Anytime your "escape from the negatives of party lives" involve texting hookers with hourly updates, I'd say youre not quite out of the woods yet. A truly reformed guy would probably just lose the hookers' numbers.
That being said, the man is worth 40 million, he's definitely experienced highs (drugs, sex with 5 women at a time, spending $) that most of us never will.
So for the fat housewife reading about Sheen's adventures in the grocery store line tabloid, shittin on him while she uses her foodstamp card to buy hoHos... well...