Kelsey I were neighbors, or as close to neighbors as country kids can be. Her house was through the woods and across the canyon from mine, about a 10 minute walk through huge trees and trails left by deer. We weren’t exactly friends growing up, but we knew each other and occasionally even ran into each other while gallivanting through the forest.
In high school we became closer friends. We had more classes together and more overlapping friends, and when I got my license I became Kelsey’s ride pretty much everywhere. There was always some awkwardness and tension between me and Kelsey, because we had crushes on each other, but never at the same time. She openly was into me for a while, while I was crushing on her best friend. I started feeling guilty for giving her rides, and occasionally flirting with her, because I was afraid that I had led her on. Indeed, she seemed a little hurt, but we remained friends.
My suspicions that she was upset at me were confirmed when she started dating one of my friends….right as I stopped crushing on hers. It was clear from the way she talked about it that she was only somewhat interested in him, and somewhat interested in making me jealous.
And to that end, she succeeded. I realized I had feelings for her, started getting jealous of my friend (thankfully we weren’t very close friends), and was all the more awkward around her.
High schoolers are petty, and Kelsey and I were no exception. We did that dance until we graduated and went to college, never giving up our own pettiness for the sake of a relationship or a sexual tryst that we both wanted.
Something special happens when humans are given the opportunity to be slightly cowardly. Now, with a thousand miles separating us, and being able to communicate through electronic devices rather than face to face, Kelsey and I could be completely honest with each other. Many nights I found myself up late on my computer, trying to finish homework but getting lost on gchat, talking with Kelsey about how much we had wanted each other, how much we wished we’d made something happen. Finally I took a chance. Kelsey was reminiscing about how she used to wish that I would just wander over across the woods while her parents were gone; show up at her door, lead her to her bedroom, embrace her, kiss her, fuck her.
“Well, I’m coming home for Spring Break” I wrote, “better late than never.”
I waited anxiously, my cock slowly growing underneath the library table.
“Yes” Kelsey responded. Then, “better late than never ;)”
The floodgates were open, and for the next few weeks Kelsey and I found ourselves chatting on the computer every chance we got, telling each other how much we wanted each other, teasing each other, dirty talking each other.
Finally Spring Break rolled around. It was almost over and we still hadn’t found time; we both were busy catching up with friends, and we both still lived with our parents. Finally, on the last day before I had to go back to school, my phone dinged, with a text from Kelsey.
“Parents gone for an hour. Come over?”
My cock began to press against my jeans. I told my parents I was going for a walk, and bolted out the door. I went through the woods as quickly as I could without running, as I didn’t want to already be a sweaty mess when I got there. I showed up at Kelsey’s door, and knocked. She answered wearing nothing but a bathrobe, only loosely tied up.
I entered and immediately kissed her, and as I did, she let the bathrobe fall to the floor. I took a step back to stare at the woman that I’d spent much of high school fantasizing about, and was now finally seeing naked, waiting for me. She was tall and blonde, fairly skinny, yet with outstanding curves. She had perky breasts with large, pale areolas and nipples, an ass way bigger than you would think a person her size could have, elegant legs, and an incredibly seductive smile. As she watched me admire her, she bit her lip in the way that makes guys nearly cum; then she nodded her head toward the bedroom, beckoning me to come with her.
I followed her, staying two steps behind her so I could watch her ass move as she walked. It jiggled slightly, each cheek tightening ever so subtly with each step she took. My cock was so hard that I had to take my belt off as we walked, just for comfort. She stopped once she got to her room, and turned around. We quickly embraced, and began making out passionately, our tongues exploring each other’s mouths, my hands running across her bare skin for the first time, squeezing the firm, large breasts I had fantasized about god knows how many times. She took me shirt off, and then beckoned me towards the bed.
