Chapter 17 - A Repeat Encounter with the Career Woman from the Matching App
"I-Is this okay…?"
"Yes, it’s perfect."
"I-I don’t really wear skirts that often…"
After meeting Hitomi-san, I awakened to a slightly new world. I had been ravaged by unknown sensations, but my body was surprisingly energetic. So, I tried looking for a woman the next day, but our schedules just didn’t line up. It was all women who wanted to stay overnight or those who gave me a sense of danger. In the end, I decided to pour all my energy into my usual Monday with Melody-san.
"Th-This is embarrassing…"
"It’s a bit late for that now, isn’t it? I’m getting really turned on."
"Oh, you♡ Well then, shall I?"
I told her I would pay for them, so it was okay to rip them, but she still came wearing a proper pair of stockings.
"Please rip them right down the middle, as if you’re showing off."
"What’s that supposed to mean…?"
She looked confused, but as I instructed, she tore them with a ripping sound. As they slowly tore open, the central part split, revealing her wine-red underwear.
"…You want to lick this?"
"Yes, please press it against my face."
"Geez… what happened to you this past week? You’re not at an age where you should be doing weird things like this…"
Even as she said that, she blushed and straddled me. Then, she slowly lowered her bottom, and my face was buried.
"Ah, ahn♡"
A soft sensation spread across my entire face, and the feminine scent mixed with sweat tickled my nose. I immediately ran my tongue over her, stimulating her through her damp panties.
"Ngh, mmh… oh my♡ I-Is this what you like…?"
"It turns me on so much. Please press down harder and move."
"W-What… i-is this okay…?"
It seemed she wasn't used to this sort of thing, or rather, had never done it before, and she didn't know how much pressure to apply. It might not be fair to compare, but the pressure was still weak. I wanted her to press down so hard I couldn’t breathe. But she seemed to be getting turned on by the movement of my tongue, and I could feel her body trembling.
"Ngh, haah… ah, aah, w-wait a minute…♡"
"Please be more serious."
"S-Serious… I-I don’t have the luxury for that… ahn!♡"
Right. Melody-san was an incredibly sensitive woman. Even though I was thinking this wasn’t what I was looking for, it might be fun in its own way. Plus, I wanted to see what would happen if she came from cunnilingus during facesitting.
"C-Come on… that’s enough, right… h-hey, let’s put it in…♡"
"Holding back feels better, you know."
"What’s with you… you didn’t have to go and learn weird things…♡"
My face was already soaked in her juices. And feeling her plump bottom while listening to her moans was the best feeling.
"Ah… n-no… just there, n-no, don’t…♡"
"You can cum as much as you like."
"No… j-just there… don’t lick… that… no!♡"
Her G-spot was weak, but it seemed her clitoris was weak too. Her body was twitching with a steady rhythm. Still, when I continued to relentlessly pleasure her, she finally couldn’t take it anymore, and her body slumped down. And there, before my eyes, was Melody-san’s face, glaring at me reproachfully with teary eyes.
"What in the world happened to you…?"
"I think I might have awakened to my M-side."
"Huh!? There’s no way! You’re definitely a total sadist!"
"…You think so?"
"…Are you trying to say you don’t remember what you did to me?"
Come to think of it, I remember making her kiss me intensely the first time we met, and making her cum over and over the last time.
"…Am I really an S?"
"O-Of course you are! After doing all that, even if you say you’re an M, it just sounds like a joke!"
"I see. But being teased? I kind of like that sort of thing."
"…You don’t just want to be pampered?"
That might be part of it, but I feel like Saturday was on a whole other level than just being pampered. It was like a part of my unknown self was deeply unearthed, and I have this feeling of wanting to do it again.
"Hmm, I feel like it’s something different."
"I don’t know. But I might be able to pamper you?"
"You would?"
"I take care of kids like that at work, so I’m not really keen on it… But for you, Yamada-san, I might want to try♡"
I nodded vigorously without hesitation, saying, "Please."
"Then, you have to do as I say♡"
"Y-Yes…"
This commanding tone, or rather, this condescending way of speaking, made my body tingle with excitement. And the fact that I knew she was definitely older only heightened my arousal.
"Ah! That’s actually kind of cute♡ You make a face like that too, Yamada-san♡"
"R-Really… p-please, say more."
"…What kind of girl was the last one you met? But, I’ll pamper you in my own way♡"
That look in her eyes as she narrowed them, looking down on me. It seemed somewhat bewitching and sweet, and I didn’t feel bad about it at all. In fact, just thinking about what she would do next made my heart pound.
"Please pamper me a lot…"
"What’s gotten into you? But, this might actually be fun♡"
After that, kissing was off the table, and she slowly teased my ears, neck, and nipples with her fingertips and lips. A mix of ticklishness and pleasure washed over me, sending a wave of shivers down my spine.
"I-I want to kiss… I want to kiss you…"
"Oh, you’ve become such a baby♡"
I thought I would be denied again, but she gently pressed her lips against mine. A soft sensation made a breath escape me, and we sucked on each other’s lips. The tips of our tongues touched, and our thick saliva mixed together. Before I knew it, I was greedily devouring her like a baby bird being fed.
