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[F]inally, now that we're all grown up, [m]any years later. | 2016
This post, like all my posts have a long build-up, because, well, I enjoy the back story and many of you appear to as well. Per usual, feel free to scroll to the line break where the good stuff starts if you're not into it. Also, if you're a lady in the CA area, PM me and we can make our own GW story. Always been a fantasy of mine to meet a girl on reddit and share with this community! And life is all about making good stories.
Anyhoo... In middle-school, I was a bit of an awkward, nerdy type, and definitely a late bloomer. I had a "bowl" haircut, glasses, and was cringe worthy with my "game". I often was told I looked like Harry Potter, which at the time, was all the rave as the books had only just begun being released. Thank god for uniforms, because there is no way in hell I would have been able to dress myself either. The guys wore grey corduroy pants, a white polo, and maroon, V-neck sweater. Shoes were fair game, but I got teased a bit because I never had Nike's, Alan Iversons, or those other "fresh" white shoes with the colored wing tip (And1?). Girls wore the same, except those plaid, school-girl skirts. At the time, I didn't really fetishize those skirts, because I was young, saw them all the time, and was only just pretty much figuring out what I thought I liked, sexually. Sara was in my class as a transfer in 4th grade only for a couple semesters, and I thought she was pretty, funny, and generally sweet. Her last name was close to mine, so we got seated together, frequently, in multiple classes. I was as heart-broken as a 4th grader thought he could be when she transferred out. A few years later though, I was elated years later when she was back with us in 7th grade. It was here that we established a really good friendship, albeit only in school. See, I lived on a ranch, far from where all my friends lived, and was never able to really hang out with them outside of school, unless there was a birthday party my parents would let me go to.
This also just around the time kids started getting cell-phones. She asked if she could have my number, so we could text, but my phone (my dad's old flip) was unable to accommodate, and only to be used in emergencies. Even if I had freedom of use, and it had text functionality, I would be unable to use it home due to the lack of cell service out in the boonies. "What about AIM?" she’d asked...I didn't have that either...so no such luck...what a nerd, ammiright? She transferred out again after one semester due to some family issues. Heart break ensued again, and I missed my crush, Sara.
Fast forward ~10 years later, and I'm much more filled out, and grown up. I'm 6ft, very well built and extremely lean from wrestling, MMA, and lifting. My "bowl' cut had receded to a short, dark, faded buzz, and my blue eyes were no longer covered by glasses. One of my best buds and I had just gotten off the train where we had been drinking a bit, and were making way to the ball park, suited up in our team's colors for Friday's game. It was bright and hot out; it was a gorgeous day! As we approached the ticket line, I heard a familiar voice. I turned around, and saw this petite, tiny, young lady, and recognized her instantly. "Sara?!" I exclaimed. She looked at me confused. "It's Calithrowaway87", I said, "from middle-school". Her face lit up..."Oh my god! You're so grown up, I didn't recognize", she exclaimed. She was smoking hot now. Maybe 5'2 on a good day, cute little wedges on, and perfectly manicured nails to boot (I'm not a foot guy, but I really appreciate well kept feet and I fucking love wedges). She had on tight jeans, and a black tank, exposing her very toned arms; she was very lean and fit. Her tits were by no means huge, but on her tiny body, the B-cups popped...a lot. She had long, dark, jet-black hair, and very caramel eyes that matched her skin-tone. We made small, awkward banter for a bit, and then had to part ways for the security check to our respective sections. I told her, like an idiot, that I'd catch up with her at the game. I didn't ask her for her number and I am not on Facebook. Idiot. I did however, catch a glimpse of her cute, bubble butt as she walked off with her friends.
Despite my physical appearance, and outgoing personality, I was still quite shy at approaching girls, and often blew it, retrospectively, either by own realization or those around me, when I had a chance. My buddy and I prowled the game looking for girls to talk to. He's the best wing-man to go out with, and will approach any girl or girls, and strike up a conversation. We never stay seated long, because at the time, the games for us were less about the ball-game, and more about the people, the energy, and well, meeting the girls. Throughout the night, however, he reminded me of my idiocy in my encounter with Sara. I kept my eye out for her the entire time, often distracted from anything else we were doing.
As the hours passed and the game came to an end, and we headed out with the rest of fans and I had lost hope, and was feeling a bit let-down with myself. And then, suddenly by some miracle at the right exit, at the right time, I saw Sara again. "There you are!" I said". "I was looking for you!". "Really?...aww" she said. I mustered up the drunken courage to say "I want to take you on a date. It's been too long, and I want to hear about your life". She agreed, and gave me her number. We part ways, and I text her the following morning telling her it was awesome we ran into each other like that, and I'm excited for our date. No response. In fact, the entire weekend I got no response from Sara. It wasn't until Monday, when I got a text from her: "I'm so sorry! I left my phone at my friend's house, and wasn't able to get it back until today". At this point, due to my paranoia, I thought it may have been a lie, and she was with a boyfriend or the likes. Despite this, we continued texting, and I got the sense that she was genuine, and just forgetful and ditsy (I would later find that she is indeed, both these things to an extreme). We made plans for that Friday, and decided on a local comedy club to unwind after a long week. We would take the train (ample talking time) to the city because we'd be drinking (two drink minimum after all), and then meet up with my buddies afterwards back in town, at the local pub.
