Our First Time
Iseul lifted her body slightly, sliding a pillow under her lower back and another behind her head. I reached between her spread legs, stroking her pussy and checking the entrance. Once she settled into position and spread herself open, saying “Right here,” I grabbed my cock, rubbed the glans against her, and eased the tip inside.
“You okay? Does it hurt a lot?”
“Then I’m going in…!”
Trusting Iseul’s words that she was fine, I pushed my hips forward. I held my awkwardly positioned cock steady so it wouldn’t slip out, slowly feeding the glans in first, then the shaft, watching it disappear little by little into her small, dark cave.
The strange sensation of her narrow little hole stretching and widening around me. The deeper I pushed, the louder her moans grew, and her fingers dug into my shoulders with surprising strength. But all I could think about was finally fucking Iseul’s pussy. I felt no pain at all, completely lost in the act of thrusting into her, my mind drowned in excitement right on the edge of bursting.
And then.
In that moment, I lost control of my strength and slammed all the way in. Something seemed to tear, and my cock plunged deep inside her in one brutal stroke. I had mercilessly ripped open and stretched the fragile inner walls of Iseul’s untouched depths on their very first visit. Unable to endure the tearing pain, she screamed.
“Ugh! I-Iseul!!”
But I had no time to comfort her pain. I paid the price for my mistake. In failing to control my strength, I had torn through her hymen and buried myself to the hilt at the same time. The sudden, powerful squeeze of her cunt clamping down from every direction in shock made me helplessly explode with my first ejaculation.
Graduation from virginity.
And the loss of hers.
Just like that, we became each other’s first. Trembling with pleasure and pain, we ignored the absolute mess between us and sought out each other’s lips, beginning to kiss.
The afterglow of our first sex.
To me, it was an unbearably sweet and wonderful experience. For Iseul, it was not. She cried, letting out pained moans as she accepted my kisses. I stayed completely still until she finally grew quiet. Every time my cock twitched while pumping the last of my cum from my balls, she flinched and trembled with pain. And every time her body instinctively clenched around me, my reflexive little thrust forced another tear from her eyes.
A little while later, the ejaculation had calmed me down somewhat. Seeing Iseul in so much pain, I couldn’t even think about continuing. We decided to rest for a moment. My cock, having finished its first experience like the premature ejaculator I was, slipped out of her pussy. We stared at the disastrous state of our genitals—my semen, her love juices, and blood all mixed together—and gave each other awkward smiles before speaking again.
“Iseul, are you okay?”
“Haha… sorry. Does it hurt that much?”
“T-that’s… yeah, it felt good, but… I-I’m sorry.”
“R-right. Then… should we rest for a bit?”
“Wait, just a second. I think I read somewhere that pressing a warm towel on it helps. I’ll go to the bathroom real quick.”
Iseul, pouring out venom in her pain. But soon, as if realizing her words had been too harsh, she showed a more obedient side and asked me nicely. Her expression was both terrifying and incredibly lovable at the same time. My first woman. Iseul. And I, her first man. Just as I was the first to fuck her pussy, she was the woman who had taken my virginity. That thought made us feel even more special to each other.
Because of those feelings, from that moment on I felt a powerful sense of duty to take responsibility for Iseul. What had once been simple romantic love for a girl I adored had now become a man’s true sense of obligation—to take care of her no matter what.
I endured the anger she poured out for a while, then went to the bathroom to get a towel soaked in warm water to soothe her pain. While I gently wiped and comforted her pussy, we lay side by side and talked.
“You okay?”
“…Of course. I’ll do everything I can for you. And I’m sorry. It hurt a lot, didn’t it?”
“No. I’m definitely going to take responsibility for you.”
“Do you hate that I was your first?”
“Yeah. I love you too, Iseul. Mwah! Mwah! Chu! Chu! Chu!”
