They had been teasing and playing online previous to this meeting and the last time they played he had cum without permission and then freaked out and hastily left without explanation.
He knew that she must be really mad at him and that his behavior had been unacceptable. It took a few days before she had answered his messages and he had been worried that she might not want to see him again. When she had finally answered his texts it was short and to the point, “Wait for me Thursday 8 p.m.”
And now here he was at her feet, looking up into her eyes and wishing she would speak. She was still wearing her trench coat so all he could make out of her outfit were the black nylons and black pumps she wore. Her facial expression was blank and his heart was racing with expectation and apprehension.
“Clothes off,” she commanded.
He was quick to comply as he pulled his t-shirt over his head and tossed it to the side, then he got up and pushed both his jeans and boxers down kicking them off his bare feet.
He stood in front of her naked and looking down and she circled him slowly, her heels clicking on the floor. She took in the sight of his rigid cock and the way he was trembling slightly under her scrutiny. She stopped to pinch his ass and give it a loud spank that reverberated through the otherwise silent room.
“Thank you, miss,” he said in the manner she had taught him long ago.
Standing behind him she grabbed a hair and pulled his head back hard, “Who owns you, bitch?” she whispered in his ear as she held him in the uncomfortable position.
“You do, mistress,” he whimpered in reply.
“Then who the hell gave you permission to behave the way you did, bitch?” she yanked his hair harder and he stumbled back and landed on his ass as she stepped back.
“No one miss. I was a very bad slut, miss,” he pleaded.
“I see,” she said as she moved to stand in front of him and put the spike of her heel on his balls, applying pressure, “And what do bad sluts get?” she smiled sweetly down at him.
He gulped hard, her heel was causing him pain and her smile was making him worry. She was so composed and that mock-sweet smile was a telltale sign of her anger.
“Answer me, slut,” she dug her heel in harder and he winced.
“Punished mistress, bad sluts get punished,” there was a tremor in his voice as he answered.
“That’s right- bad sluts get punished,” she said sweetly as she bent down and slapped him open handedly across the face, hard.
He yelped and his hand went up to his cheek instinctively, “Thank you, miss,” he said through the stinging of his face. Annoying her more was definitely not a good idea and so he would just have to take anything she gave him and thank her for it until his punishment had been spent. She could be cruel but she could also be truly sweet afterwards and so it was worth it, especially since the pain did nothing to lessen his erection.
She pulled him up by his hair again and led him after her to his dining table.
“Bend over the table slut and wait for me,” she said curtly.
“Yes miss,” he complied and watched her walk back to the entrance door.
She slowly took off her trench, knowing very well that he was watching her, to reveal her chosen attire for the evening. His breath hitched in his throat as he took in her stockings, garter belt, half transparent corset and bare pussy- no panties. She hung her coat up neatly and retrieved her bag from where she had put it down upon entering his flat. He watched her walk back towards him with her bag and correctly assumed that she had brought along some toys that she planned on using on him.
“How large is the biggest toy you’ve had up that greedy ass of yours, slut?”
She was standing so close to him and his face was level with her bare pussy, his eyes riveted to it.
“Usually about 7 inches, miss. I’ve had 9 inches once miss but that hurt too much,” he answered as he licked his lips, the scent of her cunt making his mouth water.
“Well in that case you’re not going to have a problem with this,” she said as she bent over and extracted a nine inch, ribbed, black silicone strapon.
“Oh fuck!” he exclaimed before he could stop himself.
“Having doubts, slut? Want me to stop and go home, and you can continue stroking your cock alone?” she asked severely.
“No! Please don’t go mistress, please don’t leave me alone. I’ll do anything for you to fuck me with your new toy… please mistress…” he almost whined as he said the words.
“That much more like it bitch,” she said as her palm landed on his ass cheek with force, making him jump. “But before you get the privilege of me fucking that hungry ass of yours, you’re going to take some punishment,” and with that she bent down and extracted a paddle from her bag.
“Yes miss, thank you,” he shuddered as she gave him an experimental hit with the paddle.
She put on the strapon, took out some lube from the bag, and moved to stand behind him; she positioned the toy so that it poked against his crack lightly as she took hold of the paddle. His cock was rock hard and leaking, his knees trembling slightly as he waited for her to begin. The slight poking against his ass kept his mind focused on what was to come.
The first few swats of the paddle were rather light and only served to pinken his ass cheeks; very quickly though the swats increased in intensity and he couldn’t hold back from yelping in pain.
“Do you like that, slut?” she asked after a particularly hard swat.
“Yes I do miss, thank you, miss,” he answered through gritted teeth and he wasn’t lying- the copious amount of precum leaking from his dick was a proof to that.
“Mmmm that’s good my slut,” she whispered in his ear, leaning over him and running her fingernails over the bruised skin of his ass cheeks, “because I really enjoy seeing your ass turn red for me.”
Fuck! The knowledge that she was enjoying him was addictive to him. He was willing to take a lot more knowing it was turning her on.
She returned to abusing his now very tender ass cheeks. Her swats were even harder and he was screaming when suddenly she stopped and he felt cooling lube being applied on his raw skin. She was slowly massaging it into his skin in circular motions and he moaned and cooed appreciatively.
After a few minutes he felt the lube applied to his ass hole and he caught his breath, waiting to feel the pressure of her penetrating him.
