I Cheated with the Babysitter [Str8] [M/f] [Cheating] [Age gap]

*Blurb: When a middle-aged, love and sex depraved man is comforted by his young babysitter, his desires overwhelm him. She just so happens to need a little extra money, so why can’t they both get what they need?*

**Author’s Note:** I know this story is far from perfect and I realize that I’ve still got a lot to learn and improve upon, so feedback is always greatly appreciated! Massive thanks to everyone who commented and voted on my first post and I’ll do my best to get better and hopefully deliver some enjoyable, exciting stories. I hope you enjoy <3

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Two years ago my wife and I set a goal to have one date night, every week. So every Saturday, we’d get dressed, go some place nice, have a great time, and then almost always finish the night with intimate and passionate sex. It was perfect. We decided to start the tradition because our relationship was beginning to go stale and we needed something to freshen it up, but that’s bound to happen when you’ve been married as long as the missus and I have and also have three young children.

When we started this idea, we needed a babysitter, so we hired Kimmi. She was sixteen at the time and the kids loved her. She lives just across the street and has done her whole life. We’re not super close with her family, but they’re friendly and we’ve definitely had a fair amount of get togethers and BBQs, so I’ve had the opportunity to watch Kimmi grow up from the sweet young girl she was, and blossom into a beautiful, young woman. We pay her a pretty healthy sum because she’s such a good kid and always goes above and beyond. She manages to calm the kids down when they’re upset, make sure they’re well fed and in bed on time and when we arrive home, the house is cleaner than it was before we left. So we feel she deserves a good bit of cash for doing such an amazing job, plus she’s a great kid herself and aside from her allowance, we’re her only other source of income. She’s eighteen now, of course, and approaching the end of high school. As much as I try not to think about her in a certain way, there’s no denying that she’s developed into a right little stunner. I don’t doubt she’ll be a real heartbreak in the future, if she isn’t already, that is. She has long, silky-smooth, chocolate brown hair and every time I pass her I get a whiff of that sweet, lavender scent it possesses. Her huge, dark brown eyes contrast engagingly with her flawless, pale complexion. Her soft, full lips are as tasty looking as her plump, teenage rear. She’s what a lot of people these days refer to as a *PAWG.* Like I said, I try to not think of her that way as I’ve known her from infancy and I’m forty-four, or, more disturbingly put, two and a half times her age. But I’m also only human and a heterosexual man with eyes. And I know I’m not the only one who’s noticed that Kimmi’s developed into a delicious piece of eye candy.

Yes, I said I *try* to not think of her sexually. I never said I was good at it.

Anyway, my wife and I had maintained our weekly, date night tradition for about two years since we started it and like I said before, it was perfect. Until we missed our first ever date. She’d fallen ill with the flu and obviously we had to cancel. It wasn’t a big deal or anything and I understood that it also wasn’t by choice. But then the next week, we cancelled again.

And the next week.

And the week after that.

And so forth.

You see where I’m going.

For the past two months, there’s been some excuse or reason for us to cancel, but it’s never been on my side. From her not feeling well, to her parents inviting us to spend the weekend, something kept popping up week after week. It’s created a lot of tension and arguments between us and we’ve gradually grown very distant. Forget the nice meals and great sex we used to enjoy, we’d now eat in silence every meal if it weren’t for the kids and we don’t even kiss goodnight anymore. I used to be best friends with my wife, but now I live with a stranger. Poor Kimmi must’ve felt the brunt of this, too. Like I said, we were a good source of income for her and we’ve cancelled every week for two months straight now. I thought today was going to be different though. I couldn’t think of any reason for my wife to cancel, so I’d planned a great night. We’d go to her favorite restaurant, then take a walk through the park where we had our first date and finally down to the beach and along the pier where I proposed. I’d make up for the coldness that formed between us and propose again, with a new ring I brought that would be a symbol of my declaration to not let something like this happen again.