Kelsey had a loft bed, with a sturdy ladder leading up into it. She started climbing the ladder, and when she noticed me staring, she stopped, halfway up, her ass at my face level, letting me take in the view. I approached her and grabbed onto her hips. I bit her ass a few times, feeling her body tighten briefly and her mouth squeal in delight. Then I buried my face in her from behind, my mouth kissing her pussy, my nose pressed against her asshole, taking in her glorious smell. She started to moan, then quickly pushed me off, and climbed up the rest of the ladder.
“Take your clothes off before you come up” she instructed me.
I did as she told, quickly taking off my shoes, socks, and pants, as she got comfortable in her bed, spread her legs, and started to finger herself. My cock was raging hard as it sprung out of my boxer briefs, and the words she whispered – “fuuuck yes” – made it tremble.
For those wondering: I am 6’3″, skinny, but athletic, dark brown hair and facial hair. My cock is average size with good thickness, a strong olive color, uncut, and, in my opinion, quite good looking. You can see some pics of me [here](https://www.reddit.com/r/ladybonersgw/comments/5snzbh/lazy_rainy_mornings/)
I ran up the ladder, and at the top finally got a close-up view of Kelsey’s pussy: gorgeously glistening, big pink lips contrasting her very pale skin, neatly trimmed blonde hairs above a hard, puffy clitoris. Her smell had taken over the entire bed, in the best way possible: very sweet, a little musky, and somehow refreshing smelling. Lying on her back, Kelsey’s firm breasts were holding their shape brilliantly, perfect circles, with her hard nipples pointing directly upwards.
I started to crawl upwards to kiss her but she reached out and stopped my head, forcing me towards her pussy. There was no need (or time) for foreplay – we’d spent the last few years engaging in foreplay.
I dove right into her pussy. It tasted even better than it smelled. I ran my tongue along the edges of her lips, taking in her full flavor, covering my tongue in her lubrication, admiring the view. Then I moved my tongue to her clit, lightly flicking it at first. Her moans were almost silent, as though she were trying to moan but she didn’t quite have the breath to do so. Her breath was constantly catching, her body still save for the occasional twitch and convulsion. Finally her body mustered the ability to moan a few words and signs of pleasure, and I begin to lick her harder. I stopped flicking my tongue and started running it in circles, applying a bit more pressure to her clit, sucking and pulling on it, moving my head side to side,massaging her clit with the underside of my tongue.
“ohhh fuck. Ohhh my god yes, shit, yes” she moaned. Then all of a sudden she pulled me up, sat up, and motioned for me to lie down. I gladly did. She kissed down my torso, quickly, until she was kissing my abs, her large breasts dangling and making contact with my cock and balls. I moaned happily and she stayed there, teasing me with kisses, her perfect tits playing with me, making my cock twitch.
Then, all in one motion, she took me in her mouth, deep into her throat, until she had taken all of me, she stayed there for a moment, slobbering on my cock, then removed her head, her saliva running down my shaft, a smile on her face.
“Fuck”, I groaned.
She took my cock in her mouth again, this time swirling my head in her tongue, my balls in her hand. She began to lick up and down my shaft, massaging my balls,occasionally giving my head extra attention, occasionally deep throating me. She mixed it all up brilliantly, stopping now and again to let her tits play with my cock. Finally she started penetrating her mouth with me hard and fast, smiling at my groans, moaning at my taste. I was about to cum when I finally pulled her off of me.
She grinned at me, and I returned it; we had both wanted this, dreamed about this, for so long, and it was clear that neither of us was disappointed.
She laid back down, and I moved down to her pussy again. Kelsey and I had talked ahead of time, and decided that we wanted to keep it to oral, no sex. We wanted to save that for when we had more time.
I picked up where I left off, licking her firmly, massaging her clit with my tongue, squeezing her breasts and nipples. This time I stuck a finger in, then a second one, and began to slowly explore the inside of her pussy.
“oh, oh, oh, oh, shit” she moaned, as my tongue moved furiously and my fingers caressed her. She gripped my hair firmly, and I could feel her body tensing up as she neared her orgasm. She got the will power to pull me off her right before she came, but she was already breathing as though she had orgasmed. We looked at each other, deeply mesmerized, then without saying words, switched places again.
