Summer Fun with [M]y Best [F]riend

Clara and I had been friends for years. She was one of my first friends when I entered high school and we remained close pretty much throughout. We’d talked about dating a few times, but one or the other of us was always in a relationship.

Senior year came around and her life really split apart, her dad kicked her out suddenly, her boyfriend had cheated on her and she’d had a major falling out with the majority of our friends since her boyfriend was pretty well networked amongst them. She really needed a break and my family decided to provide her one.

She had always been a good friend to the entire family, so it wasn’t even a conversation when she needed a place to stay, my parents accepted her with open arms. She came with a duffle bag of things and moved into my little sister’s room. She kept insisting she’d only stay a week at most, but my parents let her know that she could stay as long as she needed to!

At that time, I worked most evenings, getting home a little after 10pm, just in time to catch a late night talk show, chat a moment with my parents and then play something on PlayStation before I went to bed myself. The first night she was staying, I didn’t even know it was happening! She had asked my mother, who had established all of the plans.

So I came home after a long day to find Clara sitting on the couch with my parents watching the tail end of the news. I greeted her with a smile and got a snack while Jay Leno started up. We sat up and all chatted during Jay Leno. Once his opening monologue was over, my parents packed up and headed to bed.

“You’re staying the night?” I finally inquired once my parents were upstairs. We’d all talked about it a little bit, but I wanted to hear from her myself.

“Yeah. Your mom was too nice about it,” she smiled, curled up under a blanked, wearing some flannel pajama pants and a tanktop with a black bra. I sat down next to her with a tortilla I had just nuked. “Mm, that smells good,” she smiled.

“Want it?” I asked, offering her the untouched snack. She politely accepted and I got up to make another. “So how long will you be here?” I inquired, waiting for the microwave.

“I’ll find a place before next week,” she insisted, mouth half full of tortilla. What felt absurd about that was the fact that it was already Thursday, not leaving her nearly long enough to find a place.

“I’m sure it’s fine if you need to stay longer,” I assured her, taking the tortilla out and rolling it up before heading back to the couch to sit down.

“Your family is very sweet,” she smiled.

“Bah, stop it!” I played back. We continued to shoot the shit, chatting about my day at work and making stupid jokes that high schoolers do. By a little after midnight, we weren’t really talking about anything. We were really just… well, at the time, I wasn’t sure! In hindsight, I think we both knew what we wanted to do, but were too afraid to take the next step. Our conversation circled about in empty ways, rehashing stupid jokes and mocking one another lightly. I think we were definitely flirting. But, 2am rolled by and we decided to head off to bed without so much as a kiss.

I think we were both thinking it though. I certainly went to bed with the curiosity on my mind.

The next morning broke and I headed downstairs for breakfast. I had apparently slept in quite considerably! I awoke to an empty house, everyone having gone out for things, my mother and sister out for groceries, my older brother out to work and my younger brother out to the gym with his friends to play basketball. I searched the whole house and nobody was home.

Unless.

I headed back upstairs and headed to my sister’s room to find Clara curled up, still fast asleep. She had her tanktop on, but had taken off her pants and was just in panties, also, it appeared she had taken off her bra, her nipples lightly shone as the sunlight hit her chest. I walked to the bed slowly, looking at her lengthy legs, toned from running, but smooth and perfect. She was nearly 6 foot for sure, which was good since I am quite a tall fellow.

I sat down on the bed and touched her arm. “Hey Clara, want some breakfast?” She rolled over slowly and opened her eyes. She stretched her arms over her head, her breasts puffing outward. She relaxed and looked up at me with a quiet smile.

“Yeah. What time is it?” She yawned, sitting up.

“Almost noon. I guess we could have lunch,” she chuckled as she grabbed some jeans from her bag and slipped them up, shimmying into them, the waistband hugging her as on the way up.

“Well, either way, let’s eat!” She demanded, “I’m starving!” Over brunch we discussed her recent break up and the subsequent fallout with a lot of “friends”. She expressed feeling really hurt for many reasons, but also realizing that she was growing from this and that she didn’t want such shallow relationships anyhow. “I like knowing someone is truly my friend, y’know? Like you!”

