Yesterday was so empowering. So many years, dating guys that didn't appreciate or come close to satisfying her, she'd grown disgusted with sex altogether. But yesterday had made her feel great and so damn horny. Oh how she had wanted to have him inside her, fucking her to her very core. But that would only undermine her plans. No, he would work for that privilege. She wasn't going to make the mistake of giving too much too soon ever again. He had looked so hot and sexy, though. Time had done little to ruin his good looks.
I wonder if he'll show up again. But she had little reason to worry as Ryan was leaving his apartment, heading for the hotel as she sat daydreaming.
As he drove along, he realized he had remembered little from work that day, as he could not get Mistress Nora off his mind. He had gone home the night before, both satisfied and frustrated. As he stood in the bathroom, cleaning and storing his items, he had wondered why she hadn't shown him her face. Not that it mattered, he was so taken by her, he didn't care. But still he felt such a strong connection that he wanted to see her in person and in his dreams.
He reached the hotel and walked quickly to the desk, not even looking around this time. He retrieved an envelope and proceeded to the room. As he entered the room, he opened the envelope and read: Take off all your clothes, put on the mask and collar. Get down on all fours, facing the opposite direction as yesterday and place the stimulator into your asshole. You may suck on and lick it to get it wet so it will enter easily. It must be placed, as yesterday, fully inside you. Then wait for arrival quietly and obediently.
Though he licked and got the anal insert as wet as he could, it still hurt going in but he didn't care. He did as he was told and anxiously waited quietly for his Mistress.
This time, it was only moments before he heard the door. Again he heard a bag drop to the floor next to the bed. He waited but said nothing. "Good evening, my pet, are you happy I am home?"
"Yes, Mistress," he said excitedly.
"Good boy," she cooed, as she petted him on the head. "Now be a good pet and say hello to Mistress Celeste."
Mistress Celeste? What was going on? He knew not to ask and hesitantly said, "Hello, Mistress Celeste."
At that he heard a stern female voice address Mistress Nora, "hmmm, Mistress Nora, he is a fine specimen. Nice body, good sized cock, not big but not small either. You chose well for your first pet. But today we will find out if he is truly worthy and obedient, won't we?"
"Yes, Mistress Celeste, we certainly will," she said.
Again a fear crept up from his belly, as he was confused as to what was about to happen.
"Today, my pet, Mistress Celeste is your Mistress. You will do as you are told and be obedient. Not only will you receive punishment at her hands for your insubordinations, after she leaves I will punish you for embarrassing me. Do you understand, pet?" Mistress Nora quipped.
"Yes, Mistress, I understand." He said hesitantly.
"Good then," barked Mistress Celeste, as she walked up behind him and dropped something on the bed next to him. "I thought you said he was naughty, why that hard on he's starting is hardly a reason for a woman to stay awake. Perhaps, he is disappointed that he won't be at your hands Mistress Nora. Is that why you aren't cock ready, pet?"
"No Mistress Celeste."
"Well then," pondered Mistress Celeste, "perhaps we need to help you with that." He heard her rummaging through the bag on the bed then she stepped behind him and removed the stimulator from his rectum. Suddenly he felt rough hands prying his cheeks apart, as cold gel was squirted liberally on his tender hole. She roughly began rubbing it but he couldn't tell with what or anything about what she was using. Just as quickly as she began rubbing she inserted, what felt like a full sized cock into his asshole. Not entirely rough but uncomfortable and painful, nonetheless. A gasp of pain erupted from his mouth before he could stop himself. SLAP—he felt the flat surface of a paddle hit his ass with great force.
"Did I give you permission to make any sounds, pet?" Mistress Celeste demanded.
"No Mistress, you did not."
"Do not make that mistake again."
"Yes Mistress", he whispered, fighting back tears as he wondered what the hell he was doing there. He could just get up and leave but he didn't want to. He desperately wanted to please Mistress Nora. He wanted the rewards that she had to offer. He wanted her approval.
He had barely caught his breath when he felt something cold and metallic on his nipples. One then the other was tightened until pain shot through his chest and yet, he could feel himself becoming more and more aroused. How could that be? This woman was torturing him and yet his member was responding to the senses of pain and pleasure coursing through his body.
"Well, well, I see we are getting somewhere," stated Mistress Celeste.
Thank God, he thought, she sounds like she approves and we can move on to better things.
"On the bed on your back, pet, but don't let that dildo fall out." Mistress Celeste quipped.
