“Why do I think that you’re going to be the death of me?” Obi-Wan commented above the clamor. “Don’t say that, Master,” Anakin replied seriously, and the intensity of his tone surprised Obi-Wan. “You’re the closest thing I have to a father. I love you, and I don’t want to cause you pain.” “Then why don’t you listen to me?” “I will,” Anakin said eagerly. “I’ll do better. I promise.” Obi-Wan nodded and glanced all around. [R.A. Salvatore. Attack of the Clones]

Obi-wan and Anakin cannot have honest, open conversation about their feelings but Obi-wan was raise to believe attachment was a pathway to evil and Anakin grew up believing that pretending detachment was the way to be accepted. Not the most fertile ground from healthy relationships. 

What Anakin is admitting here is his attachment to Obi-wan and, though Obi-wan does love him back, he can’t admit it because he KNOWS that’s not acceptable for a Jedi. 

Who wept their tears on the inside, where they would not be seen. To weep for a fallen comrade was to display unseemly attachment. A Jedi did not become attached to people, to things, to places, to any world or its inhabitants. A Jedi’s strength was fed by serenity. By distance. By loving impersonally. At least, that was the ideal …[Karen Miller. The Clone Wars: Wild Space]

It’s not an accident that right after the events of AOTC, Yoda scolds Obi-wan for this very reason.

“Know do you, Obi-Wan, why reluctant I was for Skywalker to become your apprentice?” Did he know? Not for certain. And once he and Qui-Gon had prevailed over the Council, and Anakin had been made his Padawan, Yoda’s objections had no longer mattered. “Ah … no, Master,” he said cautiously. Yoda flicked him a skeptical glance. “Hmmm. Then tell you I will. Reluctant I was because the same flaw you share, Obi-Wan. The flaw of attachment.” What? “I’m sorry. I don’t understand.” Yoda snorted. “Yes, you do. Melida/Daan, attachment that was. Your promise to Qui-Gon Jinn, that you would train Anakin? From attachment it sprang. Great affection you felt for him. Great affection you feel for Anakin Skywalker. Run deep your feelings do, Obi-Wan. Mastered them completely you have not. Mastered his own young Skywalker has not. Suspect I do that strict with him about attachments you have not always been.” It was true. He hadn’t. Because Anakin wasn’t like other Padawans. Anakin remembered his mother. More than that, he was bonded with her. Their ties were primal and could not easily be broken. But the Council had known that when it accepted him for training, so it hardly seemed fair to criticize him for it. Neither was it fair not to give him a little leeway because of it. So he had … because Yoda was right about one thing, at least. Attachment was something he did understand. [Karen Miller. The Clone Wars: Wild Space]

Openly talking about their mutual attachment would mean admitting failure and for Obi-wan, who was desperately trying to fulfill his promise to Qui-Gon, failure to turn Anakin into a proper Jedi was not an option.

“Why do I think that you’re going to be the death of me?” Obi-Wan commented above the clamor. “Don’t say that, Master,” Anakin replied seriously, and the intensity of his tone surprised Obi-Wan. “You’re the closest thing I have to a father. I love you, and I don’t want to cause you pain.” “Then why don’t you listen to me?” “I will,” Anakin said eagerly. “I’ll do better. I promise.” Obi-Wan nodded and glanced all around. [R.A. Salvatore. Attack of the Clones]

Obi-wan and Anakin cannot have honest, open conversation about their feelings but Obi-wan was raise to believe attachment was a pathway to evil and Anakin grew up believing that pretending detachment was the way to be accepted. Not the most fertile ground from healthy relationships. 

What Anakin is admitting here is his attachment to Obi-wan and, though Obi-wan does love him back, he can’t admit it because he KNOWS that’s not acceptable for a Jedi. 

Who wept their tears on the inside, where they would not be seen. To weep for a fallen comrade was to display unseemly attachment. A Jedi did not become attached to people, to things, to places, to any world or its inhabitants. A Jedi’s strength was fed by serenity. By distance. By loving impersonally. At least, that was the ideal …[Karen Miller. The Clone Wars: Wild Space]

It’s not an accident that right after the events of AOTC, Yoda scolds Obi-wan for this very reason.

