The Babysitters

Despite having spent hours trawling through here reading amazing stories written by other artists, this is my first attempt at writing erotica. This is a very rough adaptation of what was intended to be a much longer and more in-depth roleplay with someone from Reddit. I've tried to keep as true to the original as possible, and have only made changes so that it's readable to a third person. Unfortunately my partner decided she was satisfied with just this part and didn't want to continue. I, however, am unsatisfied, and am looking for a partner to play out the rest of the scenes and story we had planned. If you have any interest in collaborating with me to see where we can take the rest of this, please get in touch :) When I'm reading other people's work here, I tend to gravitate to gangbangs, so I'm sure you can take a wild stab at where this was supposed to eventually end up ;)

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Laura had been babysitting since her parents had deemed her mature enough to go to after-school discos. The responsibility didn't seem so much of a privilege or thrill at 22 than it did at 15, but it was certainly an easy way to make a quick bob when she came home between college semesters. A quiet and reserved girl by nature, she had noticed recently that some of the dads had been giving her a different sort of attention than previously. No stranger to the boys at university, she was under no illusions as to why that was, but was nonetheless surprised and on the fence about how she felt about it. Sure, there were some of the dads that gave her butterflies when their arm brushed up against hers at dinner, but there were some others who made her insides crawl. She'd confided her feelings to her best friend Rachel, captain of the varsity cheer squad and much more...experienced...in this realm than her. Rachel responded with an almost evil level of glee, and had insisted they go shopping the next day for some new clothes.

"So there are some hot dads who want to fuck you. And some not so hot, but that's OK, we can ignore those perverts. This is my dreeeam. I'm not going to have much fun this summer, so I need you to do it for me. Pleeeeeease."

We left the mall at the end of the day, with only me carrying some bags on my arms. We'd picked out a short, tight leather skirt and a low cut woollen jumper. I was babysitting for a 'hot' dad that night, and I'd reluctantly agreed to wear my new outfit.

Neither parent were there when I arrived at the house, so I took over from the day nanny, fed the kids, put them to bed, and ended up falling asleep in front of a music channel, keeping the volume low enough so as not to wake the two boys. It was after midnight when Thomas Benedict eventually pulled into the driveway and let out a long sigh as he took the keys out of the ignition and pulled up his handbrake. Opening and closing the door behind him, he noted that almost all the lights were off, a wave of relief washing over his body as he realised it meant the kids were in bed asleep.

He tiptoed into the open-plan kitchen-living area, laying down his keys as quietly as he could. He spotted Lauren lying on the couch ahead of him, fast asleep. He took off his shoes and walked up to her, not wanting to wake her at first. He looked down at her perfectly toned legs, her skirt riding up just enough so he could see the tops of her thighs, feeling his cock twitch slightly in his jocks. He told himself to get a grip, having known me since you were a girl. He let out another sigh and laid his hand on her shoulder.

"Lauren," he whispered, "Lauren, wake up."

I jolt awake as Thomas shook me, looking up at him in a tired daze as I realise I had fallen asleep on his couch.

"Oh, Hi Mr. Benedict, I'm so sorry I fell asleep...how was your night?" I stammered, pulling down my skirt nervously.

"It was OK," Thomas replied, rolling his eyes and walking over to the minibar in the corner of the room, trying to keep his eyes averted from the low cut of my top. "Exactly as expected...I hope the kids didn't cause too much trouble this evening. Would you like a drink?" I noticed the semi in his trousers, which was extremely visible, despite his best efforts. Now it was my turn to try and turn my gaze somewhere. He was easily 10 inches long, and quite thick by all appearances. I felt myself getting turned on by the thought of what it looked like without it's linen restraint and fully erect.

I fix myself into what I hoped was a sultry position, pulling down my jumper a little bit more, exposing as much of my cleavage as I could without ripping the wool. I push my hair back behind my ears, still trying to collect and distract myself from the thought of what I could do to that cock, or what it could do to me.

"U-u-um yeah, the kids were great! No problems at all! I could stay for maybe one drink, but I shouldn't be out too late." Damn, I thought, had he seen me staring at his crotch? I subconsciously looked at it again. 'DAMN,' I curse myself. He'd definitely seen now.

