Babysitting
Erotic Couplings Story

Babysitting

by Texriffraff 18 min read 4.5 (8,700 views)
suv foreplay strip tease first blowjob first eat pussy first cum in mouth bedrolls boxers in purse
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Author's notes: This is a work of fiction. In this fantasy, nobody is worried about STDs. In real life, all non-monogamous sex should be practiced using accepted safe-sex precautions.

Warning: there is some plot before any action occurs. There is eventually plenty of sex, but if you're looking for non-stop action from the start, this may not be the story for you.

Special thanks to editors Ravenna933 and Sidney43. Their insight made this a better story.

We meet some of the characters before they turn 18, but everyone is at least 18 years old when they become involved in anything sexual.

Lisa was in elementary school when her family's next-door neighbors began hiring her to babysit their two young children. She found watching the kids pleasant and easy, and loved having extra pocket money. Soon she sat for multiple families around the neighborhood. With her encouragement, many of her closest friends also began babysitting.

By their mid-teens, though, one by one, the other girls began moving on to what they considered 'more age-appropriate' ways of earning extra money. One of them helped her brother mow neighborhood yards, running the string trimmer and leaf blower for him so he could mow more yards in less time. Another one began creating cute decorative items that sold quite well online. Another one frequented yard sales and budget resale stores, buying and cleaning up used designer handbags, which she resold online for a handsome profit.

By 18, when they were all seniors in high school, Lisa was the only one who still sat. Her friends didn't give her too hard a time about it, rarely more than an eye roll when she was unavailable to hang out with them. Occasionally, one of them would lose her patience and mutter under her breath something like, "Come on, grow up," or "Aren't you too old for that?"

To Lisa, though, it wasn't about being too old. It was about being old enough.

What she was old enough for, or rather

who

, was a classmate named Mark. Lisa's family had lived in the same house since she was five, but Mark's family had only moved into the neighborhood a year and a half ago, when his dad got transferred from another city.

Lisa barely noticed Mark at first, but he was quite attracted to her. After several months of nearly constant attention from him, she realized she liked him back. Lisa was pretty enough that many guys had tried to get into her pants. Mark wasn't the first to get there, but he was the first to get there on a regular basis. How he accomplished that was simple: he didn't constantly pressure her to 'put out.' He was as interested in what was between her ears as he was in what was between her legs. He made her feel so adored, so cherished, so secure in their relationship, her own libido emerged, flourished, and grew.

Lisa had no idea what a lucky girl she was. Mark had an older brother who taught him things, so out of all the guys she knew, Mark was one of the few who knew what foreplay was and why it was important. He had a large repertoire of arousing and energizing techniques, and a sensitive feel for what was working and what wasn't. He was also blessed with exceptional stamina. Because of his knowledge, awareness, and endurance, Lisa came every time they did it, and usually came spectacularly. Soon

she

was the one wanting to turn every date into an opportunity to fuck.

The problem was, being teenagers who lived at home, they had no safe, secure, private place to do it. For multiple reasons, Lisa refused to even consider any hotel room that they could afford. Her house wouldn't work, because her parents never went out. His parents went out nearly every weekend, but they often came home early, so Lisa and Mark couldn't rely on having enough time to do the deed.

They made do with Mark's car, an older but clean SUV with a back seat that folded into a flat cargo area. He outfitted it with a couple of bedrolls, forming a makeshift mattress to make it as comfy as possible. They found a spot on the outskirts of town, a grove of trees next to an open meadow, that was remote enough that no one ever bothered them. They were young and eager enough not to let such an inelegant setting ruin their time together, but they both longed for a real bed, or at least an indoor couch, to make their trysts nicer.

: : : : :

Lisa had a new family to babysit for. Bill and Helen were new parents, with a little girl named Lynn who was slightly over a year old. After sitting for them several times, Lisa had learned a couple of important things. First, baby Lynn was a deep sleeper. Once she went down, she stayed down.

Second, and at least as important, Helen and Bill never came home early. Ever.

Once Lisa was solidly confident in both of those things, the next time she sat for Lynn, she had Mark standing by, ready to come over. When Lynn went to sleep, Lisa waited fifteen minutes to be sure, and let Mark in.

