Unlikely Ally – Better And Better – Pt. 3

"Sean and Kylie almost achieve their ultimate shared goal, only to be interrupted by the arrival of their parents."

Font Size

They were both in bed when their parents returned, still excited beyond belief at how the night had gone, yet wishing they were in bed together. Another day and a half would have to pass before they could do it again, but would the next time be different in that respect? Neither had voiced a desire for something else after the spanking, yet despite the spankee reaching a climax, the other was left wanting it, too.

But what was ‘it’ they wanted? When thoughts of coupling in bed intruded, they tried to suppress them, accepting it as taboo. Consideration for oral sex seemed less objectionable now they’d come this far. Each had thought first of giving to the other before accepting it for themselves, but like marijuana was considered a gateway to harder drugs, was oral sex a gateway to intercourse? Though they tried to convince themselves otherwise, both knew from personal experience it was, and their familial relationship made it undoubtedly incestuous.

Sunday found them both mostly consumed with schoolwork, but there were still smiles and lascivious looks in abundance, with memories of the spankings. Only when they were lying in bed did the thoughts of the extracurricular activities afterward return, though neither fell asleep, having arrived at a resolution.

Monday’s classes came and went, consuming all their time until they left for home, Sean about a half hour ahead of Kylie. He used the extra time to make some minor preparations that included laying out the hairbrush and the little round paddle on his bed and dressing only in a pair of his sexy briefs, the tightness of which displayed his cock to its best advantage. His agitation amped up when he heard her walking around upstairs and stopping in her bedroom; he hoped she, too, was dressing for the occasion.

“Oh my God, Kylie!” he cried when she stepped into his room, letting a short, black robe fall to the floor under which she wore nothing but a pair of tiny, pink panties. “You look … delicious!” he said, wishing he could actually taste her. Staring at her tits, he could see her arousal in the swelling of her nipples.

“You look pretty tasty, yourself!” she said honestly, picking up on his salacious suggestion and making one of her own. “Are you going to spank me, sir?” she asked, abandoning the ‘daddy’ scenario from last time.

“Is that what you want, young lady? Hm? Do you want to be taken over my knee and spanked on that perfect little bottom of yours?”

“Yes, sir,” she said calmly, took his proffered hand, and let him guide her to his side where, with gentle encouragement from his hand on her back, she lay across his knees.

She liked having her torso lying on the bed beside him rather than dangling from his lap in the chair. She sighed her appreciation of his hands stroking her tingling cheeks but yelped in surprise when, a minute later, the first of many spanks fell.

She didn’t know by a count but could easily tell he spanked her for a considerably longer time, realizing his playful warmup left her prepared to take more. Having her panties taken down shortly after was every bit as exciting as last time, more so when his fingers strayed into her slippery wet slit. She also lost track of how often he paused because each rest was better than the last as his fingers roamed further.

“Are you okay, young lady?” he asked when he felt she’d had enough of his bare hand.

“Yes, sir. Are you going to paddle me now?” she asked humbly, wanting very much to feel at least the leather side of that little paddle and waiting to see if she wanted him to turn it over or not.

“Is that what you want? What you need?” he asked, noting how much sexier the conversation was this time.

“Yes, please. I might like to feel the leather of that little paddle on my hiney, but I’m afraid the other side might hurt too much.”

“Why don’t we start and see how it goes?”

“Yes, sir,” she said, continuing in that sexy, demure voice. “Oh!” she squeaked with the first swat that quickly developed a rhythm, striking the very top of each cheek in various patterns.

“Oh God, Sean!” she exclaimed as the leather softened the paddle’s sting while the force of the swats quickly increased. She felt like she was being beaten to a pulp with the force against her glutes, while the paddle’s sting was only a bit more than a playful spank. Her body jerked with the impact and increased intensity of each swat, but her bottom just glowed from the spicy heat that spread throughout her body.

She lifted her hips for him when she felt his hand underneath and was elevated to another plain with his finger traversing the flooded valley between her swollen lips. Feeling like she was approaching a peak, he slipped a finger inside and flipped the paddle over to intensify the sting tenfold.

“Oh fuck! Ow! Jesus, Sean! Oh God! Don’t – don’t – don’t stop! Oh! Ow! Oh-oh-hoh-hoh-hoh! Oh, fuuuuuccccckkk!” she screamed when she came bathing his hand in her milky juice. “Oh my God, Sean!” she panted between gasping breaths as she lay with her head on the bed while she recovered.

“I guess you like that paddle?”

“Fuck, yeah! It felt like you were pummeling my bottom with only a mild sting to go with it, but then when you turned it over? Holy shit! It hurt like hell, but you timed it perfectly to my climax! You made that?!”

“Yeah. This one was my own design. I intended for the leather to feel like a leather paddle or strap, but when I tried it out, I found it had a totally different feel that I liked as well. I didn’t mind because the other side stings like a bitch!”