And what happened? She cancelled on me, because *she’s had a long week and feels like staying in.* I didn’t give up easy of course, I fought with her and tried everything to convince her to come out. I even ended up spoiling that I had something extra special planned but she still didn’t want to know. So I snapped. We had a massive argument, the worst argument we’ve ever had, the worst argument I’ve ever known a couple have. It was long and intense and we both said things we’re not proud of. I know I regret some of the things I said, but I was trying to turn our crumbling marriage around and she didn’t seem prepared to help, like she just doesn’t care anymore. Maybe she doesn’t. So early this afternoon, she took the kids and said she’s staying at her folks for the weekend. I don’t know if there’s coming back from this.

Now I’m sitting here in my shorts and a tee shirt, with a warm beer in my hand, contemplating if I may have to prepare myself for life as a divorced man who won’t get to see his kids all the time, anymore.

*Knock, Knock.*

I frown and place my beer on the table, wondering who that could possibly be as I head to the door. I pull it open to find Kimmi’s gorgeous smile staring back at me.

“Hey, Mr S.” She says in her usual, charming voice. “You taking the casual approach to date night now, huh? I like it.”

I struggle to answer for a second. Kimmi’s rocked up to my door, wearing a tight, white, V-neck crop top. Her beautiful, slender arms are on full display and as is the bottom half of her sexy, flat tummy, with her top leaving little to the imagination and exposing a mouth-watering amount of her soft, luscious tits. Kimmi’s a fairly, petite girl, (except for her ass), so I guess it makes sense that her tits are pretty small, B cup at best. Not that I’m complaining, they’re still deliciously tender-looking and impossibly perky. She’s also wearing a pair of skin tight, black leggings that cling unyieldingly to her dainty figure and hug the exceptionally firm curves of her ass. She’s finished her outfit up with a pair of pink, converse sneakers but to top it all off, she’s put her hair in a half-up bun, leaving the rest of her perfect strands hanging carelessly by her pretty face. She is magnificent.

I manage to snap out of the trance she put me in. “Oh, I’m so sorry Kimmi. I was supposed to call, we’ve had to cancel again tonight.” I tell her, very genuinely apologetic.

“Oh…okay.” She responds, her heart-melting smile fading from her appealing lips. “Can I ask, have I done something wrong? You guys have been cancelling a whole lot on me and I was just thinking maybe you’re too kind to tell me I messed up.”

“Oh god, no! Trust me Kimmi, it’s nothing you did or didn’t do. It’s just…it’s been difficult for Chrissy and I to arrange a date, that’s all. It’s absolutely not your fault, sweetheart.” I tell her, upset that she was convinced she messed up.

“Weeeeell, in that case, is there anything else I can do for you tonight? Maybe clean up around the house or mow the lawn…anything?”

“Uh…no, no I don’t think so…why? Have we left you a little strapped for cash?”

“No, I mean…it’s just, there’s this concert coming up and I really want to go but tickets are like, super expensive so…” She bites her lips nervously and suddenly I realize that lip bites are the sexiest thing in the world. “…if you guys have anything I can do for you, please let me know. Do you think you’ll be having date night, next week, maybe?” She asks hopefully.

I scratch the back of my neck, thinking back to the argument from earlier, just the thought of it making my head start to pound and I let out a sigh. “To be honest with you, Kimmi, I don’t think we’ll be having date night again.” I confess.

A look of concern spreads across her warm face. “Why? What’s wrong?” She asks with an uncertain frown.

“Stupid…old, married people stuff.” I tell her. “You don’t need to worry about our troubles, sweetie.” I put on a brave face but the thought of being separated from my wife and kids is a scary one and I can feel tears begin to swell over my eyes.

“Awwww! Mr S, come on, tell me about it. You need to talk to someone and I’m all ears.” She wraps her little arms around me and hugs me close. Her scent is intoxicating and I swear I could just close my eyes and get lost in her fragrance. She looks up at me with those huge, devilishly-innocent eyes, “Come on, I want to hear about it.”

And with that, we’re back in my living room, talking about things. I can’t believe how grown up and mature Kimmi’s acting for her age, though. Listening to my feelings and offering her thoughts and feedback. She’s such a great listener.

“…and if how she’s been acting lately is who she really is now, then fuck her!” I declare angrily, getting wrapped up in my emotions. “But if we separate then who knows how that’s going to affect the kids? If she really has become this cold, heartless bitch that she’s been acting like lately then I don’t even care about her. It’s just…my kids.” I slump into the sofa beside her and put my head in my hands. “Oh god, Kimmi. I’m so sorry, you shouldn’t be sitting here with a middle aged man having a melt down.”

