---
title: "Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~"
description: "That summer, that after school, she was waiting for me. When she was about to say something, I started running, leaving her behind. Regarding a different girl, "
image: "https://t.vndb.org/cv/67/118967.jpg"
---

# Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~

![Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~](https://t.vndb.org/cv/67/118967.jpg)

**Alternative Title:** 先パイ・乙パイ・過去に戻りパイ～あの日、あの時、SEXしておけば良かった～

**Developer:** OLE-M

**Release date:** Nov 26, 2010

**Platform:** Windows

**Language:** Japanese, English

**Rating:** 7.5/10 (84 votes)

## Description
That summer, that after school, she was waiting for me. When she was about to say something, I started running, leaving her behind. Regarding a different girl, she was doing something at classroom. She was actually naked. She must have been doing something secret. When I regain consciousness, she is actually doing something at classroom. Yes, I can see now what she is doing! So, what I should do is...

[From ErogeShop]

## Characters
### Aiba Julia (愛葉 じゅりあ)
The senior who ate the protagonist to silence them after learning a secret. Pure at heart, yet extreme and bold in action.

The type who can handle anything, even without experience. Bright yet rational. Calm yet passionate. Believes they will become Prime Minister someday.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 169cm, Bust-Waist-Hips: 104-60-92cm, I cup
- **Birthday:** 26 November
- **Hair:** Blond, Ahoge, Twin Tails, Waist Length+, Intake
- **Body:** Pale, Tanline, Tanned, Huge Breasts
- **Clothes:** School Uniform, Miniskirt, Thigh-high Stockings, Bikini, Bell (accessory), Pendant Necklace, Fishnet Stockings, Crop Top, Halterneck Dress
- **Items:** Katana, Handgun, Guitar
- **Personality:** Genre Savvy, Smart, Assertive, Ambitious, Cheerful
- **Engages in:** Singing
- **Role:** Senpai, High School Student, Politician, Premier
- **Eyes:** Cyan
- **Voiced by:** Harumura Sayuna

### Éclair (エクレア)
A cool beauty with a poker face.

A sharp-tongued critic who cuts to the chase with blunt honesty while maintaining a cool demeanor.

Her cutting remarks are especially sharp when directed at the protagonist.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 170cm, Bust-Waist-Hips: 92-54-88cm, H cup
- **Hair:** Violet, Long, Braid
- **Body:** Pale, Tanline, Tanned, Big Breasts
- **Eyes:** Violet
- **Clothes:** Kimono, Earrings, Gloves, Maid's Dress, Bikini, Garter Belt Stockings, Pareo, Maid's Headdress, Sun Hat
- **Personality:** Stoic, Loyal, Sharp-tongued, Blunt
- **Role:** Maid
- **Voiced by:** Kasumi Ryou

### Hououji Urara (鳳凰寺 うらら)
A real-life Princess Kaguya who constantly receives marriage proposals. The daughter of a major conglomerate, she's capricious, spoiled, and quick to sulk.

When in a good mood, she can be straightforward and show an age-appropriate cuteness. Though frail and raised with great care, she never shows it.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 172cm, Bust-Waist-Hips: 105-60-91cm, I cup
- **Birthday:** 26 September
- **Hair:** Blue, Waist Length+
- **Body:** Pale, Mole, Tanline, Tanned, Huge Breasts
- **Eyes:** Red
- **Clothes:** Miniskirt, Wedding Dress, Bikini, Garter Belt Stockings, Yukata, Wedding Ring, Maid's Headdress, High Heeled Shoes
- **Personality:** Friendly, Refined, Honest, Assertive
- **Role:** Wife, Betrothed, Senpai, Wealthy, Ojousama
- **Engages in:** Wedding
- **Voiced by:** Kawashima Rino

### Kagami Rei (加賀美 玲)
The school nurse and one of the protagonist's idols. Her mature allure stirs the students' desires day after day.

