A Feline Helping Hand
Once upon a time, there existed a story where I was the main character. And, well, let's just say everyone was mobile-less during those times.
I, being the protagonist of this story, decided to steal my friend's virginity on a spur-of-the-moment whim. While it might sound questionable, I've never once regretted this decision. Looking back at it now, I realized that it might have been triggered by the impending end of high school and our group of friends drifting apart. We hoped to create as many memorable moments as possible that summer.
Allow me to introduce myself - I'm Cathryn, nicknamed Cat - standing at 5'3" with auburn hair reaching down to the middle of my back. I usually wear it up. My eyes are a pleasant shade of brown, and I affectionately call them hazel. I've put on a few pounds since high school, but feel content with my current appearance. I carry C-cup breasts with puffy aureoles, small nipples, and a single freckle in my cleavage.
The event took place during the summer between high school graduation and the start of college. The bittersweet emotions of excitement and nostalgia engulfed us as we were about to part ways. This nostalgia seems apparent now - after all, we'd been friends all our lives, and we were facing an inevitable separation. It's only natural that we tried to create lasting memories together.
Possibly that's why I made that particular choice.
I was out with my closest pal, Emily. We used blatantly fake IDs to gain entry into a club, danced with boys, and enjoyed them buying us drinks. We had no concerns about the age-restricted aspect at that club. The dancing was amusing, and I thoroughly enjoyed the evening while keeping a watchful eye on Emily. She'd been captivated by a guy named "Gum." He was slightly mature than us, but not by much.
I'd been slow dancing with a sweet older man when I noticed her cozying up to Gum at the bar. I intervened and separated them. Emily, flushed and eager, indicated that Gum wanted us to head to his place. He viewed this invite as a brilliant concept.
I scrambled for a safer location. The problem arose because both of our homes were occupied by our respective parents. I had a sudden inspiration - we could use Nathan's house. Nathan, a close friend of ours, was home alone and seemed ideal. Although there was awkwardness over Emily and Gum's intoxicated state and their unknown identities, I attempted to make light of the situation and suggested we just needed a space to hang out. He gave us a mildly perplexed welcome as we trooped in.
We chatted briefly, trying our best to appear casual, and Emily took us on a brief tour. As expected, Emily, followed by Gum, shut the door behind us. They didn't waste any time and proceeded to engage in some frenzied activity. I could only see Gum's hand exploring Emily's upper body through the keyhole. I'm uncertain what was occurring under the reflection on the other side. However, his groans suggested something sexual was definitely going on.
We wandered into Nathan's room, where he lived, and caught Gum and Emily in the midst of a passionate moment. The door slammed shut after a second, issuing a thumping sound coupled with hurried grunts.
Somehow, this moment unveiled the unperceived side of Nathan: He had a healthy appetite for women.
I was standing there, feeling awkward, when I motioned to Nathan that we should head back downstairs. We ended up in the kitchen, and I apologized for unexpectedly handing him this situation. I explained the situation and how I thought Emily would be safer somewhere familiar and trustworthy.
"It's alright," he replied, surprisingly calm despite the unexpected turn of events. "If they want to spend some time in my room, that's fine with me."
I looked at him with a touch of sympathy. "They're not just spending time, Nathan. They're having sex," I clarified matter-of-factly, and to ensure he understood, I nodded for further emphasis.
He contemplated the situation for a moment, then chuckled. "Well, someone deserves to get laid in my bed."
I sighed in annoyance. "It's just frustrating. How could she be jumping into bed with him after knowing him for only an hour? She has no idea who he really is!"
Nathan seemed puzzled by my reaction. "I didn't know you were so judgmental about casual sex." He quickly added, attempting to diffuse any potential tension, "No offense!"
In truth, he had a point. I wasn't exactly a prude back then; I was more like a slut. Our friend group would often share stories of our sexual exploits. So he was aware of my sexual past, while I knew he was a virgin.
"I may have slept with random guys, but I knew them before sleeping with them. I know what kind of people they were," I emphasized, gesturing towards the upstairs room. "If Emily wanted to sleep with you, I wouldn't have any issues with it."
After a brief moment, he responded, "I'd be okay with that, too." The nervousness was evident in the way his hands were fidgeting, and he couldn't maintain eye contact with me.
I couldn't help but examine him as a woman would, not just a friend. While I had never considered him in that light, at that moment, I was sentimental about the end of our school life together. Realizing how I owed him for the situation I'd put him in, I wanted to make things right.
I looked him straight in the eyes. "What if I wanted to sleep with you? Would you be okay with that?"
"Again, yeah," he stammered, still avoiding eye contact. I waited until he had recovered enough to face me.
"Really?" I asked, making it clear this was not a rhetorical question.