Slowly, Ryan rose up, still blind to who was there and crawled onto the bed. As he was rolling over on his back, he felt the dildo begin to slip out. Before he could do anything, out it shot onto the mattress.
Mortified, he began to apologize but it was to no avail. Mistress Celeste grabbed the chain on his collar and swiftly flipped him over her leg. As he landed on her lap, he realized though soft and cuddly feeling under him, this woman had more strength than most men he knew. As she positioned him on her lap, his hard dick slipped between her thighs lightly touching her massive bush and he could feel her wetness against him. Though part of him was freaking out, the other part was getting more and more turned on.
SLAP, SLAP, SLAP...each one harder than the last, she administered his punishment with the wooden paddle soundly.
"Pet, you got your ass juices on my bed," and as Mistress Celeste returned him to the bed, she pushed his face into the mattress, "you will lick it up before we proceed."
"Yes Mistress," he panted and began licking where she placed his face. It smelled like his ass yet that didn't seem to bother him. How odd, he thought. The whole time he was licking he couldn't help but feel extremely conscious of the stinging of his ass. He could feel the heat radiating and yet it only served to make his cock grow harder than before. Knowing he was completely nude with his ass in the air and his face in the bed, he knew it had to be obvious. But where was Mistress Nora? Was she still in the room or had she left him with this Mistress? He trusted Mistress Nora but knew nothing of Mistress Celeste. He knew he had to trust that his Mistress would not allow harm to come to him so he would proceed as Mistress Nora had instructed.
"Good boy, now roll over onto your back and bring your knees to your chest." Mistress Celeste instructed.
He quickly did as he was told. Even though he was beginning to enjoy the spankings, they were getting harder and he feared that she would splinter the paddle into his ass if he pushed her. As he laid on his back, he could feel Mistress Celeste move into position kneeling just below his feet and ass. He hoped he didn't have to hold this position long. As that thought entered his mind, he felt the full force of the dildo being shoved deep into his ass. The pain was excruciating; she hadn't put any additional lube on it so only what little, if anything, that had been left on it when it escaped his ass, as she shoved it into him. He bit his lip not wanting to cry out and risk further punishment.
"You like that, don't you, my pet?" Mistress Nora whispered in his ear, startling him. He hadn't even heard her in the room nor known she had come to the side of the bed.
"Yes, Mistress, I do."
"Tell me you want Mistress Celeste to fuck your asshole."
Taking a deep breath, he did his best not to let his voice quiver, "Yes, please"
"Yes, what?"
"Yes, Mistress, I want Mistress Celeste to fuck my ass, please."
"Of course, you do, my pet," Mistress Nora purred into his ear.
As Mistress Nora began sucking and licking his ear, Mistress Celeste began sliding the dildo in and out of Ryan's tight asshole. At first it felt uncomfortable but as she continued, he began to reach a feeling that made his head swim and his groin grow hotter. As she pumped away at his ass with the dildo, he began gyrating as if trying to hump the air. He needed to cum so bad....he felt close to the edge with the hot lips of Misstress Nora now on his nipples protruding from the nipple clamps, he knew he wouldn't make it much longer.
Then as quickly as he began to reach his peak, Mistress Nora stopped and so did Mistress Celeste. She promptly pushed the dildo back into his ass and told him to put his legs flat on the bed.
"What the fuck" his mind was screaming. He had been on the verge of a glorious orgasm and now back to square one with his cock so hard he truly thought it would bust any moment. But he did as he was told, laying on his back panting and frustrated.
Just as he was catching his breath, Mistress Celeste squatted down over his face and told him to begin licking and sucking her pussy. He felt suffocated as her girth settled onto his face and he could already taste her juices seeping out. But he began sucking and licking, trying desperately to satisfy her quickly so he could breathe easy again.
"mmmm, now there's a good boy," she said in a throaty voice as she rocked back and forth across his mouth, "now you may slide two fingers into my pussy and fuck me with your fingers but don't stop sucking and licking. You will make me cum on your face then lick my pussy clean when you are done."
He could say nothing with his mouth full of her, but did as he was told, sliding two fingers into her hot wetness, making sure to keep licking and sucking as he moved rapidly in and out of her with his digits.
With a grunt and scream, she came all over his face and patiently waited as he licked her clean. As she moved herself from his face, she instructed him to get on his knees facing the door. This time he was extremely careful to keep the dildo in his ass, lest he give her another reason to punish him.
As he got into position, he could feel Mistress Celeste lay in front of him and place her knees on either side of his hips.
"You may remove your mask, pet" she said.