He could immediately tell he wouldn't need any foreplay techniques tonight -- she radiated the most intense sexual energy he had ever seen. When she barely had the door shut, she wrapped her arms around him and kissed him like they hadn't seen each other for years. He groped her tits over her clothes, then reached under her skirt and fingered her panties. She eagerly pressed her mound onto his hand.

She couldn't bear to wait a moment longer. She stepped over to the sofa, bent at the waist over its back, reached behind her and lifted up her skirt, revealing her panties. His cock surged when he saw the sexy, tiny black lace pair she had worn for him. They perfectly framed her sweet ass, and showed a wet spot so intense it was even visible on black. He palmed an ass cheek in each hand, squeezed for a second or two, hooked his thumbs in elastic, and slid the panties down below her knees. He let go and they dropped to the floor. She squealed, stepped out of them, and lifted her skirt up higher, to make sure it was out of the way. He unzipped, lowered his jeans and boxers to his knees, and with no further delay slid into her from behind.

He started slow, making sure everything was nicely aligned. When their position seemed good, he began to move into her harder. She arched her back and pushed back onto him. They lost their rhythm briefly as they both took off their shirts, but quickly got back in sync. She reached behind her to unclip her bra, but his hands were already there. She stifled a giggle as he struggled with the clasp, but he finally got it off, all while they pumped away. As soon as her bra hit the floor he gripped her hips with both hands and they got serious, bucking fast and fierce against each other. The room echoed with the sound of his thighs slapping her ass. Her tits hung from her chest, bouncing sweetly in time with their thrusting.

She disconnected from him and he groaned, but it was only for a moment. She slipped out of the inconvenient skirt, stepped around the couch and sat on the middle cushion. She reached for him, eager to resume. Mark was in a hurry, too, but seeing Lisa in front of him made him pause for a lengthy moment to gaze at her. There she was, completely, gloriously naked. They had been undressed together dozens of times before, but it was always in the back of his SUV, where darkness and the cramped space of the vehicle kept him from being able to see her very well. The lights in Bill and Helen's living room were dim, but they were bright enough for his eyes to dance happily over her entire body. Not a stitch of clothing blocked his view.

He could barely breathe as he took in the sights. Her hips and thighs were so sweet and smooth, her tits so full, firm, and luscious, and her waist and tummy so sleek. Her face was so pretty, her expression so willing, so

eager

. Her pink slit peeked out of a little triangle of hair, so mysterious to his inexperienced eyes, yet promising such deep pleasure. He took all the mental snap shots his brain could process.

Lisa blushed, and caught herself from shyly covering her boobs and her kitty. Her body glowed under his gaze. She finally broke the moment, leaning forward and pulling him toward her. He positioned himself between her knees. They both watched intently as he guided his cock, visibly throbbing, toward her eagerly awaiting slit. As he eased his tip between her outer lips, he was barely able to resist slamming all the way to the hilt in a single hard thrust. They both watched, wide-eyed, as his cock slowly disappeared into her. When he bottomed out he held still, savoring her intense warmth. They both quivered in anticipation.

He supported himself on extended arms, indulging in another long glance at her amazing chest. He rolled his hips from side to side, rubbing his base against her clit. The rocking motion made her boobs wiggle, thrilling his eyes, making his cock twitch.

He began to slide in and out of her, just a tiny bit at first, going a little deeper each time. He stayed slow and intense, adding a little more depth each thrust, until he was pumping his full length into her, from tip to base. She crossed her ankles behind the small of his back and rocked her hips with him, matching his slow rhythm.

They gradually sped up, gaining momentum until they were both breathing hard. They each moaned deeply and thrust faster, abandoning gentleness.

She came first. Her upper body went stiff, she tucked her face into his shoulder, and squeezed his middle so hard with her legs she seemed to be trying to crush the breath out of him.

He hadn't been about to cum, but the way her pussy pulsated over him sent him over the edge. They lost their rhythm, and collapsed into a heap, panting, rolling their heads back and forth, then pulled themselves into a giant cuddle, their arms and legs intertwined. They caressed each other, gazing into each other's eyes. '

This

,' she thought, '

makes babysitting worthwhile

.'

A few minutes later they were ready to go again, but they couldn't. Mark lasted a crazy long time the second round on a given night. Lisa loved that; she could usually cum twice, sometimes three more times before he reached his second. On that momentous night, though, Bill and Helen were due back fairly soon. Lisa glanced at the clock and sadly realized there probably wasn't time for another go.