He nodded. "Of course. You're really attractive, Cat." He stumbled over the compliment, making it clear his effort was genuine. I reciprocated with a smile, and I gently waved at him to stand up.
"Lead the way," I said, indicating he should take me to his parent's bedroom.
Nathan seemed hesitant but eventually led me back up the stairs. We walked past his bedroom, where what sounded like sex was occurring behind the closed door. He appeared giddy, which contrasted with his tense face a few moments earlier.
He opened the door to his parent's room and flipped on the overhead light, but I immediately switched it off to appreciate the softer glow from the reading lamp by the bedside. After shutting the door, I locked it as well. The king-sized bed and its frilly pillowcases belonged to his very conservative parents. The simple thought of the couple sleeping in it added a sense of mischief to the situation.
Turning to Nathan, I asked, "Do you really want to do this?" However, he hesitated and seemed on the verge of making some kind of declaration. But I simply repeated, "Okay. Then take all your clothes off," and his hesitation disappeared.
I removed my blouse, showcasing the black lace bra underneath. I took it off unhooking it. Nathan turned away to give me privacy, a sweet but futile gesture. He took off his shirt, leaving him without any clothes.
I removed all my clothes, folding them neatly on the floor before sliding under the sheets. I positioned myself on my side, facing him. He turned to face me, and while his chest was smooth, his pubic hair was bushy. His cock remained soft due to nerves. I patted the bed next to me, inviting him to join me. He did so, cautiously lying down on his side beside me.
In a different setting, I guided him towards me, and before long, our lips met. I started the kiss with closed lips, but eventually he opened up to let my tongue in. We traded kisses and I traced my hand on his back. Soon enough, his body relaxed in response.
I initiated deeper kisses and even probed his mouth with my tongue. As for his own response, I attentively observed his reaction. After some time, I engaged his hand and placed it on my privates.
"Don't worry, I won't hurt you," I soothed.
"No one's ever touched me there before," he said, sounding intrigued.
Feeling adventurous, I encouraged him to explore my pleasure spot. As we continued making out, I managed to loosen his grasp on my lady parts and began to caress him in return, offering him some relief as well.
Our kisses grew in intensity. I moved my other hand downward and started rubbing his excitable region, creating a harder response in return. Soon, we found ourselves being passionate lovers – a drastic change from our previous apprehensive stage.
When I was sufficiently lubricated and juicy, I moved to my back, crossing my legs to provide him easier access. I instructed him to insert himself inside me, and as he did, he wore a grin of surprise. After that, he began to move back and forth in me – my cries being sounds of approval.
"Are you okay?" he asked, while still panting.
My smile assured him, "If you have no problems with me making these noises, just keep going."
So, he heeded my advice and continued to grind harder and deeper. I kept my arms around his shoulders, enjoying the pleasure.
When he began climaxing, I guided his movements, urging him to remain inside me, but I found this too intense and uttered sounds of discomfort.
He misunderstood the cries and asked if something was wrong.
"Nah," I smiled. "I had an unexpected climax, and am still enjoying the sensation."
To test my theory, I lightly titillated his member while tugging it. Immediately his breathing deepened, coming closer to another orgasm.
He grunted softly as he came, earned delight evident on his face. As he recovered, he curled over me, following me as we lay side by side.
His softened state hindered profuse erection, but I knew there was hope of going again. I embraced his semi-hard cock in my hand, and we carried on discussing various topics as he became fully erect – unaware.
Without intention, he reached the state of readiness. And I cheekily exclaimed, "Time for round two, eh?" When I took him by surprise like that, he appeared somewhat confused.
I slid on top of him, sitting upright, sitting on him now. Pivoting, I pressed his penis down on me, as it slid right into my steadily wet space. I relished the feeling; it had been a while.
A second knock at the door interrupted us. "You two finished yet?"
"Go have fun," I snapped, trying to avoid any undue attention from her.
"No – I want to leave," she said, sounding more aggressive and impatient.
"Tough luck. You'll just have to wait," I deadpanned.
I went back to grinding my hips against him as vigorously as before. Nathan stared at me in amazement. I fiercely rotated my pelvis to create the perfect stimulation for me.
Before Emily could insist on us stopping, she left. And this time, I was more determined to attain the highest pleasure.
"Having fun?" he asked, panting.
I nodded, reaching into his lap once more, signaling whether help was needed from him.
"Oh, we're not done," I said, smirking.
I stood up straight once more, reigniting the connection, "Hm, I guess I won't say how much longer we'll go."
He raised an eyebrow.
"In that case, how long do you think this will take you?" I inquired, teasingly.
We both felt caught up in the moment, desiring each other's satisfaction. My hand kept in motion, sensing his erection harden, unaware that it was his second semen.
