Summer Fun with [M]y Best [F]riend Part 2 | 2016

If you’re not up to speed, you can read Part One HERE

A few days passed and Clara and I tried to keep things simple. We didn’t really talk about what happened that night and it seemed that we were both contented that way. She still hadn’t found a place to stay and she apologized profusely, but my parents really didn’t care. They insisted that she could stay as long as she needed to. They were just waiting for her to believe that.

I awoke early to go for a run on Tuesday morning, wearing my gym shorts, black sneakers and nothing else. I didn’t have work that night and I planned to make the most of the day off, which always started with going for a run. It was only about three miles, but it was enough to get the blood pumping! I listened to whatever my amp up music was at that time (maybe Circa Survive?) and tried to get my mind off of things. I had thought I was okay with everything, that I was going to be fine moving on, but I would still get flashes of desire for her and I still spent a majority of my time fantasizing about Clara, recalling our encounter and basking in the sexuality of the thing.

And that’s why runs are great. You have to mount such an effort in a run that any energy (sexual, angry, negative etc.) could be used to keep the run going. As I hit the two mile mark, my phone buzzed in my pocket. It was from Clara.

DID EVERYONE JUST DITCH ME? LOL

I couldn’t really respond, but that couldn’t be. It was too early. Maybe everyone was just being quiet? I didn’t worry too much about it, since it seemed impossible that anyone else was even up at 7 on a Tuesday morning, except perhaps my father.

As I was rounding to my street, almost finished with the run, my phone buzzed again.

YOU ALL LEFT ME!

I frowned at my phone as I made it up the last hill, slowing down in the driveway. Pulling the key out of my sock, I opened the door, all the lights off inside, but for the dining room. I was still a little winded, but I quietly called out when I got to the dining room, finding Clara sitting there drawing.

“Everyone is out?” I inquired, heading to the sink for a cold glass of water. She nodded, looking up briefly from her sketch.

“Yep. I woke up early to maybe go to the gym with your sister, but she was already gone. Then I looked around the house and everybody was already out. Including you,” I turned around, catching her looking at me. Like, really looking at me? I wasn’t sure. I hadn’t really been objectified in person, but her eyes looked glazed over as they rest on me.

“Yeah. Hm, sorry,” I shrugged, checking the calendar on the fridge. “Doesn’t say they have anything,” I looked to her and shrugged again. She didn’t respond, but her eyes met mine and she smiled. I gave her a quizzical look before moving to the table. She bit her lip and touched my side in a greeting gesture.

“Wanna make out again?” she smiled, weathering her lip. The blood pooled to my cock, firming up and tenting my running shorts slightly. “Oh no, what’s this? Looks like you might need a hand,” she smirked, wrapping her fingers around my member and stroking slightly through my shorts. I had half a mind to stop her, but that was my non-dominant half. I couldn’t believe this was happening, first just because I thought this phase was over, but secondly because I must have smelled something treacherous! I didn’t really want to smell me and I couldn’t imagine she did either, but here we were.

“I need a shower,” trickled out of my mouth between sighs. It was one of those odd automatic things, I didn’t really mean it, but I said it out of… I dunno, duty? Habit? But she took this suggestion and let her imagination run wild. She stood up, stroking me some more and planting a kiss on my lips.

“Need some company?” she offered with a waggle of her eyebrows. My answer came in the form of the door unlocking to the garage. I quickly bolted upstairs, not wanting to be seen with Clara in this state, not only topless but raging a powerful boner too! I beelined for the shower and did what any reasonable 18 year-old would do in that situation. I wanked to the thought of fucking Clara in the shower, filled with joy at the idea of bending her over and fucking her from behind. It didn’t take me even a minute to finish up.

The nefarious thing about masturbating back in those days was the fact that my sobriety returned in the form of guilt. I was covered in shame for having those thoughts, for letting Clara touch me. I just remember spending the rest of the shower feeling total shame.

