Sexploits Ch. 03: Jessica

Her hands on my shoulders while we fucked, Jessie began to pant as her face looked down at mine, her hair brushing my skin as her body rocked upward over and over again from the steady thrusts I was taking into her. That gorgeous face so close, the girl of my dreams so intimate with me in this passionate, dare I say romantic, moment, I couldn't help put wrap my arms around her and kiss her as hard as I had ever kissed anyone. We intimately made out and made love on my bed as the snow continued to pile up outside.

Feeling pleasure and emotion as deeply as I ever had, I rolled Jessie onto her back, my cock still buried deep inside the ravishing brunette. Once on top, I continued to kiss Jessie, whose hands ran up and down my back, her legs now spreading farther apart, welcoming me as deep inside her temple as I could possibly get. Even if it were to be only one time, and one time that no one else could ever know about, I was beyond grateful for this precious opportunity to have hot, passionate, romantic sex with my gorgeous best friend.

Soon, I began to pound Jessie's pussy hard and fast as she clung to my back, her nails digging deep into my flesh as I fucked her harder and faster. My self-control was going out the window as I pounded my dear lover, nailing her to my mattress like I had always wanted. Our heads now buried in each other's necks, we two moaned loudly as I rocked Jessie's sexy body, fucking her to my heart's content and making up for so many years of frustrated lust.

My cock slammed in and out of Jessie, over and over again while she kicked those incredibly sexy legs straight up into the air. My balls slapped against her taint again and again, I was fucking her so hard. The smacking of flesh on flesh, the creaking of the mattress beneath us and the pleasured moans from two bodies intimately joined filled our ears as we made passionate, illicit love in my humble little bachelor pad that stormy night. Our sweat mingled together, and we were both practically panting as I pummeled Jessie's pussy, which tightened again and again on my cock as the girl pushed up over and over to meet each of my thrusts.

As I continued to fuck Jessie, her breathing suddenly became more ragged, and her body tensed. I felt her fingernails sink into my back and her legs wrap tightly around my waist as she took short, shallow breaths, indicating that she was on the edge of an orgasm. Nothing would satisfy me more than pushing my dear friend over that edge, so I pumped deep, hard and deliberately into her pussy until, at last, I succeeded in plunging her into that wonderful pleasure.

Jessie cried out loudly and held even more tightly to me as she came. Her cunt clung to my cock, convulsing as I railed into her throughout the waves of pleasure that were coursing through her body at that moment. Her nails on one hand practically cut into my flesh, while her other hand rode up my neck and held my head in place as my face got pushed into her neck.

The sensations of making Jessie cum were too much for me to take without release for myself, even after I had slowed to a stop. While Jessie was still cumming, I warned her that I was about to join her with an orgasm of my own, to which she softly but confidently replied, "Just cum inside me."

To this point in my life, I had never cum inside a girl before, but there was no one I would have rather enjoyed that first experience with than with Jessie. I assumed she must be on some form of birth control, so I didn't give it much thought as I finally let my cock prepare to erupt while buried deep inside Jessie just as her orgasm was subsiding. Feeling the swelling of my penis inside her caused Jessie to laugh, followed by my sweet release inside my favorite female.

As much as I had enjoyed cumming on the couple girls I had had sex with before, no feeling compared to unloading inside a lady's twat, and certainly not to the feeling of doing such inside my best and sexiest friend. As my cock exploded inside the warm, tight confines of Jessie's pussy, the blissful pleasure that ripped through my body was beyond description. I couldn't help but moan loudly as I experienced the most intense orgasm of my life up to that point, shooting off hard spurts of cum deep inside the hot woman beneath me, who was only now beginning to relax following her own orgasm.

I looked into those gorgeous brown eyes and watched Jessie smile back at me as I moaned while emptying my balls into her womb. My orgasm paradoxically seemed to go on and on but also end all too quickly. As soon as I was able to stop moaning, I smiled back at Jessie and finished up in her, concluding my most memorable experience to that date.

