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Simon walked down the steps leading from her door with an unusual gait caused by the intense sting and throbbing pain he still felt acutely. Again, he was proud of having accepted her escalations, wondering what was next, but he was even more proud of all he had given her. He’d appreciated her new kinder approach and tried to show that to her each time he was given a chance. It all felt so right to him to be giving all he had with the promise of an increasingly severe spanking, the only return he could count on, and that suited him just fine.

He drove home with the pleasantly painful and delicious sting ever present, especially with bumps in the road. He wondered if she was right, that he’d need more than a couple of days to recover before he’d be able to take another spanking, and decided to be patient if that’s the way it worked out. Just being able to endure it again didn’t mean he could take all she wanted to give him, as well as the escalations they both wanted.

Monica was more than thrilled with the result of her different approach. She felt better about every aspect of her time with Simon and was relieved that she’d read the situation correctly and acted accordingly. Tonight, she could go to bed without a care, knowing that the next time with him would be even better. Having already planned some of it kept her from agonizing over details while she tried to sleep.

She still had some work to do that she’d held off on until she knew the result of their last meeting, and now she could get going with those plans with another shopping trip called for.

The main thing was setting up a room specifically for their play. She had three additional bedrooms in her large house, two as guest rooms, while the fourth stood empty. Shopping on Sunday, she bought a queen-size bed and frame that would be delivered on Tuesday. Wanting the furnishings to make the room’s purpose obvious but not as extreme as a dungeon, she got some dark purple bedsheets and slightly lighter paint for the walls. A set of blackout window blinds, black in color, would keep the room dark regardless of the time of day. An area rug with a suitable pattern of dark colors completed her vision for the room so far.

While out, she stopped by the adult store to check on something she’d ordered and was happy to find it would arrive at the store on Wednesday. She put off buying anything else there till her return that evening.

While she could afford to pay a painter, she was no stranger to DIY projects and would not likely get someone as quickly as she wanted. When she got home, she found her brushes, rollers, and roller tray in the garage to tackle the task that afternoon and was pleased with the result. After waiting a couple of hours for the paint to dry, she returned to hang the blinds and lay out the rug.

She liked the functionality of her vanity bench for several purposes, especially spanking, so she borrowed it for her new playroom, threw a dark towel over the inappropriate floral pattern, and added buying a new one to her list of future improvements. A sofa table from the garage and an old chrome torchiere lamp, which she put a red bulb in, completed the room until the bed and her adult store purchase were added.

She’d already decided to keep their Saturday appointment in order to build excitement over a longer time, regardless of whether his bottom was ready earlier or not. Expecting her new playroom to be fully functional by then added another reason to wait.

Seeing Simon in the hallway at work that week made her question her decision. More than once, she could feel herself getting wet thinking about his adorable face and talented tongue between her legs. On Tuesday morning, a call to the Help Desk brought him to her office, and while appreciating his restraint and sticking to the strict rules she’d laid out, she wished she could close the door and sit on his face on the floor like the first time.

The bed was delivered on time, necessitating a quick trip home to meet the delivery, and an email from the adult store on Wednesday morning confirmed the arrival of her purchase. She left on time, fighting rush hour traffic to get to Jack ‘n Jill.

“Monica!” Giovanna called out when she saw her.

“Hi, Gi! Have you looked at it?”

“Are you kidding? Of course we did! We wanted to be sure it worked the way you wanted, so we assembled it for you. Come take a look!” she said, leading Monica into their storage room. “You already know it took a while to find one with the adjustable legs the way you wanted them. Of course, they all have the adjustments for the one strapped to it, but this was the only one that allowed the front and back support legs to be adjusted separately. What do you think?”

“Well, it’s not exactly fine furniture,” she laughed, “but a spanking bench never is, is it? How do you adjust them?”

“You loosen this set knob, pull this lever and move the leg to where you want it. Release the lever, tighten the knob, and you’re all set. To fold it up for storage, just pull up on this spreader bar, and the legs fold up, but you must remove the knee and elbow rests first.”

Monica walked around the black padded bench, checking it for shipping damage, and even climbed on, though the rests hadn’t been mounted yet.

“Help me set it up?” she asked Gi.

“As long as you show me why you wanted a tilted bench!” she said eagerly and went to a nearby box to retrieve them.