“No, it’s okay, really.” She tells me soothingly, placing her delicate fingers on my shoulders and gently massaging them into my flesh. “I think you really need to relax, Mr S.”

“*Oh fuck. That feels so good.*” Shit…I didn’t mean to say that out loud. Actually, it was more like a groan. I look up and my gaze meets here, our faces barely centimeters away. I feel her warm, minty breath on my skin as I melt away into her luscious eyes. Her skin is so smooth and soft, and although I positioned to face her, she’s maintained both of her hands on each of my shoulders. I glance down to her glistening lips. Her sexy, oh-so-kissable lips and give in to temptation.

I gently place my lips against hers, just for a second, just a light peck. As much as I’m screaming at myself in my head to stop, I can’t. I need to feel them on me again. So I push forward, more aggressively this time, firmly planting my lips right on hers and holding them there for what feels like an eternity.

“Oh fuck, Kimmi, I’m so sorry!” I say as I pull away with a slop. I go to bend over and bury my face in my arms but before I can, I feel Kimmi’s sexy, soft, young lips on mine again. This time she initiated it and now there’s no way I can back down. She places her delicate hands on my neck and pulls my face deep into hers. I eagerly press my tongue to her mouth and part her lips, slipping my keen invading tongue into her hot, wet crevice and hungrily lapping up her sweet, sticky, saliva as I explore her mouth before our tongues meet and begin to wrestle. Kimmi climbs onto my lap and through her flesh-tight leggings and the soft fabric of my shorts I can feel my growing bulge poke between her legs at her little cunny. I place my hands on her ass, squeezing it so tightly that she lets out a small squeal of delight. We keep our tongues locked and our now sweaty faces smushed together as I run my hands up from her backside to her hips. She starts to slowly rock back and forth on my groin, grinding her thinly covered pussy on my crotch and forcing blood to fill my dick. I slip my tongue from her lips and bury my face into the parting of her top, suffocating myself in her cleavage as we pick up the speed and begin to aggressively dry hump. She runs her soft fingers through my hair and lets out a pleasurable groan, still not slowing her pace on my swollen cock. She then pulls my face from her tasty, soft peaches and swiftly lifts her top up and over her head, disposing it across the room. She’s so insanely sexy and I waste no time letting my fingers wander and explore her nude body. Her beautiful, usually pale face is shining a sweet shade of scarlet, she smiles down at the awe on my face as my eyes longingly gaze over her petite abdomen and travel up to her chest. My hands continue to gently move up her figure but stop as I reach the fabric of her bra. I move my fingers around to her back and toward the clasp of her underwear, but I stop.

“Kimmi,” I groan her name. The sweat’s absolutely pouring from me.

She looks down at me, upset and confused, like once again, she’d done something wrong but can’t figure out what.

“Is this really what you want?” I ask her.

She leans down and whispers in my ear with a hint of desperation in her voice, “I NEED you inside of me.”

I growl, ripping her bra from her and discarding it wherever it landed. She eagerly jumps to her feet and kicks her shoes off, one of them landing over by the front door. I fall to my knees in front of her, grabbing her leggings and heaving them down as I do so. Her little panties on underneath, are so adorable, soft cotton white and littered with little red love hearts. I zealously yank them down to her knees to expose her beautiful, eighteen year old pussy. I can’t tell if she shaves or not but there’s just a thin strip of dark pubic hair above her young cunt. Her musky scent reaches my nostrils and ensnares me in an urge to eat her little kitty like a starved animal. I roughly grab her ass and maintain a firm grasp as I stick out my tongue and taste her pretty, pink, slit. *Oh God.* I never knew a pussy could be so appetizing. I push her heavenly, sweet fuckhole into my face lap and slurp around her opening, constantly teasing her clit as I do so. Kimmi’s knees buckle and she violently latches onto my hair for support as she coats my face in her sweet, aromatic, juices. She lets out a trembling, blissful moan and allows her little body to give in to the joyful pleasure. I run my hands up to her glistening thighs and gently insert two fingers into her soaked pussy. Rhythmically, I move my fingers back and forth, curling them in a welcoming motion as I do so. Kimmi’s breathing becomes sharp and fast and she continues to gasp, moan and squeal in the adorable, girlish way that she does.