I cleaned off, got into some clean clothes and headed downstairs, to find my family eating donuts with Clara. Apparently my dad had an early meeting that morning and so my family drove him to work and in return got a a dozen donuts. I partook, heading to my bedroom. I couldn’t even look at Clara, one because the shame it made me feel knowing what my parents would think if they knew what we’d been doing, but two because of the dirty fantasy I’d had over her in the shower.

I turned on some music and set to work writing, trying anything to not think about Clara. But there she was at every turn, seemingly the only object in my mind. I remember trying several wacko anti-lust techniques I’d learned at church (think meditation for keeping your mind toward Christ), but nothing was working. I wrote about it, I wrote about other things. I tried diving in thinking about it and then I tried distracting myself, but my mind was busy with sexual frustration like nothing I’d ever experienced before…

It was odd to have the possibility of sex right there before me, but know that I would be giving up on my personal morals if I took her up on it. And what did she even mean by “company”? Was she down to fuck or would we just keep it to petting and oral?

My productive day turned into a ruminative nightmare, trying anything I could to get away from this. But hour by hour, the rumination boiled in my blood, the thoughts got stronger and I succumbed to the lust. By the time dinner rolled around, I was absolutely on fire. I felt like I couldn’t hold myself back another moment, but I knew that I’d need to. I came downstairs to eat with everybody as my dad got home. We all ate dinner, talking loudly and successfully quelling my desires for a moment. I guess family is good for that much.

“Where were you all day?” Clara asked as we washed the dishes together. I shook my head, making an indifferent face.

“I dunno, just in my room, why?” I smiled wide.

“Your mom said you were being moody,” she added a bassy drag to the word moody, coloring it as teasing rather than concern. She smirked, drying off a plate and bumping me with her hip. “Were you being moody?” she pouted.

I nodded, placing a cup in the rack. “Yes. That’s it, I was being moody all day,” kinda on the nose, but I wasn’t going to let her know that. “Nah, I just got really excited about writing!” I gave it my best shot, but I didn’t feel any conviction in what I was saying and I was sure Clara could see the statement for the lie that it was.

“You were excited about something,” she mumbled, hitting me with her hip again. I shushed her hastily and she laughed. This all just seemed to be a game to her… And yet, she didn’t want to mess around in the basement when we had the chance… it was odd. “What’d you write?” she inquired, breaking my stream of thought.

I shared about the silly novel I was writing. Didn’t seem silly at the time, but it didn’t ever go anywhere. I spent hours and hours on it, building a compelling world and fleshing out the characters, exploring the symbolism and the flow of the narrative. I really think that novel was just for Clara. It gave us something to talk about. It was a sort of proxy for deeper conversation. It dealt with the complex terrain I found myself in at that time and Clara always indulged me.

“Could I read some?” she set the dish towel down after drying her hands. I looked at her, indecision on my brow. She gave me pleading eyes, forcing her shoulders together and puffing out her chest, cleavage abounding at the seams.

“Alright, fine!” I dried my hands and led her up the stairs, explaining that none of it was really finished yet and that in her critique she just needed to keep that in mind. She obliged. As we made it to the doorway of my bedroom, I took her by the side, pinning her to the wall, just out of sight of the hallway and planted a kiss on her lips. Both of her hands reached up to greet my cheeks as she sighed out, pushing up against me. I pinned her hips with my own, lacing my fingers with hers. She moaned quietly and sighed as I pulled away. She bit her lip, teasing her hair and shaking her head.

“Don’t make me wait like that again!” she demanded, catching her breath. I opened my computer to the file where I’d kept all of the notes.

“What!? I don’t think I’ve made you wait!” I insisted, “I thought we were done with this,” she laughed and shook her head. As she sat down, she glared at me.

“No. I am not done with you,” she waggled her eyebrow again and I couldn’t help but laugh. She was lathering it on thick. She turned to face the computer and read what I had written. I decided to give her a shoulder massage while I stood behind her.

“Oh honey, you’re so tense!” I kidded, kneading at her back. She exhaled so completely, i was almost sure her lungs had just collapsed. She rested her head to the side and I knew she wasn’t reading any more. I felt her hands come up to mine and slowly pull my hands by the fingertips. She pulled them down, down past her collarbone, slipping them over her bounding breasts.