I laughed. “I do what I can!” She insisted that I was doing way more than that, but I reminded her that it was mostly my mom who was being hospitable.

“Speaking of which, where is your mom?” She looked around, seemingly realizing what I had: that we were alone. Completely.

“I think she’s at the store with Liz,” I started putting away the food, my body stuffed from the little meal we’d shared. She nodded quietly.

“Oh hey! Let me show you something!” She darted up from the table and grabbed my hand, leading me upstairs to her temporary room. She rummaged through her baggage, finally settling on a small sketchbook. She tossed it in my lap and sat beside me. I held my hand close to her’s, quite delighted by the contact! She was an artist and she loved sharing her work with me. I let my hand slide closer still to her’s as we browsed her work.

She walked me through each piece, skipping past pages of work she didn’t like or prefer. I also noticed that she was using her other hand to point things out and flip the page. I looked down to see the sides of our hands touching, not anything new for us. We’d often gone to movies together in the theater, letting our arms rest close, even getting to the point that she rested her head on my shoulder. That said, it was all the more exhilarating in this context, wondering what a touch could lead to.

That wonder quickly disappeared though as the garage door opened. “We probably should go downstairs,” I insisted and she nodded, seeming a little disheartened. Perhaps she was wanting the same thing as I did.

We headed downstairs and helped pull in groceries just in time for me to get ready for work. I couldn’t help but wonder what would have happened if we’d had more time. That and hope that we’d have another chance this evening.

So naturally, work dragged on hard. It was only 6 hours, but by 2 hours in I was almost completely over it! I went to lunch and texted Clara to complain about work. We exchanged pleasantries for 30 minutes and then I headed back to the. Longest. Day. Ever.

By the time 10 rolled around I was exhausted from sexual tension, entirely self inflicted by endless fantasies. I’d imagined her in her panties and her tank top, imagining running my hands through her dark, wavy hair. I imagined the touch of her skin and the look of her body.

I got home to the usual scene: parents on the couch, wrapping up watching the news and Clara there, nestled in a book with a pair of red shorts on and a black tank top. I put a tortilla in the microwave and sat at the dining room table, leafing through a fashion catalog absentmindedly. As I stood up to retrieve my tortilla, Clara stood in the kitchen, looking at me.

“How was work?” She asked, maneuvering past me to take a seat at the table. I sat down, mouth full of food.

“Long… Boring and long. How were things here?” We yammered back and forth, my parents coming into the dining room about 30 minutes later to say good night. We cordially replied and then went back to our discussion.

Or, tried to.

I felt like the entire energy had changed in that moment. We were really really alone quite suddenly. She finally broke the silence, reminding me where I was in the midst of a story.

Again, we just shot the shit, chatting about nothing, but sitting really close. I didn’t want to let tonight go to waste without seeing what could possibly happen. I devised a plan.

“Man, wanna go sit on the floor? I’m exhausted and the floor looks comfortable,” hella smooth!

“Oh yeah?” She smirked, shaking her head.

“What?” I followed as she headed to the carpeted floor, sitting down on a pillow.

“Oh no, you were right this is SO much cozier,” she teased. I didn’t know how to reply, she seemed to be calling me out for something (and rightfully so) but also didn’t seem upset about it.

I’d love to say that I had some quick get back, but I froze up and just changed the subject. Not as smooth as I wish I was.

We just continued on lazing about the floor, our bodies and faces drifting closer and closer together. We sat less than a foot apart as she watched me, my words empty and her ears deaf. She kept glancing down at my lips and I’m positive I returned the gesture. I would say nothing and she would reply with a snarky affirmation, her eyes becoming impatient, knowing full-well my intent, but my courage still too small to overcome the unscalable distance between us! She would even tilt her head to accommodate a very simple trajectory to a kiss.

I don’t remember many details from the conversation, just that she leaned even closer to me and said something along the lines of “oh yeah professor. And what else do you have planned?”

And something in those words was enough to bridge the gap between us. Enough for ME to bridge the gap between us. I leaned in, grabbing the side of her neck and kissed her gently, her lips inviting and soft. Her whole body eased to me as we finally made contact. And this wasn’t the feeling of making contact after two hours of conversation, this was the feeling of making contact after nearly 4 years of knowing what we wanted.

