Babysitter with Benefits Ch. 03 – Erotic Couplings – Free Sex Story

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It was a typical October Friday evening – that is, it was wet, cold, miserable and windy outdoors, while indoors, the wood burning stove season had just started, making our house warm and comfy despite Mother Nature’s best efforts at telling us that winter was indeed coming, and that whichever ancestor of mine had decided this was as good a place to settle as any had been the clan dimwit.

I loved the warmth of a good fire – the house felt warm in a whole different way than it did from any other kind of heating; besides, the faint smell, the occasional wisp of smoke and crackle from the fire – I’d been conditioned all my life to equate it with ‘cozy’, so I thoroughly enjoyed myself while the rain kept lashing against the windows, underscoring how fortunate I should consider myself to not be outdoors.

I caught myself almost hoping for a power outage, prompting an occasion to bring out a few candles as well – but shrugged the idea off. Much as I enjoyed the quaint charm of an open fire and reading by candlelight, I didn’t really long for waking up in the morning to find the house chilly, having to get a fire going to heat it or, for that matter, to brew my morning coffee.

As usual on weekends, our next-door neighbour and favourite Babysitter Ella had come over to put my four-year-old Thomas to bed – this time, she was dressed rather peculiarly for the occasion; a short faux leather skirt, heeled boots and something which was supposed to look vaguely like a biker jacket slung over her shoulders, a rather skimpy, grey tank top with a pink unicorn on it and a small purse with an RAF symbol on it completing the outfit. A girls’ night out was coming up, and she had just dropped by to see my son off to sleep before heading to the nearmost -well, this being rural Norway, the only- disco for a few hours of dancing, drinks and fun.

Ella had been looking forward to this for months – seeing as she had only turned eighteen in late August, she was one of the last girls in her class to reach that magic age where the bouncer instead of ogling your tits, then telling you to get lost until you were of drinking age, ogled your tits, then nodded politely and invited you in after thoroughly looking at your ID – oh, and your tits.

Hence, for months she’d seen her options for weekend entertainment dwindle as friend after friend turned eighteen and started going out, leaving her to while away the weekends from home while getting a barrage of snaps from her friends, really rubbing in the fact that they could and she couldn’t.

Until a month and change ago, of course, when it became Ella’s turn. To her dismay, her birthday had been on a Sunday, so she just missed out on a weekend and had to wait for a full week before she could take advantage of her new-found freedom. She was still busy making up for lost time, so I was quite pleased that she made it a priority to come by to see us. Not that people tended to head for the disco until well after Thomas’ bedtime, anyway – but still, usually they got together for a few beers at someone or other’s place before heading out, yet Ella gladly skipped those gatherings to play around with a four-year old going on five. Oh, and with his dad.

She was a saint.

I smiled to myself as I sat there in the living room, playing one of my all-time favourite records, Keith Jarrett’s Köln concert, at muted volume while listening to the soft murmur from Thomas’ bedroom where he no doubt filled Ella in on all his doings since he’d last seen her a couple of days ago.

I leaned back in my chair, enjoying Jarrett’s sometime rambling, sometime inspired evening in the Kölner Oper all those years ago. Heck, I loved him even when he was clearly rambling, biding for time until another lightning bolt of genius struck him and took the concert to new heights. I smiled faintly to myself. Jazz was kind of, sort of, like Sex, I mused. If it just went from climax to climax, you’d be worn out in no time at all. Instead, the performer must give his audience time to collect itself, recover from what they had just heard, before again starting to build momentum, striving for yet another peak…

I shrugged. Good thing I hadn’t thought of that during my student days, I would have presented the insight if given half a chance, trying to sound profound and trying to get laid at the same time. I’d have been pathetic. At least in the eyes of myself, fifteen years my own senior. Might have impressed some gullible first-year student, though.