“Know do you, Obi-Wan, why reluctant I was for Skywalker to become your apprentice?” Did he know? Not for certain. And once he and Qui-Gon had prevailed over the Council, and Anakin had been made his Padawan, Yoda’s objections had no longer mattered. “Ah … no, Master,” he said cautiously. Yoda flicked him a skeptical glance. “Hmmm. Then tell you I will. Reluctant I was because the same flaw you share, Obi-Wan. The flaw of attachment.” What? “I’m sorry. I don’t understand.” Yoda snorted. “Yes, you do. Melida/Daan, attachment that was. Your promise to Qui-Gon Jinn, that you would train Anakin? From attachment it sprang. Great affection you felt for him. Great affection you feel for Anakin Skywalker. Run deep your feelings do, Obi-Wan. Mastered them completely you have not. Mastered his own young Skywalker has not. Suspect I do that strict with him about attachments you have not always been.” It was true. He hadn’t. Because Anakin wasn’t like other Padawans. Anakin remembered his mother. More than that, he was bonded with her. Their ties were primal and could not easily be broken. But the Council had known that when it accepted him for training, so it hardly seemed fair to criticize him for it. Neither was it fair not to give him a little leeway because of it. So he had … because Yoda was right about one thing, at least. Attachment was something he did understand. [Karen Miller. The Clone Wars: Wild Space]

Openly talking about their mutual attachment would mean admitting failure and for Obi-wan, who was desperately trying to fulfill his promise to Qui-Gon, failure to turn Anakin into a proper Jedi was not an option.

Correction, he WAS holding tea. 

Hi!  Thank you for the kind words, that’s very sweet!! I think what the Jedi object to most is the commitment part of the relationships, because they are already in what’s basically a marriage to the Jedi Order.  If they want to leave that commitment, the Jedi ask that they consider it seriously, but if that’s the path for them, what they truly want, they’ll be supported in leaving.  (We see that every Jedi who left is spoken of warmly until they start going out there and murdering people, and we see that Anakin knows from a young age that he can leave at any time he wants.) It’s not the romantic feelings that are the issue–Obi-Wan tells Anakin in TCW that they’re natural, of course they’re allowed:

The conflict isn’t that he had feelings for Satine, but that his feelings for her would have been strong enough that he would have put priority on her over the duty he swore as a Jedi, the commitment he has as a Jedi, his marriage to his Order, basically. I also go by what George Lucas has said about the Jedi:  "Jedi Knights aren’t celibate - the thing that is forbidden is attachments - and possessive relationships.”  –George Lucas, BBC News interview Attachments, whenever I’ve seen George Lucas talk about them (and I’ve looked everywhere I can think to look) are always associated with possessive relationships, not equating them with love. In fact, he makes a pretty clear distinction between the two: “They’re not supposed to form attachments. They can love people- in fact, they should love everybody. They should love their enemies; they should love the Sith. But they can’t form attachments.”  –George Lucas, The Making of Star Wars: Revenge of the Sith He doesn’t say “the thing that’s forbidden is romantic relationships”, but specifies attachment is forbidden and then ties attachment consistently to things like unhealthy, greedy relationships where you feel owed that person’s presence in your life. Further, when Anakin is clearly having daydreaming of Padme in a romantic way during Attack of the Clones, Obi-Wan never chides him for this, never says that those feelings aren’t allowed.  Instead, he gently teases Anakin out of his panic death spiral in the elevator, he reassures Anakin that Padme was pleased to see them when Anakin was distraught at her lack of reaction to seeing him again.  There’s no stigma against Anakin’s obvious feelings. When Anakin changes the subject (because Obi-Wan was asking about how he was doing), he says he’d rather dream of Padme than his mother, that she’s intoxicating to be around, this already shows that Anakin feels free to admit this easily and plainly.  That’s pretty strong evidence that he hasn’t been chastised for any romantic feelings he’s gone through! What Obi-Wan emphasizes instead is that he has a commitment to the Jedi Order that’s not easily broken, which says that it’s about the commitment, about priority, not that they’re never allowed.  

Anakin gives Ahsoka the exact same advice when she’s having feelings for Lux while she’s on Onderon: