1 - 20 of 115 Works in Trans Male Dazai Osamu (Bungou Stray Dogs)
Navigation
Listing Works
-
Ssk goes to U.A. but it’s weird (like me) by Iampartoftoomanyfandoms2
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs, 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga)
30 Sep 2025
Tags
Summary
So basically, T4T ssk goes to U.A. but things go off plan and it’s not the best for them.
Yes, I know the other one isn’t done, and yes, I AM still doing it. I have just been meaning to make this and I finally got around to it.
And by any means, I am NOT trans. So please, tell me if I did anything wrong, I will go back and fix it!!!
Some background information is that Mori pulled some strings and managed to get both Dazai and Chuuya in without doing an entrance exam (this is because I’m lazy); I don’t know why ‘Period’ isn’t a tag so I gotta use a long ass word; also, if I get some comment talking about some “this never happened! This isn’t canon!” That person WILL be getting cooked by me.
Also, don’t talk about posting schedules, for now, there isn’t one. I will try to post at least every day.
I forgot to mention that this takes place in August, so about a month after Dazai turned 17. So they’re both 17 in this and it’s before the Dark Era
Also, the class would technically be called class 2-A , but I couldn’t find any tags with it and it just feels weird since its been “class 1-A” for the entire show -
i know she's your girl now, but she was my girl first by marinbel
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
22 Sep 2025
Tags
Summary
“You owe me one question. Just one,” Chuuya says shortly into the conversation, straight to the point as he always is.
Dazai nods his head, tipsy and feeling a bit nostalgic enough to be kind.
“Why did you leave? Really.”
“The truth?”
Chuuya sets his glass down, needlessly heavy, onto the table. “Please.”
Dazai downcasts his eyes to his limp hands, clasped loose in his lap. “I was pregnant.”
.
Dazai and Chuuya reenter each other's lives and navigate what that means for them. Dazai and Oda are together, and Chuuya is happy for them. Truly.
-
You and me (Always forever) by Wolfynightmare1246
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
15 Sep 2025
Tags
Summary
'The usual shadow behind him – which always followed him – was nowhere to be seen.'
OR
An AU similar to BEAST AU where Dazai tries to execute his plan. He doesn't expect the obstacles that blocks his way.
OR
A skk kid fic - except it's BEAST (or similar to it), and Chuuya leaves the Mafia instead.
-
Hunting but not like the mafia. by Thefy0z4il0ver
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
13 Sep 2025
Tags
-
My Princess, My Princess (My Prince, My Prince) by Rosalix
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
20 Aug 2025
Tags
Summary
The dress was pretty, he will admit that, excessive as it was. On a normal day, he wouldn't mind it much, it was just a piece of clothing made to cover his body. Nothing special, nothing significant.
Today was different. Because unlike all the others, this dress was different. It was special, it was his engagement dress. Crafted months in advance from the most luxorius materials and prettiest patterns. It probably cost more than all these maids made in a year.
It's beauty didn't help the disgust and hatred he felt towards it any less. In fact, it might've made it worse. He was dressed up like a pretty doll and offered off to some prince he's only met twice before.
-
Wild Rose, Creeping in (and its Thorns that may Scar You) by sillywilkies
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs, Ouran High School Host Club - All Media Types
02 Aug 2025
Tags
Summary
Dazai Osamu goes to Ouran Academy!
-
A Week of Dazai Suffering<3 by realityisweird
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs, Harry Potter - J. K. Rowling, Magic and Mystery - Fandom
13 Jul 2025
Tags
Summary
Aka, trans Dazai and he had his first period
It's not weird, I promise<3
Uhm idk what I was thinking.
Series
- Part 1 of Magic and Mystery/Coil Fanfics!
-
Working towards Blood and Tears by H4tsun3_m1ku39
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
12 Jul 2025
Tags
Summary
So like basically this whole chapter is just angst and dazai cutting so feel free to skip it when ch.2 comes out loll
-
Tags
Summary
Idek anymore
-
Chuuya enters his house. Closing and locking the door behind him, pausing after he turns around because there is Dazai, standing in the doorway to his kitchen in nothing but a shirt Chuuya recognizes as his and his undergarments.What draws his attention and makes his gaze linger, though, is when he realizes Dazai wasn't wearing his bandages (probably having expected Chuuya to be gone longer).
He knew the bandages weren't really for decoration, but he didn't think they were hiding this.
His feet are moving before he can think, and now he's standing in front of him.
He places his hands on him, so it isn't awkward, and so his partner wouldn't flee.
"I don't know why you feel like you have to do this to yourself..."
-
Or just Dazai breaking and entering Chuuya‘s home after harming himself because of the horrible month he‘d been having, taking some shit and regressing some time after Chuuya gets home earlier than he thought he would. Cue comfort and Chuuya finally wanting to make things right, with the addition of heaps of fluff! -
Tags
Summary
“That's my good boy. You lasted so long this time. I’m so proud of you, my precious toy.”