“Then give me a proper massage,” she rasped, leaning her head back to relax. Her emissions of breath staggered, her chest filling my hands while my fingers kneaded her ample bosom. She moved my hands again, slipping them under the fabric, my palms pressed contentedly against her skin. She sighed loudly, craning her neck, a cloud of pheromones filling my lungs. I leaned down, fully ready to-

“Do you guys want ice cream?” a small voice called from the doorway. I don’t know that I’ve ever moved my hands that fast as I turned around to look at the form in the door. It was a my little sister.

“Yeah, sounds great!” I said, definitely not turning around. I was bulging hard and I waited for my sister to head away before adjusting myself and heading downstairs. I felt Clara grab my hand again, pulling me back for another kiss.

“That’s a bookmark, mister,” she smiled. I nodded and we made our way to the kitchen to enjoy some family dessert. We all watched television while eating cookies and cream. And. All. I. Could. Think. About. Was.

Sex.

To be fair to me, I now knew that Clara wasn’t wearing a bra and I could see her endless thighs all night in her short shorts. She was wearing those jean shorts that have the frayed edges. And they were just loose enough that if you were at the right angle and she was sitting just right, you could see her panties, if only ever-so-slightly… And if it so happened that it was Clara you were peeking at, you might catch a glimpse of the fact that she wasn’t wearing panties at all…

I turned to watch the television as my face completely flushed, catching a glimpse of her skin, through her pant leg. I could hear my own fucking pulse in my ear as I realized how dedicated to this she was. She wasn’t kidding about the bookmark! My mind stitched together images of her naked body as electronic images danced emptily before my eyes. I’ve never been in shock before, nor do I ever want to, but when people talk about the struggle to respond when you’re in a state of shock, I think back to this memory. Perhaps a more sensible metaphor would be likening this to a sort of sexual panic attack.

My heart pulsed, my palms sweated and I felt hypersensitive to all sensory input. I had half a mind to go masturbate somewhere private right there, but my curiosity got the better of me. I remember almost feeling a little sick I was so overwhelmed. Again, I’d not ever done much with a woman at this point in my life, so the prospects of where this all was heading was new territory for me.

I recall sitting quietly, not looking at Clara, but letting myself periodically touch her. For hours it seemed. My family just would not go to bed. My siblings headed off when the news started, but my parents were definitely going to watch the late night news and probably the opening monologue of Jay Leno. I kept thinking of ways to excuse ourselves, but everything just felt too fishy to me, so we sat and waited and watched.

And my parents didn’t only watch the opening monologue. They watched the bits. They watched the first interview. They started to pack up, giving me hope, during the second interview, but they got caught up talking with Clara about work and didn’t even start heading upstairs until the musical guest was almost over. The tell tale sign that my parents were heading to bed was that the kitchen light would dim and the dog would scamper on after them. As the light dimmed, I heard Clara get up. Looking behind me, I saw Clara head around the corner and disappear up the stairs with my parents.

My heart sunk to hell. I just sat there, dejected. Dejected despite not even being rejected. I sat there in empty headed disappointment and self loathing. I loathed myself for thinking all those thoughts and going to all that trouble. But… bookmark. She was the one who mentioned the bookmark. She clearly wanted to partake of some fun, right?

I heard her bedroom door click closed and with it my hopes for the evening. It likely meant she was going to bed for the evening. When she just headed upstairs she never closed the door, not even when she was changing. She only closed the door if she was going to bed. I started to ponder on why that might be, why she might only close the door at bedtime, when I heard it open again. My heart raced as I adjusted myself to look as nonchalant as possible, leaning back and turning the television up slightly.

The sound of footsteps clamored down the hallways upstairs. Heading for the

Bathroom?

The bathroom door clicked closed and 30 seconds later the sound of running water filled the house, pipes moaning throughout the house.

Had she decided against it? I mean, I guess I had changed my mind as well, so perhaps she had second thoughts. Maybe she felt guilty just as I had… I really hoped that not to be true, but here I was, alone on the couch.

