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Chapter 13 - A Repeat with a Career Woman from the Matching App


"Your panties are pretty normal today."

"Mmh… oh you♡ Did you like the ones from last time…?"

Monday. When I woke up in the morning, my body was, as expected, completely stiff. It was the same last week, but that was a Friday, and I had two days to recover. This time, however, all the exhaustion from yesterday remained. Honestly, I didn't think I could perform today. I felt bad for Melody-san, but my condition was at its worst.

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Still, once we were alone in the hotel room, all that fatigue seemed to blow away like it was nothing.

"No, this is absolutely perfect."

"Your touch is as lewd as ever.♡"

"You’re the one who made me this way, Melody-san."

Before me was a fleshy bottom. The firmness through the stockings was exquisite, and the steamy texture came through when I touched it. I really wanted to bury my face in it. I wanted to smell the scent of a long day’s work. If I could, I’d rip them off right here and devour her. But, just like last time, she had to go back to work after this, so I couldn't get her clothes dirty.

"C-Come on… h-hurry up, or we’ll run out of time…♡"

"Huh? Didn’t you just say a couple of hours would be fine? Or do you want it that badly?"

"…Because I’ve been waiting all week for this… ahn!♡"

I gently pressed the center of her plump underwear with my fingertip. A dampness seeped through from inside the fabric, mingling with the soft texture and getting me worked up whether I wanted it or not.

"Yeah, because… since that day, my body’s been feeling so strange…♡"

I think the "repeat" feature on this app is a pretty good system. Meeting someone multiple times is like a sign of their approval, and it improves the impression people get from my profile.

"It was hot today, wasn’t it?"

"Wh-What…♡ Th-That’s not sweat…♡"

"Then what could it be?"

I lightly traced the line of her underwear with my finger. Then, as if to confirm the roundness of her bottom, I stroked it gently.

"Oh, you…♡ A-Are you doing this on purpose?"

"Oh, you caught me? I was thinking I wanted to try something different from last time today, so I thought I’d get you in the mood."

"I-It’s fine, you can just do the same as last time…♡"

"I see. The same as last time, you say."

I caressed her bottom and tilted my body to get a look at her face. Despite just being stroked, her expression had melted into a sweet one. However, the moment our eyes met, she seemed to snap back to her senses, her expression becoming sharp again.

"Wh-What is it?"

"You said you wanted the same as last time, so I thought I’d give you a kiss."

"Wh-What?! W-Well… I-I don’t mind…♡"

I brought my face close enough for our breaths to mingle. Then, I slowly extended my tongue, and she thrust her face forward to meet me. Our tongues entwined with wet, slapping sounds, and as we slowly drew closer, our lips met.

"…Nn, n-fuh, mmh… p-pah, chu…♡"

"You’re so incredibly lewd."

Kissing Melody-san was really something else. It was like she was good at it, or rather, when I took the lead, she’d receive it, and after a short break, she’d take the lead herself. This give-and-take was irresistible.

"Wh-What is it… Even if you say that, I can’t stay until morning…♡"

"It’s okay. I’ll make sure you’re satisfied in the time we have."

Did that get to her? Melody-san clutched her chest and suddenly started breathing heavily. Gazing at me with moist eyes, she gently wrapped her arms around my shoulders. Our tongues grew more and more frantic, and in response, I moved my arms from her bottom to her back and hugged her tightly.

"Ngh, n-aah♡ H-Hey…"

"A little bit of this is fine, isn’t it? I didn’t get to touch you last time."

"Oh, you…♡ D-Don’t touch me too much."

I unbuttoned her blouse and reached for her breasts over her bra. The plump elasticity and warmth traveled up my fingertips.

"It would be a waste not to touch them when they’re this big."

"I-It’s not a waste or anything… It’s just… ahn!♡"

Small breasts aren't bad, but when I feel a softness that overflows my palm, I can't help but think that bigger is better.

"Are your breasts sensitive?"

"A-Any woman… w-would be… wouldn’t they… n-nh, mmh!♡"

I slid my finger into the gap of her bra. Her breasts were plump, and her nipples were already hard. When I tweaked them, her whole body jumped with a jolt.

"N-Ngh, ah!♡ N-No, because…♡"

"Is this your weak spot? How about this?"

"N-Fuh, ah, aah… th-that… no, it f-feels good…♡"

I cupped her breasts with both hands and kneaded them gently. I barely touched the tips of her nipples, teasingly tracing circles around her areolas with my fingertips and lightly stroking the base. As I teased her like this, Melody-san trembled slightly, her ragged breaths blowing against me.

