English comedian and actor Russell Brand has done quite the turnaround since meeting Katy Perry. The two have gone on a bunch of over-the-top romantic vacays and the dude even met Perry's uber religious 'rents. Oh yeah, and now they're engaged. But we remember when Brand was super bad-ass. He is a recovering alcoholic, and a former sex and heroin addict. During his crazy period he was arrested over ten times and developed a reputation as pretty much the biggest player ever. We're all for bettering yourself, but we gotta wonder: Will it last?

We can't answer that, but let's look to some other reformed celeb bachelors and see how well the goody-goody act sticks.