She holds firm beliefs, such as separating sex and love-making.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 172cm, Bust-Waist-Hips: 98-59-92cm, G cup
- **Hair:** Red, Bun, Waist Length+, Sidehair
- **Body:** Pale, Tanline, Tanned, Big Breasts
- **Eyes:** Violet
- **Clothes:** Miniskirt, Jeans, Lab Coat, Bikini, Sunglasses, Bracelet, Crop Top
- **Personality:** Friendly, Kind, Serious, Insightful
- **Role:** Not a Virgin, School Nurse
- **Voiced by:** Kawashima Rino

### Kitaura Natsuki (北浦 夏樹)
The senior employee who becomes the protagonist's mentor at their part-time job. She's always sucking on a Chupa Chups lollipop.

She has an outgoing and bold personality with a cheerful, bubbly disposition. Is the candy for practicing her fellatio?

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 166cm, Bust-Waist-Hips: 92-59-90cm, F cup
- **Hair:** Violet, Side Tail
- **Body:** Pale, Tanline, Tanned, Big Breasts
- **Clothes:** School Uniform, Apron, Necktie, T-shirt, Thigh-high Stockings, Bikini, Bandanna
- **Eyes:** Blue
- **Personality:** Outgoing, Energetic, Honest, Cheerful
- **Role:** Senpai, High School Student, Mentor
- **Items:** Lollipop
- **Voiced by:** Nakaya Shiho

### Kojima Miku (児島 美紅)
Petite yet busty with an explosive figure. Her personality is naturally airheaded and easygoing.

Since childhood, her dream has been to marry the protagonist. Her recent worry is frequently being groped on the train.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 151cm, Bust-Waist-Hips: 105-60-90cm, J cup
- **Hair:** Brown, Wavy, Shoulder-length
- **Body:** Pale, Tanline, Tanned, Huge Breasts, Short
- **Clothes:** School Uniform, Necktie, Thigh-high Stockings, Bikini, Rubber Band With Beads
- **Eyes:** Green
- **Personality:** Deredere, Friendly, Loyal, Honest
- **Role:** Childhood Friend, Senpai, High School Student
- **Voiced by:** Harumura Sayuna

### Mont Blanc (モンブラン)
She has a cheerful disposition with a constant smile. While she treats the protagonist like a friend, she also seems to enjoy teasing them.

She possesses formidable brute strength. (Grip strength: Right 74kg, Left 70kg)

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 159cm, Bust-Waist-Hips: 89-58-86cm, E cup
- **Hair:** Violet, Shoulder-length
- **Body:** Pale, Tanline, Tanned, Big Breasts
- **Eyes:** Violet
- **Clothes:** Gloves, Thigh-high Stockings, Maid's Dress, Bikini, Maid's Headdress
- **Personality:** Outgoing, Energetic, Loyal, Cheerful
- **Role:** Maid
- **Engages in:** Teasing
- **Voiced by:** Aoba Ringo

### Niiyama Miyabi (新井山 雅)
The school's top scholar and student council president. Her goal is to become president.

Truthfully, she's a hard worker, but sadly, her life boils down to three choices: Fall so far she becomes a stripper in a seedy bar, Or awaken a different talent and become a Queen Pop Star.

Julia is her best friend, but also her greatest rival.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 158cm, Bust-Waist-Hips: 84-56-85cm, D cup
- **Hair:** Pink, Long, Intake
- **Body:** Pale, Tanline, Tanned
- **Clothes:** School Uniform, Dress, Headband, Necktie, Necklace, Evening Gloves, Bikini, Fishnet Stockings, Shrug, Sundress, Naked Shirt
- **Personality:** Hard Worker, Friendly, Kind, Ambitious
- **Eyes:** Blue
- **Role:** Domestic Partner, Rival, Student Council President, Senpai, High School Student, Singer
- **Voiced by:** Aoba Ringo

### Okamoto Maya (岡本 摩耶)
In their own words: “It's fun, so it's fine.” “As long as it's interesting, that's good enough.” They're the complete opposite of someone driven by effort or grit.

A laid-back modern kid who goes at their own pace and doesn't dwell on things. Or so it seems—but are they actually scheming?

Someone who wants to be a character from a famous anime.