“He’s only a little taller than I am, but he has longer legs, so maybe put them two holes below where my knees are falling?” They did the same for the elbow rests, and Monica got off. “Now for the tilt,” she said, standing at the head end. She placed her hand several inches below her crotch while Gi made that adjustment, also raising the tail end to Monica’s desired height.

“So?” Gi said expectantly.

“Get on!” Monica told her and demonstrated.

“Ooo!” Gi said, staring down at Monica’s crotch. “I’d be happy to volunteer for a trial run!”

They laughed together at Gi’s suggestion, Monica being fully aware of her bisexuality and wouldn’t be surprised if she was serious.

“Help me fold it up to put in my car?”

“What about the leg and elbow rests?”

“Leave them. I’m not folding it up for storage, just to make it fit in the back of my SUV,” she said before the two lifted the bench and carried it outside. Monica lifted the lighter-than-expected bench to load it into her car.

Gi just sighed as Monica drove off, having just gotten a teasing kiss of thanks on her lips, thinking, ‘I envy the lucky bastard she tries it out on!’ not immune to Monica’s sensual beauty. She wasn’t into spanking, but she’d certainly accept one for a taste between Monica’s thighs.

Monica managed to muscle the bench out of her car and into the bedroom, placing it in the right spot to be a threatening presence yet limiting Simon’s view of the rest of the room. She was happy with how the room turned out, and now she hoped the new outfit she had ordered would arrive before Saturday.

Surveying the room, she imagined all the fun things she’d do with Simon strapped on the bench, knowing he’d love it and would want to thank her profusely with that marvelous tongue in her slit. “Mmm!” she sighed to herself as images of him kneeling or lying beneath her while she covered his face with her slick secretions were making her panties in her tight, tailored slacks wetter with each passing second. She realized there was no way she could wait til Saturday for at least some of Simon’s pleasure.

Simon, I want to see you now!’ she texted, smiling at the almost immediate response.

Coming, Miss!’

She wouldn’t have him in her new playroom to save that surprise for Saturday. As an impromptu invitation, she wouldn’t even dress differently, having already decided how to get things started.

“Hello, Simon,” she greeted him at the door, noting his disappointed look because she was dressed as he’d seen her that day.

“Hello, Miss,” he replied as he walked in.

“Thank you for coming so quickly,” she said, her desire present in her tone as she circled him, standing in the center of the high-ceiled foyer.

“I was hoping you’d call before Saturday,” he admitted.

“Take all your clothes off, Simon!” she demanded, still circling like a predator with its prey.

He hesitated for a second and almost questioned her command, but quickly enough, he started disrobing. His eyes followed her as she continued her path around him, finding it both erotic and threatening, the former obvious when his underwear was the last to go.

“I see you still have some bruising left from last time. Does it hurt?” she asked curiously.

“Not really, Miss.”

“Well, I wasn’t planning to spank you tonight anyway, as I have some rather special plans for that cute butt of yours on Saturday. Now, come with me,” she said as she turned away and walked into the large living area they’d started in with the ‘Simon Says’ game last time, though this time, all the furniture was back in its usual positions.

He followed dutifully behind, admiring her sumptuous ass in her tight business slacks, but had to stop abruptly when she did, turning to face him.

“Take all my clothes off, Simon,” she said, noticing a quick smile passing over his face. “Let’s see how wet you can make me just by stripping me naked. You can touch anything you want with your hands only, except for my pussy. If I’m not dripping down my leg by the time you’re finished, you’ll be punished for it on Saturday!” she said, holding her arms away from her sides like a Barbie doll about to be stripped by a curious boy. “Now, Simon!” she prompted.

Accepting the challenge, he began with her shoes, to some the least sexy part of a woman’s body, but he knew they loved to have their feet coddled. He undid the strap on one and, putting a hand on her calf, signaled her to lift her foot.

She bent slightly to put her hands on his shoulders for balance. She figured he wasn’t aware that her panties were already damp when he arrived, but as he held her leg up with a light grip just above her ankle and slid the shoe off, she could feel that familiar twinge between her legs. She sighed aloud when he placed her foot on his bent knee and caressed it lovingly, lifting it for a massage from heel to toe lightly. After treating the other the same, he almost bent to kiss her delicate foot, remembering the restriction just in time.

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With her feet back on the floor, he slid his hands up the back of her calves inside her pant leg, squeezing them firmly but not hard. Several times, his hands stroked up and down, sometimes on both legs at the same time, and others concentrating on only one.

