1 - 20 of 223 Works in Obi-Wan Kenobi Has Self-Esteem Issues
Navigation
Listing Works
-
The Path to Redemption by smirkysmirk (iamjasonssmirkingrevenge)
Fandoms: Star Wars - All Media Types, Star Wars Legends - All Media Types, Star Wars Legends: Jedi Apprentice Series - Jude Watson & Dave Wolverton
06 Dec 2025
Tags
Summary
Obi-Wan returns from months of living on the edge of survival on the war torn world of Melida/Daan to beg the Jedi Council for a chance to rejoin the Jedi. Without a master to train him, his place in the Order is precarious and uncertain. The Council grant him a second chance to prove himself worthy, but will the cost of redemption be too high?
OR: Obi-Wan’s situation makes him vulnerable to the predators hiding within the ranks of the Jedi Order.
-
there is no 'try' by itsthechocopuff
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy
01 Dec 2025
Tags
Summary
the chronological compilation of all the 'do or do not' snippets and ficlets
Summary:
When Obi-Wan dies by Anakin's hand, he expects that to be the end.
It is not.
When he opens his eyes again, all of thirteen but with forty extra years of experience, not even the dust, dread, and death on Melidaan can stand in his way. Obi-Wan had seen the worst that the galaxy had to offer twice over - he'll be damned if he lets everything happen the same way for the second time.
Enter one Jedi Master Yan Dooku, the lynchpin to so many of the galaxy's darkest turns in the future-that-was. Torn between a Master who doesn't seem to want him and a man wearing the face of the Sith who had once tortured him, Obi-Wan makes a choice.
Everything changes.
Series
- Part 1 of do or do not
-
Meshurkaan by Sihara
Fandoms: Star Wars - All Media Types, Star Wars Legends - All Media Types, Star Wars Prequel Trilogy, Star Wars Legends: Jedi Apprentice Series - Jude Watson & Dave Wolverton, Star Wars Legends: Republic (Comics)
01 Dec 2025
Tags
Summary
A bridge is a transitional section of a song providing contrast and connecting other sections; a moment where the song shifts.
_
The second book in the Daughter of Kyber universe, Meshurkaan will be divided into three parts connecting the events of the Ilumnite up to the events of Attack of the Clones.
Series
- Part 2 of Daughter of Kyber
-
Bunny by skywalker2
Fandoms: Star Wars Prequel Trilogy, Star Wars: The Clone Wars (2008) - All Media Types
30 Nov 2025
Tags
Summary
“Isn’t it uncomfortable to tie your ears down so tightly?” Anakin asked softly, stroking his crown and feeling the shape of his ears pulled forcibly downward against his nape.
“No, they’re fine like that,” he answered with a frown, stubborn. Obi-Wan tied his ears as if they were hair: according to him, to conceal them.
Anakin didn’t want to tell him that it not only made them more obvious but was also a clear sign of his insecurity. “It’s completely normal to be different,” he reminded him, trying not to sound too pushy about it.
Or
Obi-Wan has bunny ears and wants to fuck his Master.
-
Beskar and Braids by cousinD
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy, Star Wars
29 Nov 2025
Tags
Summary
Obi-Wan was hurt. He was bleeding and wouldn't wake up. Little Anakin, only recently freed from slavery, went to the cockpit of the ship to send a distress call. He took a deep breath, then, as steadily as he could, spoke into the transmitter. “We need help, please. I don’t know where we are and we need help. Is anyone there?”
The distress call was answered and it changed everything.
-
Tags
Summary
Obi-Wan Kenobi is not a Jedi nor Sith; he is a vessel, a living nexus for the ancient, sentient collective consciousness of the Dark Side—a teeming hive of voices that relentlessly consumes his own identity. Isolated and abandoned by the Jedi, who feared the immense darkness dwelling within him, Obi-Wan fights a losing war to keep the entity caged.
When the terrifying Collective takes over, the Dark Side's flawless reign is unexpectedly challenged by Anakin Skywalker, a young Padawan who possesses a profound and dangerous lack of fear. Instead of striking, Anakin offers the one thing Obi-Wan has never known: kindness.
-
Dog Bites by TemporarySins
Fandoms: Star Wars - All Media Types, Star Wars Legends: Jedi Quest Series - Jude Watson
27 Nov 2025
Tags
Summary
An old enemy thought long dead returns for one last act of revenge. Obi-Wan suffers the consequences.