"Wh-What… is this♡ S-So good…♡"

"This is nice. Want to feel even better?"

"N-No more… hurry up, hey… let’s do it, Yamada-san… let’s get off together."

I had her lean back against the sofa, her eyes glazed over, and slowly pulled down her tight slacks. Her lower half, clad only in black stockings and white underwear, was incredibly erotic.

"…I-I like it from behind…"

"I know. I’m not putting it in yet. Let’s make you feel even better."

"Eh, ehh… wh-what are you going to do…"

I pulled her stockings and underwear down to about mid-thigh, revealing her plump bottom.

"You’re already wet, aren’t you?"

"B-Because… I-I’m fine now… let’s put it in, okay?"

"Just a little more, I want to get you in the mood."

I traced my finger over her secret place; it was soaked with her juices. Just as Melody-san said, it would probably be fine to insert it now, but there was something I wanted to try. I could probably make her climax if we had sex the same way as last time, but that would be uninspired.

"…N-Hah, n-nnnngh!♡"

Without any resistance, my middle finger slipped into her. I lightly stirred inside her vagina and hit my target: a rough texture.

"Aah, th-there… no… don’t, okay… r-really!♡"

Ignoring her words, I added another finger and stimulated her G-spot by tapping it, sandwiching it between my fingers.

"N-Nooo… oohhh…!♡"

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Her love juice was overflowing, but it didn't feel like she was about to squirt. I wanted to make her as limp as Rei-chan was yesterday, but my arms were tired, and I didn't think I could keep up the same movements for long.

"Th-There… r-really… is my weak… spot…♡"

"Where? Here?"

"Aahn!♡ Nooo…♡"

Even though she came so easily from penetration, I felt pathetic for not being able to make her come with just my hand.

"Well, I give up."

"Eh, wh-what…?"

"I was thinking if I could make you squirt or something, you’d want to see me again."

"Oh, you…♡"

As she said that, a rational part of my mind thought, If she squirted in this position, I’d be soaked from head to toe. The sofa and stockings would be a mess, and thinking about the cleanup, it’s probably better this way. But then again, that sense of depravity didn't seem so bad either, and if Melody-san lost control, there might be something more to come.

"I can’t imagine not seeing you again. Hey, I want to kiss.♡"

I responded to her sweet invitation and kissed her deeply. As our tongues entwined, I let my free hand wander over her body. I traced the curve of her waist, cupped her breast, and then moved to her thigh, making her body tremble slightly.

"Ah, no♡"

"It’s fine, isn’t it? Besides, you’re undressing me too, Melody-san."

"Because if we stay like this, I feel like I’m going to go crazy.♡"

As I enjoyed the feel of her breasts and bottom, she reached for my belt.

"Aah…♡ It’s so big and hard, as always…♡"

"Should we do it?"

"Yeah, I want it right now, just like this.♡"

She said she liked it from behind, but would this be okay? Her kisses were so good, I wanted to have sex with our tongues entwined. And thrusting in the missionary position while licking these breasts sounded amazing.

"Alright then, I’m putting it in."

"…Yeah, ah… I can just feel myself about to lose control…"

"You have to tell me when you’re going to cum, okay?"

"I decided I’d always tell you when we do it, Yamada-san…♡"

"I’m looking forward to it."

When I pulled down my slacks, my cock sprang up as if unleashed, full of vigor. I’d been a little worried, thinking about yesterday, but now I was so excited that all those thoughts were blown away.

"Wow, it’s really something…"

"Want to lick it?"

"No, my makeup will come off."

"It’s already come off quite a bit from our kissing, you know."

Ignoring my words, she looked as if she couldn't wait any longer and lifted her hips. She raised her own legs, her sweet, wavering eyes seemingly begging for it.

"Ah… feeels gooood…♡"

I aligned the head of my cock with her entrance and coated it generously with her juices. I slowly pushed in a little, then pulled back a little, repeating the motion. Gradually, once my shaft was well-lubricated, I dropped my hips and thrusted.

"Hee! Ah, aah, n-aah!♡"

I wasn't aiming for the deepest part, but for her G-spot. I knew roughly where it was, and with its size, the ridge of my glans should be able to rub it perfectly.

"N-Nooo!♡ Th-There, aah… kah, nooooo!!♡"

I’d only just put it in, and she was already moaning like this. Maybe she didn’t just like it from behind; maybe she was so sensitive on her G-spot that she didn’t want me to know how much it affected her.