Kelsey also picked up where she left off. Nothing gentle, nothing teasing, nothing with a build up. She jumped straight into deepthroating me, then, as her saliva dripped off my shaft, she took my balls in her mouth, massaged them with her tongue, and stroked my shaft. As I neared my orgasm she began to furiously lick my head, until we were both moaning and groaning. At the last moment, I stopped her, and pulled her off.
We were having fun going back and forth, and we again switched positions. I kneeled in front of her, looked her in the eyes, and inserted two fingers in her, then hooked them, so the tops of my fingers were rubbing the roof of her pussy. I started to penetrate her, at moderate speed first, then harder. As her body began to shake and twist as though she were being shocked, I brought my mouth to her clit again, and starting moving my tongue in rapid circles around her clit, which was now hard and throbbing.
She was pulling my hair hard now, and we both knew there was no stopping this time.
“Oh my god, oh my god, oh my god, fuuuuck, fuck yes, oh shit, god yes FUUUUUUCK”. Her moans turned to yells turned to climactic screams. Her hands had let go of my head and were frantically searching for something to hold onto, until she was pulling the sheets off of the bed just to keep her hands busy.
As her orgasm subsided I kept pleasing her and she kept talking: “oh my god fuck yes….fuck yes…..shit” she said, until she finally couldn’t take any more, and pulled me off of her.
She took a few seconds to catch her breath, then sprung to life, and swapped places with me. She squatted near me, so I had a perfect view of her pussy lips, dripping with her cum, her wetness, and my saliva. She took my cock in her hand and my balls in her other, and started working them furiously, staring me straight in the eyes as she pleased me.
“Oh fuck I’m so close” I told her. With that, she took my cock in her mouth again once more, licking my frenulum, running her tongue up and down my shaft, taking me deep into her throat.
I was hell bent on drawing my fantasy out for as long as possible, and planned on stopping her right at the edge again. Her moans picked up, and with it her tongue speed and her hand movement. I was so close, my body was shaking and tightening. At the very last second I pulled her head off.
But it was too late. The magic of Kelsey’s mouth was too much, and I felt my body go over the edge.
“Oh fuck”, I said, and I began to groan as I began to cum. Kelsey didn’t miss a beat, and started massaging my balls, and stroking each rope of cum out of my cock, covering both her hand and my stomach. I moaned deeply, and finally my body relaxed. As I tried to catch my breath, kelsey brought her hand to her mouth, and licked the cum off of one of her fingers.
“Mmmm” she said, and promptly licked the rest of them. I was still processing that this had finally happened, as I noticed that she was kissing and licking my stomach, making sure every drop of cum ended up in her mouth.
Once I was cleaned up she laid next to me and we kissed. We checked the time; it had been over an hour. Her parents could be home at any moment.
I quickly threw on my clothes and got out the door as quickly as possible. As I hopped into the woods I heard the unmistakable rumble of a truck on a dirt road, and through the trees saw her parents coming into the driveway. I had escaped just in the nick of time.
On the walk home I thought about everything that had just happened. I’d spent many of my teenage years masturbating to the exact fantasy that I’d just lived out; even in my dreams, it hadn’t been that good.
I was gone for the summer, but Kelsey and I managed to hook up a few more times over the next winter break. After that, it became harder to ever make it work; we stopped coming home at breaks, started moving to new places, had some relationships, etc.
Now I’m in my mid-20s, and haven’t talked to Kelsey in a few years. Yet every time I’m home, I take a walk through the woods, near her place, hoping that maybe we’ll be home at the same time, and maybe I’ll get to relive that childhood fantasy once more.
Edit: spelling.
Source: reddit.com/r/gonewildstories/comments/60vp8h/years_of_sexual_tension_being_put_to_bed_fm
Dude honestly if I were you I’d reach out to her. Take a chance, what if?? is the most haunting and regretful feeling.
Great story and loved the pictures too!