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[F]un with [M]y new friend | 2016
Hey Reddit :) Longtime lurker, first time poster. My name is Laura, I'm 22, a recent graduate of UWO in London, Ontario, where I continue to live and work (sidenote: London ON does not live up to it's namesake, but it has it's charms).
Anyway, like most people I ... enjoy sex, lol. My first time was when I was 16 with my boyfriend, whom I then proceeded to hump on a regular basis. Since then, I've had some more humping partners, some of whom were long-term relationships, some who were more like fuck buddies, and a few one night stands.
I'm recently single (well, 6 months now >_>), but am not really looking for anything serious right now, but a girl has needs, and so suffice it to say I have been turning my slut meter to 11 on occasion. My most recent development has been with a younger guy named Connor, and I thought I'd share with you guys the story of how we first hooked up.
It was two Saturdays ago, and my roommate Helen and I were getting ready to go out. While we've been friends for year, and get along great, Helen and I are very different, both in terms of our bodies and our personalities. Helen is tall, dark, and beautiful. She has long brown hair down past her shoulders, and curves in all the right places. She's very outgoing, and almost always the ringleader when it's time for us to go out and get a little crazy.
I, meanwhile, am a little more shy and reserved, spending more nights inside in my jammies than out on the town. I'm also short (5' exactly) and small in general, with basically no curves to speak of. Still, some guys like my petite look, and my long blonde hair and sparkling blue eyes usually attract a few looks (when I'm not hiding them behind my glasses).
On this night I was wearing contacts, and little else - or at least that's what it felt like. I was wearing a tight strapless dress, a shimmery purple, simple black flats, and a purple thong that matched my dress remarkably well. And that's it. 3 total articles of clothing ... 4 if I count each shoe individually. I felt naked, but Helen finally convinced me that I looked awesome, and off we went.
Our destination was a close friend's townhouse, who was hosting a minor house party - maybe 20-25 of us in all, so not too crowded, but definitely too many people to fit in one room, so we were spread out around the house. I was in the kitchen, mixing drinks for myself and a few other guests when I first saw and was introduced to Connor.
My first impression was 'tall', but when you're as short as me, that's not unusual. After that it was 'young' and then 'nerd'. Still, he seemed confident, and blended naturally with the crowd, and soon enough he and I were chatting alone in one corner of the kitchen.
I learned that he was the younger brother of one of the other guests (whom I had never met before), sort of a friend-of-a-friend-of-a-friend type of deal, which explained why I never met him or his sister before. I also learned he was in his second year at UWO, and he made a point of declaring that he was NOT drinking illegally, his 19th birthday having been about 2 months ago.
We were getting along well, but eventually I got tired of having to crane my neck to look up at him, so I led him over to an empty space on the countertop, where I hopped up so we could be at eye level. I was sitting with my legs open slightly, and I was aware that my already-short dress had ridden up when I jumped into my new seat, and that Connor probably had an interesting view available to him, if he only knew.
We both finished our drinks, and Connor left me briefly to get refills for both of us. I used this brief interlude to text Helen (she had disappeared to another part of the house) and tell her what I knew about Connor so far, and what her thoughts were. All I received in response was a thumbs up, so she wasn't a ton of help. Still, when Connor returned I smiled warmly at him, spreading my legs some more, which allowed him to step a little closer as he handed me my new drink.
Before long we were very close to each other, basically whispering into each other's ear, and my heart was fluttering at his closeness. As I mentioned, Connor was tall. Probably only about 6' in reality, but plenty tall compared to me. He was slim, even lanky, but his exposed forearms were well defined and strong. He had curly brown hair and matching eyes, though they were partially hidden behind a pair of designer glasses.
Quietly whispering in my ear, he confessed that he thought I was the most beautiful girl he had ever met, which I knew was bullshit, but I was totally in the mood to be flattered, so I ate it up. He moved back slightly to look into my eyes as he said that, and I grinned, reaching out to pull him back towards me, kissing him hard. I'm pretty sure I even told him that flattery would get him everywhere, and at the time I meant it.
We continued making out slowly and occasionally whispering in each other's ear, and eventually we started to explore each other, my hands running over his chest and down his back, and his lips kissing along my jaw and down my neck. We paused, after a while, and stared into each other's eyes without saying anything. I found my voice though and, while biting my lip, asked him if he wanted to go upstairs.