I pulled out, a little surprised at first to see my cum trickle out of Jessie's pussy and onto my sheets. For some reason I had expected it to all stay in there, going to show just how inexperienced I was back then. Next, I could do nothing else but collapse next to Jessie as we both caught our breath while our sweaty bodies cooled off in the air. My mind was swirling with the thought of what had just transpired: after so many years and lost hope, I had just had unbelievably hot sex with my best friend, despite the fact that she was married.

What followed was a brief nap in the bed as we lay close to each other, and then we got up, made some dinner and watched TV until it was time to go to sleep for the night. Jessie remained very close to and flirty toward me the rest of the night, leading me to believe that neither one of us had any regrets. I was sure to tell her that fucking her was the best and most mind-blowing experience of my life, and she indicated to me that she had had an extraordinary time herself and had wanted to do it "for a long, long time."

When I woke up the next morning, Jessie wasn't next to me. After a moment of making sure that I hadn't just dreamed the whole thing, I heard movement in the kitchen on the other side of the wall of my bedroom. It had to be Jessie, or else I was going crazy.

I put on some clothes and moved cautiously into the kitchen, where I was greeted with the lovely sight of Jessie in a pair of pajama pants of mine, as well as one of my sweaters as she was beginning to put together some breakfast. I knew she was married to someone else and that I was seeing a one-time thing, but I couldn't help but think of how I could have gotten used to this occurrence.

"If you had more to choose from," Jessie said when she noticed I had joined her in the kitchen, "I could have put something together a little more sophisticated than cereal and fruit." I was listening just enough to remember what she was saying, but all I could think about was last night, and it apparently showed on my face.

"You want to do me again, don't you?" Jessie said with a smile. I think she said it because she wanted it as much as I did.

"What's one more time?" I said. The next thing I knew, Jessie was in my arms, and we were making out again. It didn't take much physical contact from the girl, even in her baggy clothes, to get me hard and ready to go again. The outfit would have to go regardless, though.

As we stood beside my kitchen table, Jessie pulled away from my kiss in order to hep me take off my clothes while I helped her do the same. In just a moment, we were both naked, and my boner was raging. I still wasn't used to seeing my sexy friend naked, and I never wanted to be.

With no words but just a smile, Jessie turned away from me toward the table and then bent over. If it were possible for me to get any harder, I would have at the sight of the slender beauty assuming that position over my own kitchen table. With her elbows on the table and that captivating smile glowing over her shoulder as she looked back at me, her hair sexily falling in her face, Jessie beckoned me in with those incredible eyes.

I stepped up behind Jessie, putting one hand on my dick and using my other hand to find her pussy. Jessie lifted herself onto her toes as I adjusted to just the right height behind her. Once I was able to locate her pussy, I positioned my cock right in line with it and pressed the tip into her opening. Then, moving both hands onto Jessie's waist, I sank forward into her, the two of us moaning in unison as I slipped the entirely of my penis into her wet vagina.

After waiting nearly a decade to fuck Jessie for the first time, I had to wait barely 13 hours for the second time. As Jessie pressed her hands and elbows against that table, I held tightly to her waist and thrust back and forth, in and out of her sexy body. Jessie cooed and moaned as I pushed harder and faster, steadily losing self-control and simply releasing my lust onto my dear friend as I hammered her. Jessie could tell that I was really enjoying myself, and she seemed delighted by it. I loved how she giggled and laughed throughout sex, as she was doing in this moment, occasionally throwing her hair back and looking over her shoulder as the married woman stood still and took the stiff pounding.

My body slammed consistently into Jessie's, and my balls slapped against her clit as I continued to rail her from behind for a few more minutes. The table wasn't all that sturdy, so it creaked back and forth as I fucked Jessie against it. I didn't have anything on the table beside a napkin holder, so I wasn't worried about anything falling off, except for maybe the tabletop itself. Actually, I wasn't worried about anything at all in that moment, as my whole being was wrapped up in the incredible experience of fucking my smoking hot friend.

Though I didn't have a lot of faith in that table, I decided to take my chances anyway and asked Jessie to lie down on it on her back. I slowed down as Jessie nodded, never ceasing to smile the whole time. As I pulled out, Jessie quickly did as she was told and turned around, pulling herself up on the table and sliding onto her back. Next, I crawled up onto the table with her, a little nervous at first as the table swayed more than I expected. We both stayed still for a second until we were confident the table would hold the weight of us both. We laughed a bit and then got right back to our dirty deed.