: : : : :

Unfortunately, Bill and Helen didn't go out very often, and none of Lisa's other families had the right combination of deep-sleeping kids and reliably late parents. Weeks passed before Bill and Helen called Lisa again.

When baby Lynn went to bed and Lisa let Mark into the house, she sat him on the sofa. He expected she would sit beside him and they would kiss. He would feel her boobs and stroke her panties until he could feel them moisten, which probably wouldn't take very long. They would undress each other, and take it from there.

Lisa had other ideas. Every time she thought about last time, when Mark had so openly ogled her nakedness, she vividly relived how exciting his gaze felt. Her tits, her nipples, her pussy, her ass, and especially her clit felt like they were electrified with lightning emanating from his eyes. She remembered how thrilled he was as he feasted his eyes on her, how

his

excitement fed directly into

her

excitement, lifting them both to new heights of arousal. Every time she mentally relived the moment, she felt a buzz all over again in the bits he stared at. She longed to feel all that again.

With those thoughts fluttering through her mind, she stood in front of him. She could barely contain herself, thinking of what she planned. She managed to hold still, though, just out of his arms' reach, clearly with his undivided attention. Hoping the trembling she felt didn't show, she began taking her clothes off. She didn't simply undress, she made a show of it, twirling and posing.

She slipped her jeans down her legs and stepped out of them. Her shirt was a loose pullover, rather longish. Her panties, a sexy champagne-toned lace, played peek-a-boo with Mark while she swayed her hips in an ultra-slow, hyper-sensuous hula dance. She teased him, lifting her shirt up, showing him her tummy and even the underside of her bra, which matched her panties. She let her shirt fall back down and danced some slow circles, stopping with her back turned. She briefly pulled down the back of her panties, showing him her luscious butt cheeks, and briefly lifted her shirt again to display the adorable dimples just above them before she covered everything back up.

She turned back facing him, and finally pulled her shirt over her head, dancing even more slowly and sensually. She placed her hands over her bra, cupped her tits, rubbed them, pushed them together, doing things with her hands he wished he was doing with his.

She grinned at how intently he watched her, at his inner conflict of wanting to take plenty of time to fully enjoy the sights of her nearly naked body, but also longing to hurry up and get his hands and other body parts on -- and in -- her. She was as eager as he was to get her clothes off so they could get to the main event, fucking. Standing in front of him, though, exposing her body bit by bit, letting him openly gawk at her, was turning out to be even more of a thrill than she remembered. Her nipples and clit, even though still covered, sizzled as they braced themselves to be revealed.

She finally unclipped her bra, held the cups in place with a forearm, and let the straps slip off her shoulders. She turned her back again, lifted the bra away from her chest, held it out to the side, and let it fall to the floor. She rolled her hips enticingly from side to side. Mark wanted --

needed

-- to see more, but he could only get brief glances of side boob. He settled for enjoying the sight of her ass, barely contained in her panties, and her bare back, but he was desperate for a full, unobstructed front view.

She finally turned to face him, but couldn't quite bring herself to show him her breasts. She hid them behind a hand bra. Mark was by now losing his mind with eagerness. With both her hands occupied on her chest, he lunged forward, grabbed her panties, and tugged them to the floor. She squealed with delight. He tried to tug her onto his lap, but she pulled free, and he released her to continue her show.

She still cupped her tits, covering them shyly, and also overlapped one knee over the other. That shielded her slit, but didn't hide any of the rest of her mound. Her bush was trimmed into a narrow stripe, newly sculpted since the previous weekend in the back of his SUV. "N-i-i-i-i-ce," he practically growled.

She still hadn't quite found the courage to uncover her boobs. She was almost paralyzed with stage fright. He knew not to pressure her or rush her. Instead he enjoyed the scenery that was visible, especially that alluring landing strip.

He gave her a long moment to relax. She seemed frozen, unable to take the next step. He softly, gently said, "Feet apart." Her face flushed, but even though she didn't feel ready, she realized that eventually she had to do something. She slid one foot a few inches away from the other, which uncrossed her knees. She held there a moment, caught herself about to freeze up again, shifted her weight, and slowly slid her other foot a few inches in the other direction, then a little further, then a bit more. When her feet were about the width of her shoulders apart she settled her weight equally on her heels. Her slit glistened, and a tiny bit of crinkles from her inner lips peeked out from between the outer folds.