After our short conversation, Iseul seemed to feel better again. She initiated a kiss, and we gently caressed each other’s bodies, savoring the afterglow. Her soft tongue, the saliva that quenched my thirst, and the rich scent of her body rising right beside me. The thick, heavy smell of sex that filled the room reminded us of what we had just done. It made me acutely aware of Iseul’s voluptuous body lying right next to me, her soft skin, and her lovely pussy.
My cock began to harden again with renewed energy. Iseul noticed while we were kissing and pulled away, saying,
“Haha… this is, uh, just a physiological reaction…”
“Ugh! I-Iseul…”
She reached out and grabbed my cock, stroking it roughly up and down in a handjob. After tormenting my messy shaft—covered in my cum, her juices, and blood—she wiped her pussy with the towel that had been covering it, then cleaned my cock and her hand as she spoke.
“Iseul…?”
“O-okay. Th-thank you. I-I’ll be gentle.”
Startled by her sudden words, I froze up. Iseul sighed and adjusted her position. Thanks to her consideration, I carefully prepared for round two. I lifted the body that had been lying on top of her and positioned myself between her legs again. Since this was technically the second time, I wasn’t as wildly excited as before. Only now could I truly look at Iseul’s pussy for the first time.
Red and swollen from the sex we’d just had, still smeared with traces of blood, love juice, and semen, and giving off that thick post-sex smell—honestly, it didn’t look all that appealing at the time. So this is the hole that felt so good? That was the general impression. With my arousal slightly dampened, I took my time, using my fingers to explore her pussy properly and truly study her body.
Schlick.
“Does it hurt a lot, Iseul?”
“Then I’ll just touch gently. Since it hurts, I should at least get you a little excited to loosen you up.”
With Iseul’s permission, I began to explore her pussy in earnest. Her once tightly closed folds had parted slightly after taking my massive cock. The pussy hidden beneath her slightly hairy mound clamped down on my finger the moment it entered. I was surprised by the powerful squeeze I felt and continued my careful exploration of her insides.
While I dug around inside her, poking and prodding every spot, she moaned nonstop from above as her most precious place was caressed. Having just cum, my mind was clear thanks to the post-nut clarity. This was my first time properly looking at a woman’s genitals, so I tormented her freshly opened pussy out of pure curiosity and interest, thoroughly studying the structure I had only known from books and screens. It was like a brand-new toy.
Iseul’s pussy became my learning tool. I pulled on her outer lips, rubbed and pressed her inner folds, and even found and stimulated her clitoris with my clumsy but eager fingers. More and more of her love juices flowed out. Along with her deepening moans, I thought I heard a faint plop.
After caressing her for a long time, my own lust began to rise again. Still, I was in better shape than Iseul, who was losing her mind from the constant stimulation. Even though she talked tough, everything was new to her too. Wanting to make her feel even better, I swallowed my slight hesitation, opened my mouth, and took her clitoris fully between my lips, rolling it with my tongue.
The moment I licked her clit, Iseul could no longer hide even the last shred of her composure. She reacted violently, twisting her body wildly while her lower half remained trapped in my grasp. Her desperate display pleased me greatly, giving me the courage to go lower and attempt my first cunnilingus.
A very sour and bitter scent. Normally I would have found it too off-putting to get close, but once I started eating her out, I realized it wasn’t as bad as I’d feared. Maybe it was because I could see her intense reactions up close. Every time I licked the slippery fluids, they tasted fishy, bitter, and gross, but knowing they were her virgin blood and love juices only aroused me more, erasing any negative thoughts. (Of course, I simply chose not to think about my own cum.)
From the outside of her pussy inward, I licked and sucked her outer and inner lips. When my tongue finally reached her entrance, Iseul’s hips bucked sharply upward. Despite acting tough, her pussy was honest; she couldn’t hide how good it felt, which only excited me more. I kept sucking until clear fluids overflowed.
I scooped up the sweet liquid flowing from her hole with the tip of my tongue, savoring the taste, then coated the area with my saliva and licked her clean. After that, I licked her inner lips, teased between her outer folds with my tongue, and finally took her clit back into my mouth, sucking on it greedily. At last, I gave her pussy one long lick from bottom to top, then rose with my cock standing rock-hard from arousal. I rubbed it against her glistening pussy, now slick with my spit.
