> Please Note: All characters are 18+ at the time of the sex scenes in this story.
Hailey and I have a bit of an unorthodox beginning to our relationship, not because of how we met, but because of when. We have been an exclusive couple since we were only 14 years old. Where some people are high school sweethearts, it seems we wanted to push the envelope.
Due to raging teen hormones, we found ourselves spending the majority of our hang out sessions making out while ‘watching’ movies back in my room at my parents’ house. It was impossible to keep our hands off of each other during those long sessions, but we had both promised to save sex until after graduation. Looking back, it feels arbitrary, but that decision spurred years of tension that I’ll only begin to touch on in this story.
The temptation to forgo our arbitrary graduation waiting period was increased tenfold after she turned 18. I don’t know if it was because we were both adults, or if it just made graduation feel that much closer. Either way, the forbidden seemed that much more tempting after her birthday.
I remember one particular night, one of the first warm nights of spring. Hailey and I had gone out to the drive in theater, probably watching Faster and Furioser 17, but I wouldn’t have my eyes on the movie, not with Hailey in the car. She was wearing a short dress, maybe cotton, that framed her perfectly, sitting delicately atop her shoulders and draping over her hips. I wasn’t sure if the dress was just because of the warm weather, or if it was for some other, and more carnal, purpose. Regardless, it made my mind race.
We got to the theater late, so we had to pull our car in with the lights off, parking carefully in the back corner since we couldn’t see much. After parking the car, we climbed into the back seat. We regularly made, what Hailey liked to call, a ‘cuddlenest’ in the back of my car. We would fold all of the seats down, and fold ourselves up into a big pile of blankets and pillows.
We climbed into our tangle of blankets and pillows, and suddenly realized we hadn’t even tuned the radio to the right station. We were listening to some other movie in the theater. If it wasn’t apparent before, it became obvious the movie was just a pretense anyway as we ignored this fact and turned to each other’s bodies. It was difficult finding time alone at home, since we both lived with our parents, and the drive-in theater was the perfect place to escape in solitude.
Hailey and I lay next to each other, on our sides, just staring at each other in dark. It usually started this way, a quiet moment, each of us silently encouraging the other to make the first move. It was I that broke it this time, reaching my hand over her waist and pulling her body in to mine. I smile broke across her lips as she returned the embrace.
Our hug turned slowly to exploration, our hands staying over each other’s bodies. I enjoyed the familiarity of her small waist and beautifully full hips. At meeting the hem of her dress, I remained gentlemanly, for now, and simply grazed her thighs before returning. Her shoulders blades jutted sharply as I moved my hand up her back, noting the lack of bra straps. She never needed one anyway, but usually wore them because she was self conscious of her size; it was nice to see that my constant praise was having an effect.
Her long blonde hair was a mess, splayed out over her shoulders, neck, and chest, I brushed it aside, pulling it back over her ear to give me access. My first kiss of the night was planted on her full cheek, the next closer to her ear. She bent her head away, exposing her neck. Slowly, I moved down kissing and licking along the way, eliciting little twitches and sighs as my lips tickled and excited her. Sliding my hand up to cup her face, I guided her back to me, taking a long look into her deep blue eyes before closing the distance between us. Our kiss began slowly at first, a soft press of the lips, the next one firmer and more urgent. Eventually, our lips parted, and tongues explored, teasing each other’s lips, probing deeper as the minutes past.
Our hands continued to explore. My hand found itself at her waist, resting on her lower back. I pulled her hips into mine, instinctually grinding against her. Moving lower, I grazed her perfectly full butt through her dress before gripping her thigh and pulling it over me, separating her legs. She responded by pressing into me more firmly, her hands raking over my shoulders, pulling me into her kiss. Moving up her thigh, my fingers traced the edges of her panties, which were just cupping her sex. It wasn’t time for removing them, but I moved my fingers over the fabric, feeling the moist heat as it saturated her underwear. I could feel her folds through the fabric, imagining how they would feel against my fingers.
At the feeling of my fingers against her, Hailey released a little sigh, pressing ever so slightly into them. Suddenly, we were illuminated in a flash of light. Headlights intruded into our den as each the cars passed us. The movie was over.
It felt like the movie ended too soon, like it always did, so we headed to the local park to find a secluded parking spot. The one under the two large pines was a favorite that we were quite familiar with. It was our number one choice when looking for a spot that we could be alone. We’d had many firsts under these trees, in the back of my car, or under a blanket, it didn’t matter, we found a way to explore here.