“You did good, my slut,” she told him as she first pushed a finger into him to prepare him for what was to happen next, “and now you’re going to have your tight little ass stretched.”
“Oh yes miss, thank you so much,” he cooed and pushed his hips back onto her invading finger, which was causing him so much pleasure already.
She pulled her finger out and placed the tip of the huge silicone cock at his entrance, applying steady pleasure. Slowly but surely his muscle started opening up to welcome the intruder. His mouth gaped open in a continuous moan and his head lolled as she pushed in deeper and deeper. It hurt but the pain was tinged with pleasure.
He felt as though it took forever until she finally bottomed up and the huge cock filled him so completely.
“How does it feel, slut?” she asked as she let him adjust and relax his muscles around the toy.
“It’s so big miss, I feel like it’s trying to split me but it’s so good at the same time.”
Her arm circled his body and her fingers closed around his cock, making him jerk his hips forward into her hand.
“Such an eager slut, aren’t you?” she laughed and gripped his hard member tighter.
“Yes I am, miss. Please miss can you fuck your eager slut?” he begged, desperate to feel the pleasure.
She started moving in and out of him, going slow but deep, each time pulling out almost completely before pushing back in up to the hilt. She was stretching him and building up a rhythm.
One of her hands was holding his hip while the other went to his hair, pulling his head back and making him arch his back, helping her fuck him harder and faster. His ass was stretched to the limit as she pumped her hips in and out.
“Start jerking off now slut, and don’t you dare cum,” she ordered.
He wrapped his fingers around his cock, which leaked precum copiously, and slowly teased himself while she kept fucking him in strong strokes. His body felt over sensitized, every sense heightened and every nerve on edge.
“Mmmm you look so good like this my slut,” she growled as her hips moved even faster.
“Ahhh!! Thank you miss,” he moaned excitedly, happy to be complimented by her.
After a few more minutes of being fucked while he jerked his cock and he felt like he couldn’t take anymore, he was afraid he’d cum any second.
“Mistress please, I need to cum so much,” he begged, hoping she would let him.
“Not yet slut, I have other plans for you,” she said as she gave his bruised ass a hard slap that made him recoil.
He gritted his teeth and willed himself to not cum, to not piss her off again when suddenly he felt that his ass was empty and she wasn’t standing close to him anymore.
“Straighten up and stop jerking slut,” she ordered.
He obeyed her but his mind was reeling- was she not going to let him cum at all? Was he going to have the most painful case of blue balls ever?
She stepped in front of him and wrapped her hand around his aching cock. He twitched in her hand a drop of cum leaked out of his tip.
“Go sit down on the sofa,” she let go of his cock and pointed to where she wanted him to be.
With his ass so red and raw sitting down hurt and he winced as he did as he was told. He watched as she removed the strapon and put it aside. She walked over to him, standing so close as her hand slipped between her thighs, two fingers delving deep with a wet squelching sound. She fingered herself as he watched in awe, his mouth watering.
When she pulled her fingers out, they were covered in so much juices that he couldn’t help himself.
“Can I please have a taste miss?” he asked timidly.
She didn’t say a word as she forcefully shoved both fingers into his mouth. He closed his lips around her fingers and sucked eagerly, making loud slurping sounds that he knew pleased her.
She pulled her fingers out of his mouth and leaned down, kissing him forcefully, her tongue invading his mouth and her teeth pulling on his lip as she withdrew.
“You’ve had enough punishment for now and you are in for a treat my slut,” she said as she looked into his eyes.
“Ohhhh thank you so much miss,” he answered with anticipation.
She swung one leg over him and her hand gripped his cock as she guided him inside her wet cunt. He was so surprised that he froze on the spot- she had never before allowed him the pleasure of her pussy.
“Don’t dare cum before I tell you to,” she said with warning.
“I won’t miss, I’ll be a good slut for miss,” he breathed excitedly.
She was so wet and tight around his cock that he knew holding back would not be easy, but he would have to do it at all cost. She started moving on top of him, grinding her hips and moaning with pleasure as his cock filled her. He watched her moving on top of him, her breasts swaying, her face showing her pleasure; she was so beautiful and sexy and he could not believe that this was actually happening, especially after the way he had behaved.
“Oh god mistress, you are so wet and tight,” he moaned as her pace increased on top of him.
Her hand was teasing her hard nipples and she knew she was close to her orgasm, his cock bringing her to the edge.
“Finger on my clit now!” she growled the order.
His hand immediately went between their bodies. He rubbed her sensitive clit over and over as she writhed on top of him.
“Fuck slut, that’s so good,” she groaned as his fingers and cock were making her unravel.
“Thank you miss… thank you…” he moaned as his fingers sped up. He felt she was close and he wanted to feel her cumming around his cock.
“Who owns you bitch?” her eyes suddenly locked on his.
“You miss! You own me!”
“Cum now! She breathed as her orgasm crashed over her body.
“Argggghhhhh…” he screamed out his release as her pussy milked his pulsing cock.
He felt like he was shooting out molten lava as his cock kept emptying into her clenching flesh.
When her orgasm subsided she lifted off him and his cum spilled out of her cunt onto his lap.
“Clean me up and then go kneel at the door, I have friends coming over here soon and you need to be ready, slut.”
