The trip with his older girlfriends had been set, and they were all on the trip together.

Shishio and Roberta sat in the front seats, but Hiratsuka Shizuka and Tachibana Hina sat in the back seat, feeling slightly awkward.

“He-Hello, Shizuka-sensei…”

“…You don’t need to call me, Sensei. Just call me by my name.”

The two might have a feeling that they were dating Shishio, but when they met each other, it felt so awkward!

They were friends and teachers from the same school, but at the same time, they dated the same scumbag!

Still, they also agreed with this trip since they were curious about his older girlfriend.

In the early morning, Shishio and Roberta picked Hina first before they went to pick up Hiratsuka.

He had picked the two of them and only needed to pick up the last one.

Frankly, he had only four older girlfriends, and the oldest was, without a doubt, Hiratsuka.

As for the youngest, it was Ayaka Sunohara, who they were about to pick up soon.

“I know about Hina, but what about her?”

Unlike Hina, who worked with her, Hiratsuka didn’t know much about Roberta.

“She’s Roberta. She worked for my grandpa before working with me,” Shishio said.

“What kind of work?” Hiratsuka asked curiously.

Shishio didn’t answer and instead looked at Roberta.

“I am Shishio-sama’s maid,” Roberta said softly yet shortly after. Her voice was calm and full of dignity, showing her pride as his maid, yet her work as a maid was simply disastrous.

“…Maid.” Hiratsuka only remembered the family from the husband of Chihiro’s older sister, who was rich.

“That’s right! Roberta is also coming from Colombia, right?” Hina said happily. After she had gotten used to the awkwardness, she also chatted happily. Her relationship with Roberta wasn’t bad since they had gone on Izu together.

“Yes.” Roberta nodded gently.

While the three talked to each other, Shishio was ignored, but he didn’t say much since it was good to watch their relationship.

“Hey, how many women are you going to bring?” Hiratsuka suddenly asked while looking at Shishio sharply, wondering how many women this bastard would bring. Only now did she realize that this guy might have an older woman fetish, which made her look at him subtly.

As for feeling jealous, while she had that feeling before, it was different when the age difference of his women wasn’t that much different from her.

It also put her relief since she knew he found her charming.

“One more.”

“One? Who is it? Do I know her?”

“Where does she work?”

Frankly, whether Roberta, Hina, or Hiratsuka, neither of them knew much about Ayaka since Ayaka had never gone out that much. However, it was normal since she worked as the caretaker of a female student dorm.

Listening to his description of Ayaka, somehow they could imagine a gentle woman who would say, “My~! My~!”

“Oh, right, she is also Nana’s older sister.”

“Nana’s older sister?” 3x

Even Roberta was surprised. Yet it was normal since she didn’t do much of a background check on the people around him. She only followed his order and did what he told her while protecting him in case a danger happened, so it was normal for her to be surprised he also dated Nana’s older sister.

They suddenly thought about Nana, the “gyaru” girl, who sat next to Shishio, and the most noticeable thing about her was her massive breasts.

Even the three who were confident about their sizes were mercilessly beaten by Nana.

However, the most speechless one was Hina.

‘Have you also dated another pair of sisters other than us?’

Hina wanted to ask, but she pursed her lips in annoyance. However, she would be lying if she wasn’t curious about Ayaka Sunohara, so when they arrived at Sunoharasou, they stretched their necks, looking at the dorm in a daze.

The building of the Sunoharasou was relatively old. It should have reached 30 years or more, slightly younger than Sakurasou.

Still, while Ayaka’s wish to maintain this building to how it was was admirable, the safety of everyone who lived in this dorm was more important, so maybe, it might be good to renovate the building.

However, Shishio thought it might be good to renovate it later when the trio’s middle school girls graduate.

As for Aki, Shishio believed that kid would move soon.

“Wait for me here. I will go inside.”

They nodded and watched him enter the dorm.

“Ayaka, I am here!”

“Ah, right! Wait for a moment.”

The soft and feminine voice could be heard, which made them even curious.

“What do you think of this Ayaka?” Hiratsuka asked Roberta and Hina.

“Er… I am not sure. I haven’t met her, but Sunohara-san, I mean, Nana, is quite an energetic girl, so maybe two sisters will be quite similar?” This was what Hina thought.

“Well, I think it will be the opposite.” Hiratsuka thought for a moment and said, “She’ll be like those gentle, virtuous types of women on drama television.”

“Really?” Hina was in doubt.

“We’ll see her soon. By the way, why don’t we make a bet?” Hiratsuka suddenly said.