Rising up on his knees, his hands glided up the backs of her thighs to the exquisite ass he’d admired before, cupping and gently squeezing them as he might her tits. Her breath hitched when moving around front, his fingers grazed the bare flesh under her blouse. Down over her hips, back up to her tummy, and then down, cleverly avoiding her pussy though touching every square inch around it before slipping between her thighs, giving them a similar treatment as her calves.

He cautioned himself not to rush it, but he just had to see her panties. One finger deftly opened the button and zipper at her side and peeled the fabric down over her hips, leaving them inside out just below her crotch.

As it was just an ordinary workday, she hadn’t worn anything special, but to Simon, the baby blue bikinis were every bit as exciting as something more overtly sexy. He ran his hands over the back, feeling how little they covered her ass, while his eyes were transfixed by the sight of her already wet, magic triangle at the confluence of her thighs. The swollen labia were clearly visible, with their shape outlined by the tight panties and through the sheer fabric.

“Oh, please, Miss!?” he begged. “Let me kiss it?”

“Not yet, Simon,” she replied through labored breaths. “You still have a long way to go!” she added, predicting she’d be more than just wet if he kept this up.

He groaned in protest as his hands came from around back to tease her with fingers gliding all over her abdomen, ass, and thighs while avoiding her pussy seemed strange. He expanded his explorations to her bare thighs when he pulled her slacks down, leaving them puddled around her feet. He wanted so badly to kiss her silky thighs but stayed within the bounds of his assigned task with tender touches that got more insistent with time.

‘My God! Is there anything this boy isn’t good at?’ Monica thought to herself while savoring his titillating touch.

Standing, he put his hands on her shoulders, massaging them lightly, then moving up the back of her head to run his finger through her silken golden hair to her face, where the backs of his hands grazed her cheeks. She moved her head against them, so he turned them around to hold her stunning face in his hands.

Moving down, a sudden intake of breath accompanied the first touch of her tits, thrust forward into his massaging palms. All too soon, he abandoned them to slide down, one hand to her stomach, the other wrapping around her side as he slowly moved around back. He’d seen no means of opening her blouse from the front and, as tight as it was, correctly concluded the closure must be in the back. Fingers glided up her back to the button and zipper, easily opened, and then to the hem as it was drawn slowly up. Fingers touching bare flesh as it rose had her breathing deeply again as she held her arms up to assist in its removal, to be discarded on the floor.

“Oh God, Simon!” she finally spoke, expressing her lust for the first time when fingertips only skimmed from behind to her mons, allowing it as not out of bounds, and then up to her tits where he grabbed them firmly, squeezing and pinching as he pulled her back against his body. The sheer fabric of her panty-matching bra felt like it wasn’t even there, and she placed her hands over his to press them hard to her chest, squeezing even harder until he shook them off, telling her he didn’t need her help.

One hand returned behind to nimbly open the clasp and return to the front, where both hands held the bra in place. She shrugged the straps off her shoulders and leaned back against his bare chest as they fell draped over his hands.

“Ohhh!” she gasped when he let it fall to the floor, and his fingers touched lightly, but soon harder squeezes and painfully pinched nipples had her squirming in his arms with a climax sensed on the distant horizon.

With her audible appreciation now almost constant, his devilish hands slid down her abdomen and back to her hips as he knelt behind her. Her knees visibly quivered when his hands treated her fleshy buns as he had her tits, sculpting them like so much clay.

He decided to change his approach when it came to the last article of clothing left; her panties. Everything had been teasingly slow and careful, and she was expecting the same when his fingers slipped within the elastic.

“Oh, fuck!” she cried when he yanked them down swift and rough, quickly discarding them to join her slacks still around her ankles where she shook them off. Returning to her perfectly round mounds with a vague tan line, he molded them again within his fingers, fighting the overwhelming desire to bury his face in her cleft. He thought fleetingly about spanking her but assumed that would be going too far.

“Oh, my God!” she gasped repeatedly when a finger glided through the valley of her luscious cheeks, one after the other, returning to the top as they edged closer and closer to the clenching opening he didn’t need permission to touch and …

“Fuck! Fuck! Fuck!” she yelped as a finger teased and then pushed past the guarding muscles to his second knuckle. She was so close, yet she didn’t believe his skillful manipulation of her entire body could bring her all the way. She turned suddenly to face him, stepped forward, and mashed her pussy into his surprised face, crying “Eat me!” at an ever-increasing pitch, and as soon as he opened his mouth, jamming his tongue into her slit, she came.

