I will do this under certain conditions: 1) The flop has rags or something similar 2) If there is only one other player left in the hand with me and 3) I have a good read on him. I think position matters only a little IMO depending on how good your read is and how well you play it. Most importantly, you have to be able to get away from the hand if he comes back at you. By the same token if your positive you have the guy read and he comes back at you, push back into him harder. Lastly, be careful if doing this at the lower limits. As far as to what I would bet and when depends on the flow of the game, your reads and your table image. With that said, generally I don't make a habit of doing this. haha, I probably could have written that better, I tend to ramble on...