Chapter 9 - Meeting a Career Woman on a Dating App
The damage from my Friday with Sari lingered more than I expected. I had absolutely no energy to meet anyone else, so I got through the weekend by myself, masturbating while I replayed the recent events in my mind.
[You have 3 new messages]
But I hadn...t forgotten to log into the app. Perhaps getting all 5-star ratings on my first three matches was unusual, because I was getting messages from 2-star users, who were apparently able to view my detailed profile. Seeing the notifications lined up on the screen was nice, but I didn...t reply to any of them.
[You have a message from Melody (...............)]
This message, however, I couldn...t ignore. The second woman I...d met, Emi-san, had told me it took her over a year to reach 2 stars. To have an even higher rating meant this person was either meeting people at a rapid pace or was just exceptionally well-regarded.
[Hello. I...m looking for someone I can meet for a short time on a weekday evening.]
I...d come to understand that most users on this app kept their messages brief and to the point. Still, her name had a somewhat old-fashioned feel to it, and I considered the possibility that she might be quite a bit older. Not that I mind mature women. In fact, I haven't been able to visit the brothels lately, and I figured there might be a unique pleasure to be had in sleeping with someone of her age.
[Nice to meet you. If you...re free anytime after 6 or 7 PM, I...d like to meet.]
[I think that works perfectly. If you don...t mind it being brief, please finalize the arrangement.]
My sex drive had fully recovered. The only question was the lingering pain in my crotch, but she...d said it would be brief. I optimistically figured I could still satisfy her even in my current state. We arranged to meet after my work on Monday.
...
[I...m so sorry! I got lost, so I...m trying to find the location with the app!]
[There...s no need to rush. I...ll be waiting in front of the nearby convenience store.]
This time, we were meeting not in front of a station, but in the heart of an office district. Identical buildings stood in neat rows, and frankly, I had no idea where I was. I finally managed to spot the convenience store I was using as a landmark, but there was no woman in sight who looked like she could be her. Growing a little anxious, I rounded a corner and nearly collided with a woman who was walking with her gaze fixed on her phone.
"Ah! S-Sorry!"
"...No, my apologies."
The moment I blurted out an apology, I caught sight of the screen in her hand. It was a familiar design...I knew it was the app.
"Oh, um... are you Melody-san, by any chance?"
"Ah, yes. You're... Yamada-san, was it?"
She looked up as she answered, and just like that, I had successfully met Melody-san.
"I'm sorry for being late."
"Not at all, this area is a maze. I used to get lost all the time when I first started coming here."
Her calm voice replied gently, and its soothing tone eased some of my tension. I took a moment to really look at her. It was rude to guess, but she was likely in her forties. Yet, she cut a slender figure in her pantsuit, and her skin and hair were impeccably maintained. She exuded the aura of a highly capable career woman. I felt a small sense of relief when I noticed there were no rings on her left ring finger, or any of her other fingers for that matter.
"Well then, shall we go?"
"Yes, please lead the way."
I wondered if there were even any hotels in a business district like this, but after weaving through a few back alleys, we emerged in an area lined with business hotels. I supposed this was where elite salarymen came when they missed the last train home. The air here was strangely quiet and secluded.
"I have more work after this, so if possible, I'd like to get this over with quickly."
"O-Oh... I-I see."
This pattern again, I thought. Emi-san had also said she only had a short time, but we...d ended up going over, continuing into a second and third round. I wondered how this would play out. Right now, her face was a mask of composure. The mere thought of undoing it with my own hands sent a slow heat building in my groin.
...
As soon as we got to the room, Melody-san sat down on the sofa without hesitation and began to unbuckle her belt.
"You don't have to go down on me, but it's painful for me if I'm not wet. So, if you don't mind, could you please use your fingers until I am?"
"Huh...? Oh, uh, y-yes..."
