First hand gives me a bad image

[Captain R]

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Hand 1 is interesting. If an Ace or diamond doesn't come I assume you're still betting the turn. Knowing your players, making accurate reads turn this hand into a winner for you.

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In Hand 1, after I check-raised I was planning on checking the turn if an A popped. Because then I am obviously way behind the button.

But when the A popped, this bright (idiotic?) idea came into my head that I had a shot to bluff the button off his hand if he didn't have an A/K. After all, I check-raised him on the flop and I'm STILL betting on an A/K board? It's hard for him to overcall with JJ/TT. After the hand, he said he would have called if it were heads-up, but he didn't want to overcall the fish.

Anyway, an interesting hand to me. I don't normally play this way on the turn, just wanted to pick some other people's brains.