The Meaning of Obedience
Honestly, if anyone asked why the ass, I didn't really have a particular reason. I'd already claimed Lee Soyeon's pussy and Seol-hwa's mouth for the first time, so next had to be this side, of course.
"As I told you before, if you're not obedient, you get punished. So how was your behavior toward me today?"
My glans was already piercing into Woohee's hole the same way as last time, and the pressure was astonishing—even tighter than it had been with Soyeon or Seol-hwa.
Enormous resistance. Even though I'd already broken her in once before and stretched her further with my fingers.
"Yeah, you're clenching. That's only going to make it hurt more. At least wait until it's in before you squeeze."
For all I knew, she was trying to keep me out. That only made it better.
"Ah… aaagh! Stop! Stop!"
She clutched my wrist desperately and looked up at me with pleading eyes… This was the same bitch who'd been telling me to get lost just moments ago?
And unlike last time, I had no intention of pulling out halfway. Straight ahead.
My cock, slick with a thick coat of lube and sheathed in a condom, was now forcing its way past the space it hadn't fully conquered before.
"Ah! Aaaagh!"
I used Woohee's screams as seasoning and drove straight in.
Once my hips pushed past that crushing pressure, it felt relatively easier. After all, the anus only really grips hard at the entrance; deeper inside, it lacks the snug pull of a woman's pussy.
People say clenching your ass works, but that only affects the rim. The interior is a completely different sensation until you get used to it.
Individual differences aside, there was meaning in conquering the most shameful, obscene place of all. Meaning—and a pleasure distinct from a woman's cunt.
I advanced a little, stopped, waited for Woohee's insides to adjust, then pushed again. Slowly working myself deeper.
"Aaaagh!"
"Endure it."
"Ugh! Aaaaah…! Hah…"
As if she couldn't breathe, Woohee panted and drooled.
"Be grateful. I was originally going to shove it all the way in at once. I held back. Aren't you thankful?"
"Ugh… nngh…"
"Answer me."
"Y-yes! Yes!"
Her frantic voice felt good as I pushed a little farther and managed to get a third of the way in.
I watched her carefully from behind as she gasped. She was actually crying. I'd followed every proper rule for anal sex, and she was still like this?
I'd have to take notes for when I wrecked Hyojin. No matter how much Woohee resisted, I kept things within bounds—but that woman would be the exception. I'd make her feel endless pain and humiliation, then later have her gasping in pleasure and begging me for it. Absolutely.
"Aaaagh!"
Maybe she was angry; Woohee suddenly started pounding the mattress.
"Hm?"
I'd gone farther than I thought. My cock was halfway in now.
"How is it?"
"It hurts…"
Watching her sniffle and plead, I reached for the lube again.
"It'll start feeling better soon."
"Stop… ah!"
Until now I'd been pushing in; this time I pulled out instead. As I withdrew with deliberate slowness, Woohee hung her head again.
"Stop it. I said stop!"
Her tears turned to anger, her tone rising. A little blood stained my cock from inside her.
"Relax now. You'll get hurt otherwise."
"Fuck…! Don't! It hurts too much…!"
I ignored her, coated myself with more lube once I'd safely pulled free, and pushed back in.
I knew the pain was too great for pleasure right now. I'd learned that in high school, playing with girls. It was like that at first. But afterward? It didn't take days. Even the girls who'd been sniffling about how much it hurt eventually got used to having it inside and started feeling little sparks of pleasure. I was simply recreating that with Woohee.
So the crying and suffering would change soon enough.
"Nnngh!"
As I eased in again, her screams rang out pleasantly. That fragile little asshole was being violated by me.
Every time she cursed, I deliberately thrust deeper, and Woohee's body shuddered.
"Accept it. As my woman."
"Fuck off. You crazy bastard… aaaagh! Ah!"
"Talking like that only turns me on more."
I shoved in all at once until I was halfway again, then began a slow, tiny piston motion.
"Hah! Ugh!"
She still held back tears through the pain, but no need to worry. I'd make her comfortable soon.
The feel of her inner walls around my cock was fantastic. It didn't grip like a pussy, but it was naturally tight—a space no one else had ever claimed. I was getting plenty of pleasure from this side.
I checked the time; already fifteen minutes had passed. Being so careful had made the minutes fly.
The problem was that the condom dulled the sensation somewhat. Men might respond more strongly to visual pleasure than women, but my body had just finished playing with Lee Soyeon. It wasn't enough. I wanted to shake her roughly and watch her scream in pure agony.
Anal was always going to hurt the first time no matter what. So I wanted to do as I pleased. Going slow was too frustrating.
But forcing it now would leave Woohee with serious trauma, making the next time a real ordeal. If it were that bitch Hyojin, fine—but not this girl. Not yet.
In other words, I would slowly teach her the pleasure of this kind of sex.
Slowly again. I repeated the process until that place was fully relaxed.
Pain. For Woohee, it felt exactly like a slasher from a horror movie was chasing her down. What was being done to her now was something she had never experienced in her life.
