How Does Brother Namgung Know About Scissoring...?
……………
"S-Sister……."
Once she confirmed they had put enough distance between themselves and the tout, Chae Yeowon turned to me with a gentle smile.
"What's wrong, Gaeul……?"
The seductive, predatory look that had been probing my rear hole was nowhere to be found. Instead she offered a warm smile I had never seen before—then promptly burst into soft laughter.
"……Hehe, just kidding, young master. It's safe to call me by name now."
"……Mm…… I'd rather keep calling you Sister……."
It took a little courage to say what I truly felt, but I laid my heart bare. Chae Yeowon was almost certainly older than me, and the way she had just rescued me had been so dashing I could have fallen for her at first sight—assuming, of course, one ignored the earlier moment when she had been eyeing my ass.
At my words her eyes widened and the corners of her mouth lifted in a smile she could not hide; genuine delight lit her face.
"Oh my, oh my, how adorable……♡ Then call me whatever makes you comfortable."
I nodded, and the hand that already held mine tightened just a fraction.
"So…… what business brings you to the red-light district today?"
"W-well……."
I could not meet her eyes when she asked why I had come. Naming a courtesan was, in a way, the most natural thing in the world, yet to someone still unused to the pleasure quarter it felt mortifyingly shameful.
"……I came to request you, Sister……."
Perhaps she had thought that after what she had done to me last time—being violated by a wooden phallus until I fainted—I would never return.
"……You mean you intend to take me……?!"
After a beat of silence, surprise and joy melted into laughter in her voice.
If you were going to be surprised, you shouldn't have done that to me in the first place…….
Naturally I kept the wager's conditions secret and spoke the line I had prepared.
"I-instead……! Today I absolutely will take my virginity. You mustn't suddenly go after my rear, okay……?"
Chae Yeowon covered her mouth with one hand and laughed at the condition I set.
"Hehe, don't worry. I'll do exactly as you say, young master. Then…… will you be able to find it today……?"
"Gulp……."
Yet the eyes and expression she could not fully hide still radiated the same seductive aura as before, and I swallowed hard under the tension.
"O-of course……! I've been studying hard!"
Failing to find the hole again, rubbing fruitlessly and climaxing before insertion—that would not merely wound my pride; it would mean losing the bet with Maeng Harang. It absolutely could not happen.
"Hehe, then I'm glad. Come, let's hurry. I've suddenly grown eager to be taken by you, young master."
She finished speaking and took my hand once more. Hand in hand I followed her toward Geoyuru, where the courtesans' breasts were larger than their heads.
This is a little embarrassing…….
I felt like a younger brother who had stormed into the red-light district on a surge of youthful blood, only to be caught by his big sister and dragged home.
……………
Led by Chae Yeowon's hand past the first floor of the brothel and into a private room, I stripped off the short pants that clung tightly to my thighs.
"Oh my, oh my…… Looking at them again, a woman's underthings suit you far too well……♡"
Being praised for the special "victory panties" I had prepared left me with mixed feelings—after all, I was being complimented on women's lingerie—yet it did not feel bad.
"Hehe…… I picked them out carefully just to meet you, Sister……."
"I'm so happy……♡ Shall we begin with the foreplay, then……?"
Chae Yeowon, who somehow seemed more aroused than I was, approached my lower half and stroked my thighs.
"N-no, you mustn't……."
I waved her off and shook free of the hand caressing my thigh. I was barely maintaining this erection as it was; if I came from foreplay I could not guarantee I would stay hard afterward.
"I'll handle it myself, so Sister, just lie down for now……!"
I spoke a little firmly to seize the initiative, yet Chae Yeowon only smiled with easy composure.
"My—how manly. Do as you please, young master."
She hiked up her skirt, removed even her underthings, and lay back on the bed.
It's the exact same position as last time…….
Previously, in this very arrangement, I had failed to find the entrance and ended up climaxing against her labia. This time, however, I had rehearsed the method countless times in my head.
"Gulp……."
I swallowed my rising saliva and, under the dim lighting, slowly caressed Chae Yeowon's womanhood with my fingers.
This is the clitoris, this is the urethra, and this…… is the entrance……!
The vaginal opening was lower than I had imagined.
"Haa……♡ Young master, do you intend to study the female body using mine……?"