I smiled at the thought, eagerly grasping the opportunity to reminisce of my student days. While I was quite content with my life right now – doubly so in the last few weeks, when Sex had suddenly been on the agenda again, courtesy of Ella – there was quite a lot to be said for the carefree student life, where I had no obligations to anyone but myself, and at times hardly even that.

The murmur from Thomas’ room had died down. I glanced at my watch. A quarter past nine. That still left me with a couple of hours to kill before bedtime – not that I needed much more than I already had by way of plans – my stereo and perhaps a little helping of scotch from my drinks cabinet and I’d be good. A minute or two later, Ella entered the living room, tiptoeing out of Thomas’ room so as not to wake him.

I winked at her, suggesting her attire was somewhat unorthodox for a Babysitter. She giggled and sat down on the armrest at the far end of the sofa. “Judging from what little I’ve gleaned from Pornhub, I thought all babysitters dressed like this. Well, maybe with even skimpier tops and higher heels, but the general idea is the same, methinks.”

I laughed. “There being a lot of Babysitter videos on that site doesn’t surprise me in the least, but you watching them, on the other hand…”

Ella rolled her eyes in feigned – I hoped – exasperation. “It’s not like I’ve studied the topic with great interest, it just so happened that there was one on the landing page one day, and…” She rolled her eyes. “You wouldn’t believe how terrible the acting is.” Then she glanced over at me and smirked. “Come to think of it, you probably have a pretty good idea.”

I blushed. Of course I’d had my fair share of visits to Pornhub over the years, though I wouldn’t say it was the acting skills which made me return to the site over and over again.

“So, obviously, you’re going out tonight?” I asked, eager to change the subject. Ella nodded.

“Yes, Catherine and Linda suggested we go to Zalto to see if we could find something fuckable. Those were Linda’s words, by the way, not mine. Judging from how eager she is to talk about boys and Sex and the joys of getting laid, I assume she’s still a virgin.” Ella smirked again, then slowly rose from the sofa and came over to me, straddling me. I was rock hard in a second. “Not that I have any plans to, uh, find something fuckable tonight. At least not at Zalto. I’m good. She dry humped me a couple of times, giggling softly as I put my hands over her Ass and pulled her closer.

She then gave me a quick kiss on my forehead. “Uh, listen, the others are coming to pick me up soon, but… I wouldn’t mind going out having just had an Orgasm, if you’re up to it?”

If I was up to it? “How soon will you be picked up, then?”

She shrugged. “They’ve enrolled Linda’s brother Steffen to drive us, and suggested they’d be here at nine thirty-ish, but seeing as neither Linda nor Steffen have ever arrived anywhere on time, like, EVER, I suspect Linda will text me at ten past half to say that they’re still waiting for Steffen, and that she’ll redo her hair while waiting or something… What time is it, by the way?”

I glanced at my watch. “Nineteen minutes past the hour, so on the off chance they’re on time for once, you’ve got 11 minutes to reach the finish line…”

Ella got up off of my lap. “Better get down to it, then,” she suggested, easing up the skirt far enough to get at her undies, pulling them down to her ankles before raising the skirt, exposing the by now familiar mat of red hair covering her Sex. “Eat me out a little, please, then fuck me, OK?”

I was only too happy to oblige. Seeing how confident Ella had become was a further turn-on (as if I needed any!) – she was perfectly aware how attractive I found her, and having her simply tell me to eat her out, then fuck her, knowing full well I’d do as instructed without any hesitation… I could get used to this.

Ella leaned against the edge of our dinner table, holding her skirt out of the way. Kneeling in front of her, I got the first whiff of the lovely scent of aroused woman, before diving in. She was in a hurry, and it wouldn’t do if she had to run to meet her friends just as I was about to enter her.

I’d found Ella to be quite impatient in her lovemaking – that is, when we got started, she’d chase her first Orgasm mercilessly, foreplay be damned – all that mattered to her was to cum, hard – then afterwards, we could take our time, enjoy and explore each other, caress, banter idly while being at it – but first, she needed to cum.