When I lifted myself up, I saw not the Iseul who had been twisted in pain earlier, but one burning with sexual pleasure, desperate and needy. Her face flushed red, eyes wet with tears and drool, she looked like she would die if something wasn’t put inside her right now. The sight filled me with strange confidence and satisfaction. I savored that slight sense of superiority and aligned my cock with her entrance once more. I pushed in carefully so I wouldn’t slip out, applying just enough pressure for the glans to sink inside.
Iseul must have felt something entering her, because her trembling body suddenly went rigid. Was it still painful? Was the pain she couldn’t overcome with pleasure still tormenting her? But Iseul didn’t stop me. With a conflicted expression—drunk on pleasure yet enduring pain—she grabbed my arm and said,
“O-okay. I’ll go slow. Really gentle this time.”
And so, for the first time, I began sliding my cock into a woman’s pussy on my own. Without Iseul’s help, I held my shaft firmly so it wouldn’t slip off course and spread her pussy wide to make it easier. As I slowly pushed my hips forward, the glans parted her folds and began to sink inside. She stared down at the conqueror coming to claim her pussy and covered her mouth with both hands.
Her waist, tense from my penetration, began to lift slightly. Her spread legs drew together, knees bending as she wrapped them around my waist. Both of us breathed hot, ragged breaths. Our slightly stiffened bodies trembled with excitement, expressing the tension of the moment. And then, the slowly entering cock finally disappeared completely into Iseul’s pussy.
“Got it, Iseul. Chu! Slurp! Chu! Chu!”
The feeling of burying my cock to the root was like forcibly prying open a narrow tunnel and stretching it wide. The sensation of doors that had been closed swinging open, expanding to fit my cock, the inner walls that wrapped around my entire length, Iseul’s slick, warm love juices, and even the blood. Faced with that colorful rush of pleasure, I couldn’t hold back. I began moving my hips instinctively, little by little.
Iseul, still in considerable pain, begged for kisses to distract herself from it. I obliged, leaning over her and pressing our lips together. As we kissed, I began clumsily pulling my cock out and pushing it back in, slowly fucking her. This was my first real sex. I held the still-tearful Iseul and fucked her pussy with embarrassingly awkward hip movements. Having cum once gave me a little more stamina, but her unfamiliar tightness still made me feel like I could explode at any moment if I let my guard down. I held on and continued my first real experience.
Iseul’s pussy, taking a man for the first time, instinctively squeezed and released my cock with clumsy, inexperienced rhythm, driving me crazy. Her soft body, her scent, the atmosphere—everything I felt through my five senses sent me spiraling into ecstasy. Things I hadn’t noticed at first: exactly how her cunt gripped me, the stimulation from all those countless folds, the warmth of her body temperature, the slippery mix of semen, blood, and love juice. I felt it all vividly.
Every time I plunged into her winding tunnel and pulled out, thick foam leaked out. When I spread her still-delicate walls with my glans and thrust deep, her pussy would clamp down again, flooding me with pleasure in an instant. While I writhed in ecstasy, Iseul endured the pain and accepted me. She did her best to hold back the pained moans that kept escaping her lips and squeezed her pussy for my sake.
She tried so hard, but I was too caught up in the idea of “finally having proper sex” to pay her any attention. The mind-numbing pleasure of sex left me dazed. At the same time, an intense possessiveness toward Iseul, the one giving me this pleasure, began to bloom inside me. Since I had been the first to open her pussy, I had to leave my mark—reshape her insides to the shape of my cock. A fierce monopolistic desire to imprint her mind so that she could never accept another man, so that she could only enjoy sex with my cock. So that she would remember me forever. So that even if she ever had sex with another man someday, I would naturally come to mind. So that she would come back to me.
Having completely lost all restraint, I began to move more roughly, little by little.