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Did Vader regret killing Obi-Wan?

Yes he did. And the saddest thing is that there was nothing he could do about it. He was broken. The first case is shortly after ROTS when Vader was making his Sith lightsaber.
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Did Vader forgive Obi-Wan?

He slays Sidious and returns to Obi-Wan, begging for atonement by execution, only to be met with true forgiveness instead. But just as this fantasy Obi-Wan refuses to strike his former friend down, Vader refuses to turn his back on the dark.
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Does Vader still care for Obi-Wan?

Despite everything they have been through, the Obi-Wan Kenobi show has firmly established that the Jedi still deeply cares for his former Padawan and remembers him as the great ally he's had for many years. Seeing Anakin as Darth Vader understandably breaks Obi-Wan's heart.
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Why was Darth Vader scared after killing Obi-Wan?

After his brutal defeat on Mustafar, Vader was fixated on hunting down his former master, and exacting his revenge for the ruin Obi-Wan had made of him. Because of Obi-Wan, Vader would never achieve the power he once sought, or have Padme by his side at the head of the galaxy.
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Why did Obi-Wan let Vader live again?

These two were evenly matched in this duel, no one had the upperhand really. Obi-Wans goal was not to defeat Darth Vader, it was to distract Vader so luke, han, leia and the others could escape.
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Why Darth Vader Was TERRIFIED After He Killed Obi-Wan On the Death Star... - Star Wars Explained

Did Leia remember Obi-Wan?

She also knows Obi-Wan, and she knows him well. Her holographic plea for help, already iconic, will never be the same. She knows Obi-Wan's real name as well as his alias of “Ben.” When Luke comes barging into her cell and says, “I'm here with Ben Kenobi,” Leia jumps off the bunk in an instant.
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Did Obi-Wan think Anakin died?

Obi-Wan Kenobi director Deborah Chow confirmed to io9 something we all knew but maybe hadn't really considered that deeply. When the Obi-Wan Kenobi series begins, Obi-Wan Kenobi thinks that Anakin Skywalker is dead. Absolutely significant.
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Why did Obi-Wan apologize to Vader?

After defeating Darth Vader in the Obi-Wan Kenobi finale, Obi-Wan broke down and began tearing up when he saw Anakin's scars. It was the first time he had seen Anakin's face since leaving him to burn on Mustafar, and so he apologized for everything that had happened.
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Did Anakin regret killing the Younglings?

The canonical comic Star Wars: Darth Vader #7 confirms the younglings' deaths caused Anakin grief, self-loathing, hatred and pain, fueling his descent even further into the dark side. Those negative emotions also power the dark side, meaning Anakin likely felt stronger as he killed the younglings.
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Does Anakin ever apologize to Obi-Wan?

Anakin admits to Obi-Wan that he has been arrogant and unappreciative of his training, and apologizes to his master. Obi-Wan assures Anakin that he is proud of him, telling him that he has become a "far greater Jedi than I could ever hope to be."
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Did Obi-Wan regret not killing Anakin?

Before he discovered Vader had survived Mustafar, Obi-wan lived with the regret of killing his son, brother and best friend. After, he regretted not killing him and wondered if he had only made things worse by pushing Anakin further into dark side and Palpatine's arms.
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Did Vader feel guilty?

Extremely. He was always ashamed at having to relieve the deeds he did in the Temple, killing Friends and Children. Evidence of this is when he was crying after he killed the Sepratist Council. He was crying because of the deeds he committed at the Temple, not on Mustafar, which he sadistically enjoyed.
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What mental illness does Darth Vader have?

Apparently, he had borderline personality disorder. As he came of age, Skywalker showed problems with impulsivity, violent outburst, illusions of invincibility and crises of identity, all of which are in line with borderline personality disorder diagnosis, the researchers concluded.
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Why is Darth Vader obsessed with killing Obi-Wan?

Darth Vader hates Obi-Wan, not because he blames him for his fall to the Dark Side, but because he turned Padmé against him and destroyed his body.
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Did Anakin feel betrayed by Obi-Wan?

All in all, Anakin felt incredibly betrayed by two of the most important people in his life. We all know he has quite the abandonment issues, and the fact that Obi-Wan and Padmé leave him is likely the primary cause of his extreme hatred.
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Did Padmé know Obi-Wan killed Anakin?

No. Her dying words were there is still good in him. Obi-Wan didn't tell her what happened after she lost consciousness on Mustafar.
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Did Obi-Wan let Vader win?

Obi-Wan knew it was only a matter of time. So, he made the difficult decision to use his learnings and become one with the force, rather than let Vader decapitate him.
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When was the last time Obi-Wan saw Anakin?

The last time Obi-Wan saw Anakin Skywalker was the fateful duel in which he chopped his apprentice into bits and left him melting on the side of a volcano.
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Why did Vader not recognize Leia?

However, Leia's strong-mindedness during Vader's probe denied him the opportunity to discover that she was his daughter. This serves to justify Vader's lack of awareness of his connection to Leia, although perhaps not as satisfyingly as if Lucas had planned for the relationship from the beginning.
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Why does Vader not sense Leia?

in universe: Vader wasn't able to sense Luke until he tapped into the Force, so the same could be true for him and Leia. Another reason is that Vader simply wasn't looking.
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Why wasn t Leia upset when Obi-Wan dies?

Leia does not seem to react to tragedy. Instead, she has this wonderful ability to stay perfectly alert, reasonable, and careful of the feelings of others. She witnessed the destruction of her entire planet, and still had the mental and emotional strength to escape with Luke and Obi-Wan.
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Does Darth Vader want Obi-Wan dead?

During the scene, Vader explains to Kenobi that the latter will now suffer and that his pain is just beginning. Herein lies the reason why Vader doesn't want to kill Kenobi. Vader's dark side connection is fueled by his hatred and suffering, and a lot of that is caused by Kenobi himself.
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Why did Vader tell Obi-Wan he wasn't his failure?

I think, just as Palpatine said, Vader's emotional connect to Obi Wan is what makes him weak when they confront each other. So, his denial of the fact that he wasn't Obi-Wan's failure per se, made it easier for him to let go of those small hidden emotional connections and bring him again to his full potential.
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Why does Obi-Wan not remember R2?

The base assumption of why Obi-Wan doesn't remember R2-D2 -- in light of the prequels -- is that Obi-Wan is feigning ignorance in A New Hope to downplay the importance of the droid's arrival.
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