--
“Did Qui-Gon ever learn what I did to you?” Xanatos murmured in his ear. His hand came up to grasp Obi-Wan’s chin. The other gripped Obi-Wan’s hip, pulling him into the line of his body, drawing out the tiniest of gasps. “Or did you keep it our little secret?”
-
Professional, Not Personal by Sailing_ShipWreck
Fandoms: Star Wars - All Media Types, Star Wars: The Clone Wars (2008) - All Media Types
27 Nov 2025
Tags
Summary
Turns out High General and Jedi Master Obi-Wan Kenobi is just like clone trooper CC-2224.
It almost feels like treason to make such a comparison, but it appears to be the truth. Cody has always struggled with privacy and intimacy in a way most of his brothers didn’t, constantly stopped in his tracks by the nagging thought that he’s crossing some invisible line.***
“As I was saying before,” Cody continues, jaw clenched and molars grinding against one another, “the General seems uneasy with too much familiarity, and if he prefers to keep his distance, we should all try to respect his wishes. It’s the least we can offer him after all he has done — and is doing — for us.”
***
In which Cody and Obi-Wan are both sad idiots in love with each other.
-
number one party anthem by Anonymous
Fandoms: Star Wars - All Media Types, Star Wars: The Clone Wars (2008) - All Media Types, Star Wars Prequel Trilogy
25 Nov 2025
Tags
Summary
Obi-Wan’s face burns hotly; he can feel the familiar flush of shame and embarrassment tainting his cheeks.
Force save him, how depraved could he be? To thirst for his former padawan, who’s probably married.
He desperately hopes that Anakin cannot feel the loud pounding of his heart.Obi-Wan Kenobi has been harboring a heavily guarded secret for many years.
However, when Anakin gets drunk, little cracks begin to form in the many lies that Obi-Wan has strewn.
-
Tags
Summary
“¿No es incómodo que te anudes las orejas tan apretadas?” preguntó Anakin, acariciándole la coronilla y sintiendo la forma de sus orejas tensadas a la fuerza hacia abajo, sobre su nuca.
“No, así están bien.” respondió con el ceño fruncido, testarudo. Obi-Wan se ataba las orejas como si fueran cabello, según él, para disimularlas.
Anakin no quería decirle que no solo las hacía más obvias, sino que era una señal clara de su inseguridad. “Es completamente normal ser diferente.” le recordaba, intentando no sonar tan insistente con el tema.
-
【obikin/ao】大师你徒弟是gay/Master,your padawan is gay by Redriversunny
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy, Star Wars: The Clone Wars (2008) - All Media Types
21 Nov 2025
Tags
Summary
故事梗概：十九岁的安纳金曾痛下决心，只要欧比旺这次任务结束就对其表白。
但他怎么也没想到等来的却是重回十八岁且带一娃的欧比旺，问题是所有人都说这是他儿子？（温杜大呼这孩子长相极似安纳金！）甚至圣殿和自己的忘年交都为了‘逼迫’他承认这个儿子用上了浑身解数。
原力啊！他不仅是黄花大男孩，还是个仅喜欢欧比旺肯诺比的gay，所以这孩子究竟是谁的？！
最后实在没招的安某人：都没人承认对吧？那这孩子就是我和欧比旺的了!!
-
【obikin/ao】My distance to you 我到你的距离 by Redriversunny
Fandoms: Star Wars - All Media Types
21 Nov 2025
Tags
Summary
奎刚金要退休了，但他发现一个好苗子。
背景架空/双向救赎 尽量往轻松向靠
本文是光阴对峙番外‘倒放的春天’的扩写"你所能见的每一场雨，都是因为我在思念你。"
-
Meditations of a Jedi Master by Valasania
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy
19 Nov 2025
Tags
Summary
Tamah qa brok vaversi, ji enoah qa mikodail orhma bika.
Outside it is cold, but we are all warm together here.
-A Jedi Saying, from Dai BenduAbruptly trapped and stranded on an unpopulated planet behind enemy lines, and poised to remain stuck there for the foreseeable future, Obi-wan Kenobi has a lot of time on his hands and a single connection to the outside world to speak with. Unfortunately, it only works one way. The rest of the galaxy gains an open line to the unfiltered thoughts of one of its most famous Jedi Masters.
Or, meditations of a man sitting at rock bottom.