"What do you kids drink these days?" Thomas asks, pulling out a second glass and motioning to the full range of drinks on the bar.

"I'll drink almost anything, but whiskey and tequila tend to make me a little wild, so maybe neither of those."

Thomas' eyes flickered for just a second, before he reaches for the the tequila and poured me a generous serving. I smile as well as he takes the bait knowing from what little experience I have that tequila makes me horny. Why mess with a winning formula?

"Well after minding my brats for a night I think you deserve to let loose a little," he says, smiling to himself.

He walks back towards the couch with both tumblers in one hand, pulling off his tie and undoing his top two shirt buttons with the other. He's in extremely good shape for his age. He hands me my drink and plonks himself down beside me, stretching his legs and moaning after the stress of his day. We clink glasses and I take a large sip of my drink, its warmth spreading instantly across my chest. He takes an equally large slug of his, before asking

"What's on TV tonight?"

"Nothing really, we can turn if off and just talk if you want to." I coo.

"Oh I don't know, maybe a bit of music will help me loosen up a little bit. I feel like I've a year's worth of stress and energy pent up inside me." he responds, watching intently as I take another sip of my drink.

"This stuff seems good. It's been years since I've been to a disco or seen a live band. Who are they? You might not think to look at me, but I was pretty wild when I was your age."

"This is a pretty popular band at the moment, their stuff is really good." I turn up the volume a few notches and take another sip of my drink.

"Were you really? Is that how you met Mrs. Benedict?" I pry, not particularly caring, but wanting to keep the conversation personal.

"Haha, no, I met Miranda during freshers week in university. She sat in front of me in my Econ100 class. I threw paper balls at the back of her head during class until she confronted me. I used the opportunity to ask her out. She said yes of course."

Thomas wandered into a reverie for a moment, before snapping out of it. I couldn't help but wonder what he looked like when he was younger, and couldn't blame his wife for saying yes.

"I can believe it Mr Benedict, you're still a very handsome man!" I smile at him, before looking shyly down at my drink.

"How has it been with Miranda being away? Do you need any extra help around the house? I'd be happy to help in whatever way I can."

"That's very kind of you Lauren" he says, taking another sip of his drink before considering it a moment, and polishing off the glass. He stands up to pour himself another, nodding toward my glass as well, asking if I was ready for a refill.

I take a big sip to finish my drink and hand him the glass.

"Sure, I guess I can have another." I say shyly smiling up at him.

"Miranda....enjoys going out with her friends a lot these days," Thomas continues, "I'm not sure anymore if our marriage is the way it is because of that, or if she's like that because of the way our marriage is...."

Thomas tails off, before finishing,

"Either way, the moral of the story is to not tie yourself down too young."

"I'm sorry to hear that, but I think it's only fair that you find some way to have fun and relax while she's not here."

"Do you have a boyfriend Lauren?"

"No, I don't, all the guys my age at uni are too immature for me."

Thomas smiles kindly, and pours two more very generous drinks before walking back over and sinking into the couch beside me once again, this time letting his hand brush against my thigh, sending a soft shiver down my spine. I take the glass and have a sip, laughing at the volume,

"Haha, if I didn't know you were a gentle family man I'd think you were trying to get me drunk!" winking at him playfully and touching his arm.

Thomas doesn't respond, rather his gaze hardens and he stands up, indignant at the suggestion.

"Lauren that is completely inappropriate. Maybe you're not as mature as you think you are either."

He swills down the rest of his drink in one go, putting the glass down sternly on the glass table beside the couch.

"I'm going to go upstairs and take a shower. Please finish off your drink, and when I come back down I'll give you your money and drive you home."

Thomas stalks out of the room as quietly as he can without waking the children, leaving me sitting there listening to the water being turned on upstairs, freaking out wondering if I've blown my most steady source of income.

I few minutes pass and the water stops, with Thomas walking back into the room in sweatpants and a T-shirt. He completely avoids looking at me as he walks to the kitchen table and starts putting some notes into an envelope. My heart sinks even further at this, and I rush over to him to apologise. I feel like a complete idiot.

I stand at the table, begging you, looking into his eyes and pleading,

"Mr Benedict, I'm sorry, it was just a dumb joke. I shouldn't have said it, I know you would never do anything like that, please forgive me."