Someone needed to remind Mark to breathe. She removed her hands from her boobs, and he saw a flash of nipple, but she crossed her arms, keeping her tits covered. He ached to see what was hidden, but he busied himself enjoying his view of the rest of her. Her poor brain sizzled as she felt his gaze painting all her exposed parts, and she tried to find the nerve to reveal the rest of it.

He eventually said, "Stick the landing."

"What?"

"You know, gymnastics. The Olympics." He raised his arms up into a giant 'Y' and said, "Stick the landing."

"Oh," she said. She didn't feel ready to unfreeze yet, but slowly, cautiously, she arched her back, leaned slightly forward, flexed her knees, pulled her hands away from her tits, and in slow motion straightened her back and raised her arms to the ceiling.

Neither one of them moved for an eternity. Her brain shimmered with shy awareness of her nakedness, her body finally totally uncovered. She had never felt so exposed. Her just-uncovered nipples and slit tingled intensely in the open air. She felt a deep glow of pride, that she had crossed such a difficult threshold. He complimented how she overcame her reluctance by unashamedly ogling her all over.

He couldn't seem to speak, but he made a twirling gesture with his fingers. Still holding her arms up, she slowly turned 180 degrees and paused a moment, glancing shyly over her shoulder to gauge his approval of her butt. The spellbound look on his face told her there was no doubt that he approved like crazy.

He couldn't quite suppress a giggle. Before she could get upset at what was clearly the wrong response to such an erotically-charged moment, he referred to their science teacher, who was currently in the midst of an astronomy unit. He said, "I wonder what Mr. Skinner would think of

this

heavenly body!" She loved that he used the word 'heavenly' to describe her, but then her face flushed as she imagined Mr. Skinner and his bow tie sitting beside Mark and leering at her. Then she felt even

more

naked.

His little joke broke through the tension she felt. She spun the rest of the way around, pausing again, letting him bask in the full-frontal view. Her boobs, although not huge, were perfect for her body, full and firm, standing proudly away from her chest. Her nipples were a light shade of tan, at that moment diamond hard. She bounced lightly on her heels in nervous excitement, her boobs jiggling delightfully.

"Bravo," he rasped, not only that she had overcome her hesitation to show herself, but also at how magnificent she looked.

Now that her immobile bubble was burst, she flowed into action, dancing slowly, sensually, flexing her knees and rocking her hips back and forth. She stepped up between his feet, dropped to her knees, and undid his belt. He lifted his hips, making it easy for her to ease his pants over his hips. To save a step she drug his boxers down at the same time, all the way to the floor.

They were both so excited that no kissing or any other foreplay was needed. While he pulled his shirt off, she pushed his knees together, turned her back to him, straddled his thighs, and lowered her pussy straight onto his hard-on. She was so wet she slid down his entire length in one easy stroke. She held still for a moment, and slightly shivered in excitement. She indulged herself for a moment in how full he made her feel, then lifted her hips, sliding herself up to his tip, barely keeping him in her, then gliding back down to his base. She stroked him again, settling into a slow, deep rhythm. She began gaining speed, bit by bit. She went faster and faster, until she was pumping over him like a carpenter hammering on a home improvement project that was behind schedule. He gripped her hips, helping her raise up and sink down faster than either one knew was possible. Neither one of them lasted very long, and they both came deeply.

Still naked, she curled up in his lap and snuggled. He got nice handfuls of tit and ass cheek, and feasted his eyeballs on them and her sweet slit. They eventually had to break their embrace, leaving plenty of time to straighten the living room so Bill and Helen wouldn't notice anything when they got home.

: : : : :

Again, it was weeks before Bill and Helen went out again. Lisa sat Mark on the sofa and stood before him again. He thought --

yay!

-- he was in for another strip show. He was, but with a huge difference -- when Lisa got her shirt and jeans off, she leaned over in front of him, undid his belt, unzipped his jeans, and lowered them to the floor. Before she returned to her 'stage' she pulled his boxers down too. With Mark now already naked from the waist down, she stood back up and resumed her sexy swaying.

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