It occurred to me after re-reading this that I never answered the "HOW" part. If you are going to toss out a bluff because you suspsect people are week, here are a couple things to think of:
1 - The more people in the pot, the less likely a bluff will work. (Not always, though. Sometimes you can sense weakness in 5 players ahead of you!)
2 - Just place your bet as if you were betting a good hand. If you really think that the 8-8-K flop feels like the right time to bet, just imagine how much you would bet if you had a King or an 8.
3 - Try your best to think of something else. Make note of any fidgiting or facial expressions you're doing and try not to do them.
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