There was no mood to speak of, and to be honest, I was a little thrown off. If I remembered correctly, my arrangement with Emi-san had also been for a short time, but she'd gotten herself wet. In the end, I...d helped her, and a nice atmosphere had naturally developed between us.
"W-Well then, if you'll excuse me."
I pulled the trousers of her pantsuit down to her knees and lifted her slender leg. Aside from the pale, thin fabric of her panties that concealed a part of her sex, her white skin was boldly exposed.
"I'm sorry... but nothing too rough, please."
"O-Of course. I'll get you wet gently."
I slowly traced the surface of her panties. Through the soft, swollen fabric, I could already feel a hint of moisture. As my fingertips glided over the cloth, I felt her body give a faint, sharp tremble.
"...Hh, nn... hah..."
She wasn't making any noise, but she was definitely feeling it. That subtle reaction ignited a spark of determination in me. I slid her panties to the side, revealing her sex glistening faintly in the light. When I traced it with my finger, it was already coated in a thick layer of her juices.
"You're already wet, but I'm going to touch you a little more."
"...Kh... Y-Yes..."
I decided to switch tactics, wanting to get her as aroused as possible by teasing her. Instead of inserting my fingers right away, I gathered her slick juices, spreading them over the folds of her labia and gently peeling back the hood of her clitoris. All the while, I caressed her thighs and waist until her hips began to twitch and buck in a steady rhythm.
"Hah... ugh... kah... nn..."
Her tone was gradually changing, proving that her body was honest, but it still wasn't enough. How about this? I thought, and slipped a finger inside her. But whether I ground it around inside or stimulated what I thought was her G-spot, her reaction was only marginal, not as strong as I...d hoped.
"I'm going to taste you."
"...Ah, n-no, it's... it's fine now. Could you just enter me from behind...?"
If this kept up, we'd finish without any oral sex at all. That would be a tragedy. Deciding to take matters into my own hands, just as Melody-san started to change her position, I used my strength to hold her down, buried my face between her legs, and began licking her ravenously.
"Kyah... N-No, I'm... I'm wet... enough... already..."
A scent different from any I...d known before...the musky scent of a woman mixed with sweat...began to dominate my thoughts. The vibrations from her trembling traveled up through me, and the leg I held aloft fell limply to the side. Just as her breathing grew ragged, I extended the tip of my tongue to her clitoris.
"...Hah!... Ah, augh... Y-Yamada-sa...n, p-please... let's just... put it in..."
Her strained voice told me I was getting a real response. Pretending not to hear, I continued to lick and tease her, layering on the stimulation. The moment I reached for her breast, Melody-san's hand clamped down on my head. I could feel her silent command to stop through the pressure of her hand. I froze and looked up at her. She was breathing hard, her shoulders rising and falling, but her eyes were glazed over.
"I'm running out of time... Please, just put it in..."
"Y-Yes. I'm sorry..."
From the way she was acting, I knew she was on the verge of coming. But if I pushed a 3-star user too hard, I feared what my rating would be afterward. I had no choice but to be careful.
"Hah... hah... P-Please... don't be too... rough..."
"Ah, you mean like, slow sex."
"Y-Yes, please..."
I felt my own breathing quicken as I slowly closed the distance. Melody-san turned over and got on all fours on the sofa. She arched her back gently, presenting her rear to me. I was a little disappointed we weren't using the bed, but I told myself this was only the first round and there would be more to come as I undid my belt.
"That's some incredibly... sexy... underwear..."
"Ah, ahh... huff... th-thank you..."
I was surprised that a woman her age would wear something so risqu... The visual stimulus was incredible; I was already hard as a rock. And the mature, womanly fleshiness of her body was irresistible. I wanted to thrust into her immediately, but my priority was to make this last as long as possible. Just like with Emi-san, if I could make her feel good enough, she would surely want more.
"Alright, I'm going in."
"Y-Yes..."
Acting contrary to my words, I began to tease her, pushing and grinding my cock against the top of her panties, rubbing my pre-cum into the fabric.