And I felt that need reciprocated in her kiss. She put a hand up and held my neck, holding me against the kiss. She laid back, forcing me to lean over her, our clad chests meeting. This already felt more intimate than any other kiss I had engaged in before, our bodies touching as we held into the kiss.

She wrapped her arms around behind my head as I stroked her cheek, barely coming up for air when we needed it. So, we lay there and made out breathlessly in the front room of my house, completely lost to the world for a brief moment. I slowly came to though and realized that we were quite compromised here. Both the front door and the stairwell were within eyeshot of where we lay. My brother was still out and about and could come home at any time and if we made too much noise, we might wake up my parents and could easily see us from the top of the stairs.

“Want to move to the couch in the living room?” I looked back at a startled Clara, who seemed to think I was leaving. She looked to the stairwell and nodded.

“Gotcha. Yeah!” She said. I went to get up, but she pulled me by the collar and kissed me again, almost causing us to be unable to stop once more. I insisted, pulling away and leading her to the couch. She tugged me back, pulling at the buttons on my button down. “Take this off,” she demanded. Before she could finish unbuttoning it, I slipped the top off over my head and moved to the couch.

She sat atop my lap as I reached for the remote. “Probably best to leave the TV on just in case.” As I leafed through the channels, she kissed my neck, distracting me from my task. “C-careful,” I pleaded, not wanting her to leave a mark on my neck, but she didn’t much care, nor would she at any point.

This became one of her favorite games: distract me while I’m trying to do something by touching me. I was trying to find something reasonable for us to be “watching” should my brother get home, but every time I started to process what was on the screen, I could feel her hips gently sway against my crotch, the fabric between us barely masking the shape of her vulva, so soft and rounded. She would also kiss my neck and nibble my ear, but, despite the challenge, I found a station and proceeded to push her away from my neck, leaning in again to kiss her.

She sighed and it felt as though her whole body just melted. She dropped her chest to mine and ran her hands through my hair. I let a hand rest on her hip, her tank top having slid up slightly. Shock filled my system as I felt her skin against my ring finger. Perhaps it seems silly, but this was the first foray into such sensuous territory! The idea of what this contact could open to, the fact that all of her skin was connected to this simple point, it dawned on me, in that moment, as tremendously salient.

But I didn’t dare move my hand. Although Clara was warming up to everything, anything more than kissing was untempered waters for me. I really didn’t want to blow it!

Clara pulled away from the kiss, a smile opened on her face as she rested her arms on my shoulder. “Do you know how long I’ve waited for that?! Why did it take you sooo long?!” She teased.

“To be fair we have both been occupied with others on and off. Not a lack of wanting to,” I reassured her.

“How long have you wanted to?” She inquired, climbing off my lap and leaning into the corner of the sectional.

“Pretty much ever since we met!” I leaned over to kiss her again and she obliged, holding my face near.

“4 years is too damn long,” she smiled.

“Well, then I’m glad we didn’t wait any longer.”

She rested a hand against my thigh as we continued to make out, my hand resting on her side. She had grown quite warm from our little tryst, her lips almost hot against mine. She let her tongue play along the edge of my lips, but she would recoil whenever I would try to reciprocate, a smile eventually growing on her lips. She would let her lips linger near mine, glancing my lips gently with her tongue. If I was patient, she would come closer, letting her tongue venture further into my mouth. But the first sign of movement she got and she would pull away, eventually getting to the point that she would actually laugh.

All the while, her hand stayed on my thigh and it hardly “stayed”. As she teased me with her little kisses and such, her hand kept moving inward, but then retracting. Every time she would teasingly kiss me, her hand would inch between my legs, but she would always stop and pull her hand back. Eventually she just started in a rubbing motion, her lips intoxicatingly close, her breathing almost intentionally hot.

I had had enough.

I quickly grabbed her neck and let all the tension rapidly catalyze into passion as I pressed a kiss to her. She let out a slight moan and her hand gripped at my thigh. She kissed me back, tongues dancing with heat. She actually pushed back against me now, like a magnet attracted too forcibly!