Dazai feels like he’s ascending, hearing the praise through the small speaker. It was much needed considering the condition he's in, and it finds a way to push him deeper into a state of stupidity and passiveness. He wonders if one day he’ll be promoted from “toy” to “pet”, but either way, he relishes in the fact that he’s owned at all. And perhaps “toy” is more fitting. A dumb little play thing to keep Chuuya entertained during late evenings.
Or
Chuuya leaves a very hydrated Dazai to survive until he’s back from work and watches him struggle through a pet cam, but always makes sure to take care of him once he’s home
-
Tags
Summary
Bottom Dazai Week 2025
Day 1: Getting Stuck / “Look what you made me do.” / Breeding Kink
Who should come to save Dazai when he’s quite trapped? Chuuya works something out for him.
-
Tags
Summary
The erratic swings increase, but they're not enough to make him release. "Poor bunny." He laughs, delivering another slap to his ass. "Can't even ride dick properly even though you're such a slut for it." Another whimper as Dazai tries once again to make him orgasm.
In truth, he does feel good. The walls of Dazai's pussy are warm and hot, and the brunet is impaling himself pretty deep on Ranpo's dick, not as deep as some other positions they've tried but it's definitely not shallow either. If he wasn't so focused on trying not to come, he probably would have already.
"S-sorry— Please—just— ahh." He lets out a low, desperate moan. Hips still trying to bring him pleasure, even as their owner slumps forward, the single arm holding him up giving out. Ranpo clicks his tongue.
Or : Daran showcasing Dazai's breeding kink
-------------------------------------------------------------------------------------
Day 1 : Getting Stuck | "Look what you made me do" | Breeding KinkSeries
- Part 1 of Bottom Dazai Week 2025
-
It sounds just like falling in love by swarmofbears11
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
01 Jul 2025
Tags
Summary
Fyodor Dostoevsky is a cellist with great potential, and he gets an invitation and scholarship to one of the best colleges for people who aspire to make their career in music. He gets to his dorm which he shares with his accompanying pianst for most pieces, Osamu Dazai. Also known as the port prodigy in the music. What chaos shall happen at Port University?
-
Heaven's Child by G_o_d_plague
Fandoms: 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga), 文豪ストレイドッグス | Bungou Stray Dogs
30 Jun 2025
Tags
Summary
Ochako was born under... unfavorable circumstances. After Dazai finds out that she's in his class, he feels it's his job to tell her parents their child's story. Let it be her true parents job to decide to tell their daughter or not. Even if Dazai hates reliving those moments of his life.
-
Task Failed Successfully (UNFINISHED) by Anonymous
Fandoms: 文豪ストレイドッグス | Bungou Stray Dogs
28 Jun 2025
Tags
Summary
Dazai's on his period, and Chuuya thinks it's something else. (He doesn't find out until LATER)
-
Tags
Summary
Dazai opens his mouth to speak, but no words come out. “We’re both guys Dazai, it’s not a fucking big deal!!”
“I’m not a guy Chuuya!” Dazai yells, immediately covering his mouth.Dazai gets injured during a mission, and Chuuya has to fix him up. Only problem is that Chuuya doesn't know that Dazai is trans.
-
Tags
Summary
“Anyway…” Oda began, tone casual as his gaze drifted back to his phone. “I thought you and Chuuya wanted a kid.”
Dazai froze.
“UH?” The noise left him like a scandalized gasp, as if someone had accused him of aspiring to a nine-to-five job and a mortgage. “A kid? Me?” He placed both hands flat on the counter with a theatrical smack, leaning forward. “Are you out of your mind?”
Or Dazai found out Chuuya's breeding kink wasn't just a kink, and he actually was thinking of children. And they have sex... (help).
Series
- Part 1 of Bottom Dazai Week: Movement 💫
-
As long as we are together by JELLYxHUNTER
Fandoms: Miraculous Ladybug, 文豪ストレイドッグス | Bungou Stray Dogs
01 Jun 2025
Tags
Summary
Skk is sent to Paris for a mission, they have to protect the mayor's daughter from the american mafia. Why is the American mafia after her? Will they succeed on the mission? and why does Mori want them to find out more about the “miraculous”? Well if they want to find out they will have to go to France and act like the new transfer students at the “Françoise Dupont” high school
Or 15 Skk goes to high school and traumatize children
-
Tags
Summary
Broke collage student Osamu Dazai goes on a new app; ‘find a sugar daddy’ as a joke and way to get a bit more cash for tuition and rent.. he bites off more then he can chew when he gets paired with a mysterious ginger with a dark ‘secret’
Tldr: Dazai gets Chuuya the current boss of the port mafia as a sugar daddy and slowly starts to love him despite his job <3
-
Tags