Hence I wasted no time burying my face in her soaked Sex, tongue probing the full lenght of her slit, teasing her labia apart before letting the tip of my tongue gently brush her clit hood. I was rewarded with a groan and her hips bucking towards me. Her hand ruffled my hair, pulled me closer. She knew very well what the next few minutes would bring – this was the fourth time we had Sex together, and every time we had begun with me going down on her, giving her the release she craved so badly before leisurely having Sex afterwards.

I loved going down on her. One thing, of course, being so close to the action – with my face buried in her Sex, I immediately felt her response to my smallest of moves. Another being the arousing, almost intoxicating smell and taste of a woman so turned on her juices were quite literally dripping down her thighs.

Greedily lapping away at her, I focused my attention on the upper end of her slit, occasionally letting my tongue dart directly for her clit, each time resulting in a muffled whimper and a bucking of her hips.

Fuck, was I a lucky bastard. Since our first tryst, Ella and I had managed to meet up for Sex approximately every week and a half – and her confidence had grown leaps and bounds, eagerly asking me to do this and that, exploring all the exciting things she’d been fantasizing about while still a virgin.

I wasn’t sure if her bucket list ever grew any shorter, or if more items were added to it faster than we could pick them off; either way, I was more than satisfied – her curiosity and attitude made Sex with her – my apologies to my exes – the best I’d ever had. I liked to think that was objectively true, too – and not just something I felt at the novelty of having seduced a teenager, seemingly the epitome of achievement for many.

I brushed the thought aside. Hell, it wasn’t even I who had seduced her, quite the contrary. Which, I guess, made it even more of an achievement to some. I reverted my full attention to my tongue and her Sex, but the great feeling of being very lucky indeed lingered in the back of my head.

I ate her out with wild abandon, loving how she was on fire, tugging at my hair, bucking her hips to force me closer, moaning, groaning, grunting semi-intelligible words, her Pussy mashed against my face – occasionally forcing me to come up for air. She was amazing.

And then she pulled herself away from me; bewildered, I glanced up at her, only to be met with a giggle. “No worries, I just need to lie down…” I must have looked rather concerned at first, as giggle gave way to a chirping, good-natured laugh. “You’ll be all over me again in seconds…”

With that, she hoisted herself fully onto the table and laid back, beckoning me to her. “Make me cum, then fuck me before I even come down again, huh?”

OK. Greedily diving back onto her, tongue tickling her clit, causing her to squeal in delight, I went to work. Careful not to overstimulate her, I sooned pulled back from her clit, eliciting a groan of disappointment as I returned my attention to her slit, tongue darting down one labia and up the other. Judging from her response, she was nearing the top. Softly closing my lips around her engorged clit and sucking gently, I was rewarded by another squeal, a violent upward thrust of her hips – and then her thighs locked my head as if in a vice, as her Orgasm erupted and washed through her.

Remembering my instructions, I pulled away from her the moment she eased up on her grip, swiftly undid my belt and pulled down my trousers, seconds later sinking my cock into her still pulsing Sex, bottoming out just as the last throes of her Orgasm died out. I moaned as her velvety snugness reminded me how I loved being in her, then started thrusting in her as she gigglingly raised her legs to rest them over my shoulders. Locking eyes with her, I fell into a slow, steady rhythm. Life was good.

I glanced at my watch. Nine thirty. I hoped her friends kept to their regular, being late schedule – because we were rapidly approaching the point where calling it off before we were done – well, truth be told, before I was done – would require more willpower than I possessed.

From the sounds of it, we were rapidly approaching Ella’s point of no return, too – never having given her a chance to land properly after eating her out, I already had her panting, bucking and urging me to bring her over the edge again.

Without getting too eager, I increased the pace slightly, knowing I’d be able to keep it up at least for a few minutes, hopefully bringing her over the top with myself buried deep in her.