As soon as I put the car into park, Hailey was on top of me, straddling me in the car seat. My lips met hers, and she let out the quietest moan. With my hands on her face, I gently pulled her further into our kiss, parting her lips to allow our tongues to meet briefly. With her dress draped over my lap, I couldn’t keep my mind off of the thought of her pussy just inches from my cock. Instinctively, my hips pressed upwards, grinding against her previously soaked panties. My hands found my way up her back, to her neck, pressing her into me, my tongue lingering moments longer. I remember the mixture of mint of cola on her breath as we broke our kiss momentarily, taking the time to meet eyes.
The moonlight shining through the pines cast beautiful highlights on her pale skin. They danced over her, illuminating the sharpness of her collar bones, the soft curve of her neck just behind her ear, and the wispy strands created by my hands as they ran through her hair. Some of the shards of moonlight glanced across her chest and her shoulders, seeming to guide me to her tantalizingly loose dress strap.
Seizing the subtle opportunity, I slipped a finger under the strap, pulling it slowly over her shoulder. I planted a trail of kisses down her chest while inch by inch of her perfect breast was revealed. Hailey had always been self conscious of her small size, but her quick breath suggested that was the last thing on her mind at this instant. Each kiss found an untouched patch of skin, leading a trail over the smooth skin at the top of her breast, down her side where I could feel her heart beat in her chest. When she was fully exposed, I sat back in my seat to take in the view of Hailey with her dress pulled askew, her very perky tit exposed to the open air.
Hailey met my eyes and quickly glanced down. Even after our years together she was still a little shy: a trait that I, and others, found incredibly cute. She looked up again, her face flushed, not by embarrassment, but by desire. A smile danced over her lips just as she raised a hand to her second strap and removed it, and in one deft motion, slipped her arms free.
The sight of her completely bare chest was a call to action. Placing my hands on her sides, I used my thumbs to trace around each of her breasts, massaging the softness of her little mounds and the minute puffiness of her areolas, taking a featherlight touch as my fingers moved over her nipples. I felt them harden under my touch as Hailey bent down to kiss my neck and ears, letting me hear the small changes in her breathing as my hands moved to cupping her boobs completely, allowing me to run my palms over her, now, excited points. I continued my play, massaging, cupping, and rubbing her chest as she cooed quietly under her breath.
Her kisses and coos turned to nibbles and moans as she continued alternating between my neck and my lips. A signal as clear as any, I increased my attention, gently placing her nipples between my thumb and forefinger. I didn’t pinch, squeeze, or roll; I just held still, applying a light pressure to the firmness between my fingers. Hailey preferred this type of touch, her body responding with a brief gasp and a pause in her kiss. She settled into me deeper, placing her warmth over my crotch, pressing herself against me, through my pants. It might have been my imagination, but it felt as if she was gyrating – nearly imperceptible circles pressing against my hardness. I wanted to badly to remove the barriers between us to feel her pussy pressed against me.
My hands moved to slide down her sides, over her hips, and along the back of her thighs. Hailey’s time in dance class filled out her legs, giving her a full, lovely ass and thighs that drew the attention of both myself and others, but for now, it was only mine to grip and knead. The back of her thighs moved between my fingers through each squeeze as I moved my way up towards my target. Slipping under her dress, I gripped her at her hips, pressing my thumb into the V-shaped crease between her hips and thighs, my fingers just wrapping around to the sides of her beautiful butt. It was now that it was clear that her little gyrations were not in my mind. Each little circle she made was a shift of the hips and a flex of thighs. I held my hands there, feeling the rhythmic contractions of her ass as she rubbed her clit between us.
I dug my thumbs in deeper, urging her to amplify her motions. She was rocking back and forth now, her head against my shoulder. Her hands moved from my chest down to the hem of my shirt, hastily attempting to remove it. I was nearly oblivious to her attempts, as seeing her get herself off on top of me was at the forefront of my mind, but Hailey had different plans.
She leaned back, interrupting our stream of passion. “Take off your shirt,” she said, breathily, with just a hint of exasperation, “And let’s turn on the car. I’m freezing!”
She pretended to shiver, her tiny tits jiggling ever so slightly. So much for warm nights in spring.
I started the car, and cranked the heat. Meanwhile, Hailey began to move towards the back seat where our pile of blankets still sat from the movie. She moved on her hands and knees, crawling over the center console onto the pile of blankets in the back. The view was spectacular, her dress cascading over her hips and ass, just short enough to show off her thong covered mound and the crease under her cheeks. Her hips were just wide enough that I thought she might get caught between the seats, but a little wiggle and she squeezed through. The fabric of her dress, previously caught between her and seat, sprung free, jumping up her back, revealing the full of her pale cheeks and the dark color of her soaked heather gray cotton thong. I reached out to feel her wetness, but Hailey flopped over into the pile of blankets, inadvertently dodging my grasp. She sighed in contentment as she laid back, the moonlight shining through the window illuminating her face and chest. She was smiling one of those smiles that let you know that all was right, that she was happy.