-
Noble Hearts by timelesslords
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy
18 Nov 2025
Tags
Summary
Dear Grandpadawan,
News has reached me of your marriage to the Duchess of Mandalore. I offer my most sincere congratulations to you both. It seems a fine match.
I would be honored if you and the Duchess would join me for dinner at the Royal Palace on Serenno.
Yours sincerely,
Yan DookuDear Grandmaster,
Thank you for your congratulations– I was pleased to receive your missive. Unfortunately, my wife and I are confined to Sundari for the next several weeks and are unable to travel to Serenno at present.
We would, however, like to extend an invitation for you to dine with us at our residence. Barring any emergencies, we are at your disposal any evening of your choosing.
Yours sincerely,
Obi-Wan KenobiDear Grandpadawan,
I would be honored to accept your invitation. Please expect me next week’s Taungsday at 7pm.
Yours sincerely,
Yan Dooku***
Or:Ba'BuirDarth TyranusCount Dooku comes to dinnerSeries
- Part 5 of Always, Forever 'Verse
-
Tags
Summary
Obi-Wan Kenobi was familiar with flowers. He knew every inch of them—what they meant, how they tasted, how they smelt. Flowers, some might say, were his speciality.
After years of knowing them, he grew a disdain for them. The short times when they were gone, he didn’t miss them. When they returned, he yearned for their absence.
Almost as much as he yearned for a love he could never quite keep.
-
[Podfic of] there is no 'try' by itsthechocopuff by Vtas
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy
10 Nov 2025
Tags
Summary
Podfic of there is no 'try' by itsthechocopuff
Original summary"When Obi-Wan dies by Anakin's hand, he expects that to be the end.
It is not.
When he opens his eyes again, all of thirteen but with forty extra years of experience, not even the dust, dread, and death on Melidaan can stand in his way. Obi-Wan had seen the worst that the galaxy had to offer twice over - he'll be damned if he lets everything happen the same way for the second time.
Enter one Jedi Master Yan Dooku, the lynchpin to so many of the galaxy's darkest turns in the future-that-was. Torn between a Master who doesn't seem to want him and a man wearing the face of the Sith who had once tortured him, Obi-Wan makes a choice.
Everything changes.
[alt: the chronological compilation of all the 'do or do not' snippets and ficlets]"
Series
- Part 2 of [Podfic of] do or do not
-
How the Force save the galaxy by ShadowsDove
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy, Star Wars: The Clone Wars (2008) - All Media Types
06 Nov 2025
Tags
Summary
The force watching its son and jedi how future was heading too decided enough is enough to save galaxy and its son the force decided it curious of world and jedi help them find there way and spen some family time with it chosen son and stop sith
-
His Good Boy by Anonymous
Fandoms: Star Wars - All Media Types, Star Wars Prequel Trilogy
31 Oct 2025
Tags
Summary
Disciplined Jedi training takes on a whole new dimension when Master Anakin Skywalker offers lessons in corruption.
Written for Kinktober 2025 Day 31 Prompt - Writer's Choice
-
Back to Basics by Plasma_Assassin
Fandoms: Star Wars - All Media Types, Star Wars: The Clone Wars (2008) - All Media Types, Star Wars Prequel Trilogy, Star Wars Legends - All Media Types
31 Oct 2025
Tags
Summary
In one universe, Obi-Wan Kenobi became a Padawan to Qui-Gon Jinn after the mess that was Bandomeer and ended up living through the destruction of the Jedi Order as he knows it.
In this universe, Qui-Gon Jinn refuses to be swayed into taking a Padawan even after everything that happens on Bandomeer and leaves Obi-Wan Kenobi to his fate as a member of the Agri-Corps. However, his fate was to become a Jedi Master to be written down in the annals of history, not a farmer on some backwater planet in the Outer Rim. Throw in some bone-crushing pats on the back from the Force and some liberal abuse of legal and temple loopholes by a hated, barebones, and struggling Service Corps and you have the perfect mixture to throw Obi-Wan even further than he ever could have made it otherwise.
Only time will tell, however, if it will be enough to overcome the Thousand Year plot of the Sith.
-
Tags
Summary
(reposted and some rewrite n)
After the Rako Hardeen, obi-wan thought that thing could go back to normal. But everyone he knew or loved shunned him away. The force couldn't bear seeing it spark be destroyed by those who didn't deserve him. So it sang a song.