Then my phone buzzed. It was Clara. My heart sang, or raced, I’m not sure. It did something rather out of the ordinary for hearts to do as I opened my phone to check the message

I LEFT MY SHAMPOO IN MY BAG DOWNSTAIRS. ANY CHANCE YOU COULD BRING IT TO ME? ;)

Wait, what? I mean, the message made sense, except for the wink at the end. I wasn’t sure what the gameplan was here… The bathroom was right next door to my parents’ room. If she had been worried about making too much noise in the basement, there was NO WAY we were getting away with any shenanigans right THE FUCK next door!

Still, I obliged, less out of courtesy as much as curiosity. I was open to the possibilities, although I wasn’t about to take that much of a risk. I bounded up the stairs with the bottle in hand. I knocked on the door and was quickly greeted by a smiling Clara.

“Thank you,” she grinned, taking the shampoo. She bit her bottom lip again, still just peeking her head out, smiling sheepishly. “Want to help me?” she whispered, a blush soaking into her face. I’m sure my face turned several shades redder! I could feel a faint coming on!

“Want to? Yeah!” I quietly laughed eagerly, “I can’t though,” I said, eyes slipping to my parents closed door. She got the gist of what I was indicating. She looked down and nodded.

“I guess I’ll just have to help myself,” she smirked, slowly closing the door.

Yet another session of standing around dumbfounded. This time, however, it was not because I didn’t understand, but, unpleasantly, it was that I understood perfectly. She was going to give herself a hand… and I wasn’t going to be a part of it.

I just stood there. The reality of what was going to happen didn’t line up any longer with the desires of what I wanted to have happen… So I just froze. I know that for a moment I put my hand on the doorknob, just standing there for minutes like a terrified child, unable to make a decision. But nothing came of it. I headed back downstairs with the heaviest sigh ever. I could have knocked somebody out with that sigh. It was like a silent groan.

Defeated, I sat down on the couch and picked up my phone. A new message from Clara. Man, she knew how to drive me nuts. I opened my phone and there was a picture of her cute lips and her cleavage with the text “C’mon. Help me out?” followed by a picture of her ass. Still one of the best asses I’ve seen on a girl I’ve actually been intimate with!

“Don’t get off.” I texted her back.

“Why not?” she texted back quickly.

“I’ll make it worth your while” I replied, sending a picture of my abs, pulling my pants low to reveal a hint of my cock, but nothing more.

“What are you offering there, professor?” she quipped.

“Hey. No spoilers. You’ll just have to come find out”

She replied with a picture, not revealing too much, but her body soaked and sudsed. “But showers are so much more fun!”

I couldn’t argue with her on that one, but I also couldn’t risk it. “It’s your choice.” I offered, heading upstairs to change into my gym shorts (a similar, but different pair from that morning), a nice little surprise for her, if she decided to come along. I heard the shower stop as I headed back downstairs to the couch. I haven’t wanted anything that bad ever since.

Eh, that’s probably hyperbole, but I remember praying that she would take the bait. Yes, praying for sex. Backwards, I know.

But, if there is a God, he sure came through for me there. Because a few moments later, a squeaky clean Clara came downstairs in her same red short shorts and a thick, white tanktop, a whisper of her nipples could be seen through. I almost convulsed with excitement. My hands trembled. Trembled doesn’t even feel like the right idea. I could not keep my hands still, beyond just a physical malady, it was like the emotions had my whole body completely terrified.

“So, I didn’t get off,” she smirked, climbing right up into my lap, her arms wrapping around behind my neck. “You offered to make it worth my while?” she smiled, swaying her hips. I let out a staggered sigh and I could feel her melt. She always had a thing for pleasuring me. She almost got more pleasure out of watching me respond than getting pleasured. A kiss found its way to my lips and I obliged, grabbing her hips as she swayed against me. The fabric of our pants was barely there and I could feel the shape of her pussy pressing and rubbing my hardened cock. I could even feel a little moisture from her. She was soaked again.

