Time Waits. Something Unexpected.
Until now, it had all been up close and very, very personal. Standing only a few steps apart, I could take in the beauty of Jack in all her almost naked beauty. And my god, was she beautiful.
"You're in charge here, Maggie. Where do you want me? How do you want me?"
A month ago, less than that, I was a lonely (maybe), single (definitely), middle-aged (almost), and purely cock-lusting (100%) successful businesswoman with many of the trappings to prove it.
This Wednesday evening could never even have been imagined then.
But I'd been led beautifully astray from that life, with all of its missing parts and pieces, by Jack, who'd seen in me a woman easily old enough to be her mother—someone else again.
I watched her strip.
Not a sexy, overly provocative strip tease, trying to seduce away the punishment she'd agreed to. But removing first her light summer jacket, then the loose t-shirt she'd chosen to wear for the concert we'd abandoned, and seeing her silk-covered breasts for the first time from this distance, I knew something had changed in me.
Transfixed, I continued watching as her tight jeans were also removed, revealing the matching tanga panties, the jeans joining the pile of discarded clothes on the floor to her right.
Breasts, bigger than a handful but absolutely not a waste, and still covered bottom, bits, and hips were in this moment mine to command.
I needed to think.
"Get us iced juice."
By the time she returned with the drinks, I had made my decision, although my arousal took it in far more spontaneous directions than I'd expected.
Drinking half the contents of the glass, I handed it back to Jack, and indicating the table, she placed them down on two coasters.
"Turn that chair around, bring me two paddles, and come over my knees."
Jack did so.
"Place them on the floor, within easy reach," I said as she draped herself gracefully into position, placing a paddle and a well-used hairbrush on the floor. "I have a feeling I'll need one of them at least in the next few minutes, don't you?"
As she'd done when I didn't answer quickly enough, my open palm made hard contact with Jack's beautifully covered and oh-so-smackable bottom.
"Don't you?" I repeated, perhaps a little louder than I expected to. My punctuation was hers, but I didn't just want to repeat a copy of what she'd done with me, so I continued to smack alternate cheeks until I was satisfied with her answer.
"Yes, Miss. Yes, miss. Sorry, miss. Not so hard, please miss."
I paused to think for a moment.
"Jack?"
"Yes, Miss."
A nice, quick answer.
"When was the last time you were spanked?"
"I haven't been," Jack whispered.
Returning to her heavy-handed punctuation, Maggie admonished Jack.
"Come on, girl, speak up."
"Miss! Miss! I haven't."
The smacking continued until I wanted to speak again.
In her upended position, the relentless smack, smack, smacking began shaking her large breasts out of her bra. I helped, not pausing the assault on her bottom but deftly un-hitching the clip in the centre of her back, letting them dangle free, the bra falling to the floor.
"So this is a first, is it?" I said, resting my stinging palm on the rounded underside of her panty-clad bottom.
"Yes miss. Yes, it is."
Her answer was clear as day, but I still gave her lovely bottom a few more hard spanks, just for good measure.
"That's better."
More punctuation again.
"Now pass me a hairbrush. I'm enjoying myself far too much to even begin to think of stopping yet. And how are you feeling?" I asked, taking advantage of the naked breast closest to me and doing what I'd learnt from my excellent teacher.
Her hard nipple, slick with perspiration, slipped between my finger and thumb perfectly, my grip ensuring it didn't slip straight back out.
Jack yowled.
My goodness, Jack yowled.
I gripped harder. She yowled louder.
Letting go, I felt Jack's relief, but it was short-lived.
Very short-lived.
I dragged her knickers up hard so they disappeared between the cheeks of her bottom, revealing for the first time the colour I'd already created there.
Red.
Very red, actually.
But we both know that this is just the beginning. The hairbrush—this hairbrush—was an ideal punishment tool. And I put it to great use, within a very short time having to hold on tightly to Jack's writhing, wriggling body as she tried to escape the inevitable, stinging, punishing head of the heavy, wooden brush.
Occasionally I would pause, flipping to the bristle side, and use this on her tormented, red cheeks.
She seemed to love this, her breathing quickly changing from anguished to eroticised. I loved both and felt my breathing change, too.
"Nice?"
"Yes, miss," came the immediate reply, but I flipped the brush back and smacked it repeatedly, even harder, onto Jack's youthful, resilient rebounding cheeks.
Her breathing became panting, and she could no longer internalise the pain I was producing on her cuter-than-cute derriere.
She let out a long, pained howl.
"Aaahhhhoooowwwww!"
I continued to spank, increasing both ferocity and rapidity, the hairbrush a mere blur as it raised purplish blue areas on her recently pale pink cheeks.
"Her howl was repeated.
"Aaahhhoooooowwwwwww!"