“Yeah, I couldn’t take too many of those, but timed like you did with your finger in my pussy, the pain amplified all the feelings of the orgasm! It was incredible!” she finished as she slid off his lap to kneel before him. “You know, it’s customary to show gratitude with some pleasure, Sean. Thanks for the spanks!”

“You know by now how much pleasure you can get from being the one giving the spanking rather than getting it. I don’t need anything more.”

“No! I insist, Sean!” she said, rising and tugging at Sean’s knees to pull him to the edge of the bed.

“Oh, that does feel good!” he sighed when her hands slid up the inside of his thighs and rubbed the prominent bulge through his underwear, but only for a few moments. It was clear what her next move was when her fingers began to pull the tight briefs down. Falling back on his elbows, he lifted his hips so she could pull them off.

“Mmm, thank you, Kylie!” he said when both hands wrapped around his tall shaft, one gliding up and down while the other concentrated on the bulbous tip. She had to fight a strong desire to take him in her mouth.

It didn’t take long as excited as he was about her reaction to the paddle he’d designed, not to mention the sight of the flaming red bottom he’d given her. She had him shooting his load onto the floor in short order.

Both agreed that their afternoon play had reached new heights of fun and satisfaction, but what they missed remained unsaid. Kylie retreated to her room and was quickly lying on her side with one hand in her crotch and the other stroking her deliciously sore ass while picturing Sean’s face between her legs.

 

Between corresponding gaps in their class schedules and their parents’ revived social lives, they found ample time to give each other new levels of the pleasure and pain they loved with ever-brighter colors resulting. New positions and places were experimented with, like Sean having Kylie in his favorite location, bent over the arm of the living room sofa for a paddling. The position itself was exciting, but doing it in this family area added an intriguing element of risk. Regardless of where their erotic exploits took them, they always finished in Sean’s basement bedroom, often with another over-the-knee spanking.

Each time, their unspoken desire for something more became more intense and challenging to resist. While they knew what they were doing was taboo, they were young adults with the same strong sex drive as their peers. They could but didn’t pursue those desires with others because, absent their now-realized fantasy, it just wouldn’t be as good as what they had with each other. Despite those desires growing exponentially, they hadn’t opened Pandora’s Box after several weeks of play.

It was Sean’s turn on a Friday evening when their parents went out for a special dinner to celebrate their anniversary. Kylie saw them off, knowing Sean was waiting downstairs for her. As before, she waited a few minutes to be sure they didn’t return unexpectedly. Returning to her room to change, she prepared another surprise for Sean.

He heard the distant hum of his parent’s car leaving the driveway and Kylie’s footsteps overhead. He was more excited than usual as he, too, had a surprise for ‘Miss’ that he hoped she’d accept. He stripped down to the tiny bikini underwear Kylie had bought for him, but try as he might, he couldn’t get them to completely cover his erect dick, the tip peaking out above the top elastic. ‘Oh, well,’ he thought, ‘Maybe it’ll make her more amenable to his surprise?’

“Close your eyes, Sean!” he heard her call from the stairs.

Stepping into the middle of the floor, he put his hands behind his back, a submissive gesture he’d recently learned about when exploring some BDSM pages and videos. His cock grew with his excitement as he wondered what she would be wearing that called for such an entrance.

“Okay, they’re closed!”

She walked silently on bare feet into his room and stood a few feet away, noticing his cock protruding from his underwear, just as she had expected when she bought them. Subconsciously, she licked her lips.

“Okay!” she said, chuckling at how he jumped with her words, unaware she was so close. “You can open your eyes.”

His mouth dropped open and stayed that way as he took in the extraordinary view of her naked body. He looked up and down from the swollen nipples to her freshly shaved mound and even her bare feet. Striking some lascivious poses and even gliding hands over her naughty, naked bits, she smiled at the effect it was having on him. No one had ever made her feel more beautiful and desired, her arousal increasing as she thought of what she hoped would happen later.

“Put your hands back behind you,” she instructed. She liked the docile pose he’d assumed before she walked in.

“Oh my God, Kylie! You’re so beautiful! Gorgeous! Ravishing! … and you have no idea how much I’ve wanted to see you like this!”

She stepped forward and gave him a kiss with soft, sensuous lips. After reminding him to keep his arms as they were, she looked down as fingers lightly grasped the tip of his peeking cock, softly stroking the underside.

“I see you’re ready for me tonight!” she said, stating the obvious and walking behind him.

“Yes, Miss!” he said as his body jerked with the firm slap to his barely concealed ass.

“I like the way these look on you. I want you to wear them whenever we’re together like this. UnderSTAND?” she asked, smacking the other cheek even harder.

Returning to face him, she liked the way his arms around his back made his chest stand out on proud display and had an idea to tease him further. Stepping closer, she pushed her tits forward until her nipples just barely touched his chest, just below his.

