“I think that Obi-Wan feels– and this is the way I play it- that the attraction to the dark side is always going to be a part of Anakin and any other Jedi. But Obi-Wan knows the strength of Anakin and thinks he’ll overcome it.
I don’t think Obi-Wan expected anything that happened in Episodes III to V. I think he was so trusting in Anakin and the Force; he had hope and faith. I really don’t think he expected the dark side to be so heavy and actually take Anakin away from him.” ~ James Arnold Taylor

Blade to blade, they were identical. After thousands of hours in lightsaber sparring, they knew each other better than brothers, more intimately than lovers; they were complementary halves of a single warrior.
In every exchange, Obi-Wan gave ground. It was his way. And he knew that to strike Anakin down would burn his own heart to ash. [x]
“Don’t worry,” she said. “I’ll watch your back.” Rex didn’t doubt it. “And I’ll watch yours.” [x]
“I won’t be far off, and I’ll always have your back.” [x]
At least he had Master Kenobi’s company for a little while. She was sure that accounted for his relief
They cheered each other up, those two. No matter how dire the straits, Anakin and Master Kenobi always managed to find a joke, a laugh, some way to ease the tension and pressure of the moment. ~ [x]
“A bond between two living beings is not something easily broken…it is like breaking a feeling. Like turning away from the Force. To break a bond, your feelings would have to change, or one of you would have to die- but even then, the bond wouldn’t go away, it would simply…it would simply be empty, a wound.” [x]