Re: Where is the horrible mistake?
I would definitely raise pre-flop. You're raise could look like a blind steal and he could be re-raising you with lots of hands including Ax and Kx. You're clearly a favorite pre-flop so get your chips in the middle.
I don't think you're flop bet was bad. It's large enough that you're telling him you're committed to pot and in many ways is stronger than pushing. You're getting almost 6 to 1 odds when he pushes. That's good enough to require a call.
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