It's hard to have to defend J49 because he's pretty depraved, but you're acting like it's your girl he's banging.
I don't think sex addicts work like you think. If anything, he's a danger addict, or attention addict.
The risk for jail time is pretty low, despite what you seem to think from watching TV and/or reading laws online.
He's gotten one easily cured STD in 2+ years? Maybe he's got HIV or some shit, but as of yet, pretty minimal cost and risk doesn't seem that out of hand.
He doesn't steal from work. He gets bribes and kickbacks like many in his profession do. Instead of spending the cash on booze or cars, he spends it on whores.
Your sentence structure broke down, since "risking...cheating on the wife of his kids who makes more than him" isn't even very good Engrish. Even still, we've discussed the risks. If she wanted to know, she would have probably pressed him on the issue or figured it out by now. She seems happy enough to maintain a blissful ignorance. Is the risk that she'll leave him? Yeah, that's a possibility, but maybe he doesn't give a shit? Or maybe he does and almost wants to get caught so she'll have to confront their relationship. In general, sounds like the dynamics of about half the relationships I see, it just happens to be hookers instead of mmorpgs or booze or college buddies.
And blowing all his cash on drug addled hookers isn't the risk he's taking, it's his reward.