"Crouching over you, I massaged his genitals, waiting for him to determine if he was ready.
He murmured, "I think I'm ready."
I quickly interlocked our genitals once more, moving slightly up and down. He groaned, feeling the growing stimulation, but still unable to hold back from climaxing again.
"OK, I'm ready," he softly implored.
His tension eased, hearing my affirmation, grateful to avoid the dormancy stage.
I swayed on top of him again, spurred by the urgent desire to make it work. I leaned forward, just to hear his comments. To my surprise, Nathan's hands wandered to my breasts, squeezing and playing with them. He casually touched my sensitive nipples.
"You can touch those too," I paused, smiling, before adding, "Or rub them."
This appeared to be a good idea and soon enough, his palms met my tits. I winked at him, and focused on riding him. I moved and steadily found the most elevated level of pleasure.
Suddenly, the door opened, "Okay, you two done, or what?"
I gave her a scowl and ignored her. Flexing my legs around him, I pushed his head away, permitting him to give me full attention. "I'm not stopping this, but if you want to tell her you need to leave, you can," I struck a deal with him.
I typically manage to climax from sexual intercourse as long as I can control it. This time was no different, and it was reassuring to know that Nathan had already reached orgasm beforehand so he had no difficulty maintaining his erection. During approximately ten minutes of stimulating sex, I surpassed the threshold and reached the climax. I didn't make any effort to be quiet, so my moans were probably audible downstairs.
Breathing heavily from the exertion, I inquired if Nathan wanted to be on top once more. He agreed, causing us to roll over. He maneuvered into the missionary position while still inside me. On assuming this position, he steadied himself and began thrusting with powerful, rhythmic motions. This caught me off-guard as it felt cool post-orgasm and I encouraged him.
He wasn't particularly fast, but his consistency allowed me to match his rhythm. I began thrusting up into him on each stroke. The sounds of our bodies smacking together filled the room. He kissed me, swirling his tongue around mine as he kept thrusting. While I enjoy unconventional sex, it's sometimes nice to have a guy just relentlessly thrust you onto the bed.
Thus, I climaxed once more. And then again. A continuous series of mild orgasms overcame me as he persisted in thrusting. He still didn't relent even when sweat was cascading off his body onto me and the headboard was banging against the wall. I was making a considerable amount of noise, but he recollected my previous statement and continued to thrust thus.
I instructed him on how to elevate my ankles up to his shoulders. He maneuvered me into this position immediately and resumed thrusting. By now, I was muttering a stream of expletives while urging him to go harder. It didn't take long in this position before he announced his desire to cum. "Hell yeah, do it!" I shouted back with enthusiasm.
He commenced ejaculating his second load of the night into me. Simultaneously, I reached climax. My legs started contracting against his chest, and my feet were locked, tips facing outwards as they bounced next to his head. They didn't relax till he finished.
He decreased his force and laid his elbows by my side, relieving the weight on me. I supplied encouragement for him to stay in place, ensuring I would not be crushed. He laid his head on my chest and I removed his dripping hair from his eyes. "It was incredible," I chuckled.
He concurred, chuckling back at me. "Although, I have no basis for comparison," he said.
I caressed his brow and assured him, "I do and it was. You're a natural at this," I explained. I desired to ensure his first experience didn't leave him dissatisfied, so I'd have complimented him regardless of the outcome. However, there was no necessity for deceit. The pleasant feeling of my recently-fucked vagina confirmed my claim.
Subsequently, we spent several minutes conversing about inconsequential matters. Our physiology adjusted, his erection softened enough for him to slip out of me. I exited the room, entered the master bathroom to clean myself. Once clean, we dressed and departed.
He attempted to leave, but I guided his head toward me and passionately kissed him. I held his face and said, "You'll make several college girls smiling, Nathan." He beamed with happiness, and, truthfully, so did I.
In the living room, Emily and Gum were sitting across from each other, yet at a respectable distance. The preponderance of tension was palpable, thus after exiting, we swiftly departed. I left Gum at the club, where his associates apparently started our interaction. Emily provided him with a fabricated number, and that was that. Revealingly, Gum thought I was twenty-three the entire time.
Nathan and I had sex once more that summer, but we shared affirmative smiles whenever we hung out with our friends. We were even teased by them because of, obviously, Emily's incessant chattering about our exploits. Nathan merely quipped, "A gentleman doesn't discuss that," and when they continued to query me for explicit details, all I replied was, "He's a skillful lover," adding a contented smile.
Indeed, I was right about the females he met at college. And they demonstrated some techniques that he shared with me the following summer. Subsequently, we started to drift apart. I have not spoken to him in years, but I view his Facebook page regularly. He's wed. His wife appears satisfied.
I presume her happiness might have some relation to the superb man she married.
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