I just read (in another forum) a lengthy and detailed account of an expat who is married to an Argentine but has been doing the "perma-tourist" thing for five years. He only missed once by one day and had to pay the 300 peso fine. On Sept first he was told it was the last time and he has 90 days to radicarse. He did say that the staff was all new (in Tigre) and they were very serious about the fact that he had been "misusing" the tourist visa. He indicated that they entered his info in the computer and wrote a series of digits below the stamp in his passport but he did not say if they wrote the words "ulitma prorroga" in it. I believe they should be written in it if it's really the last time.
He also wrote the following:
"I am in touch with a lawyer and will be pursuing whatever courses might be open to me, but of course the bottom line if I don't succeed is that I will be obliged either to remain here illegally and not leave the country at all (which status, I suppose, would qualify me for deportation), or to leave the country and go somewhere to live for a substantial period of time while doing all the correct things to see if I qualify for (in my case) a retired person's visa at an Argentina embassy or consulate."
I don't know if the post (story) is true. It sound a bit like fear mongering to me (using terms like deportation), but he may be genuinely afraid of what he thinks could happen. Nonetheless, I find it hard to believe that someone who is really married to an Argentine and could easily qualify for permanent residency would continue to make the trip to Uruguay for five years and not be aware of the simple solution to his problem. Even if what Bajo Cero has posted about citizenship for "inhabitants" is true, this guy should get permanent residency because of his marital status. He shouldn't need a lawyer for that!
According to Bajo Cero, even if this guy wasn't married to an Argentine he should be able to receive Argentine citizenship based on living in Argentina for more than three years, even though he has made a number of trips to Uruguay and had one visa overstay. And if Bajo Cero is right, "deportation" doesn't happen for visa overstays and the term illegal isn't applicable for an inhabitant whose immigration status is irregular.