He's crazy. He's crazy! Completely insane!
Her ass was being forced open. That place, which had only ever known the relief of excretion, was being mercilessly invaded.
Crazy bastard. A pervert and a self-centered… piece of trash.
Every curse she could think of swirled inside her.
"Aaaagh! Ugh… haah… haah…"
Screams and moans poured one after another from the body being slowly violated, as if her ass were on fire.
It was humiliating.
No one has ever done something like this to me!
If it had been ordinary forced sex, she might have gritted her teeth and endured it—the times being what they were—but the ass had never even crossed her mind. The most shameful, embarrassing place a woman had was being taken by a brutal invader. And the man's cock was big, so the pain was simply doubled.
The shock of the first penetration and the sex that followed was more than cultural; it was seismic.
Everyone was always kind to me… they always understood when I spoke…
This man was different. He did whatever he wanted, whether she wanted it or not.
"Ugh! Ah! Ah! Gently… ugh! It hurts too much…"
But what could she do? She could only take that massive thing into her ass and spit out pain.
Finish already! Please! You crazy bastard! I'll get revenge. I swear I will later!
Nursing her grudge, she endured the inescapable agony.
How much time had passed? The pain that had filled her ass began to ease a little.
Thank god.
She had managed to claw her way free, just a fraction, from the sensation of being skewered through her entire body.
"Haah… hoo… hoo…"
The sweat dripping from her had already left a large stain on one side of the mattress—proof of how hard she had been suffering. At least the pain in her asshole was finally starting to fade, bit by bit. That was a relief.
Just cum already. I want it to end. I really do.
But she still didn't know. As the pain eased, the concentrated pleasure of the anus began to surge in its place. What had been one hundred percent pain was now seventy pain, thirty pleasure.
"Ah…! Ugh! Ha… aaaagh!"
The pain was still dominant, but the intensely stimulating sex was making Woohee's body heat up. She hadn't yet noticed the change in herself—the movements were simply too smooth.
Then the man's hands finally invaded her breasts.
"Getting bored?"
As he toyed with her chest playfully, the intensity of the pleasure climbed another ten points. Seasoning to help her feel the pleasure the pain had been drowning out.
Woohee held her breath against the pain each time he thrust into her ass, but soon she was letting out soft moans under the gentle torment of his fingers on her breasts.
"Nnh… mm…"
His other hand headed for her sex.
"It always hurts at first, so it's hard to feel properly. That's why you need help."
At the man's whisper, Woohee squeezed her eyes shut. She might have wondered what more there could be, but her body—already beginning to burn—reacted at once.
"Nnh! Not there…"
When his fingers stimulated her sensitive spots, her body jerked.
"Ah! Ah! Ah!"
The place she had barely been holding together flared with sharper pain from the movement.
"Ah… haah… haah… haah…"
Watching her gasp desperately, the man sped up a little and increased the stimulation. As her clitoris and nipples were tormented, sensations she didn't want to feel rose up inside her.
You've done this a lot, haven't you? You damn bastard… aren't you a pervert?
He was skilled. In her first anal sex, he was layering stimulation on other parts to cover the missing pleasure.
Damn it! Damn it! To a bastard like this!
It was unfair and infuriating, but her body was honest. Her moans grew louder, and even her burning ass began to respond.
"Nnngh… ah! Nnh… nnh! Haah!"
She clenched her teeth and tried to hold them back, but the moans still leaked out. Her ass was announcing that it had adapted to a certain degree. Barely hanging on, she could only writhe under the other pleasures now.
I hate this. To a guy like this… to a guy like this…
No matter how resentful she felt, her body was honest. His touch gently caressed only one breast, deliberately stoking hunger for the other, while her already soaked sex greedily demanded more.
Waves of pleasure that had nothing to do with her will. The man's hips moving faster. The cold thickness of him filling her ass completely, growing freer with every thrust—all of it was making Woohee dizzy.
"Nice reaction."
"Bullshit… ugh!"
Woohee tried to cling to her last shred of pride, but in the tangle of pain and pleasure she could only moan again.
"Shall we wrap it up at this level for now?"
And just as she was feeling the satisfaction of impending release, a climax she had never expected to feel crashed over her.
"Ahn!"
The first pleasure of anal sex she had ever known. It was carved into her entire body as she gasped for breath.
The man seemed satisfied as well; he finally pulled out of her.
"Ugh!"
Even the slow withdrawal left her with a feeling beyond words.
I endured it. I actually endured it.
She seemed almost satisfied with herself for surviving the situation—until the man pulled another condom from the box.
"That's enough 'consideration.' Shall we do it properly now?"
"W-what are you talking about?"
"When we did it the first time, did I finish in one round? Think carefully."
Woohee's face went blank with shock.
"Th-then… you're going to do it somewhere else, right? Right?"
"No. Now that you've felt it, you should know. Today you're going to serve me with your ass the whole time."
The despairing words rang in her ears.