"Ngh, mmh… hey, shall we… get off together?♡"
"Yes… I-I’ll leave it to you…"
She straddled my lap and slowly leaned her upper body forward. Her chest was emphasized, which made my heart skip a beat, but her fingertips unhesitatingly unbuckled my belt.
"It’s been rubbing against me… my big boy… I can’t hold back anymore♡"
She pressed her lips to my erect member with a peck, then licked and sucked at the opening of my urethra.
"Aah, that… feels good…"
"Does it? And… your pre-cum is already coming out, you know?"
"Sorry, it just feels so good…"
From there, she moved on to a blowjob. Last time, she said she didn’t want to because it would mess up her makeup, but for some reason, today she was actively bringing her mouth to me.
"Ah, that’s good…"
"Really? It’s so big, it’s difficult…♡"
People who are good kissers are also good at blowjobs. The way she varied the intensity was exquisite, especially the sensation of her tongue slowly tracing my frenulum, which was beyond compare. Furthermore, as she made lewd, slurping sounds and sucked on the head of my penis, my hips thrusted forward on their own.
"…Hah, it’s been a while since I’ve licked one♡"
"I-If you do that… I’ll have to ask you again next time…?"
"I wonder… But when you make a face like that, it makes my heart skip a beat, and I might just want to make you feel good…♡"
Her expression, which seemed almost maternal, was completely different from usual and bewitching. My body was trembling with excitement.
"But, you have to make me feel good too…♡"
She straddled my lap again, and while kissing me, she pressed her crotch against mine. A moment ago it was through cloth, but this time the direct friction was transmitted straight to me, and my lower body reacted with a jolt. She swayed her hips slightly, then pressed down even harder. I couldn’t tell if it was my saliva or Melody-san’s juices, but my member was slowly getting wet.
"Here, stick out your tongue…♡"
"…Y-Yes."
I followed her command and extended my tongue, and she wrapped hers around it. Furthermore, she tweaked my nipples and bit my lips, then ran her hands through my hair, messing it up. The sensation of my hair being tousled and her breath on me felt like it was going to drive me crazy.
"Ah… I-I like this…"
"Oh my, maybe you really are an M♡"
"I-I really… think so."
She received my confession with amusement, looking somewhat satisfied. With that composed expression, she gripped my member with her fingertips and pushed it into her soaked panties, burying it inside.
"But you know… I liked the forceful Yamada-san who demanded things from me♡"
"I-It’s just for today…"
"Okay, that’s fine. I might enjoy this sort of thing once in a while too♡"
The moment the tip sank in a little, Melody-san’s body arched back, and I desperately wrapped my arms around her to support her. The recoil sent her breasts crashing into me, and the soft sensation enveloped my face. The smell of sweat and the stuffy feeling were almost enough to make me suffocate.
"…Ngh, ah, y-yeah… w-wow…♡"
Maybe because I hadn’t been holding back as much as yesterday, the impact wasn’t as shocking as that time. Still, the pleasure was the same. As it sank deeper and deeper, I savored the familiar sensation, and in no time, it reached the deepest part.
"Ah, auh… n-no!♡ Th-This… i-in the back… in the back…♡"
Her body was trembling, but her hips weren’t moving at all. Feeling impatient, I slowly started to move my hips, and the control gradually shifted to me.
"D-Don’t move… n-no…♡"
"Are you getting turned on?"
"I-It’s just… I-I always think this, but… you’re amazing…♡"
I wanted to stay nestled in her soft warmth for a while longer, but my rising urges pushed me forward. I held her hips and slowly thrusted up.
"Ah, ahh… d-deep… f-feels good…♡"
"Aren’t you going to pamper me?"
"N-No way… h-hey, so I can forget about work… harder…♡"
It was supposed to be my turn to be pampered, but now I was the one being asked for things. It was a completely different relationship from a moment ago, but it felt good. There was pleasure in being dominated, but seeing her face clinging to me brought an irresistible wave of pleasure.
This is the kind of sex I want to have after all.
"Hya! A-Wha-what are you doing!!♡"
I put all my strength into it and lifted Melody-san’s body. She must have realized we were moving into a standing position, because she wrapped her arms firmly around my neck, making her feel almost weightless.
"D-Deeper!♡ I-It’s hitting!♡"
"Make sure you hold on tight."
"I-It feels so good… it’s amazing, ahh!♡"
Furthermore, she crossed her legs and wrapped them around me, increasing the feeling of tightness. Gaining that stability, I savored her firm, bouncy bottom with my palms and rocked her up and down, making her let out a melting moan she couldn’t hold back.
"Auh… uah, I-I’m coming… I-I might cuum!♡"
Right after a big jolt, she clung to me tightly. But the next moment, her strength gave out as if a string had been cut, and she slumped down. Unable to support her limp body, I moved to the sofa in this position.
"Ah, ahh… I-I came… uuh…♡"
"You were fast again today."