Climbing into the backseat, I kneeled next to her, taking my shirt off. Her eyes moved over my body before she followed suit, slipping out of her dress, which was now sitting awkwardly around her waist. She slipped it off over her hips without getting up, and looked back up to me. She was lying there on her side, in nothing but her underwear, one hand mindlessly caressing her own waist, the other propping up her head.
“You still have too many clothes on! I mean, I am almost naked” she exclaimed. “Let’s balance it out.”
She sat up onto her knees and began to attempt to remove my belt. After what felt like hours, she successfully undid the clasp and slipped the belt out of the loops, tossing it on the floor. Smiling, I watched as she fumbled with the button of my pants. To this day, she still can’t figure out how to undo my pants buttons. With my cock aching to be free, I quickly intervened, popping the button for her, and letting her unzip my pants herself to reveal her reward.
There was no buildup as she forcefully pulled my pants and boxers down to my knees in one go, leaving me kneeling with a slowly bobbing cock. She liked me to shave, so I kept my hair trimmed short. She ran her hands over it, feeling the rough trim with her hands, her eyes fixated on my cock. She placed her hand on my hip to steady herself, and wrapper her other hand, both soft and cold, around my shaft and bent over, planting a kiss at the base. She moved up the shaft, placing wet kisses along its length. With each warm kiss, I felt an involuntary flex, and could feel my cock move in her hand as a little bit of pre-cum escaped. As she reached the head of my cock, she paused, her lips nearly touching, her warm breath tickling my most sensitive spot, and then she moved back down. Always the tease.
Before she had her chance to deny me again, I pushed her over back onto her back and straddled her chest. My cock lay between her breasts, and though they weren’t big enough to slip it between them it didn’t matter, I loved seeing it framed by her tits, their softness a juxtaposition to my firm member. I slid further up and guided my swollen head against her perfectly pink lips. She looked up at me in the dark and parted them slightly, just enough to let me slip in, where I was immediately met by her tongue, making lazy circles over the tip as it moved into her hot mouth. The tightness of her lips on my shaft and the warm, wet suction of her mouth was almost too much to handle. I began slowly pumping in and out of her, sighing with pleasure as she massaged me with her tongue, the head of my cock just touching the beginning of her throat. I could have cum right then, filling her mouth, but I resisted the urge. I think it was what Hailey wanted, and she confirmed by reaching up and grabbing my ass, pressing me just a bit deeper into her throat. She began pumping my cock with her hand as she guided me by the hips into and back out of her glorious mouth. This continued for a few minutes, Hailey on her back, sucking on my cock as I pumped it ever so slightly deeper. Her hand moved down to my balls, allowing me to enter her mouth even deeper. She cradled them in her palm as I kept my rhythm. It was when she gave a sudden slight squeeze that I felt that familiar feeling. I pulled myself from her mouth with a wet pop. My cock twitched dangerously, teetering on the point of no return. Hailey watched, her eyes intent. It would be an inopportune time to cum now, her face inches from me, my cock slowly bouncing, still wet from her blowjob. Slowly, though, I felt my oncoming orgasm subside.
I unstraddled her and took a moment to take in her naked body below me. Slipping my hands under her waistband, I peeled back her underwear, watching inch by inch of her perfect vulva be exposed. She lifted her butt in the air, allowing me to finish removing her soaked panties. With her underwear discarded, I could smell the fragrant aroma of her pussy, a sweet musk that I only knew from her. I moved downwards, drawn by the smell, kissing her thighs, her hips, her mound, and her lips as I worked closer to the source of her wetness and warmth. Her lips were taken between mine as I teased her with my mouth, sucking on her labia and tracing circles with my tongue. Her hands were in my hair, ensuring that I would never leave this place between her thighs. The wetness around her entrance was sweet on my tongue as I let it wander near, teasing the hole that I so desperately wanted to fill.
“You taste incredible,” I whispered, trying to let her bask in the moment. My compliment was met with a smile and her hands guiding me upwards to her swollen clit.