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 166cm, Bust-Waist-Hips: 93-58-88cm, H cup
- **Hair:** Twin Tails, Waist Length+, Claret
- **Body:** Pale, Tanline, Tanned, Big Breasts
- **Clothes:** School Uniform, Glasses, Headband, Necktie, Knee-high Socks, Bikini
- **Eyes:** Green
- **Personality:** Otaku, Carefree, Friendly, Whimsical
- **Role:** Senpai, High School Student
- **Engages in:** Cosplay
- **Voiced by:** Kasumi Ryou

### Tiramisu (ティラミス)
Head maid and the most dependable one.

Actually, she's Urara's older sister—doll-like in appearance, but despite her looks, she's also a hard worker.

An older sister working as a maid? Is this some daytime soap opera plot twist?"

[From [url=http://www.ole-m.net/products/senpai/chara/chara.htmll] official site[/url]]

- **Gender:** Female
- **Measurements:** Height: 157cm, Bust-Waist-Hips: 93-59-88cm, G cup
- **Hair:** Blond, Long, Wavy
- **Body:** Pale, Mole, Tanline, Tanned, Big Breasts
- **Personality:** Hard Worker, Kind, Loyal
- **Eyes:** Amber
- **Role:** Maid, Older Sister
- **Clothes:** Maid's Dress, Bikini, Cuffs, Maid's Headdress, Fishnet Pantyhose, One Piece Bikini
- **Voiced by:** Nakaya Shiho

## Shops
- [Official Website](http://www.teck.co.jp/ole/products/senpai/)
- [Getchu](http://www.getchu.com/soft.phtml?id=688422)

## Releases
### Japanese
- **2010-11-26**: Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~ - [Official website](http://www.teck.co.jp/ole/products/senpai/), [ErogameScape](https://erogamescape.dyndns.org/~ap2/ero/toukei_kaiseki/game.php?game=14205), [Getchu](http://www.getchu.com/soft.phtml?id=688422)
- **2017-12-15**: Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~ Windows 10 Support Edition - [Official website](http://www.teck.co.jp/ole/products/senpai/), [DMM](https://dlsoft.dmm.co.jp/detail/techarts_0012/)

### English
- **2026-06**: Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~

## Tags
ADV, Maid Heroine, Protagonist's Senpai as a Heroine, Male Protagonist, Multiple Endings, Otaku Heroine, Nameable Protagonist, Nukige, Time Travel, Terminal Illness, School Nurse Support Character, Dramatic Love Triangle, Group Sex of One Male and Several Females, Big Breast Sizes Heroine, Unlockable Harem Ending, Defloration, Sex in Public Places, More Than Seven Heroines, Heroine with Swimsuits, Twin Tail Heroine, Sixty-nine, Ejaculation Choice, Naked Sprites, Twin Boobjob, Skin Color Selection, Hero(ine) Selection, Masturbation with Object, Sex on a Beach, High School Student Heroine, Heroine with Huge Breasts, Heroine with Big Breasts

## More Games from OLE-M
- [Oppai no Ouja 48 ~Nani mo Kangaezu Me no Mae no Oppai Zenbu Shabure!~](https://pinovel.net/v3356)
- [Kono mama ja, Ane to Sex Shite Shimau!? -Are, Otouto yo, Ima Naka de Dasanakatta?-](https://pinovel.net/v2710)
- [Senpai - Oppai - Kako ni Modori Pai ~Ano Hi, Ano Toki, Sex Shiteokeba Yokatta~](https://pinovel.net/v5272)
- [Ore wa Tsuma Killer ~Tsuma 5nin, Musume 5nin, Oyakodon Okawari!~](https://pinovel.net/v8082)
- [Mainichi Shabutte Ii Desu ka? ~1-Heya-Manyuu Kazoku~](https://pinovel.net/v11327)
- [Saimin Class ~Joshi Zen'in, Shiranai Uchi ni Ninshin Shitemashita~](https://pinovel.net/v13901)
- [Saimin Class Wonderful ~Joshi Zen'in, Shiranai Uchi ni Mata Ninshin Shitemashita~](https://pinovel.net/v18734)

---
*View the full details at [pinovel.net/v5272](https://pinovel.net/v5272).*

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