She had a satisfied look on her face, but for me, this was just the beginning. The real fun was about to start.
"I can’t do this anymore♡ I-I can’t pamper you, Yamada-san… it’s impossible…"
"It’s okay. I’ve stopped now, so from here on, it’s back to the usual me."
Her expression showed a hint of joy at those words, but when I thrusted my hips forward, it twisted into agony again.
"N-Not right now… n-no… ah, ah, ngh!♡"
"Are you going to cum again?"
"Y-Yes… I-I’m going to cum again, r-right now… it feels so, so good!♡"
So this is how it’s going to be, a part of me thought, observing the situation with a bit of detachment. Still, the feeling of my partner becoming putty in my hands with just one movement sent a thrilling numbness through my entire body.
"Which one do you want today? G-spot or cervix?"
"Th-That’s… too embarrassing… to say…♡"
"Then I guess it’s both."
"J-Just… do whatever you want…♡"
It was impossible to choose just one. I thoroughly stimulated both. After that, I savored her ample breasts and continued to pleasure her all over, bringing her to orgasm multiple times. By then, my own limit was fast approaching.
"Alright, I’m going to cum inside you."
"Auh, ah, ah…"
Her whole body was trembling slightly, and she was almost speechless. Still, her eyes, which were fixed on me, held a color of acceptance.
◇
I had emptied myself inside her, and a few minutes had passed. The ‘tease me’ scenario I had requested at the beginning should have been over, but I still hadn't received permission to move.
"Um… this crouching position is getting tough…"
"Ngh, mmh…♡ I want to stay like this♡"
I thought we would move to the bed for round two and tried to carry her there princess-style, but Melody-san wouldn’t let go of me. My member was still inside her, and we were connected. I tried to move, but her legs were clamped firmly around me, and there was nothing I could do.
"Should we just do it like this? I’d prefer to go to the bed if possible…"
"No. Just a little longer…♡"
"Hah… isn’t the pampering backwards now?"
"Maybe so♡ A man who makes an older woman want to be pampered is cool, isn’t he?"
I didn’t dislike it. But I had been in a standing position for a long time after that, and my thigh muscles were screaming.
"What’s wrong? Did something bad happen at work?"
"Yeah, just a bunch of bad stuff. But when I’m having sex with you, Yamada-san, I really forget about it all, so I want to stay like this forever♡"
"Of course. It’s hard to make it twice a week, but let’s make this our weekly routine."
"Yeah. Even once a week, we can do embarrassing things like this♡"
Something felt different about her. We always had this kind of pillow talk after sex, but today there was a strange awkwardness.
"Hey, this is our ninth time, right?"
"That’s right. After the next one, I get a bonus… or something, right?"
I still didn't know the details, but as usual, the names of the women I'd met before didn't show up in a search. I was hoping this bonus would be a repeat encounter, but who knows.
"Right. You get a bonus on the tenth time, no matter what the rating is. The next one probably won’t be me, so it’s like…"
"What’s wrong? Could it be that the person who is the tenth encounter gets some kind of bonus too?"
"That’s not it. I don’t know what kind of bonus you’ll get, Yamada-san, but I have a feeling you won’t need someone like me anymore…"
"Why would you say that…"
She didn't seem to be joking. It was just a repeat encounter with someone I'd met before, so why would she be so worried?
"I don’t really get it, but I thought it would be something like being able to meet a matched girl again, or something of that level…"
"It would be nice if that’s all it was, but there might be an even better bonus."
"…Do you know something?"
"I can’t say…"
What is this? She clearly knew something, but at this rate, she wasn't likely to tell me.
"You know, but you can’t tell me?"
"…Yeah. I can’t say anything."
The mystery only deepened. Did the bonus come with a risk? The administration was unpredictable, so they might do something I couldn't imagine, like limiting repeat encounters to just one person, or making all the people I'd matched with so far disappear.
"I don’t know what’s going to happen, but out of nine times, three have been with you, right?"
"…Yeah, I know that."
"The time is short, but I want you to realize that you’re the one I’ve met this much."
"…Is it okay for me to think that?"
"By the way, you’re the only one who cums this much, Melody-san. Maybe we’re just too compatible."
In that moment, she stole my lips.
"Hey, I want you to be really rough, violently… rape me!"
"H-Huh?"
"I want you, Yamada-san…♡"
Her desperate plea blew my reason away. We both thrusted past the point of climax, and then even past that limit, we kept on thrusting.
"M-More, more, harder… b-break me!!♡"
I don’t remember how many times I came inside her. When I came to, the sky was getting light, and we had exceeded our set time. Still, I continued to violate Melody-san.
As the time to go to work approached, we left the hotel without tidying ourselves up. It was already the peak of the morning commute. Unlike the people in suits passing by, our hair and suits were disheveled. Still, the feeling of not wanting to part was stronger, and for a while, we couldn't separate.
"…See you later."
"Of course."
I asked myself why this was happening, but my head wouldn't work. I just kept watching Melody-san’s back as she walked away, wondering if I would ever see her again.
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