My swollen cock aches as it presses furiously into my shorts as if threatening to tear them open and free itself. Unable to take it anymore, I pull myself from the addictive taste of her teenage twat and forcefully tug my shorts down, enabling my veiny cock to spring free. It points upwards and begins to ooze with my precum. I stand up and begin stroking away as Kimmi composes herself, and steps out from her clothing. I slump back onto the sofa and grab at her hips as she wraps her arms around my neck. I carefully guide her little cunny to my aching rod and gently ease her onto it. I feel my wet tip meet her dripping entrance and already my body shivers joyfully. In one careful motion, she sits down on my raging member and engulfs it into her teenage pussy. She gasps and we both moan simultaneously.

“Oooooh, FUCK! Kimmi!” I cry, roughly grasping her hips with pleasure as I sink more and more of my meat into her young cunt.

“Oh God, Mister…Mister S!” She moans loudly and bites her lip. She takes my engorged dick deep into her astonishingly tight pocket and sits on it, “OH FUCK!” She squeals.

I run my hands over her thick ass and try to not pass out from the intense pleasure. “Are you okay, baby?” I ask, noticing how hard she’s biting her lip.

She doesn’t bring herself to speak but starts to slowly and ever so-slightly bounce on my cock. She gives me a nod with an assuring look and begins to casually pick up the pace, each time raising herself from my cock a little more until she reaches a point she’s happy with and then slams down onto my lap, her tight, pink crevice milking my cock for all it’s worth. Kimmi rhythmically bobs up and down, groaning and sighing in pleasure as my swollen prick explores her gorgeous fuck slot. I lay back, my head reeling in euphoric pleasure as my dick explores her outrageously tiny pussy.

“Ho-oly Fu-uck!” She groans in a sharp breath. Kimmi bites her lip even harder and throws her head back ecstatically, her face gazing up at the ceiling for a second before she redirects here beautiful eyes to me. “Oh, my god!” She squeaks, “Mister S!”

I feel an extraordinary tingle overwhelm my balls and my cum start to burble, begging to sprayed into someone’s fertile womb.

“You gotta get up baby.” I warn with a groan. “I’m not going to last.”

Still breathing remarkably heavy, Kimmi removes herself from my lap and drops to her knees. She grips my rod firmly and places her soft lips around the head and milks it for dear life, as if she’s trying to completely suck the taste of her teenage pussy from my pulsing manhood.

“OOOH FUCK, KIMMI!” I shriek as I enter the most mind-numbing, inconceivable state of euphoria possible. Kimmi begins frantically jerking my erupting cock as it spasms in a frenzy in her tiny hand. I shoot an unfathomable amount of hot, thick, ropes of cum, absolutely drowning her hair in white goo and completely covering her enchanting, young face in my middle-aged man cream. I even land a few globs of jizz over her sexy chest but I wasn’t done yet, I lean forward, delightfully noticing strings of my baby batter pound her breathtaking face. I grab the back of her head and guide my exploding cock to her mouth, which she already has open in either anticipation or awe, and joyfully feed her every last drop of my baby milk that I have to offer until my prick stops spraying my babies over the young girl.

I slouch back on the sofa and try to control my breathing. I honestly nearly passed out from the intense pleasure that entrapped my entire body. Kimmi happily swallows every bit of the sticky mess I unleashed between her lips and gently crawls up onto the sofa to snuggle up to me, resting her cum-covered face on my chest as I lay back, exhausted.

Between my gasps for air, I tell Kimmi that I’m going to buy her every fucking ticket she needs for that damn concert. She giggles, laying peacefully against me when I suddenly realize that my phone is flashing. I reach across to the table and read my text.

> I’m sorry. I don’t want to break up. My parents have agreed to have the kids for as long as we need so we can sort things out. If you’re not too mad at me, maybe we can still make date night. I’ll be back soon x

*Oh fuck.*

Source: reddit.com/r/sexystories/comments/7vaaei/i_cheated_with_the_babysitter_str8_mf_cheating

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