Leaning forward, I pushed her legs up towards her chest, feeling her already snug Pussy tighten even more around my cock, my shaft rubbing against the top of her slit with my every thrust. Ella whimpered, closed her eyes and an angelic smile spread all over her face as she just gave in to the pleasures of the moment.

[Plink!]

Ella’s cellphone suggested someone had just messaged her. Opening her eyes, she glanced over, seeing her purse resting near the edge of the table, just within reach. She wasted no time pulling it to her, unlocking her phone and glancing at the screen. I rolled my eyes; if I’d done that to any woman I’d ever been with – well, except possibly Ella, that is – I’d gotten at the very least a cold shoulder, perhaps even a slap for my trouble.

And I’d deserved it. Well, as long as she didn’t try to pull herself off of me while being on the phone, I was (mostly) good. I guess I was getting old, yet surely didn’t feel like it at the moment. I forced my curmudgeonly ‘Kids these days’ attitude from my mind, then returned my undivided attention to Ella’s Sex, wrapped snugly around my cock.

I gave her a couple of extra deep thrusts, to remind her I existed. She half giggled, half groaned. “Would you believe it,” she groaned. “They ARE indeed almost on time, it’s only, what, five minutes past half or something?”

She texted away a brief message, then winked at me as she casually tossed the phone away. It clattered as it made a couple of skips and jumps before coming to rest against Thomas’ latest lego project, occupying the far third of the table. “I told them I’d dozed off while putting Thomas to bed, and that I’d come in a minute. That ought to give us a couple of minutes to wrap this up. Oh, the pun was intended, by the way!”

I didn’t think I’d need even a couple of minutes, the tingle of impending Orgasm was slowly spreading from the base of my cock. “You close?” I grunted through clenched teeth.

Ella nodded. “Getting there. You’re not too far off, are you?”

I wasn’t. Pushing her firmly against the table, I slammed my cock in her, once, twice, three times to squeals of delight from her, before I felt myself erupt. Shooting my load in her, I feverishly pounded her, hoping she’d be pushed over the edge herself, too. It took all I had of willpower to keep thrusting in her when all I wanted to do was collapse over her, coming down from cloud nine – but she’d suggested she wanted to head out, still feeling her Orgasm tingling in her body – well, she was near enough that it would be an anticlimax – a quite literal one, for once – to send her on her way without another Orgasm!

Four, five… Six, seven, eight thrusts – Ella yelped, then I felt her contract around me, milking the last, lazy dribble of cum from my cock as she whimpered and shook in the throes of her second Orgasm.

I pulled out of her, sank down on my knees in front of her, utterly spent. Playfully, I kissed her inner thigh before simply leaning back against the wall, panting. Right in front of me was Ella’s wide open, freshly fucked Pussy, a gob of cum dribbling from her slit. Her phone beeped again. Lazily, she rolled onto her side and reached for it, texting as she got up off the table. Smirking, she glanced over at me. “I told them I’d come in a minute, and fuck me if I didn’t, too. Yet they’re impatient… Oh well.”

Bending over, she picked up her undies, still slung around her calves and pulled them up, not bothering to clean herself up first. Giggle. “I wonder if I’ll stain Steffen’s rear seat”, she mused. “Not that he’d notice, that car of his already stinks to high heaven from God knows what.”

She grabbed her purse, ruffled my hair as she got ready to leave. “Thanks, lover.” She giggled again. “I like the ring of that. Sounds a little naughty, methinks.”

With that, she was gone, quietly heading downstairs and out for a night of fun with my cum dripping down her thighs. I sat there for a few minutes, leaning against the wall while coming to. The turntable made the faintest of noises as the needle did the rounds in the runout groove. Groggily, I got on my feet, stepped out of my jeans and strolled over to the turntable, pulled the tone arm aside, flipped the record, brushed it, then put the needle back down. As the well-known notes filled the living room, I gathered my clothes, then headed for the bathroom. A quick Shower and a scotch before bedtime was just what I needed.

I was one lucky bastard indeed.

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