"A-ahaha……."
The entrance was not soaked enough to drench underthings the way my own cock leaked love juice, yet it was slick with plenty of sticky fluid. I lined up my cock to push into Chae Yeowon's pussy.
"Eut—?"
But whether I had only imagined I was erect, my soft, feminine cock merely pressed against the flesh of the entrance and was pushed back without penetrating.
"W-why……?"
Unable to hide my fluster, I tried aligning our navels again, but it was hopeless.
"Haa……♡ I'm sorry, young master……♡"
Before I knew it Chae Yeowon had risen from the bed, seized both my arms, and laid me down instead.
"Ah……! S-Sister……?"
"Hehe. No matter how I think about it, I simply can't hold back…… After all, a virgin young master is far more erotic, don't you think……?"
"W-what……?!"
With practiced movements she switched our positions. By the time I recovered my wits, our legs were tangled together like a pair of scissors locked blade to blade.
"Huu, huu…… Stay still, young master. I'll service you……♡"
"Haut, eut, S-Sister, you can't……! I have to finish inside……!"
The moment my already hypersensitive glans rubbed against her slit, a moan escaped me unbidden.
"Hehe, young master, really—when you can't even insert…… And even if your mouth says no, without me controlling the pace you wouldn't last ten seconds before climaxing, would you……?"
Indeed she rubbed the entire head of my cock at a measured speed, delivering gentle yet unceasing pleasure, always throttling back when I reached seventy or eighty percent of the peak.
"Aeut, eut aht……♡ Sister, please……♡ If I can't finish inside, I'll have to wear a crushing chastity belt……♡"
Cornered, I confessed the truth. Chae Yeowon stopped moving her hips and stared at me with widened eyes.
"Young master…… did you make a wager……?"
With a moment's breathing room I slowly began explaining the circumstances of the bet that required me to creampie Chae Yeowon.
"Haa, haa…… So…… that's why I made such a bet……."
"………."
She listened intently, her expression unreadable and complex.
"Anyway, if I can't finish inside when I take you, Sister, starting tomorrow I'll be forced to wear a flat crushing chastity belt……."
"A crushing…… chastity belt……?"
Seeing her face, I decided to deploy the backup plan I had only considered—Plan B, also known as "playing for sympathy." If I could just get Chae Yeowon to play along, how would Maeng Harang ever know whether I had finished inside or not? A little underhanded, perhaps, but if I could persuade her the victory was as good as mine. Besides, when a man is fighting to protect his cock, what room is there for scruples? That flat crushing belt would squash my already one-chi (3.03 cm) cock even smaller, and that was the one fate I desperately wanted to avoid.
"Yes…… It's a chastity belt that presses the cock flat and locks it in place with screws."
I shot her sidelong glances while putting on the most pitiful, tearful expression I could manage.
"If I wear it my cock might really get crushed…… So if you could just help me once…… just lie once and say I finished inside…… Ohoook……?!"
"Young masteeer…… Then of course I absolutely cannot look the other way…… Haa…… A crushing chastity belt…… I want to see it so badly……?"
She began rolling her hips again, grinding her slit against my glans, her face once more wearing that bewitching expression.
"Aht♡ Please♡♡ Huat♡ Nooo♡♡ Aaat♡"
"Hehe, don't worry. I've heard that once you wear a crushing chastity belt, your chest, your mouth, your prostate…… everything becomes far more sensitive. You'll probably enjoy it too, young master."
"There's no way, aht♡ Huueat♡ Aaaat……♡♡♡"
Pffft—
Without mercy she ground her pussy against me, and I came with humiliating ease.
"Aeut, you liar…… You said you wouldn't violate me……."
I covered my face with both hands and spat the bitter words; Chae Yeowon's satisfied voice floated down to me.
"Don't worry. As promised, I won't give you a female climax today. Instead, I won't stop until you can no longer ejaculate at all, all right?"
"Ho-ook……?!"
Declaring she would milk me dry, she started moving her hips again. The pleasure racing through a cock made impossibly sensitive by the recent orgasm wrenched a shameful, animal moan from my throat—
when a familiar voice rang out from beyond the window.
"Hold it, hold it—!"
The window flew open and someone vaulted into the room.