"Hau... u-um... p-please, just do it already."
"Ah, sorry. Could you, um, slide your underwear aside yourself?"
"O-Okay..."
Melody-san exposed herself, and I deliberately let my cock brush against her.
"Ah......"
"Just a little longer. I want to make sure it doesn't hurt."
"O-Okay..."
Feeling the heat and wetness on the tip, I slowly pushed in just a little before pulling back out. With each repetition, Melody-san's hips began to sway naturally, as if begging me to hurry up and take her.
"Okay, here I come."
"Please... dooo ittt!"
The sensation was completely different from the other girls. I pushed my hips forward, and after a slight catch at her entrance, my cock slid smoothly in about halfway. I pressed forward until I was flush against the flesh of her ass with a soft slap. I didn't feel much tightness and wondered if she might be loose, but in the next instant, a pressure seemed to wrap around my cock from all directions.
"Auh... kh... kyaah..."
Her ass, her waist, even her shoulders were trembling in tiny spasms. Her body's movements confirmed she was feeling pleasure, but her voice was faint. For a cry from someone with my cock buried deep inside her, it was unsatisfying. So, I started adjusting my movements. I varied the strength and rhythm of my strokes, then slid my fingertips into the crease of her ass, stimulating her there.
"Kuuun!..."
In that instant, Melody-san's body arched sharply, and she clenched around me with incredible tightness. After that big jolt, she was left trembling violently. The strength left her arms, and her upper body collapsed onto the sofa.
"...Did you come?"
"I-I'm... alri...ght. P-Please, just... come... inside me... like this..."
There was no doubt she'd just climaxed. She comes this easily? Still, judging by her moans, she was probably the type who didn't like to lose control in front of others.
"You should empty your mind when you come. It'll make me feel good to hear you, so let's be honest with each other."
"...Hah, y-yes... d-don't... worry about... me..."
Despite her words, her body was being perfectly honest; the trembling hadn't stopped. I slapped against her rhythmically, the flesh of her ass rippling with each impact. I continued with slow, deep strokes, not letting the pleasure fade.
"...ming..."
Soon, a small voice began to escape her lips.
"...I'm... I'm coming... I'm coming, augh, ah... I-I-I'm coooming!..."
Once the dam broke, there was no stopping it. Just a few deep thrusts were enough to send her over the edge, and she began to cry out that she was coming over and over again. Each time she did, she tightened around me, and I discovered a new kind of pleasure myself.
"Ah, shit, I-I'm... gonna come too."
"Augh... c-coming... coooooming!..."
It seemed my words weren't even reaching her anymore. I checked the time; about twenty minutes had passed. Lately, I felt like I'd been finishing rather quickly, but this time felt just right. From the looks of it, she might even sweetly ask for a second round.
"I-I'm coming inside you..."
"...Hah! Ah, ah... coming...!..."
The tension that had been building in my body and mind snapped. I hadn't felt like the thrusting had lasted that long, but the moment I decided to come, all the pressure I'd been holding back deep inside was released at once. Simultaneously, her body twitched and shuddered, her breathing becoming ragged and uneven. Her limbs seemed to have lost all strength as she sank into the sofa, completely limp.
"M-Melody-san?"
"Auuugh... I came so... hard......"
"You did. You felt a lot, didn't you?"
"Um, I need... some water..."
Probably from moving my hips for so long, a wave of dizziness washed over me as I stood up. I managed to steady myself and make it to the fridge. I quickly handed her a plastic bottle, but her hands were so weak she couldn't even twist the cap.
"I can't... open it..."
"You gave it your all, huh?"
I sighed and opened it for her, but when I tried to hand it to her, she didn't take it.
"I can't... sit up..."
"Alright, alright."
I gently placed a hand on her back to support her and slowly helped her sit up. Just when I thought she was steady, the weight of the bottle made her hand tremble, and she spilled water on the floor.
