BrigandBoss
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Recent works
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Summary
What if Takopi had never showed up in Shizuka's life? The results would be obvious, as the girl now stands at the side of a bridge, ready to end it all. Until she's noticed by an old man who tries to talk her out of it...the creepy middle-aged man from town that parents warn their children about, that is. But hey, it's not like she has anything to lose, so she follows him back to his house. And as expected, very immoral things end up happening. But she finds herself actually enjoying this messed-up, taboo relationship. And having an actual reliable adult at her beck and call as a result could be a useful boon...
...especially when it comes to permanently getting rid of her bully Marina.
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Missed by None by BrigandBoss
Fandoms: 特例措置団体ステラ女学院高等科C3部 | Stella Women's Academy High School Division Class C3
16 Sep 2026
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Summary
Being a massive jerkass to everyone around you can severely bite you in the ass. And it certainly does for young Yura, because when she goes missing, nobody even notices she's gone. Hence why the creepy pervert in whose hands she ends up can do whatever he wants with her. And what exactly will some fat oji-san do with her? You can probably guess.
Another updated old story, uploaded for archival purposes.
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Replacing One Addiction With Another by BrigandBoss
Fandoms: ヤニねこ | Yani Neko | Chainsmoker Cat
06 Sep 2026
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Yani Neko is making life hell again for her landlord, so he comes angrily stomping to her room again. But the desperate catgirl is acting that way because she's out of her beloved cigarettes, and money as well, due to her having botched her latest job. Thus, she reasons, she might as well engage in world's oldest profession to solve that predicament. But the passionate lovemaking that follows might just be enough to actually hold her to her often broken resolve of quitting smoking...
...and her family gets quite interested as well in the landlord once they learn how he did that.
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No man is immune to the charms of Illya and her friends. Even the staunchest, most moral man will be turned into a lolicon by the temptation of these three loli's. And their teacher is no different. Let's see how these girls seduce this innocent middle-aged man into performing all kinds of obscene acts with them!
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Love Hotel on Monday by BrigandBoss
Fandoms: 月曜日のたわわ | Getsuyoubi no Tawawa | Tawawa on Monday (Anime)
23 Aug 2026
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Summary
The bond between Ai-chan and Onii-san has been broken because he got transferred. But in his place, rather taboo fantasies have popped up in her head, featuring an obese middle-aged office worker that she always comes across in the train to school. When her perverted imagination makes her even hornier than usual one Monday, she can't help but impulsively seduce the man to join her in a love hotel.
As Ai-chan is the result of her mother's teenage pregnancy, will she end up following in her footsteps?
Recent series
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Summary
The world of Zenless Zone Zero is a place fraught with danger, shady organizations...and lots of cute girls. Girls that always manage to find themselves passionately gasping and moaning in the beds of middle-aged men. Time to breed humanity back from the brink of extinction with them!
- Words:
- 16,475
- Works:
- 4
- Bookmarks:
- 5
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Hololive Idols find true love with oji-sans! by BrigandBoss
Fandom Hololive (Virtual Streamers), Hololive Productions (Virtual Streamers)
25 Jul 2026
Summary
An ongoing series of Hololive girls ending up in the beds of middle-aged men. That's one of the classic idol pairings, after all.
- Words:
- 8,237
- Works:
- 4
- Bookmarks:
- 4
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Octopath Traveler II Bad Endings by BrigandBoss
Fandom Octopath Traveler II (Video Game)
25 May 2026
Summary
A female adventurer's journey can be a dangerous one. Especially with how many people there are out for their blood on this specific journey. Or rather, their bodies.
Read what their fates are when they lose their battles or make fatal mistakes...
- Words:
- 8,397
- Works:
- 4
- Bookmarks:
- 5
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A short series where Mikan ends up the prey of a perverted burglar, while the Principal conquers every other To Love-Ru girl in the meantime!
- Words:
- 5,840
- Works:
- 2
- Bookmarks:
- 6
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Konosuba Plaps by BrigandBoss
Fandom この素晴らしい世界に祝福を! | KonoSuba: God's Blessing on this Wonderful World! (Anime & Manga), この素晴らしい世界に祝福を! | KonoSuba: God's Blessing on this Wonderful World! - All Media Types
12 Oct 2025
Summary
Following a fight with Kazuma, Megumin rebels in her own way by getting super drunk for the first time. Which ends up landing her in a relationship with a retired middle-aged adventurer after one wild drunken night. And she's not the only female adventurer in Axel who does...
- Words:
- 7,965
- Works:
- 2
- Bookmarks:
- 10
Recent bookmarks
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The Witch Slayer by Mister_Phoenix
Fandoms: 魔女の旅々 | Majo no Tabitabi | Wandering Witch: The Journey of Elaina (Anime)
20 Sep 2026
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The Witch Slayer: Reward: 100,000,000 gold coins. His last sighting: The City of Water.
When Elaina read the news, she almost couldn't believe it. She read about this man who once fought against Nike in the final volume of The Adventures of Nike. The timing couldn't be more perfect, almost like her. She was rather close to The City of Water. The Witch Slayer is a man far past his prime, and the last time he fought anyone was almost eighteen years ago.
He was just an old man and an easy target. She could prevail the person Nike never was able to defeat, and collect the reward money to allow her to wander for however long she wished. Even with witches unwelcomed here, lucky for her, a disgusting looking innkeeper is letting her stay for free for the week.
Little did Elaina know that she walked right into The Witch Slayer's trap.
Series
- Part 4 of Oji-san Collection
Bookmarked by BrigandBoss
28 Sep 2026
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Summary
You're babysitting Hina for the weekend and she wants to play her favourite game. Admittedly, it's your favourite game too!
Bookmarked by BrigandBoss
14 Sep 2026
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Summary
In order to be closer to her daughter, Yami, Tearju Lunatique became a teacher at Sainan Highschool. But the faculty were different than she expected.
Bookmarked by BrigandBoss
04 Sep 2026
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A Prank Gone Right by SweetPeach554
Fandoms: からかい上手の高木さん | Karakai Jouzu no Takagi-san (Anime), Teasing Master Takagi-san
25 May 2026
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Summary
The story is sexual in nature. If you are offended by sex please don’t read. It’s an erotic story.
In this story, the reader is Nishikata’s father. The reader finds Takagi in the house while trying to prank Nishikata but she is found in a vulnerable position. The reader takes advantage and they end up having sex.
Bookmarked by BrigandBoss
04 Sep 2026
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Clock of the Heart by Mister_Phoenix
Fandoms: Mahou Shoujo Madoka Magika | Puella Magi Madoka Magica
30 Aug 2026
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Summary
“Magical Girls can't get pregnant.”
Inside the countless time loops that Homura went through, one question remains: ‘What does Madoka keep wishing for? What is so important to become a Magical Girl?’ If Homura could figure it out, then Kyubey wouldn't go after it anymore.
Yet, what Homura finds out is that the girl she loves, the girl she wants to save. Is dating and fucking their fat, ugly school janitor. There's no wish, after all…
“Magical Girls can't get pregnant.”
Series
- Part 3 of Oji-san Collection
Bookmarked by BrigandBoss
30 Aug 2026