He caught my meaning, and leaned in to kiss me again, then lifted me off the counter, placing me gently on the floor beside him. Taking his hand with a mischeivous grin, I led him through the townhouse and up the stairs, my purse dangling from my free hand, turning into what I knew was my friend's bedroom.
As soon as the door was closed, we were on each other again. He was leaning way down to kiss me, and soon enough he cupped his hands under my bum and lifted me almost effortlessly off the floor (it pays to be small sometimes!). I wrapped my legs around his waist, which forced my tight dress to ride up all the way to my waist, my purple thong exposed and pressed against him. As we kissed slowly, passonately, I held on tight around his neck, and he slowly moved towards the queen bed, lowering me down to sit on the edge.
He paused, standing in front of me, and I beckoned him closer, then reached out for his shirt, my fingers working quickly to undo the buttons, and he soon moved to help me, and within moments his shirt was off, tossed to the floor, and I took a moment to admire and appreciate his surprisingly well-defined chest, arms and stomach.
Biting my lip, I twisted slightly, gesturing to the long zipper on my dress, and then I stood up, turning my back to him completely. I heard him move behind me, then gasped, closing my eyes and moaning softly as I felt his lips on my neck. I stood there calmly as he slowly started pulling my zipper down, his lips following the line the entire time, inch by inch down my spine, to the small of my back, stopping juuust above my bum. I grinned, holding the dress against my chest as I looked over my shoulder at him, but gasped and giggled as he grabbed me by my shoulders and spun me around to face him. Suddenly we were kissing again, and I let the dress fall away to bunch up at my waist as my hands busied themselves, exploring his bare chest and strong back. For his part, his hands were exploring my newly-exposed skin, my back, my shoulders, my stomach, and finally my breasts, which he cupped gently before leaning down to take a stiff, pink nipple between his lips.
I gasped and moaned, tossing my head back and closing my eyes, and he slowly guided me back onto the bed, crawling over me and kissing me everywhere - my mouth, my stomach, my neck, my breasts, my shoulders - as we got into a comfortable position on the bed. Eventually, his kisses got more organized, and he kissed a trail down from my mouth, down my neck, between my breasts, eliciting gasps of pleasure from me as his lips and tongue detoured to visit my oh-so-sensitive nipples. He continued down my body, across my flat stomach, around my belly-button, and then he stopped when he reached my dress, now completely bunched up around my waist. By now I had propped myself up on my elbows to watch him, and I bit my lip again as he took hold of the material, and I lifted my hips to help him.
He slid my dress down slowly, over my hips, and I felt his fingers hook into the material of my thong as he passed over it (very smooth ...), and then both my dress and my thong were sliding down my thighs, past my knees, and then past my toes, and I was naked.
I was still propped up on my elbows, my breasts rising and falling steadily with my breathing, and I spread my legs slowly, exposing my smooth, wet little pussy. As I looked up at him though, I saw he wasn't looking between my legs, but was instead looking back into my eyes, and he slid off the bed, standing up and quickly undoing his pants.
He tugged his pants and his underwear down together, without any fanfare, and then we were both naked, and his cock bounced in front of him invitingly. I slid down the bed towards him, sitting on the edge again, his cock now mere inches in front of me, and I reached out confidently, trying -and failing- to wrap one of my small hands around his thick shaft.
Connor's cock isn't long (probably average, 5-6 inches) but, mmmm ... plenty of girth. I stroked his cock steadily, feeling it's heat and hardness in my hand, and I looked up into his eyes. He was looking down at me, and he reached out with one hand, his fingers combing gently through my hair. Without breaking our gaze, I leaned forward, guiding the thick head of his cock towards my mouth, and moments later my lips were wrapped tightly around his shaft.
I sucked him slowly at first, my hand stroking his shaft as I bobbed my head back and forth, sucking, licking, teasing and tasting him, my tongue swirling around the thick head and exploring every inch. I closed my eyes, concentrating on slowly taking him as far as I could (about 3/4ths of the way) into my mouth before pulling back, then pushing forward again, my mouth now sliding up and down almost the entire length of his cock. I reached out with my other hand, genty cupping his balls as I moved my mouth to wrap tight around the thick head of his cock again, stroking his length and looking up at him.
Wordlessly, he pulled himself out of my mouth, though our eyes remained lock. Still watching him, I reached down between my legs, rubbing myself slowly, feeling how hot, wet, and ready my little pussy was. He leaned down, kissing me hard, and slowly he lay me back on the bed, his hands touching every inch of me now, and I gasped as I felt one, and then another, finger slip into my little cunt, and soon I was writhing in ecstasy on the bed as he finger-fucked me expertly.