"Ugh, it's spilling..."
"You're a handful, you know that? Okay, open wide."
"I'm sorry..."
I brought the bottle to her lips, but our timing was off and a little more water trickled out. She tried to steady my hand, but her own arm was shaking too much.
"Um, how about mouth-to-mouth...?"
"Wh-What!?"
"W-Well, if you don't want to, that's fine..."
My eyes widened in surprise, but Melody-san just smiled. Hesitantly, I took a sip of water and pressed my lips to hers.
"...Nn, nngh...... H-Hey, you didn't say anything about using your tongue!"
"Oh, I thought that's what you meant."
"I did not! I'm really just thirsty."
After that, I continued to bring her water as she wished. Even after passing the water from my mouth to hers, I kept tangling my tongue with hers until, finally, she seemed to resign herself to it and began to gently kiss me back. With every touch of our lips, we felt each other's breath and warmth, and the distance between us naturally closed.
"Wait just a second."
The moment I went to take another sip of water, her hand reached for my cheek and turned my head.
"Chu...... N-hah, chu......"
"Wh-What is it?"
"I don't think I can stop myself anymore..."
Finally. The plan had worked. I pushed her down onto the sofa and was about to touch her breasts through her suit when she slapped my hand away.
"Ah... s-sorry."
I'd screwed up. She'd kissed me, so I just assumed we were heading for round two.
"You can get turned on by an old lady like me?"
"No way, you're gorgeous. And besides... I think our chemistry is insane."
"Ah! I was thinking the same thing! I knew you were big from your rating, but you were way harder and more curved than I imagined... It's been a long time since anyone focused on hitting my cervix like that."
She didn't seem angry, and I held my breath for what would come next. But things didn't go so smoothly.
"...I have work, so I have to get back."
"You're very busy."
"I have a management position, you know. I have days where the work just never ends... I use this app on days when I feel like my stress is about to explode."
I see. I'd heard that sex was an effective way to relieve stress, but I guess she was someone who actually incorporated it into her daily routine. And she was working during the day, having sex in the evening, and then going back to work... For some reason, that struck me as incredibly erotic.
"So, about that. If you're okay with it, Yamada-san, would you be interested in meeting regularly?"
"Th-That's something I'd love to ask for myself. But, um... we're not allowed to exchange contact information directly, are we?"
"That's right. I hear you get banned immediately. So, on days when I think I'll be busy, or when I have meetings... I can usually predict those, so I'll contact you."
The short time limit was a bit of a sticking point, but being the one who gets invited was a great deal. The more invitations I accepted, the more points I'd accumulate.
"By the way, how often can I see you, Melody-san?"
"Do you want to see me a lot?"
"Of course! This place isn't that far for me, either. It's on my commute, so I can come with my train pass."
"Oh, that's great! I was worried the travel costs would add up if I called you often. In that case, maybe once a week? Or even twice might be okay."
Having slow, relaxed sex like this every week might not be so bad. I'd just learned that going too hard could leave me useless for a while, so maybe something a little less fulfilling was actually just right.
"Oh, but what about your points? Doesn't the inviting party use them up?"
"That's not a problem. Once you're rank 3 or higher, you don't use points when inviting a rank 1 user. But you should still be awarded points, Yamada-san, so there's a continuous benefit for both of us."
That was more than just a benefit. Getting one point every week meant I could invite someone else every week, and if I kept at it, my rank would go up. And after five times or so, I should be able to become a repeat partner, too.
"Also, I'm sure you're not worried, but my rating for you is 5 stars! ...That was really amazing..."
"I'm giving you all 5s, too! Next time, I'll make you come even more!"
"I'm looking forward to it..."
And so, my fourth match also ended on a high note. Only getting to cum once left me feeling a little unfulfilled, but I was still satisfied. However, as if forgetting the woman I'd been making love to just moments before, I found myself already on the app, searching for my next partner.
[1 new rating has been posted.]