I looked up at her with a coy smile, taking it between my lips, sucking gently on her little bud. My hands moved over her body, exploring it for signs. One cupped her beautiful breasts, kneading their indescribable softness, waiting for the swollen nipples that indicated her impending orgasm. The other joined my tongue, a finger circling her entrance tempted by the warmth inside. She was moaning softly now, her hips rocking slowly in the pile of blankets, gently grinding her clit into my soft lips. Placing two fingers inside of her, she contracted around them in response. Pads upwards, I massaged her vagina, pushing upwards and allowing her rocking to press my fingers into her G-spot. Her orgasm was not long away now, her nipples were swelling, capping her breasts like pointed towers, jutting into my palms. I took them between my fingers, pressing gently, waiting for the moment to arrive. Her breathing was shallow, her hips rocking with an increased intensity. Two pre-orgasmic contractions clenched my fingers hard, and I knew she was over the edge. I watched her abs contract, pulling her clit up into my mouth; instinctively I pinched her hard little nipples and heard her moan in pleasure. I could feel her contractions now, each one seeming to pull my fingers into her, driving them into her g-spot. Her abdominals continued to pulse in time with the aftershocks in her pussy, each wave of pleasure just a little bit smaller than the last. Her head was tilted back, her mouth still open as she exhaled.
She pulled me upwards, laying me on top of her. “I want to feel you inside of me,” she moaned, turning her head back down to look at me. She shifted, creating a gap to slip her hand down to handle my erection. “I want to feel this inside of me.”
She ran the throbbing head of my cock over her now completely slick lips.
“Hailey, you told me to promise to not give in. We can’t do it.” The words were a struggle that I barely managed. I could feel the heat given off by her virgin entrance.
Her lips were at my ear, sending shivers down my spine. “Pleeeeasse,” she pleaded. “It doesn’t mean anything anyway – the graduation.”
My mind was spinning with thoughts of watching her face as I entered her for the first time, of watching my cock disappear into her, of feeling her contractions on my shaft as I pumped into her. “Hailey – I – we aren’t supposed to.”
Her hand tugged on my cock, bringing it to the entrance of her eager pussy. I felt her contract, kissing my tip with her lower lips. Their warm wetness slipping over the head of my cock for just a brief moment.
I caved.
“Let’s just try it a little bit. We don’t have to finish”, I reasoned. She only replied with a contented moan.
My breath caught in my throat as I gave in to Hailey’s guidance. I felt my dick press up against her, encountering the resistance of her tightness. Hailey could not guide me from here; I would have to press forward into her. I extended my arms a bit allowing me to look down. I wanted to see me take her virginity, to see myself in the young white beauty underneath me. Her hands were on my lower back, pressing, urging me into her. I moved with Hailey and felt the head of my cock slip into the softest warmth I had ever felt. Like silk, she caressed my member with her insides. This elicited a slight inhale through her open mouth as I slid deeper. She brought her legs back in response, her knees moving towards her moonlit breasts. I could feel her nails in my lower back, a confusing mixture of pain and pleasure. Her inhale became a contented sigh as I felt my balls press up against her. I was fully inside of her now, my cock just pressing against her deepest areas. I lowered myself back onto my elbows, meeting her lips again.
Our tongues danced over one another as I resumed my movement. Her pussy clung to my cock with its nearly impossible tightness as I drew outwards. Back in, it was easier now, my shaft slick with her juices. Hailey moved with me now, her perfectly shaped mounds rippling with our lovemaking. I wanted to squeeze her, to feel her body as I filled her, but my inexperience made it difficult to keep my balance. I settled for her swollen nipples grazing my chest as I rocked in and out of her. Lost in the moment, the only sound in the car was the rhythmic wetness of Hailey’s pussy while we experienced the new sensations that we were giving each other.
The soft moans coming from Hailey, the silky sensations of her perfect pussy, and the quiet sounds from our lovemaking slowly drove me over the edge. I should have stopped. I could have stopped. A promise was a promise, but I wasn’t thinking about that anymore. I could feel the tightness in my abs and my balls as my orgasm rose drowning out my rational ‘moral code’.
I kneeled up, and began to pull out of her, but her lips gripped my cock as if they knew what the purpose of all of this was. I pulled out of Hailey, and felt my first contraction. A splash of white on white splashed over Hailey’s chest. Another string of translucent silver landed on her semi-toned abdomen. I kneeled in front of her spread legs, my final contractions easing my cum out over her hips and mound. Breathing heavily, I sat back, basking in the afterglow of our new activity.
Hailey let out a twinkling laugh. “So did we break our promise?”
> I would love feedback on my writing style. I am also happy to talk to people about this experience through private message or in comments below.
Source: reddit.com/r/gonewildstories/comments/7amlof/mf_under_two_pines_vanilla
Love this story. My wife and I were the same way when we started dating. Those sessions of exploration and young love are still some of my favorite memories of us.
Lol my writing skills suck otherwise I would
This was sexy and beautiful and warm. Your writing is amazing.
Great stuff. Keep it up.