He was teasing me, his lips and tongue working on my stiff little nipples as his fingers probed my pussy, and soon enough I had to stop him, biting my lip and pointing to my purse, long ago discarded on the floor, saying just one word: "Condoms."
He slid off the bed in a flash, and reappeared with a foil wrapper, which he tore into carefully, but without hesitation. Meanwhile, I slid over to the middle of the bed, spreading my legs wide and bringing my knees almost up to my shoulders. Moments later, he was kneeling between my legs, latex-wrapped cock in hand, and I nodded to him, and then he was inside me.
I gasped as the thick head of his cock slid inside me, arching my back and moaning with pleasure. He pushed forward steadily, and soon enough his entire length was buried inside me, and I felt so, so full. He took hold of my legs, pulling them over his shoulders, and now I was basically folded in half. In this position he felt so deep, and he took advantage of that fact, fucking me now with short, slow, powerful strokes, causing me to gasp and groan with every thrust, every inch of his cock being squeezed by my tight little pussy.
We were fucking slowly but steadily in this position, and I was lost in the feeling of his fat cock stretching me so perfectly. Soon, though, he let my legs fall to either side of him, and then he lay forward, on top of me now, and we kissed as he continued to thrust inside me slowly, neither of us in any rush. We kissed slowly and passionately, matching the relaxed pace of our fucking, and I wrapped my arms around his neck, my legs around his waist, moaning softly as we moved our hips together.
Suddenly, he dropped down onto me, squishing me with his weight, and I gasped and giggled as we rolled together, his cock still lodged firmly inside me, and then I was on top, and I pushed myself up slightly, grinning down at him, and saw him smiling in return. I kissed him one more time, quickly, before I straightened up, and I was in my glory: sitting up straight with his cock buried deep inside me, impaling me perfectly, and my hands moved to cup my small breasts, my flat stomach stretching as I moved my hips and arched my back, wiggling my hips back and forth, causing him to groan with pleasure. I sat up straight like this for a while, alternating between bouncing straight up and down on his fat cock, to wiggling my hips quickly, back and forth and side to side.
Then I leaned forward, planting my hands on his chest, and he took over cupping my breasts, now bravely pinching and squeezing my little pink nipples, and I moaned in appreciation as I began to bounce again, his cock curving deliciously inside me in this position, probing my cunt with percision and hitting alllll the right places. For his part, Connor had his eyes closed, groaning and grunting as we fucked, and soon his breathing was getting fast and ragged, and I could tell he was getting close.
I lifted myself off of him then, sliding to his side, and he sat up, curious as to why I had stopped so suddenly. Grinning at him, I spun around quickly, dropping to my hands and knees, and then dropping down onto my shoulder, my tiny ass held proudly in the air for him, and I looked back to watch him move quickly, kneeling behind me.
I yelped with pain and surprise as he smacked my little bum, then groaned as he guided his thick cock back inside me, pushing all the way into me with one long thrust. I cried out as he probed deeper inside me than before in this position, burying my face in the sheets as he grabbed my hips, fucking me now fast and furiously. I was moaning and whimpering with every thrust, while Connor grunted and groaned behind me, and before too long his rhythm changed again.
"Laura," he moaned, "I'm gonna cum .."
"Do it!" I cried out in response, "Cum for me, Connor. Show me how good my little pussy feels."
He slammed deep into me one more time, his cock stretching me to my limits, and then he groaned loudly, and I felt his cock throbbing inside me, and I knew he was filling the condom with his hot load.
We stayed in that position for a minute or so, relishing the feeling of being joined together, until eventually Connor slipped out of me, laying back on the bed. I grinned and crawled up to him, kissing him gently, then slid back off the bed. Watching me curiously, he raised an eyebrow as I dug through his clothes before finally finding his phone, and I explained that he had earned my number - no way was I letting this be a one-time thing. He grinned, and I walked over and kissed him again, then gathered up my stuff - clothes, shoes, purse - and told him I was going to get dressed and rejoin the party and find my friends, and he might want to do the same soon. With that I winked and snuck out of the room and down the hall to the nearby bathroom, to straighten myself up and return to the real world.
And that's my story about meeting Connor, haha. I hope you guys and girls enjoyed it - since this first night, Connor and I have established something like a friends with benefits relationship, so I know I'll have more to write about and share with you guys soon!
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