“Oh my …”

“Don’t speak,” she said softly as she squashed them against him while also playing with the throbbing tip of his cock for a few seconds until she pulled away, walking behind him again. “Mmm,” she hummed, grazing his cheeks with light fingers. “Now. You are going to get quite a good SPANKing tonight, Sean,” she said with another well-timed smack. “I see you’ve prepared properly,” she added as she continued circling him, acknowledging the hairbrush, two paddles, and extra pillows laid neatly on the bed.

She hadn’t planned this, but his obedient stance inspired her ad-libbed teasing, and she could see he was enjoying it. It was a new persona for her, and she liked it too. It seemed to fit as Sean had been taking increasingly more severe spankings, much more than she had, and knew this dominant approach could only enhance their play.

“I know you’ll accept whatever I decide to give you, right?” she asked with a double meaning he wouldn’t likely pick up on.

“Yes, Miss! Ow!” he cried as he felt another hard smack.

“Yes, you will! Now, we’re going to stay down here tonight. We wouldn’t want someone returning home early to find us like this, would we?”

“No, Miss! Ow-ow-ow!”

“But that doesn’t mean we won’t enjoy it! You’ll get your spanking and paddling, saving the long one for the end! Now, since I’m naked,” she started with her tits against his chest again. He moaned as her tits dragged down his abdomen when she knelt, her fingers glancing over his glans before grabbing the waist of his underwear and yanking them down, adding, “You should be too!”

She tapped his ankle, signaling him to lift his feet so she could remove them altogether. Rising again, she let his cock touch her smiling face until she took the tip ever so briefly into her mouth for a quick suck, kissed it lightly, and then stood before him.

“Oh God! Yes, Miss!” he said, gushing with excitement as she had just given him permission to do what he’d planned.

“Good! Now, come. Over my knee!”

While they’d had the same flesh-on-flesh contact before when over each other’s knees, there was something about being nude that embellished that feeling. Even better were her tits pressed into his bare back while slipping a hand under his chest to tweak his nipples at the same time.

“Do you want to get spanked, Sean? Do you need it?”

“Oh! Yes, Miss!” he pled as she twisted his nipples harder. “Please, Miss? Please spank me?”

“As you wish,” she said as she pulled her arm out from beneath, wrapped it around his waist, pulled him in tightly, and spanked his bare bottom with gradually increasing intensity, intending to warm him up for all she had planned.

She was wetter than she’d ever been at this stage, seeing him respond to every one of her cues. She wanted to enjoy spanking and paddling him, but also couldn’t wait for what would come after.

It wasn’t long till his cheeks were the right color for the next implement: the hairbrush. So much more painful than her hand, he vacillated between squirming out of reach and begging for more as the elevated sting sunk into his defenseless cheeks.

“You’ve been especially naughty today, haven’t you? Taunting me with your exposed cock! I think it’s time for the paddle!”

“Yes, Miss! I’m sorry, Miss! Yeow!” he yelped as he felt the wood side of their favorite paddle on both cheeks.

“Surprised you, didn’t I?” she asked, giggling, and then turned the paddle over to pepper his rump with a barrage of forceful swats that just barely stung at first. She loved the fact that she could swing as hard as she wanted without inflicting unbearable pain, but she had a different idea for this unique paddle and ordered him to stand and bend over with his hands on the bed.

Placing her hand on his back, she swung her arm back in a much wider arc than she could manage with him over her knee. The first swat landed squarely on the top of his reddening cheek. His gasps and groans told of the singular pleasure he was getting from these forceful wallops as his body jerked forward with each.

Switching to several on a single cheek, she delivered a more pronounced sting and started building in preparation for the next step in her plan.

“I can tell you enjoy it, no matter how hard I hit you, but I think this will make it feel even better!” she teased as her left hand slid around his side to take his not quite erect cock in hand. She stroked it slowly, in time with a slower paddling pace, but both ramped up quickly.

“Holy shit, Kylie!” he cried, abandoning his meek character.

Once she felt his climax was near, she flipped the paddle over, spanking and jerking him off at a quick pace, and less than a dozen swats later, he cried out and shot several long streams onto the sheets of his bed.

He remained in position, panting deep, shuddering breaths until he could finally speak.

“Oh fuck, Kylie! That was so …” he started but couldn’t finish as his attention was drawn to her enticing naked body on the bed next to his arms, still supporting him. “Thank you!” he sighed between breaths.

“I’m glad you liked it, but I think there’s a better way to thank me,” she said with a smile as she spread her legs just enough for him to see her glistening slit before falling back on her elbows, giving him an even better view.

“Yes, there is!” he said as he knelt between her feet and slid his hands up her luscious thighs. He toyed with her wet lips and teased her silky slit with fingers from both hands.

She laid her head back with her eyes closed, just taking it in. Over time, he’d gotten quite good with his fingers, but now she wanted more. She was just about to sit up and pull his face into her seething snatch when she felt his cheeks against her thighs and, moments later, his tongue, a slithering serpent in her needy pussy.

“Oh God, Sean! That’s just what I wanted!…

Published 4 months ago

Leave a Comment