When she met me at the train station that Friday, she was dressed to the nines. Her little black top was very low cut, revealing a very busty cleavage for such a small girl, nice, hooped earrings, skin-tight jeans, and fucking wedges. She came in for a hug and smelled like vanilla. Every time I smell vanilla now, my mind always races to that image of her; she was jaw dropping hot and had a body built for fucking. On the train ride over, the conversation took a quick turn to one very sexual in nature. She dropped every hint that she wanted sex; She was freshly single, sexually frustrated which was uncomfortable for her given her high libido. She told me I looked sexy, and she remembers me completely different, and was "amazed at the man I grew into". In all honesty, I was getting a very slutty vibe from her. I wondered (hoped) if this middle-school crush had turned into sexual deviant over the course of the past 10 years. I wanted to run back in time and tell little, 7th grade, hear-broken me "Don't worry, one day you'll have a shot". Anyway, we sit through the show which was very funny, and a perfect first date to get the juices flowing, and associate each other with a good time. As we make our way back on the train, she asks me if her friend could meet us at the pub since I will have friends there and she doesn't want to be the only girl. "Sure", I say, hoping the friend is not the mother-hen type.
We get to the pub, and the friend meets us outside. Lo-and-behold it’s one of the girls she was with at the game, who my buddy had struck a convo with as Sara gave me her number. We walked in and and greeted all my friends, and her friend, immediately latched on to mine for conversation. We drank, and drank some more, the four of us having isolated ourselves from the greater group. At a certain point around midnight, the girls started commenting on how it was getting late, and time was getting away from us. I told Sara I was having a good time, and did;t want the night to end yet, but we could all go back to my place for a couple night caps, and we could call them a cab from there if need be, or they could crash at our spot (I lived with my wing-man friend). They went to the “restroom” likely to discuss the situation, came back and agreed.
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As we got back to the apartment, things got heated pretty quick. The girls took to our laps, and we sat on the couch talking and sipping on some cocktails my friend had created. I let me hands rest on Sara’s lap, sometimes grabbing her waist a bit, feeling her tight toned body. She leaned back on me and I smelled the scent of vanilla on her neck. I wanted to pull her back right there and ravenously kiss and suck her neck. I started get hard, so much so, that she adjusted herself and quietly gave me a look of “really?”. I laughed it off a bit, and we continued. I got up at that point (strategically staying a bit bent over), and asked if anyone needed a refill. She followed me into the kitchen, and pushed me against the wall “It’s getting hot, and I need to go outside for some fresh air. Come with me”. I was a bit shocked for a split-second, and looking down at her, with her hands on my chest, that mischievous look on her face, I pulled her in for a kiss. I tasted the vodka on our breath, and she let out a quiet moan between our lips, and I held fast on her waste, again admiring the tone. I let my hands wander over her shirt, up to her tits, equally firm, and fit perfectly in my hands. “Ok…fresh air it is”. We left our friends, and walked out the front of the apartment, into hall, brilliantly lit with the fluorescent lighting. I pushed her against the wall again and kissed her, not making it more than three steps from the door. “I felt you getting hard in there”, she said. By now she had started clawing at my obviously hard dick, bulging from my jeans, begging for release. I started to pull back, worried we were being too loud, and might wake my hall neighbors, with whom we have an understanding about noise. They text me, and they won’t report us if we keep down (precedence).
She doesn’t let go and instead, leans back against the wall, almost sitting, with our hips attached, giggling a bit menacingly, slowly sinking into a squat, looking up at me. She undoes my pants, and pulls them straight down, underwear shortly following suit. I stand there, completely naked from the waist down as this little deviant puts my cock in her mouth without hesitation and starts sucking like a porn star; Gagging, moaning, fondling my balls and running her other hand up my stomach. I briefly enjoy the view, grabbing her hair, watching my cock disappear and reappear into her tiny little mouth, shining with her spit against the lights. I pull her up, and tell her we just need to go to my room, that it’s so close. We go back inside, to an empty living room - “it looks like our friends are on the same page”, I joke. We head to my room.
