Obi Wan had a very sad story. He witnessed the fall of his apprentice, Anakin Skywalker, to the dark side. He had trained Anakin with love and care, believing in his potential to be a great Jedi. But Anakin's lust for power and fear led him astray. Obi Wan was then forced to fight Anakin on Mustafar, which was a tragic event for him as he had to face someone he considered a brother.
In a time - travel story, Obi - Wan's character would grow in his understanding of destiny and the Force. He may see events that were meant to happen no matter what he does, like Anakin's fall, which could make him more accepting yet still determined to fight for the light side. He could also develop a stronger sense of leadership as he has to navigate through different time periods and deal with various threats. He might have to lead other Jedi in different eras, which would force him to adapt his leadership style and become more versatile.
There may not be mainstream, widely - publicized fanfictions with Obi - Wan gagged. But some independent writers might have created stories around this concept. It could be that in a story, Obi - Wan is gagged during a diplomatic mission turned hostile. His captors want to silence him to gain an advantage in negotiations. This could lead to a complex plot where his friends have to use their wits and skills to free him and resolve the diplomatic crisis.
Well, Obi - Wan Kenobi would obviously be one of the main characters. Depending on the nature of the love story, if it's about his relationship with Anakin, then Anakin Skywalker would be another key character. If it's a romantic love story, there could be a female or male character that is the object of Obi - Wan's affection, perhaps a fellow Jedi, a senator, or someone from a planet he visits.
The key element is Anakin's fall. It was a huge blow to Obi Wan as he had a deep bond with Anakin. Another is the destruction of the Jedi Order which made him a lonely figure.
Imagine Obi - Wan Kenobi meets a kind and strong - willed woman from a peaceful planet. She is drawn to his wisdom and calm presence. Obi - Wan, in turn, is intrigued by her different perspective on life. They start to communicate more often, and gradually he realizes he has feelings for her. However, his commitment to the Jedi way makes him hesitant. He must decide between following his heart and staying true to the Jedi teachings.
Count Dooku could be a prominent character. Given his own fall to the dark side, he might be a mentor or a rival to Obi - Wan in the fanfiction. Mace Windu is another one. His strict view of the Jedi Code and his relationship with Obi - Wan could be explored in the context of Obi - Wan's turn. And of course, there are the various Sith Lords and dark side adepts that might surround Obi - Wan, either as allies or enemies in his new dark side life.
Often, Obi - Wan uses his mastery of the Force. He might use a Force - push to overpower his guards when they least expect it and then make a run for it. He could also use a mind trick on a high - ranking captor to order his release.
Jon Snow could be one. He has a sense of honor and leadership, much like Obi - Wan. They could bond over their shared values and Jon could learn from Obi - Wan's wisdom. Another could be Daenerys Targaryen. She is on a quest for power and Obi - Wan might see her as someone who needs guidance to use her power responsibly.