The Stubborn Virgin's Agony
“I had sex with Yuda yesterday. We used a condom, so I couldn't finish inside, but it felt amazing. Do you want to use my pussy too, Kangmin?” I asked, sucking on her dripping clitoris. As I teased it with my tongue, she thrashed like a fish pulled from the water.
“Yes, yes♥♥♥, please put it in. Please fuck my pussy-” My sister, overcome with desire, nodded. Her face was brimming with anticipation.
“Get on all fours.” I shifted her into a doggy-style position, pressing my glans against the entrance of her pussy and rubbing it. It was already slick with plenty of sticky arousal fluid.
“Sister, it would feel so good if I inserted it right here, wouldn't it-?”
“Yes, it would- My period ended yesterday, so I won't get pregnant. Please, just stick it in-”
Instead, I slid my cock up from where I was rubbing her pussy and pressed it against her anus, pushing my hips forward. At the sensation of my cock forcing her sphincter open, Youngsun-nuna’s eyes welled up with tears of disappointment. As I penetrated her from behind, she turned her head to look at me, pleading.
“Kangmin, please- Why, why won't you use the front-”
It seems she doesn't remember the condition I set. I suppose I’ll have to remind her.
“Nuna. What did I say you had to do if you wanted to have sex with your pussy?”
She closed her eyes and turned her head away, seemingly too embarrassed to say it with her own mouth. Playing shy now, are we?
“You remember, so why aren't you answering?” I thrust my hips forward. My cock slid deep into her anus. At the sensation of anal sex after a week, her toes curled and the answer spilled from her lips.
“Ung-iit-, you said no pussy sex until I get a tattoo on my ass- or upload my video to the internet!”
“You know it well. So why are you playing dumb and asking for pussy sex?”
Instead of answering, Youngsun-nuna just sobbed while still on all fours. “Hic, ahh- you’re, you’re too mean- Why are you only, being so, cruel to me- You had front-sex with Yuda-unni and Charlotte-”
Why, you ask? “Because you’re a pervert who loves being treated like a toilet for my asshole.”
“No, no-♥♥♥” Youngsun-nuna desperately denied it. But her body was honest.
“What do you mean ‘no’? I’m fucking your asshole and your pussy is flooding. Change your position so I can see your pussy.”
As I pulled my cock out of her rear, she slowly turned over. Fluid was now dripping down almost to her knees.
“Look. You got this wet just from me fucking your ass for a little while.” I inserted it back into her anus. It went in much smoother than Yuda-unni’s pussy.
“Wow, you’re soaking wet inside, too.” She bit her lip, perhaps wanting to deny that she feels much more pleasure from her ass. I wanted to make her even more ashamed.
I whispered into her ear, and she squeezed her eyes shut and repeated exactly what I said: “I- I am a total pervert who gets off on using my asshole instead of my pussy-”
As she said it, her pussy sprayed bubbles of arousal fluid. Her cock should have been in there, but instead, Youngsun-nuna was gripping my cock tightly with the hole behind her pussy. It was a truly perverted sight.
I teased her while kissing her. “Yuda-unni already had pussy sex. You still have your hymen intact. It’s going to start growing spiderwebs soon.”
Youngsun-nuna’s forehead crinkled with a mix of shame and desperation. Her uterus and vaginal opening pulsed rhythmically.
“I want to, I want to... I want to have pussy sex, Kangmin. I’ll let you do it without a condom, my period is over- Please- Use Youngsun’s pussy-♥♥♥”
Honestly, it was incredibly hot. If she were the only woman I had, I would have surrendered and finished inside her. But I have a girlfriend who is down for internal ejaculation, anal ejaculation, and hardcore play! That’s why I could hold back. I wouldn't use her pussy until she agreed to upload the video (though I didn't actually intend to upload it). I stated the condition once more.
“I told you I’d use it if you wear a mask and let me upload the recording? Come on, I’m being generous. I’ll even mosaic your face.”
“No, no-” Even as she said no, her pussy-juice was streaming out. I could feel how conflicted she was. She made up all sorts of excuses.
“Uploading the video is, really not okay- What if other people recognize me- And, what if you, Kangmin, leak it- I, I won't be able to show my face anywhere-♥♥ No-♥♥♥”
“You can get fucked deep right here, and you don't want to?” As I pounded her ass, I stroked her clitoris and vaginal opening with my thumb.
“Heugeuu-eut♥♥♥♥♥♥ Haa-aak-♥♥, Hiit♥♥♥♥”
A beastly moan. As I touched her pussy, which had melted like ice cream left out in midsummer, she felt a pleasure that seemed to set her brain on fire.
“Nooo-♥♥♥♥, still, the video, absolutely, no♥♥♥ Just, satisfy yourself with my ass-♥♥♥”
But I could see right through her. She was pretending to submit now, thinking she could find a way to have sex when we went to a hotel next week. But I had my own plans. Next week, I’d torment her mercilessly, with Charlotte and Yuda-unni in on it. I’d make her beg me to break her cherry. As I plotted, I increased the intensity of my thrusts.