He continues to ignore me, searching for notes in his wallet to meet our agreed rate.

"Please just answer me!" I whimper, almost on the brink of tears, "I'll do anything to keep this job."

I find that I've paced across the room, his back now to me as he continues to fill the envelope, my mind now rushing through ways to salvage the situation. I'm desperate, and decide that there's only one way that's going to be possible. I quickly unzip my skirt and pull my jumper up over my head, standing there in nothing but my sexiest sheer red lingerie.

Meanwhile, Thomas sighs to himself, thinking to himself 'She is just a girl, I probably shouldn't have given her that much tequila.'

When he turns around to apologise for overreacting, it's all he can do to stand there and gape, completely caught off guard.

"Is there no way I can make it up to you at all?"

Thomas feels his cock stiffening.

"Lauren, I-"

"Shhhhhhh," I whisper, walking over to him and putting my finger on his lips, "just let me apologise for what i said." I let my hand trail down his torso until it rests on the now fully erect member hiding, swimming in his loose-fitting pants.

"So what do you think? Can I give you my best apology?"

At this point I have no idea what I'm doing anymore, but I'd seen enough porn to know how most men wanted scenarios like this to go.

"I - uhhhhhhh - I....." Thomas stutter uncontrollably as I back him towards the couch, his helplessness summed up when he trips over the rug and flails back into the sofa cushions.

I kneel down in front of him as he tries to sit up straight.

"Don't wake the kids up." I tease, rubbing my hands along his inner thighs before grabbing the waistband of his sweatpants and pulling them down past his knees. His cock springs out like a jack-in-the-box, almost hitting me in the face. I gawk at it momentarily, marvelling at the sheer size of it, before returning to what I hoped was a sultry, confident face.

"Oh my god, it's so BIG!" I gasp, placing both hands around his shaft and starting to gently stroke it.

Thomas could only groan in response to the touch of my hands on his cock. I wondered when the last time he'd actually had sex was. He manages to regain some of his assertiveness, despite being wholly at the mercy of someone more than half his age.

"Mmmmmmmmmmmm, OK Lauren...show me how sorry you are." he says in a deep voice that I hadn't heard before. This alone was enough to make me afraid again.

"Yes Mr Benedict." I answer, looking obediently up at him with the best doe eyes I could muster, letting some saliva drool down onto the tip of his dick, before slowly lowering my head and placing my lips around it. Without breaking eye contact, I begin bobbing up and down, rolling my tongue around the tip of his monster. It was all I could fit in my mouth while keeping eye contact. I let it slide out of my mouth and run my tongue all the way down his shaft, lapping softly at his shaven ballsack as i reach the bottom, before returning to the head and begin sucking harder and faster, letting his meat slowly edge towards the back of my throat.

Thomas was in ecstasy, and it was all that he could do to groan in pleasure at what was unfolding. It had been so long since he'd had a blowjob, let alone a blowjob like this - from a jaw-droppingly hot young girl no less - that he'd completely forgotten how good it felt.

"Mmmmmmmmphhhh." is all that can escape his lips, as his throbbing cock, still somehow getting harder, slides in and out of Lauren's mouth. He doesn't forget himself for long.

"Good girl," he grunts, pulling her hair up into a bun above her head in order to get a better view, "show me you're sorry," he says, much more gruffly than before.

Being called a good girl sends me over the edge. I let Thomas' still-stiffening cock plop out from between my lips and beam up at him, spittle and pre-cum dripping down my chin and onto my bra.

I continue to stroke it as I grin, "I'm so sorry sir, I think it's only right that you punish me for being naughty."

I place both his hands on the back of my head before occupying my mouth with the snake in front of me, this time shoving my head down aggressively in order to get as much of this beautiful organ down my throat as possible, gagging loudly as Thomas takes the encouragement and holds my head in place.

Thomas throws whatever non-existent caution was left to the wind, standing up from the couch and slamming his cock into the back of my throat, thrusting in and out again so that my jaw ached before holding it there again until mascara and tears start streaming down my face, my eyes bulging, my neck, bra and chest soaked with spit.