I’m not sure she even realized how quickly her hand slid forward as we made out again. She continued in the rubbing motion, very quickly finding her palm against the bulge in my pants. I let out a sigh as she quietly moaned.

Already, this felt incredible and dangerous. I had never even received a handjob at this point in my life. Being a young Christian boy, I was against anything other than kissing… but, this. This was too good to pass up!

She rubbed along the length of it, open palmed, investigating the real shape of it with her fingers. She pushed my face away and took a passionate taste of my neck, sending one single jolt down my spine. I shook slightly as the bolt dispersed through my system. As my pleasure suddenly spiked, I could feel myself reaching close to orgasm.

“C-careful,” I pleaded again, holding her wrist. She slowed, but then pouted.

“Am I too much for you?” She smirked.

“Just at the moment, gimme a sec-

She cut off my sentence, starting to rub me again. She would stop whenever I would place a touch to her wrist, sometimes only slowing. I felt like I had a fucking fever, my temperature spiking with each tease. I even started swaying my hips, now wanting desperately to cum! But she wouldn’t let me.

She breathed heavily in my ear and she nibbled the lobe, her palm moving slower and more carefully against me, my hips swaying almost embarrassingly desperately!

She suddenly pulled her hand away and smiled at me.

“I think you might need a breather,” she headed to the bathroom and I laid back on the couch, quite tempted to just finish myself off. But there was more to be done tonight and I didn’t want to ruin that. I let my blood pressure settle with my body temperature, trying desperately to calm down! Staring at the ceiling, I could feel my erection decreasing, my body cooling off. My breathing was normal and I could think straight again.

I looked over at my phone, curious to the time. Sitting up, I picked it up and flipped it open. 2 messages. Both from my brother.

STAYING AT DYLAN’S TONIGHT. LET MOM KNOW.

BE HOME TOMORROW AFTERNOON

Clara, freshened up, laid down on the long section of the couch, smirking deviously. It only dawned on me the reason for her smirks, when I saw a bra in her hands. Blood flooded from my brain, but not enough that I completely lost sense. I was working out the math and realizing where the night was going to go if I didn’t put a stop to it now.

The Protestant guilt warred with the primal part of me. I knew without a doubt what I wanted… but I was concerned now with what I should want.

Clara laid back, her tank top climbing up and revealing her stomach, just above her belly button. Without thinking, I climbed over to her, my crotch pressing warmly to her’s as my body dropped. She smiled and welcomed me with a small peck and I returned the favor.

I reasoned that if I didn’t tell her about my brother, then things wouldn’t get out of hand. We could make out for a bit and then go to bed, no sin involved (beyond perhaps that which I had already engaged in).

My hips started to sway against her’s as we resumed. Her legs wrapped around me, but gave me room to maneuver. Her hands extended down my back, slipping inside my pants and beneath my boxers to cup my ass. She let out a contented sigh, provoking my hips to move. Her hips raised as she spread her legs further. She leaned up to my ear.

“My bra isn’t the only thing I took off,” she whispered. I thrust again, this time imagining how it must have felt to have one fewer layer between us, seeing if I could feel how much closer we were not. Admittedly, it didn’t really feel any different, but it still drove me wild with excitement and I think she could tell. She tried to refrain from moaning as I ground up against her, her hands still pulling me in for more.. She tilted her head to the side allowing me access to her neck, which I took advantage of. I kissed her right at her jawline, unleashing my teeth against her skin softly.

Arms growing tired, I rolled over to the side, her hands sliding out of my pants. I let my hand move between her legs fearlessly and started to rub her. I knew nothing about what I was doing, but for what I had seen in porn. It seemed like rubbing her up and down or in circles would be the best way to go about it. Whatever I was doing though, it was right, because she covered her mouth, her hips raising to meet my touch. Her face was totally flushed from our dirty activities, the fabric of her shorts soaked. At that moment in time, I didn’t realize that this was a sign of arousal, at least slightly. I just thought vaginas were always this soaked…

As we lay there, I continued to kiss her, her hand traveling back to the front of my pants, gripping me more furiously this time! I sighed out loudly against the kiss, my pleasure no longer close to peak, but my desire to cum almost completely overwhelming! Her rubbing became more and more furious, our passionate kissing raising our body temperatures. I just remember laying there, sweating quite intensely as the hours passed on, this erotic adventure quite exhilirating already, my mind and body open to see what other mysteries it had in store for me.