“Bet?” 2x

Hina was confused, and Roberta, who didn’t seem interested in their conversation, somehow reacted.

“If you win, we’ll have his first night in Karuizawa,” Hiratsuka suddenly said.

Her words perked up their interest since they would be lying if they didn’t have the interest to have his first time on Karuizawa.

“What are you going to bet on?” Hina asked.

“Let’s wait for that Ayaka to come first. Our bet will be null if she doesn’t join us,” Hiratsuka said after a moment of thought.

They nodded and waited for Ayaka first before they made a decision. However, they wondered whether Hiratsuka’s plan could be as smooth as she planned.

After all, they weren’t sure what kind of person Ayaka was.

Even if Shishio explained what kind of person Ayaka was, he could only tell them that Ayaka was a doting mother.

A doting mother? What is that?

Still, they waited quite long, but no one complained since it took a long time for a girl to prepare.

It was the same as Hina before since she took a while to prepare herself.

On the other hand, Roberta and Hiratsuka weren’t that different from the guys since they were quite sloppy. Still, if the reason why Roberta wore a maid uniform was quite understandable, then Hiratsuka, who wore a t-shirt and pants, which she wore similarly to the one she wore in the previous summer camp, was horrible.

However, Shishio didn’t say anything since this personality made him fall for Hiratsuka. Still, he understood why she had been single for so long somehow.

After a while, they saw Shishio walk out of the dorm, and behind him, a figure of beautiful woman chatted with a gentle smile. She locked the door and appeared carefully with the protection of the dorm.

Still, Roberta, Hiratsuka, and Hina were in a daze when they saw this woman.

‘Huge!’ 3x

The three thought at the same time.

While Nana was on a different level, her big sister was on another dimension. Her size was so huge that they wondered whether it was real.

“Can I touch them later?” Hiratsuka thought.

“Err… we might not be able to touch it, but it should be possible to see it since there should be a huge bath in his villa.” Hina also felt the same as Hiratsuka.

“That’s a good idea.”

“Okay, let me introduce you.”

Shishio, who helped lock up the dorm, appeared with Ayaka in front of everyone. “She is Sunohara Ayaka, and she is my girlfriend.” He also held her hand to show how intimate they were. Even though the one he showed their intimate action was also his girlfriend.

“Hello, everyone.” Ayaka showed a warm smile to everyone while bowing her head, causing her breasts to tremble.

The law of gravity was powerful.

No one was able to fight against it.

Their eyes were naturally drawn toward that heavy mass on her chest.

“Ayaka, can I call you that?”

“Yes.” Ayaka nodded, then looked at Hiratsuka. “You’re Shizuka-san, right? Can I call you that?”

“Of course.” Hiratsuka nodded and asked, “By the way, can I touch that?” She pointed at Ayaka’s boobs.

“…….” Ayaka.

“Cough! Cough!”

Shishio attracted their attention and said, “How about we start our trip?”

The awkwardness was somewhat diminished slightly since they were going on the trip to Karuizawa!

—

Karuizawa has always been a famous summer resort.

While it was Shishio’s first time to come to this place, he must admit this place was a suitable place for one to escape from the summer heat.

His villa was 1,000 meters from the ground, and the temperature was cool and naturally felt nice.

Still, Shishio, who had changed his seat and sat on the back seat, watched the four women talk chummily, feeling that their relationship had become closer. While he was happy, he also felt lonely, but he must admit this trip much.

“So are we going to stay in your villa, Shishio-kun?” Hina asked.

“Yeah.” Shishio nodded and asked, “Or do you want to stay in the hotel? My parents have a connection with the Hoshino Resort.”

“Hoshino Resort?” 3x

Ayaka, Hiratsuka, and Hina blinked their eyes in anticipation. After all, the Hoshino Resort was one of the most famous resorts in this country.

Still, if he told them that he owned this famous resort, he wondered how they would feel.

Frankly, he owned many things in Karuizawa.

From the resort, villa, and even a laboratory, he owned all of them in this place.

“But… will it cause trouble?” Hina hesitated.

“Then, let’s just stay in the villa since it is a nice lakeside one.”

“Lakeside…” 3x

They let out a sigh since it was hard to make a choice.

“Well, we have our time there, so let’s have “fun,” right?”

When he mentioned “fun,” his word was quite subtle, which caused all of them to blush and snort since they knew this guy was a scumbag!

Yet, they would be lying if they didn’t feel excited about it.

“Karuizawa, we’re coming!”

With that said, their few-day trips to Karuizawa had started!