The last thing he wanted to do was pry. Obi-wan had enough of that when Anakin was younger. Always so loud and forth coming with his emotions. It's what would give him away in most of his trainings. The boy practically gave away his move before he made it.
And the hormones. The thought of those moments alone would have Obi-wan doubling over in stress. He was thankful for Anakin's progression. Always grateful that perhaps he did Qui-Gon proud with how the young boy turned out and matured as a man.
He strode past Anakin and gave an amused chortle. "I don't think I'll be very good company if I'm asleep." Assuming Anakin may still want to talk, he made himself comfortable again on the sofa of the space and waved the other Jedi to join him. "I'll stay up a little while longer for you." Because what wouldn't he do for him, honestly?