Some more kissing ensued as I drew close to Jessie, all the while holding my cock in my hand as I searched for her pussy while my other hand was on the table above Jessie's right shoulder. The knockout brunette lifted and spread her sexy legs, giving me plenty of room to easily slip my phallus back inside her wonderful body, sinking nut-deep into her with one motion. Then, lowering myself to my elbows, I kissed Jessie once again and began to blissfully thrust in and out of her.

The table creaked somewhat alarmingly as I made love to Jessie upon it, but I continued on undeterred. Jessie kept her legs kicked out for a little while, but her arms wrapped tightly around me as our tongues fought and our bodies fucked. As our intimacy progressed, Jessie began to moan, quietly at first but louder and louder as I fucked her harder and harder. Soon, her legs wrapped around my waist, pinning me close to her body, her boobs pressed hard against my chest as we screwed on that wobbly table.

Nailing Jessie now at a manic pace, I pulled my face away from Jessie's and simply looked at her bright brown eyes and pretty red lips as her face alternated between contortion in undeniable pleasure and beaming with unmistakable joy while my cock's plunging into her womanhood pushed her closer and closer to orgasm. Her moans grew steadily louder, as did my own as we fucked like animals on that table that had clearly not been designed with such an activity in mind. I pulled back just a bit to view Jessie's boobs, then quickly look down farther to see my cock drive in and out of that tight twat and finally behind my back at those delicate feet, her ankles crossed as her legs were wrapped tightly around me.

When my eyes once again met hers, I was still pumping deep and hard into Jessie and finally pushed her into her second orgasm in as many days. I fucked her straight through it, as she moaned and practically screamed, and didn't relent once she was done cumming. Once her orgasm subsided, Jessie smiled and allowed me to keep railing her, her body shifting up and down the table as I thrust into her, her hair a splayed mess around her head and her flesh gleaming in the sunlight that beamed through the kitchen window and illuminated her sweaty body.

I wanted this moment to last forever, but alas, I could feel my balls welling up with another helping of my seed. "Where do you want it this time?" I asked, choosing not to presume that I could unload in this married woman again.

"On my tits," she said with a smile. I had no objection to her request, so I slowed to a stop and then pulled out, immediately stepping off the table. The view of Jessie's sweaty, naked body lying on my kitchen table was all the fuel I needed to get off as I leaned forward as far as I could and stroked my cock, moaning louder and louder until I finally came.

The first couple shots of cum did make it to Jessie's boobs, and she giggled as she felt the warm streaks of my man juice coat her chest. I was standing a little too far, though, and didn't have quite as sizable a load as I did last night, so the rest splattered on her stomach and then dribbled out near her pussy. Regardless, it was still hot and satisfying as hell to see my best friend with a helping of my cum splashed all over her front, and Jessie seemed to enjoy the sight as much as I did as she propped herself up by her elbows and smiled at me, her messy brown hair hanging loose down to her shoulders.

Following our cleanup, we ate and then packed the little bit that Jessie had brought over. The roads had cleared up enough for Jessie to be on her way now, and we both thought it best for Jessie to leave before my roommates got home, if possible. Also, as much as it pained me to do so, we both agreed it would be wise if we didn't have sex again, given that she was married, even though we had both thoroughly enjoyed the exhilarating experience of the affair.

You can imagine my panic when I found out about two weeks later that Jessie was pregnant. I quickly calmed down when I realized she was already about three months in, so it wasn't mine, but I was still pretty shocked that I had not only fucked a married woman but a pregnant one at that. There was no way I could have known: she hadn't told me and wasn't showing just yet. Perhaps I had the pregnancy hormones to thank for that mind-blowing experience.

When all was said and done, neither one of us regretted the time we shared together but rather thought fondly of it as an overdue culmination of our intimate friendship, even if no one else could ever know about it. While we agreed to refrain from doing it again, we weren't discouraged to talk and joke about having sex, and the more we talked about it, the bolder we were to share more and more of our fantasies with each other. As it turned out, after the baby came along and things settled down, the result would be that Jessie would have one more life-changing experience in store for me, but that story is for a later chapter.