11 Bookmarks by Orbirb
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Twelve years ago, an attempt by Bart and Milhouse to uncover Sideshow Bob's latest plan would have terrible consequences, as it would end with Milhouse dead, Bart traumatized, and Sideshow Bob on death row. Now, twelve years later, with Bob's execution date finally set, Bart abruptly rescinds his testimony, pulling a few strings to have Bob released, all in the hopes that Bob might make good on the promise he had made during his trial, to kill Bart.
Yet, when they finally meet again after so many years, Bart finds Bob unwilling to kill him---at least, not in any ordinary manner.
Bob's need for theatrics proceeds to drag the both of them alongside Bart's former friends and classmates into a production of Gilbert & Sullivan's The Mikado that may or may not end in accordance with the original script...
Bookmarked by Orbirb
10 Feb 2026
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A Southern Charlotte Pratt moves to England for University. She gets a part-time job being Cecil's secretary and has to deal with an obnoxious professor 'Gilbert' -- imagine her shock when she realizes he's using a fake name and is actually Cecil's brother, Bob Terwilliger! If that wasn't enough, while she's trying to balance her work-school life, she also has to balance theatre in that mix...as well as her growing crush on her boss...and the irritating, arrogant Professor who loves to torment and challenge her (and, okay, maybe on some level she would love to hate-f*ck him, but he doesn't need to know that).
Bookmarked by Orbirb
18 Apr 2025
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Little Bart Simpson's life changed forever on that terrible night. Now that he's seventeen, his daily routine is filled with grief and disappointment... until one day he finds his new passion, promising a strange and fucked up relationship. Will it hurt him more than it would heal?
Bookmarked by Orbirb
21 Mar 2025
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Iconic scene of Bob writing letters with his blood, only it became a little more...zestful
Please, don't read if you sensitive to the themes and tagsBookmarked by Orbirb
29 Jan 2025
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Ten years have passed and Bob attempts another chance at a normal life by fulfilling his aspiration of opening a flower shop.
Bart didn't forget the past and won't let his sworn enemy foil him so easily... #BortBookmarked by Orbirb
13 Jan 2025
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Bookmarked by Orbirb
10 Jan 2025
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Summary
In the bustling town of Springfield, where every day seems like a new adventure, there exists a peculiar dynamic between two unlikely figures: Bart Simpson and Sideshow Bob. What began as a tale of animosity and pranks has evolved into something deeper, something uncharted and unexpected.
This fanfiction delves into their complex relationship, exploring the journey from adversaries to reluctant allies and, perhaps, something more. Set against the backdrop of age gap and slow-burn tension, it navigates the nuances of their evolving emotions and the challenges they face in a world that often misunderstands them.
Through this narrative, we unravel the layers of Bart's youthful rebelliousness and Bob's intricate psyche, revealing vulnerabilities and strengths that draw them closer despite their differences. It's a story of growth, redemption, and the transformative power of connection, where every glance exchanged and every word spoken carries weight.
Join us on this exploration of love and discovery in the vibrant, unpredictable world of The Simpsons.
Bookmarked by Orbirb
26 Dec 2024
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Described events take place soon after season's 5 "Cape Feare" (as soon as Bob is at large again, at least)
Bookmarked by Orbirb
11 Nov 2024
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Oh, Bart, my dear Bart. Your life is like a Greek tragedy, and I'm the one pulling all the strings.
Bookmarked by Orbirb
11 Nov 2024
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Bob decides to shift his ongoing revenge plot back towards Krusty, the clown who started it all. Little does he know that this decision will have catastrophic consequences for both himself and everyone in Springfield.
Bookmarked by Orbirb
25 Jul 2024
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Bookmarked by Orbirb
19 May 2024