I leaned forward, as she'd previously done, but whispered, not growled, "Origami?"
"No Miss. No Miss. No Origami!"
Sitting back up, I smiled as wide a smile as I ever remember smiling.
Peeling her panties from between what must be excruciatingly painful cheeks, I saw how wet the gusset was and slipped them, with a little help from raised hips by Jack, right off her long, bare legs.
Once again gripping her already tormented nipple, possibly even tighter now in my excitement, the howl turned again into the anguished yowl.
My spanking hand turned then into a wanking hand as I slipped several fingers into her slippery, tight slit and, using some of her lubricating juices on my thumb, slipped it as deep inside her adjacent hole as I could.
She reared in protest, but it took only seconds of these intrusions to bring her to the ultimate pleasure, and I hoped, beyond hope, that the previous pain I'd so enjoyed inflicting had made it a journey worth taking.
With the panting, shaking nakedness I was left with, I helped her to bed and, curling and cuddling behind her, felt the intense heat radiating from Jack's beaten bottom. I gently stroked it. She flinched, then pushed the scorched cheeks into me.
The spanker spanked.
"That was amazing," she whispered, drifting towards an exhausted, elated sleep. "The spanker loves you," and she slept.
"And I love you."
She didn't hear me, although I meant it with all my heart.
As Jack drifted into a deeper sleep, hoping her dreams were as pleasing as my recent reality, I decided to get up and shower. It's just my thing, I suppose, rarely going to bed without one.
I tidied first, picking up our discarded clothes, piling them neatly, and taking the opportunity to, looking around, secretly push the over-damp knickers to my nose and inhale deeply. Having missed out on my own happy ending, Jack's smell on them re-aroused me dramatically, so I took myself and them out onto the dark veranda.
Perching on the edge of a chair and spreading my knees wide, I pushed Jack's panties back against my nose and mouth, and, breathing deeply, I tasted again her fantastic slippery slit, a flavour I'd so recently licked from my fingers.
Keeping them in place there, the pants and those same fingers, with all their years of practice, knew exactly what to do to please me the most.
Build and pause.
Build and pause.
Sometimes dextrous fingers deep inside. Sometimes, those same fingers play in and around the shallows. All the time, knowing the next place to touch and stroke to build on the last touch and stroke.
This time, though, there were two fantasy thoughts, blending fighting for supremacy and I cared not, which took me over the magic edge into orgasm-land.
To begin with, I was being thoroughly and severely spanked, my bottom throbbing and red from all the painful attention. Jack—well, I could certainly smell Jack—had found her rhythm. Then suddenly it was my rhythm, and she was over my knee. In my imagination, she'd been there as long as I'd been over her knees, her bare bottom as red as mine would have been. And I continued, adding even more colour as I changed to the heavy rubber sole we'd bought but not used.
With this, the magic edge took me unaware, and I tumbled headlong into climax, my fingers going into overtime, one easily sliding into my anus, adding the extra layer of stimulating pleasure that brought on another, then another.
A creak on the veranda stairs brought me, frightened and panting immediately out of my sweaty, masturbatory haze.
Marie was there again. In the dark. Watching. Spying.
"What the fuck?"
"Sorry! Sorry! Dog walking again and caught sight. I couldn't look away. Please don't tell mum. Please forgive me. Or spank me. Or both."
"Jack! Jack!"
"What the fuck!? Is the place on fire? It'd fuckin' better be," Jack said, pulling fresh panties into place and smoothing the seat over her battered bottom. Her nipples stood erect inside her matching cami top.
"She did what?" Jack exploded once I explained in detail how Marie had spied on me masturbating and why I was doing so.
"And she thinks that a spanking would be adequate recompense for her breach of your privacy," Jack continued.
"Yes," Marie began, but Jack interrupted.
"I was speaking to Maggie. And would you like to do the honours, Maggie? You've just done such a fantastic job on me, but as I've found out, you can never have enough practice."
"Yes, please, miss. I'd love that. Inside or out?"
"Well, she watched you outside. I'll get drinks. And implements. Begin as soon as you like. I need the loo too; now I'm properly awake."
"Yes miss. Thank you, miss. Right, little Miss Voyeur, are you sure you want this? I've just beaten shades of bluey-purple onto Jack's bottom. For nothing. This," I said, "isn't for nothing, is it?"
"No, Miss Maggie. I came and watched on purpose, hoping to catch a glimpse of something. I never imagined getting involved. When she, Jack, smacked my bottom yesterday, it was like finding something I didn't even know I was searching for. I really want this."
Marie finished speaking, then, without being asked, draped herself in the same position so recently vacated by Jack, flipping her skirt up, so I was looking at a vision of enticing loveliness.
