Blackmail (1)
"Money? Are you out of your mind?"
Her first words were a curse.
Offering her body in exchange for cash. Anyone with half a brain would realize I was suggesting prostitution.
It wasn't a normal suggestion, and I knew full well how insane it sounded. Still, I was making this dangerous gamble because the world was unfair.
Some people worked their asses off while others got to fuck for free. If the ones getting screwed over ever found out, it could spark massive rage.
I had to step in and fix things before that ugly future came to pass.
"Yeah, I'm not crazy. I'm dead serious."
"Ha… what the hell are you even saying?"
She clutched her forehead, clearly baffled. It was the natural reaction, but I was terrified she'd get pissed and storm out. I'd only just gotten to fuck her once—if she left now, everything would be for nothing.
To keep her here, I activated Acting.
Acting
"Sorry, but I have my own reasons for needing the money."
"Ha, and what reasons? We're already sleeping together, so you can tell me."
"I need money."
A simple, straightforward answer. Money was necessary to survive in this world—to buy food, clothes, and shelter.
"What? You need money… how much?"
"More than you think. Actually, I'm starting from zero."
Sihyun was an orphan with no family. A former orphanage kid with no living expenses, forced into the Academy. Naturally, he had nothing—no house, no family, and the moment he graduated, even food and shelter would vanish.
Because of that, I had to obsess over money.
"Your family’s poor or something? Or… debt?"
"Worse than you think. I have literally nothing."
No house. No family. No money, no place to sleep. I’d known it the moment I fell into this world.
Before graduation, I’d have to latch onto some woman or scrape together cash. From everything I’d experienced selling my body so far, Yerin’s reaction told me it was possible. The possibility of buying a house through prostitution.
Since I had zero aversion to mixing bodies with women—and actually enjoyed it more than most—this was just an easy meal.
"So you’re going to prostitute yourself to me for money? Was that your plan from the start?"
"No. I didn’t approach you with that in mind at first. Your reactions just looked fun."
I’d always planned to sell my body, but what drew me to her was simply that she was pretty and entertaining. That cold expression paired with the image of her pounding her own pussy with a pink dildo every night was cute enough to make me approach.
Of course, only she could decide whether to believe that. I kept the act going, milking the pity angle.
"Then… I’ll take responsibility for you. Will you stop if I do?"
Whether it was pity or love, her eyes were sincere. Taking responsibility for someone was a huge deal. There were things love alone couldn’t solve.
"Sorry. I can’t accept that, Jaehee."
"Why…? We like each other, and you don’t have to go through all this trouble."
If I marry you now, I won’t be able to build a harem.
Maybe someday I’d settle down with one woman, but I didn’t want to be tied down yet. My plan was to fuck as many women as possible while I was young, then marry the best one when I got older.
I didn’t think everything would go according to plan, but it was too early to decide now.
"I don’t want to ruin your life too."
I pulled my cock out of her pussy and cleaned up with the wet wipes I’d prepared earlier.
"Contact me if you ever get interested later."
Since there was no need to dump all the information on her right now, I left. I could feel her intense gaze on my back the whole way, but I stayed silent until I was out of the classroom.
The door was slightly open… Did someone see?
I glanced around, but no one was there. Hoping it was just my imagination, I headed back to the dorm early. I wanted to savor the afterglow today.
"Cute."
It felt like watching my wife come home from work. Smiling faintly, I sent her a photo.
"So she was asking the boss for a bonus, not me."
I’d misunderstood and given Yerin a bonus instead. Still, it was fine—I’d given it as encouragement to work hard.
After chatting a bit via messages, I grew tired and closed my eyes. I was exhausted. I’d been running too hard lately, and the burnout was hitting all at once.
I’d met too many women and formed relationships on my own terms. But the initial thrill had faded, and somehow this lifestyle was starting to feel normal.
"I need something new."
I could jump to another world right now, but I wanted to find something to fill this strange emptiness.
In the video she sent, a black-haired woman was on top of a man, riding him like a dog. The woman’s face wasn’t visible since it was filmed from behind, but the man underneath was occasionally visible—familiar face, messy bangs covering one eye, red eyes.
It was me.
"This is getting interesting…"
During the urban combat training, Miyoung had tried to knock me down and film something weird. Yerin had handled it back then, but now she had solid leverage.
I could already guess what kind of hell was coming next.
"Crazy bitch."
Even with leverage, she was demanding more just to create new weaknesses. I was stunned by how unhinged she was, but I still followed orders—dropping my pants and standing in front of the mirror.
A guy filming himself jerking off was pretty gross, but orders were orders.
Even if it leaks, it’s not like it matters. Might as well play along.
Imagining the sex from earlier, I grabbed my half-hard cock. I made sure my face was clearly visible in the mirror, spread my legs, and started stroking.
I can’t cum like this.
I’d already blown one load, and after nothing but intense stimulation lately, I couldn’t finish on my own.
"Well, this should be enough. As long as my face and dick are in it."

(Reference ts image for understanding.)
This was fun. The situation was so entertaining I could go insane. It was my first time being blackmailed, and her aggressive attitude was strangely arousing.
A girl like this was going to whimper and try to fuck me?
I remembered her cold, sharp gaze that matched her red hair. Her face and body were obviously top-tier, and that violent side that didn’t go easy on men. It was a type I hadn’t seen even in other worlds, which only made it more intriguing.
A cheeky message.
"Guess I shouldn’t go to another world today."
With such an interesting woman around, why would I leave? I’d sleep comfortably tonight and get fucked tomorrow.
Time has passed.
You may re-enter “Became the Yakuza’s Nanny.”
"Of all the timings… I’ll have to put it off for now."
I wanted to see Detective Yui and the kid again after so long, but it would have to wait. Swallowing my disappointment, I sat up in bed and decided to kill time. There was still a while before bedtime, so browsing internet communities wouldn’t hurt.
"Hmm~ Should I check out the OO Gallery?"
I entered the community with the strongest firepower and decided to stir up some aggro. Even though it was still early evening, the nonstop activity was impressive. I avoided the obvious shitposts and wrote my own.
After a brief silence, notification sounds started coming in. I hit refresh.
"Communities really are fun."
Underground boards had their own special kind of entertainment.