Riding on some fumes that smelled a whole lot like courage, but were likely quite a bit more like lust, my hands slid her shirt up, palms tracking against her skin. I lowered my mouth to kiss her neck and she embraced my head as my hands climbed ever higher, wanting the touch of her fantastic breasts again. But suddenly, and aggravatingly, she pulled away, climbing off my lap. Almost as quickly as she disappeared, I heard her footsteps tap away, the lights disappearing, some nondescript rustling and then her footsteps returning to me. My eyes were still adjusting to the new lighting as I heard her lay back on the couch. Blue moonlight streamed into the living room, allowing my eyes to collect enough, to see skin. A lot of skin.

In fact, I could see all of the skin. My horrified virgin body sweat like mad, fear of being caught and fear of what this meant. She reached above her head and grabbed a pillow, looking to me. She spread her legs and motioned for me.

“I’ll keep quiet… if you want to return the favor now,” her voice rasped, an unsteadiness to her breathing. I looked behind myself, never so torn in my entire life! I took strides to her, but watched the house, quiet and, at least momentarily, empty. My brother’s bedroom door was 10 feet from us. Granted, there was a flight of stairs between him and us, but if he hit the stares on a run, we’d have NO time to hide. And my parents were a little further away, but this left us-

My train of thought was interrupted by the feeling of a soft touch of the hand. I looked down, Clara’s eyes glistening in request. She squeezed my hand before laying back again. And that small gesture, that little indication of desire, somehow it was enough. I was pulled out of any feelings of terror about our vulnerability and now I just wanted to be close to Clara.

I laid down on the couch, between her legs, my breathing jittery and excited as I kissed her labia. I had been reading up in the last few days about precise techniques for pleasuring a woman orally. That and years of porn consumption. But none of that was enough to give me any confidence about this situation! But I continued. I listened to a breath evacuate her body as I lay my tongue along her opening, the salty flavor of her anticipation filling my mouth. It’s such an odd thing, I’d never describe the flavor as pleasant or delicious, but it is so utterly erotic, so consumingly sexual that I often find myself desiring the taste. And that night was when that preference began.

I started to tease the hood of her clitoris and I heard the pillow scrunch under her grip. With the tip of my tongue, I circled it, feeling her hips raise up to greet me more. I teased, pulling away slightly, brushing her with the careful tip of my tongue. I heard a muffled moan, barely emanating through the pillow as a ravenous clutch tugged at my hair, pulling me in. I spread my mouth open, laying my tongue over the length of her pussy, lapping her up. She tugged at my hair harder, every muscle in her body tensing. I now understood her trepidations. As hard as she pulled the pillow over her face, I could still hear her moans. Her hips thrashed at my tongue and I sampled her voraciously.

And then a moan echoed out of her, so loud, so clear. I quickly bolted up, pulling off from her pussy. She released her grasp and covered herself with the pillow. I watched in silence, positive that SOMEONE had heard that. I tried so hard to listen, but my pulse echoed around my skull and my heavy breathing filled the room.

“I’m sorry. I’m sorry. I’m sorry,” she apologized in a whisper. I’m sure she was a bright red, despite not being able to see. I smiled at her and waved my hand, trying to keep quiet. She crawled to me, pressing her naked body against me, hands exploring. She was clearly less anxious about this than I was.

I guess, after all, if she got caught, she could just go live somewhere else. If I got caught, I’d likely be sent off to some mean Christian Camp or something. And not the sing-songy kind. But her hands teased around my torso, exploring my waistband and finding my very erect cock. She cooed in my ear as her palm stretch out over my member. Clara nibbled at my earlobe, breathing slowly into my ear. I could feel her bared breasts pressed to my back and I shivered.

“You aren’t mad, are you?” she asked, stroking me slowly, arms wrapped around me.

“No, just waiting for someone to catch us…” I remarked, half-heartedly. My focus was waining at her palm’s pleading. She kissed my neck and lingered in my ear, whispering quietly.

“Then you just keep watch and I’ll have all the fun,” I felt her grin against my ear as the pace of her strokes increased. We continued like this until she briefly pulled away, requesting with a strong hoisting that I remove my shirt. I hesitated, but eventually obliged, lifting my hands above my head as she pulled my shirt off. I used this opportunity to turn around, which she used as an opportunity to remove my shorts.