"I’ve found your weak spot."

"Auh… n-no…♡ I-I’m gonna lose it! Hey, I’m gonna lose it!♡"

I thought she was out of control last time, but since it was from behind the whole time, I couldn't see her expression. If she makes a face like this, this is ten times more fun than doggy style. A thrilling excitement coursed through my entire body, and an uncontrollable urge to mess her up even more welled up inside me.

"I-I’m cumming… I-I’m gonn… a, cum!!♡"

Her whole body trembled as if it were jolted, and her face twitched in small spasms. Satisfied, I gently cupped her cheeks and kissed her, catching her climax. Her ragged breaths and the vibrations of her body were transmitted vividly through our lips.

"You’re coming already? I’m not even close yet."

"Wah, uh, n-no, there… it’s weak…♡"

"I know. But when you make such a cute face, it just makes me want to make you come more."

"No… I-I’ll break, I’ll go crazy…♡"

I continued to rub against her G-spot, rolling my tongue over hers as if exchanging saliva.

"It’s okay to go crazy."

"I am… I-It just feels so good, ah, aahn!♡ No, kiss me… hey, kiss me, keep kissing me.♡"

"You really like kissing, don’t you?"

"I do… I love it… so please, I’m begging you!♡"

Alright, she’s fallen. It’s all mine from here. All I had to do was make her come over and over, then move on to round two, round three. I didn't mind having sex with our clothes on, but I preferred feeling the warmth of her skin and holding her. It made me feel like we were making love.

"You’re really cute when we’re having sex."

"N-No, I’m not… aah! I-It feels good… it’s amazing…♡"

"But how about this?"

"Fah!♡ A-Aah, aaaaaaah!!♡"

I thrust deep inside her, this time stimulating her cervix.

"Th-There too!♡ Hah, ah, again, I’m cumming… c-cumming, cumming… I’m cuuummiiing!!♡"

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Whether it was the confidence of knowing there was more to come, or because she was shouting her climax right in front of me, my own limit was slowly approaching. My hands, gripping her fleshy thighs, naturally tightened, and my whole body grew hot as my reason gradually melted away.

"Aah, s-sorry, this might be a little early, but… I think I’m gonna cum."

"M-Me too, with you… I’m coming with you! Hey, together… ah, n-aah, aah!♡"

I don’t know if we came at the same time, but this time too, I poured a generous amount of semen into her.

"Aah… th-that was just… too amazing…"

"I feel like I came a lot."

"Yeah, you did. I have to go to the bathroom and get it out, but…"

"Are you unable to move again this time?"

"…Yeah."

Melody-san murmured, her eyes vacant. But I wasn't satisfied yet, so I reached for her breasts, only to have my hand grabbed firmly.

"Not today. Especially on Mondays, I have to go back."

As expected of a career woman. It wouldn't be that easy.



Even after the scheduled two hours had passed, Melody-san remained on the bed, looking at her phone, showing no signs of moving. Her tight slacks were draped over the back of the sofa, and her lower half, clad in black stockings, seemed to be tempting me. She didn't resist when I kissed her or squeezed her bottom. But if I tried to go any further, she would give me a light slap on the cheek.

"Hey! Don’t put your hands inside my stockings!"

"But… when I have such a sexy ass right in front of me, I can’t help it."

"No means no!"

We’d been repeating this for a while now.

"Yamada-san, you’ve met five times so far, but how is your average four times? That includes the one time with me, so how many times have you done it in one day?"

"W-Well, I wonder. But yesterday, or rather, the day before yesterday, I think we did it about five times."

"Amazing… The girl you were with must be head over heels for you then."

She was indeed head over heels, to the point of asking me to be her boyfriend.

"But all the women I meet love sex."

"No one who uses this app dislikes it, right? And with you, Yamada-san, I can understand why they’d want to do it over and over."

"Do you want to, Melody-san?"

"Yeah, I do."

When I tried to press my body against hers, she once again refused.

"But I can’t. I feel like if I do it one more time, I won’t be able to go back to work."

As a working adult myself, I couldn't just casually say, "It’s fine."

"Oh, that’s right. There’s something I want to ask you. Do you have a moment?"

"About this app?"

That’s right. The reason I had forced myself to meet with the three-star Melody-san was not only to have sex, but also because I had some questions about the app’s management.

"Yes. A woman I met before told me that I have to wait a certain period of time before I can meet someone again. She said it was either five times, or even longer."