Just then I heard the sound of the zipper on my pants. I looked down to see that Clara had already unbuttoned my pants without me knowing and was just now reaching the bottom of my zipper. She looked up at me, eyes wide and lustful. She maneuvered into my boxers. I moaned as her hand touched my throbbing, rigid cock. She pulled my cock through the hole in the front of my boxers and looked down.

She sighed “That’s a relief,” she smiled at me, biting her lip.

“What?”

“I was REALLY hoping you had a big dick!” she sighed out, as if she had heard it in a porno recently or something… I just smiled back, too intrigued with what was happening to care about her awkward compliment. Perhaps she knew what she was doing, giving me more credit that I was due in order to further seduce me. It wasn’t too long before she had crawled down to my member, licking the precum off the top. I couldn’t stop her as she took the head into her mouth, sucking lightly.

My head spun and I was consumed with pleasure. I was pretty sure that I was going to cum immediately, but she constantly kept stopping, seemingly knowing the pleasure that she was bringing to me! Her head gently bobbed back down, deeper each time, her tongue circling my cock with each recoil. I swear at this point I must have been running a dangerous fever, my whole body just wanting the release of orgasm, my every inch so sensitive to her masterful touch.

I held my hand over my mouth, laying back, sweat pouring from my brow. She could fit about half the length before it was too much for her, but that was certainly enough for me. It was incredible to me to be sharing all of this with her, especially after all this time. I just remember a sort of sexual resonance at that point, a warmth inside my body. I was enjoying feeling sexual and I kind of didn’t ever want to cum.

Too late.

I warned her with another quiet “c-careful,” but she made a decision and that was to let me cum in her mouth. My body gave into orgasm, hot cum splashing into her soft mouth. I felt her suck up and swallow every last drop. She moved back up to me and kissed my cheek.

“Good?” She asked. I could only manage to nod.

“I should return the favor,” I remarked. She smirked but shook her head.

“I don’t think I could stay quiet,” she laughed.

“We could use a pillow, you could moan into it,” I wasn’t going to give up that easily. But she shook her head.

“Another time maybe,” she gave a half-hearted smile at me as she planted a kiss on my lips. And in that moment I had two choices: let the evening fizzle out from there and go to bed to see what daylight brought for us or tell her about the vacancy in the basement and leave everything up to chance… At that point how could I turn back? If we went downstairs, I was essentially agreeing to sex.

“Well… actually…” I really considered what I was about to say as I looked to her. “Andrew texted me,” I explained, her face rather close to mine. She nodded and laughed. “Well, congrats,” she teased, giving me a quizzical look. “He’s staying at Dylan’s tonight…” I watched her eyes, but the meaning of my words didn’t seem to sink in, “Meaning that he won’t be home tonight…” she still gave no indication that any of this was making sense to her. I sighed, she was really going to make me come out and say it explicitly. Her face dwelled close to mine, her eyes locked on my gaze. “What are you trying to say?” she inquired.
“The basement is free tonight… so we could use it for… uhm, activities” she offered me a hesitant smile. No, the smile wasn’t hesitant, but she was indicating hesitance through the smile.

“You don’t think your parents might hear us anyways?” she inquired. I frowned and shrugged, unsure if they would or not. The risk was certainly a factor, but it was also part of the appeal. “I’m sorry, I just don’t think I could keep quiet.”

And, just like last night, the evening fizzled out. We made out for another half hour or so, but it was not meant to be. Getting off at the end of the night, I actually somehow felt good about how things wrapped up. We had some fun, but nobody compromised their “purity”.

But oh man! If I had known what was going to happen soon, I may not have felt so easy about it.

Source: reddit.com/r/gonewildstories/comments/632ocb/summer_fun_with_my_best_friend