Yusuke Spent 40,000 JPY on a Dating App but Still Couldn't Have Sex

This is a story about my subordinate, Yusuke.

He's a "shirouto otokonoko" (a term for a man with no experience with women), and even at 25 years old, the only physical relationships he's had were with women who worked in the sex industry.

Feeling sorry for him, I decided to teach him how to use dating apps.

I'm not saying that visiting sex establishments is wrong, but I wanted him to be able to get along with amateur women as well.

However, there are various types of dating apps.

After much thought, I chose the one that seemed to suit him best and taught him how to use it.

"Eh? Really? I'm fine just with sex workers..."

"What are you talking about? It's okay to have one or two sex friends, right?"

"So, is that so...?"

"Of course! You can have sex for free!"

"Ah, yes..."

Yusuke has a gentle and timid personality, but he's good-looking, so I thought that once he met a girl, he would somehow manage.

He Successfully Registered as a Member

A few days later, during lunch break, Yusuke came to me with a report.

"Senior, I registered."

"Oh, let me see."

I checked his profile and photos.

His self-introduction needed a little editing, but otherwise, it looked good.

"Okay, do your best!"

"Yes, I understand."

His face looked a little brighter, and I felt he would be fine, so I decided to watch over him.

He Succeeded in Getting a Match

A week later, Yusuke reported to me.

"Senior, I got a match! She's a 30-year-old woman named Ayako. Do you want to see her photo?"

"Hey, that's great! Let me see..."

I saw her photo, and she was quite beautiful.

"Oh, good for you! So, when are you meeting?"

"This weekend, I'm going to Yokohama to meet her!"

"That's great. I'm happy for you."

"Yes, I'm a bit nervous..."

"Ha ha, don't be nervous. Just go for it and take her to a hotel."

"Yes, I'll do my best!"

I smiled, feeling like an older brother encouraging his younger sibling.

(During our company trip the other day, when we all went to the onsen together, I noticed that he's actually quite well-endowed. If he has sex, the girl might even get addicted. I hope he does well.)

And so, I waited for Yusuke's report the following week.

Yusuke with a Gloomy Face

It was lunchtime on Monday.

"Well, Yusuke! How did it go?"

"Ah, senior! It didn't work out..."

Yusuke looked gloomy.

"What do you mean it didn't work out? Couldn't you have sex?"

"Yes... Even though I spent 40,000 JPY, I couldn't do it..."

"Eh? 40,000 JPY? What did you spend it on?"

"Well, actually..."

And so, Yusuke began to tell me what had happened.

They had planned to meet at 5 p.m. on Saturday at the Doutor store on the west side of Yokohama Station.

Since it would take over an hour to get there from his home in Katsushika Ward, he left a little earlier.

He arrived 30 minutes early, checked the Doutor store at the meeting place, and then wandered around the surrounding area.

(This is my first time in Yokohama, but it's quite a city.)

With such thoughts in mind, he returned to the meeting place five minutes before the appointed time.

Just as it turned 5 o'clock,

he was called out to, "Are you Yusuke-san?" When he turned around, there stood Ayako, wearing a navy blue one-piece dress.

"Ah, Ayako-san?"

"Yes, I've been waiting for you."

"I, I just arrived too..."

She was a little chubby, but since her face was as beautiful as in the photo, he felt relieved.

"Then, shall we go...?"

"Yes."

Entering a Stylish Restaurant with Private Rooms

"Is this okay?"

"Ah, yes..."

It was a stylish restaurant with private rooms that Ayako had been to many times.

She ordered confidently, choosing her favorite wine and several dishes from the à la carte menu.

"Yusuke-san, is there anything you'd like to eat?"

She asked, but as he didn't have any particular preferences, he left it up to her.

Soon, the wine and food were served.

Ayako kept ordering more, saying to the waiter, "Ah, and this too... Also, this and that..."

Yusuke thought,

(How much does she intend to eat...? She has quite an appetite.)

Anyway, she seemed to drink and eat a lot...

As they continued their conversation, Yusuke noticed something. There was a ring on the ring finger of Ayako's left hand.

(Hmm? Is that a wedding ring...?)

"Um, Ayako-san, are you married?"

"Yes, I am... But lately, my husband hasn't paid any attention to me, so it's fine for me to play around a little..."

"So, is that so...?"

This is what a married older woman is like...

Since Yusuke wanted to have sex, he tried to be careful with his words during the conversation.

He tried to be as polite as possible and considered her feelings while keeping the conversation enjoyable.

After they had eaten and drunk to their heart's content, it was time to leave the restaurant.

When it was time to pay the bill, Ayako didn't even try to reach for her wallet.

(Wow, so I have to pay for everything...)

Yusuke was disappointed.

After all, the bill came out to 22,000 JPY. He had no choice but to pay.

(It's an expensive restaurant. Plus, she ordered a lot of food and drinks, so I guess that's why it's this expensive...)

Yusuke thought that he would be able to have sex with her afterward, so he consoled himself with the thought that it was okay to pay 22,000 JPY for sex.

He paid the bill, and they left the restaurant.

When he looked at his watch, it was already close to 8 p.m.

(Now, it's finally time for the hotel.)

Just as he thought that, Ayako suggested,

"How about going to one more place?"

"Ah, sure..."

Yusuke immediately agreed.

The next place was an authentic bar that seemed a little pricey.

Ayako ordered various cocktails, as well as dishes like fresh chocolate and fruit platters—an impressive amount of food, considering how much she had already eaten.

She talked mostly about her husband's faults. However, her 2-year-old daughter seemed very cute.

Being a full-time housewife was boring and tedious, so she was thinking of taking up a hobby or learning something new.

Yusuke tried to maintain the atmosphere by drinking alcohol while also being considerate and attentive to her.

When he looked at his watch again, it was already close to 10 p.m.

"Should we head out soon?"

"Ah, yes..."

Even at this bar, Ayako didn't offer to pay.

It seemed like she expected him to pay for everything.

The bill came out to 18,000 JPY, which honestly surprised him.

Looking at the receipt, there was a 1,000 JPY charge per person, and a 10% service charge.

(This place is expensive. Now, let's finally go straight to the hotel!)

As they left the bar, Yusuke gathered his courage and made his move.

"Um, would you like to take a little break at a hotel?"

However, Ayako's response was,

"I'm sorry, but I didn't come here with that intention today..."

(What? Nooooooo! Whyyyyyy?)

He couldn't possibly force her, so it was impossible.

Yusuke said,

"So, that's the case... Well, then, see you again..."

"Yes, thank you very much today."

"No, thank you very much."

"Then..."

"Yes..."

And so, they parted ways.

He managed to catch the last train and made it home safely.

Even though he had brought 50,000 JPY with him, he only had about 10,000 JPY left in his wallet.

Yusuke was depressed, thinking that he could have spent less if he had gone to a sex establishment.

Summary

Lessons learned from this experience:

1. If you want a girlfriend, avoid meeting married women. Make sure to confirm beforehand whether your potential partner is married or not.
2. If your goal is to have sex, get a guarantee before the meeting, and be clear about any financial expectations.
3. When meeting someone for the first time, instead of going straight to a restaurant, start with a casual meeting at a café. If you feel a connection, then you can decide on the next steps.

That's all.