"Is this what you call an apology?" he hisses through clenched teeth, that younger animal he'd hidden away for so long taking over completely.

He releases his hold on the back of my head, causing me to coil back, gasping for air.

"Show me....how to...apologise then..." I spit out between gasping breaths, grinning up at him with a depraved look in my eyes. If an animal had taken over Thomas, a dragon had taken over me. I had never been treated like this before, but if I'd known this was an option, I would have had a lot more sex in college. Rachel was right - I needed to get out more.

"Show me how to apologise, SIR!" Thomas retorts, emphasising the 'SIR' with a strike across my face. It wasn't hard enough to really hurt me, but was certainly hard enough to leave a mark, causing me to yelp a little.

"Stand up and take off your underwear, and wait here until I get back." he orders, waling out of the room.

"Yes sir," I say quietly to myself as he leaves, any confidence I'd had 30 seconds earlier now zapped completely. Despite this, I notice that my pussy is dripping wet as I step out of my underwear, and I lower my fingers to my clit as I drop myself back down to my hunkers, scooping up some of my own juices. I can't help but taste myself - nobody had ever made me this wet before.

A couple of minutes pass before Thomas returns holding something in this hands that I can't quite see.

"Stand up." he says calmly, but it's a dangerous sort of calm that left in no doubt that he didn't want to say it twice. I stand up immediately.

He walks around behind me and pins both my arms behind my back so that I feel a slight burn - like the Chinese burns passed around in a school playground. It doesn't take more than a second to realise that the burn is cause by a rope, and that he's tying my arms together. Terror takes over, and I immediately start to protest, wondering if I'd made the biggest mistake of my life by stepping out of my skirt.

"Wait, what are you doing Mr Benedict, STOP!" I wail, afraid of what could come next.

"Quiet!" Thomas hisses, and I feel and head a loud and painful smack on my ass from something that wasn't a hand, causing me to yelp and wince, but which told me enough that I remained as silent as a dormouse after that....

Thomas continues to tie my arms behind my back as I whimper silently to myself.

"Please, Mr Benedict, what are you doing to me?" I ask as my entire body trembles.

Thomas doesn't respond other than to shove me down face first into the sofa cushions as he ties the last knot behind my back.

"Now, are you going to take this quietly or do I need to gag you as well you little slut?!" he asks, the tip of his ginormous cock rubbing against the entrance to my quivering pussy.

"Mr Benedict I'm scared, can we please stop?" I nervously beg, my body completely helpless as I lay face forward on the couch, no chance of supporting my own weight to escape.

"Mmmmphhh, wrong answer, slut." I feel him step away, but he returns seconds later to grab my jaw and shove a ball gag into it, before clasping it around the back of my head. This had certainly taken a turn for the worse.

"You know, it's probably better this way," he muses, "this way you won't wake the kids when I split you in two."

Once again he emphasised the word 'split' with a thrust, this time drilling his hungry cock to the hilt into my young, tight, stupidly naïve pussy, every fibre of my being screaming out in pain, never having felt so full in my life.

I try to let out a physical scream as he forces his way into me but I can't. I can feel my pussy stretching around his monster cock, my eyes starting to water in pain. I lay there helplessly and accept my fate as he speeds up his movements, fucking me with more and more force with every thrust.

To my shock, the pain very quickly subsides, and starts to turn to pleasure. I start to hear a slopping sound behind me, and realise that I was wet again.

"Is this what you wanted?!" Thomas grunted, "Is this why you started dressing in tighter clothes, you little whore? Don't think I didn't notice."

My body begins to quiver, intensity growing each time he buries his cock deeper into my pussy. I nod my head meekly in response, not even sure if I'm fully conscious anymore, such is my own pleasure. I start bouncing my ass back against his movements, in case he didn't see my head moving in agreement. I could understand it being hard to notice, being shoved so deep into the sofa cushions.

Thomas may not have noticed me nodding in agreement, but he certainly noticed me getting wetter every time he drilled his cock into me, and picked up the pace.

"How does it feel to have someone old enough to be your dad fucking that tight pussy of yours, slut?"

I try to answer but the ball gag is still in my mouth. I manage to twist my body around to look at him, seeing a look of evil enjoyment in his eyes, and try to signal to him to remove my gag.