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.