Sorry, instead of anyone, I should have said "average citizens".
Yes after 9/11 the government has a "your with us or your against us" attitude, promoted by Bush. However, your examples of Gitmo and kill lists are not evidence that this has continued. Those two examples only pertain to the ongoing war effort, not an intimidation campaign aimed at the average citizen, and the Americans that were involved were in the current warzone, not shipped off to Gitmo from the US.
I would address the Boston situation, but I don't think it is relevant. Sure shutting down the city is intimidating, but so is any other active shooter situation like a school shooting. You might feel intimidated by the police presence but ultimately the police are not focused on you.
But more to the point, of course the US is an intimidating place at times, everywhere is, but the key is that the intimidation is not focused on citizen self-censorship, which I think is the key to saying that we live in an Orwellian society.
Whether or not the US is an intimidating place, or debates about the validity of the Boston searches and curfew is a different discussion. They are not forms of intimidation aimed at self-censorship, and thus not valid reasons that we should assume that we live in an Orwellian surveillance state.
If you would like to have a debate about the role, or non-role of self-censorship in an Orwellian society, and you believe that some other form of intimidation is a valid criteria then I am all ears, but the discussion isn't about intimidation in general, only intimidation whose ultimate goal is self-censorship.