There have been few moments in my life as revelatory as that one. Revelatory doesn’t feel like the word for it. I don’t want to oversell the moment, but it did feel, in some small way, spiritual. It was a stunning sensation to stand naked with someone, intimately, sensuously but without the explicit knowledge of sex in the air. I’ve never had the opportunity to discuss this with her, but I certainly felt something special, just wanting to be near her, to touch her all over and to be touched. Sorry, it was just a profound moment.

I sat down on the sectional, pulling her onto my lap. For a moment, she just kissed my neck, swaying her hips over my member as I held her close to me. Chest to chest. I ran my fingers through her hair, stroking her back as she clung to me. She pulled back a moment to find my lips and press a kiss to them. I held her face in both hands as we kissed wildly, tongues eventually getting involved. She had such of finesse of movement about her, her body dancing in my lap, her skin brushing me here and there, sending shocks down my spine. I kissed her deeper, becoming more aggressive. I leaned her down, laying her on her back as I crawled over her. I went to kiss her and she reached over to the coffee table. I recoiled slightly to let her.

She dropped a little square between her breasts and smiled up at me.

“Make it worth my while, why don’t you?” she smiled so wide, a gesture I was grateful for at the time. Seeing her like that reminded me who I was with and it comforted me a little bit as I seriously considered what she was offering. There was something calming about treading into this with a friend.

I think I’d seen a condom in real life about twice before that, and never in the context of really having sex. Fortunately sex-ed got me as far as opening the packaging and putting it on and so I did that much with as much confidence as I could muster. I watched her, looking down at her naked body, the moonlight carrying over her trembling chest, her nipples pert with excitement. Even in the low light, I could tell her face was flushed. It was really cute.

I wiped the hair out of her face, and slowly crawled over her, letting my hips lower to hers. She guided my cock to her opening and I slowly edged in. I wish I could recall with greater clarity what I was thinking then and there, but the reality is, I was probably just amazed, asking myself the cliches of: Is this really happening? Is this sex? Am I really doing this right now? Is this sex? Am I having sex?

I tried not to overthink it and her lips coming up to find me helped me ease into it. Her legs wrapped around my waist and I eased in the rest of the way with the help of her legs, pulling me in deeply. She sighed into our kiss, running her hands through my hair. Our chests met as I started to find a pace, recoiling and moving back in. She gripped the back of my neck, using it for leverage to release her hips up to me more. I sighed out, my pace increasing. Two things, however, kept me from going nuts: 1. I didn’t want to get caught and 2. I didn’t want to cum just yet. And another second inside of her was another second I just might cum.

She kissed my neck again, sucking hard as she tried to remain quiet.

“C-Careful,” I whispered, but of course she never listened. When she let go of her vampire grip on my neck, she bit down on her finger, but she still couldn’t keep entirely quiet. She tensed up, her pussy tightening around my cock, sending an unexpected spark of pleasure through my system. She kissed me, clawing into my back with both hands. The sudden pain was enough to tilt me over. Knowing it was too late, I increased my pace until i felt the hot waves of orgasm wash me away. I came, plunged deep inside of her, my body pinning her to the couch. She clung to me, her breaths deep and exhausted. I rolled over slightly so my weight wasn’t completely rested on her.

Clara stroked my cheek as we both caught our breath. I smiled and kissed her softly. I felt no guilt about what we had just done. In that moment it felt perfect and beautiful, untainted.

“I love you,” she whispered quietly. And I froze up. I didn’t know what to say in response. And every second that expired, it felt worse and worse. The words I was coming up with just kept seeming less and less adequate to bridge the gap as more time was spent. I know I smiled at her awkwardly.

I’m not sure if this was a genuine thing or if just for my sake, but she kissed my cheek and said, “It’s okay. You don’t have to say it. It’s just what I’m feeling right now.”

We made out for a while longer before getting dressed and calling it a night. She slept in the room right next door to mine, so I gave her a good, solid kiss before heading to bed myself. And there I lay in bed.

Feeling guilt. NEXT--->