Her thighs trembling with the orgasm and straining to support her, she tried to step away, but his hands on her hips pulled her back onto his face. With no subtlety at all, he took her desire literally; lips, tongue, and even teeth nibbling on the tender flesh. She was still feeling the waves of ecstatic bliss passing through her when she screamed, pulled away, and hosed Simon’s face with several streams of clear liquid.

Simon licked his lips to taste the slightly sweet juice as Monica stumbled backward to fall into a chair, gasping for breath with occasional ripples of pure pleasure still making their way through her ravaged body.

Simon walked on his knees to kneel between her still quivering thighs. He reached up to gently stroke her thighs, quieting them and getting as far as her hips; he thought briefly of licking her again but decided against it for the moment. Eventually, she opened her eyes to look at him with an exhausted smile.

“Jesus, Simon! That must have been some fucking college you went to!” she laughed, referring to the claim he’d once made about where he’d learned to please a woman with his tongue. “You deserve an Oscar for that performance; Best orgasm using only your hands!”

Simon smiled proudly, a profound pleasure at having given Monica so much. He could leave now, fully satisfied with that accomplishment, made all the sweeter with the angelic smile she bestowed on him.

“I know you’re still a little bruised, but would you like a spanking, Simon? Maybe light and playful over my knee?” she offered as a reward.

“No, Miss. I love giving you such joy! And besides, I can’t wait to see what special plans you have for Saturday. What I’d really like is to do it again?” he asked, grabbing her legs behind the knee and pulling her to the edge of the chair. He took her lack of resistance as approval and started with his fingers, two inside and one traversing her slit, her legs parting automatically.

She was well on her way with just his fingers, but when he leaned in to run his tongue up her slit to her little joystick, she was panting again and pushing her pussy into his face.

“Yes! Yes! Yes! Don’t stop, Simon,” she cried needlessly as he’d stay entrenched in her crotch for hours if she let him.

His tongue was a blur as it licked and flicked her clit, driving her over the precipice she’d seen coming, but still he didn’t stop. He loved having his face in her pussy while her body shook. He wanted to see how fast he could make her cum again, but when he started fingering her ass, she jumped up, rushed to the sofa, and roughly pushed the end table out of the way. A lamp crashed to the floor as she was laid over the sofa’s arm, much like Simon had for a spanking. She put her hands on the cushion and spread her legs.

“Fuck me, Simon! C’mon, fuck me!” she pled as the shocked young man suddenly jumped up and, aiming for her weeping pussy, slid in with one long push, jerking his hips for the last inch or two. “Oh God, yes! Fuck me!”

She was cumming again in less than a minute and climbing again a minute later as he pummeled her eager cunt. A noisy joining as the two shrieked and howled before another orgasm struck again, this time including Simon.

“No more!” she declared between panting breaths.

He remained inside her, and when his shrinking staff fell out, she slowly stood to fall into his arms. He held her quaking body while it calmed and pulled back to grasp her chin while kissing her with soft lips. The kiss grew more insistent until they had to stop to recover their breath.

“My God, Simon! What you do to me!” she whispered with her head on his shoulder again.

He couldn’t think of any response, as ‘You’re welcome!’ or ‘My pleasure’ just didn’t seem enough, so he held her with soothing hands on her back instead, the luxury of her naked body pressed to his enough for him.

Eventually, they calmed enough to part and walk naked to the foyer, where his clothes lay strewn on the floor. He dressed slowly, half hoping she’d stop him and want the pleasure of his tongue again.

“Thank you, Miss!” he said when fully dressed.

“No, thank YOU!” she said as she took him in his arms for a quick hug.

“See you Saturday!” he said happily when she let go.

“Yes, see you … oh! Wait! I forgot something!” she said as she hustled back to the room they’d just left, with Simon enjoying her bouncing boobs. “Here! I want you wearing this when you arrive Saturday!” she said, handing him another butt plug larger than the last one.

“Thank you, Miss,” he said, not wanting to spoil her fun by telling her he’d already bought one just as big, if not bigger, and had been ‘wearing’ it every night for an hour or two.

He opened the door and left.

--===<<<O>>>===--

She just couldn't wait another three days, and now they'll do it all again and more on Saturday! I hope you liked this continuation of 'Beautiful Boss.' I very much appreciate 'Likes', 'Favorites,' and comments if you feel so inclined and ...

THANKS FOR READING!!

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Written by 2bespanked
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