Earlier quoted context omitted.
"...The biggest problem is doing it in a way that doesn't bring you to the attention of those doing the blocking...." I think this is a HUGE issue that should not be taken lightly. A guy scanning certain websites from Iran IS going to attract some attention no matter how benign his motives. It just won't be taken lightly. That attention can land you on lists you don't want to be on. I'm not saying that I don't sympat…
Having lived the first two decades of my life, and naturally had to circumvent network blocking, in Iran, I can tell you that's not how they work. Most of the blocking they do is targeted at the masses, and most people actually do circumvent it. People who circumvent their internet blocking facilities do not generally face persecution, as it's basically 100% of the internet users.
You just don't go port scanning and probing willy nilly in the US. That's DOUBLY true if you are port scanning and probing sites that the US government has blocked... AND you are doing it from inside Iran.
You're just BEGGING for Homeland Security to take a closer look at you. It's very foolish.
You may know your Government... but I know mine. I can tell you that an Iranian probing sites whose access from Iran is blocked by the American government for security reasons... that's not bright. Authorities here will not take kindly to it.