"Ah, that. Yamada-san, is there a girl you want to see again?"

"Well, a few…"

Damn it. I did it again. I told myself not to think about other women when I’m with someone, and yet I ended up saying it out loud.

"It’s okay, I don’t mind. Yamada-san, do you wear your heart on your sleeve? You’re not good at lying, are you?"

"Ah, I think I get told that a lot."

"I knew it. I may not look it, but I’m also in charge of hiring, so you can’t fool me."

"M-My apologies…"

"So, it was about repeating, right?"

That's right. This app has a "repeat" option, so it must be a meaningful system. So why wouldn't they let people meet easily?

"I had a guy whose face I liked and we were compatible, but he never showed up again. It’s been three years since then, and I don’t know if he quit the app, but I haven’t seen him since."

"…Melody-san, how long have you been on here?"

"Four years… I think. Yeah, I think it was four years ago that someone I met through that redevelopment project told me about it!"

This app has been around for that long? I wish someone had told me sooner.

"I see. So, is it that the system is designed to reduce encounters with other people if you meet a specific person too frequently?"

"That seems to be part of it. I can’t say… I don’t know the details, but I think you’re on the right track. For now, try meeting ten times, and you’ll get some perks. And by then, you should have ranked up, Yamada-san."

"…Ten times, you say."

"Yeah. This varies from person to person, and between men and women, and it also depends on your ratings and how often you invite or are invited, so I can’t say for sure, but for now, aim for ten times."

Perks… does that mean the repeat feature will be unlocked? But it seems to be different for everyone, so the system is still a mystery. Thinking about it won’t give me the answer, but I can’t help but be curious about what will happen.

"So, if you meet with me, it’ll be short, and you’ll reach ten times in no time."

"Then tomorrow too!"

"That’s impossible! If you do this to me again tomorrow, I won’t be able to work.♡"

"It’s fine, isn’t it? To have a week like that once in a while."

"No way! I get more excited and it feels better to work hard, endure things, and then have sex with you, Yamada-san. It’s better to think, ‘just a little more, just a little longer…’"

She certainly had a point. If we had sex every day, the novelty would wear off. In my case, having other girls in between would actually make things feel fresher and more intense.

"Besides, I have a friend with benefits. He’s a really dirty, disgusting, and hateful old man of a boss, but it’s all part of the job. That’s why I look forward to meeting you so much, Yamada-san."

That setup is just too perfect. The NTR play yesterday was good, but this was the real deal, sex with someone she genuinely hated.

"I-I see. Well, it goes without saying, but it’s okay to have sex with people you didn’t meet on this app, right?"

"Of course it is. There are married people on here, and anyone on this app probably has a friend with benefits or two, don’t you think?"

Come to think of it, Emi-san was a married woman, and Sari also mentioned having a friend with benefits. In the first place, for someone like me who doesn't have such a partner in my private life, it's a non-issue.

"Well, I have to get back soon. Do you have any other questions?"

"Let me see. I feel like there was something, but I seem to have forgotten…"

"Well then, if you remember, you can ask me the next time we meet. Is next Monday good for you?"

"Um, do you work on Fridays too? You said twice a week was fine…"

"That depends on how hard my subordinates and I work this week. Do you want to spend the night with me that badly?"

"I do!"

Melody-san crossed her arms and pretended to think. The dynamic, like a subordinate asking for permission from a female boss, with me bowing my head, was strangely thrilling.

"You know, I said I could invite you anytime, Yamada-san, but I can’t do it right away. I think it was a week. For example, I could meet someone else, but at this point, there’s no need to meet anyone other than you, Yamada-san."

"But you said twice a week last time…"

"At that time, I had plans to meet other people too. I don’t know how it looks, but I used to use this app quite frequently. That’s why I’m rank 3."

I don’t know the details of her meetings with people other than me. But if her partners were passive and just followed her lead, it would be over in less than an hour.

"…I understand. Well then, I’ll look forward to next Monday."

"I’m sorry. But really, the sex with you is the best I’ve ever had…♡"

We exchanged a passionate kiss and hug, then parted ways. I had been hoping to see her again on the weekend, but that was not to be. I was a little disappointed, but if that was the case, I had no choice but to look for a new encounter. I had thought that after such intense sex yesterday, I wouldn’t be able to perform today. And yet, when we met, I experienced a pleasure that was close to the ultimate. Tomorrow, no, I’ll find someone I can fuck right now, I thought, my finger sliding across my smartphone.

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