him and made him Hers, the tall, knee high patent-leather boots that he had spent many hours polishing with his tongue. Then his eyes widened even more, threatening to pop out of their sockets as he finally saw what dangled between Her perfect thighs.
It looked huge to him, thick, veiny, black and long - oh Goddess, how long it looked. She walked toward him with that knowing smirk on Her beautiful face, She could smell his fear and he knew that aroused Her. Stopping when the tip of the large phallus touched his lips, She casually lit a cigarette and looked down at him.
They had discussed strap on play before, he was nervous about it having never so much as had a finger inside him before. He should have known something was up when She insisted on the enema's earlier that day - She said it was for health reasons, and likely that was part of the motivation, but somehow he realized that this was the primary purpose of his "cleansing."
"It is time, my pet. Time for you to truly become Mine. My total slut." Her voice cut through his reverie as Her exhaled smoke bathed his face in a cloud, dizzying him as it always did when She smoked. One of the reasons it had been so easy for Her to capture him.
"Will...it...fit...Mistress?" His voice was shaky, nervous, another thing that aroused Her.
As she slipped the gag in his mouth She calmly spoke, "Of course it will fit, pet, I will make sure of that, and oh, how deliciously you will scream for me., even behind the gag"
As the gag cut off his ability to effectively form words, She moved around behind him, and began to lube his hole. he felt the cold gel being liberally applied, and then pushed into his hole, Her fingers felt huge as the pressure was applied. She simply said, "Relax, my pet, You are in my hands, and You are safe. But you will take this, all of it, and You will make sure I have a good fuck out of you."
As a second, then a third finger was added to his hole, he began to moan softly from behind the gag, in pain to be sure, it did hurt, a lot. He was a virgin and She was going to make sure that the loss of his "cherry" was very memorable.
Soon, the fingers left his whole and he relaxed, his eyes closed and he breathed deeply through his nose. His eyes widened again as he felt the thick tip of Her "cock" pressing insistently to his hole. A slight shove, and it was inside. HIs rectum embracing it. She shoved a couple more times...and his eyes clenched shut, fighting the pain, fighting the urge to tense up, trying his best to stay relaxed. Then...he felt Her fingers dig into his flesh, her nails biting into him, as She thrust hard, savage, brutal, burying the entire length of the dildo into his ass.
That is when he screamed. His back arching as much as it could from the bindings, his knuckles white as he gripped the bar they were bound to, eyes wide ,nostrils flared, the scream was barely muffled by the gag, it was long, and went until he exhausted his lungs and had to refill them.
In the silence as he took a breath, She spoke, "And now, my little bitch...time to become a true cock slut for Me."
Then it began, wild, grinding thrusts, Her hips meeting his ass in a symphony of pain and humiliation. Her riding crop She had grabbed just prior to thrusting into him, begin to strike his body - his ass, his back, his shoulder, the blows were as relentless as the thrusts, over and over.
He felt it, or thought he did, the moment the first orgasm hit Her...He heard her cry out in ecstasy, recognized that sound, felt the vibrations of Her body through the dildo invading his ass, felt her nails dig into him harder, deeper, breaking the skin. She had cum from fucking him with that massive dildo. She had cum from his pain, from his humiliation. Then he felt it as She continued to grind the dildo inside him, slower now, Her passion spent, but he felt it. He was so close.
Just keep going he prayed in his mind, God please Mistress, harder, he inwardly begged, the gag thick enough to prevent him from even mumbling the words. His nostrils flared as he tried his best to push back, to get Her to fuck him as She was before She came.
"My, my pet, you have become eager for My cock haven't you?" She laughed in that musical way, and then cruelly yanked the dildo out of him. Walking back around in front of him, She lit another cigarette and took the gag out of his mouth, exhaling a thick cloud into his face. "Did you need something, bitch?"
He gasped and looked up at Her, standing so close, he could feel the tip of the slick dildo under his chin and he whispered, "p...please, Mistress...p..please keep fucking me?"
"Why ever would I do that, bitch? I have got what I wanted out of your ass?" Her voice still had that amused tone. "Why, bitch, why do you want me to keep fucking you?"
"I...I was...so...so close Mistress...i...i felt like i was about to ...about to..."
"About to what, bitch? Come on, what? Cum? You are caged, who in the world were you going to cum?"
"i..i don't know Mistress, but...but it felt like it...it truly did, please???" He begged, he pled, he didn't understand what was happening to him, but he knew he wanted it. Needed it. Needed Her to drive him over the edge.