As soon as the door closed, she started taking off her clothes. First her shirt, revealing a black, lacy, almost lingerie looking bra; it was a transparent mesh, floral pattern subtly allowing a peak at her nipples. She kicked the wedges off, and started to undo her pants. I walked up to her and told her to turn around. She did as instructed, and I got the sense that she enjoys being told what to do. I brought her body close to mine and she reached up around me head turned her head to kiss me. I grabbed her waist and let my hands up to her tits, feeling how soft she was to my touch. She commented that my hands were rough, and that she loved how it felt against her skin. I unclasped her bra, and dove into her neck, nibbling at first, then biting, perhaps a bit too hard but she didn’t seem to mind. She let out a playful “ahh…mmm”, I shot my hand hand into the front of the jeans she had already begun to dismantle and started to massage her pussy. Over her panties I could feel that she was soaked - hot to the touch. We stood there, her ass grinding on my dick, her hands around my head, locking tongues, as I massaged her tits and pussy. I caught a glimpse of our bodies in the closet mirror and instructed her to take a peak. I commented on how hot she looked, stretched out like that. With that, she turned around, let her pants down and laid on the bed. I took of my shirt, and undid my jeans as she also removed hers. I kneeled at the bed and wrapped my fingers around the elastic of her little black thong. She arched with approval, and I slid them off, revealing a completely shaved pussy. I spread her legs at the knees and dive in to her pussy with my tongue. She watched the mirror, as she writhed and moaned with pleasure, arching herself into my face for more pressure. I grunted, and growled, providing her with feedback that I was enjoying pleasuring her, while simultaneously giving her the sounds she loves a man to make. My hands wandered up to her tits and grabbed them tightly. Her pussy didn’t have a taste, or a smell, it was just clean, just the way i love it. I continued to lap up her juices, licking inside her hole, outside, alternating often to her clit, tickling her with my tongue. I’d come up only for air, or to lick her inner thigh, her stomach, or if I felt the need to taste her nipples. As my endurance began to waver, I came up and laid on her naked body, grabbing her tits and pushing them together bring her nipples close to one another so I could alternate between the two. My dick dragged along her pussy, just barely breaching the surface of her lips. We stayed like that for a moment just kissing, our tongues dancing violently, drooling over each other and letting our hands wander. She rubbed by back as far as she could reach, and I grabbed her throat a bit as I moved again to fixate on her tits. She pushed my head back and told me to stand up. I did as I was told and she got on all fours on the bed. “You get a show now too”, she said.
She grabbed the base of my cock, now throbbing, so hard it was almost actually hurting a bit. She enveloped the tip of my dick with her mouth and sucked furiously. The sensation was painful, and tickled hard for lack of a better word, but sometimes, those lines of pleasure/pain are blurred in the midst of aggressive sex. I let out a grunt, and she looked up and said “mmm…I love a vocal man”, and continued to suck. I grabbed her hair and pulled her into me, encouraging her to take me deeper. She obliged, for a bit, struggling to take me in, Finally, she gagged a bit so I let up. “I need you to fuck me now”, she said and turned herself away from me, still on all fours and bent over, this time on her elbows. That arch her body made as she bent over, her toned back muscles, ramping up to her perfectly toned ass, exposing her asshole, her soaking pussy, inviting me in. I grabbed my dick which she had kindly lubed with her mouth and thrust it into her. She had no problems acclimating to my decent girth. I thrusted a bit aggressively in my intervals. Slow, almost all the way out, hard in, grabbing her ass. I continued to drive into her, growling as she whaled, hearing our friends fucking the next room over. It almost felt like it was a contest of who could be louder. As I stared down at her ass, then glanced over at the mirror of this gorgeous, petite, girl bent over in front me, I started feeling like I was going to cum. “I’m close I said”. “Don’t you dare stop now” she replied, but I had to, I was that close. I pulled my dick out and dove into her pussy with my mouth again, this time licking her from behind. I felt like an animal, existing in this moment only to fuck and and please this woman. Alternating between my tongue and fingers. She started to tremor and I knew she was close. I picked up the pace and she clutched the sheets furiously, until she gasped and squirt on my hands and bed as she came. I stood up and pushed my cock back inside of her for a few more thrusts before that sensation returned. I told her to turn over and I knelt over her. My intent was to finish myself off on her tits but she quickly engaged my cock once again with her mouth. She bobbed her head quickly, never breaking eye contact. I told her I was cumming. She continued as I reached behind me and played with her clit. The climax felt like forever, like I pushed a huge boulder up a mountain, but it slowed near the top before finally breaking free from the clutches of gravity and raced downward violently and uncontrolled. With that, I felt myself unloading into her mouth, feeling instantly satiated, as she continued without missing a beat swallowing what must have a been a literal metric fuck-ton of cum. When all was said and done, she slowed her pace, and regressed to light licking and playfully tickling with my dick with her tongue. We laid in the afterglow of our sex, and continued to toy with one another’s bodies. She was sore and unable to go again, but gladly sucked me off with one of the slowest blowjobs I have ever gotten. The kind only a single, first-time fuck gives with the pure aim to please.
In the end, we continued to hook up a bit till she got a boyfriend again (we weren’t good for dating one another but agreed the sex was great). Part 2 will be posted shortly, and takes place about 3 years after this story - we went that long again with out seeing each other.
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