Splat, splat-! Her anus gripped my cock tightly, secreting plenty of fluid. Youngsun-nuna’s eyes melted with pleasure.
“Nuna, you want to cum while I fuck your ass and touch your clit, don't you?”
Right now, her pussy was like a desert, parched and dying. Even if I just inserted one knuckle into her pussy, she would twist her whole body and rhythmically tighten her anus.
“I want to, I want to-♥♥♥♥!”
The moment I brought my finger near her pussy, it overflowed with juices in anticipation of pleasure. But I didn't intend to make it easy. That wouldn't be fun. When I moved to flick her clitoris with my finger, her eyes widened. She shook her head, saying she didn't want it.
“You don't want it? Then should I not touch it?”
Youngsun-nuna, drowning in pleasure, hesitated. Getting her ass pounded while having her clit flicked would feel amazing- Eventually, she nodded.
“N-no, I want it-”
“Then beg.”
At my words, Youngsun-nuna squeezed her eyes shut. It was a request that stripped away even her dignity as a woman, but defeated by pleasure, she opened her mouth.
“Hic, please- flick Youngsun’s clit-♥♥, I want to get my clit flicked while my ass is being pounded-♥♥♥”
I bent my finger to its limit and flicked. My nail grazed her sensitive clitoris, and the full force of the kinetic energy concentrated right on it.
“Hiyaaaaaaat♥♥♥♥♥♥♥♥♥♥♥♥-!!! Heugeuu-eut♥♥♥♥♥♥♥♥♥♥-----!!!!!”
With a spectacular scream, her anus clamped shut. The sphincter squeezing my cock caused me to ejaculate as well. “Hic♥♥♥clit, flick♥♥♥, I’m cumming♥♥ I’m cumming while taking your cum in my ass-♥♥♥♥”
Youngsun-nuna rolled her eyes back and sprayed a fountain of fluid from her pussy. For nearly 20 seconds, she couldn't even breathe properly, lost in orgasm. Then, she went limp, drool leaking from her mouth. Her face was completely slack, soaked in tears and drenched in pleasure. Flicking her clit was a challenge even for someone as athletic as Youngsun-nuna. She gasped for air, her lower abdomen twitching. Even so, she looked at me and offered her thanks.
“Thank you... for flicking Youngsun’s, clit...”
Feeling satisfied, I pulled my cock out. My cum dripped from her anus. Honestly, it’s a different flavor from Charlotte. Charlotte is my girlfriend, so I feel a bit hesitant to torment her, but with Youngsun-nuna, it’s like, ‘It’s okay to torment her however I want.’ If Charlotte dislikes hardcore stuff but tries to accommodate me, Youngsun-nuna just leaks fluid from her pussy even while saying she hates it. That’s why it’s even more exciting.
“Youngsun. Did it feel good-?”
“Yes, yes-, it’s a shame you didn't put it in my pussy, but still- it felt good.”
She was disappointed I didn't put it in her pussy, huh? Then, to drive her even further into a corner next week, should I just keep making her reach anal climaxes? I’ll make her so desperate for the pussy-release she hasn't had that by next weekend, she’ll be begging me to break her cherry. I started recording with Youngsun-nuna’s phone.
“Youngsun. What kind of hole is this?” I zoomed in on her anus, which was spread open obscenely and dripping with semen, then moved the camera to her face. Youngsun-nuna answered, blushing deeply.
“It’s the hole for Master’s cock...”
“Right? This isn't an excretory organ anymore, is it?”
“Yes, yes-”
“You can't just say it. Every day, masturbate with this until you reach an anal climax. Since it’s not an excretory organ, you have to, right?” I held out a thick glass dildo with a heart-shaped handle at the end. Youngsun-nuna swallowed hard, took the dildo, pressed it against her anus, and made a ‘V’ sign with her fingers. She was smiling so hard her face was twitching.
“Record it on your phone. I’m going to check every weekend. Got it?”
“Yes- I understand-” She nodded weakly. Yet, her eyes were filled with a masochistic glint as she stared at the glass dildo. Once she’s done poking her ass, she’ll probably be dying to cum with her pussy. I can't wait to see what her pussy looks like in a week.
“We’re done. Nuna. Today was really great, too.” I tossed the bath towel she was lying on aside and stepped into the bathroom with her. Youngsun-nuna looked at me with longing eyes, lathering up soap to wash my lower half as she asked, “Kangmin... are you really, not going to do it in my pussy today...? My period is over, too...”
“I told you, I’m not.”
“...Okay.” Youngsun-nuna said weakly, fidgeting as we washed in the tub together. Perhaps feeling like she hadn't had enough kissing, she kept leaning in for more. As I kissed her, my mind was entirely on next weekend. Next weekend, in the evening, at a hotel. I really can't wait to see how Youngsun-nuna will beg me-