As I mentioned in the comments - while I think Rush ultimately apologized over nothing, I do think he made a misstep in joking about this girl being a slut or a prostitute. Not that I think it was wrong for him to call her that on any principle (complaining that you need the government's help to force companies to cover your 1k+ annual contraception bill because you simply get bent over that much makes that fair game), but because of the reaction it will get. You can make the same point without going for language that will cause many people, women in particular, to just tune out and switch into "defend the poor girl" mode.
The problem with this move is some people think there's a kind of nobility to being the loudest, most obnoxious asshole on the block, and that being anything less than maximally insulting is some kind of cowardice. Bill Maher would be a fair example of a guy who will just straight up call someone a cunt with minimal provocation or justification. It's no coincidence he's also a fair example of someone who gets tuned out and shunned by many people because of his behavior. He preaches to a particular choir - he doesn't gain new ground.
The point is that communication matters. It is a skill, not a stance, and saying what you think is the truth in the bluntest way possible is not a substitute for figuring out the best way to present your thoughts - at least, if your goal is to actually turn back cultural forces and make gains. And that does mean, to a certain degree, you have to figure out the way some people are going to react emotionally and instinctively to your words and plan accordingly. With Rush, I think he could have simply made a whole lot of play out of the bare facts of "exactly what are you doing if your contraception bill runs 1k annually?" Ask if she realizes a condom isn't necessary for each individual finger on the guy's hand. Ask if guys are double bagging it when they nail her. Have a blast with it, by all means.
And work in the reasoning too. Maybe, just maybe, this isn't a problem for the government. Point out what someone's annual cigarette bill is, then ask - does this high tab add up to an argument for government subsidized cigarettes? No, it doesn't.
Of course, I know I say this as an anonymous schmuck on the internet. Rush is the one making millions with his radio show, he doesn't really need my advice, thank you. But the advice goes far beyond Rush. The fast way of saying it is that if you prioritize being obnoxious and pissing people off (even with "THE TRUTH!!!!") over figuring out the best way to make your point without sacrificing it, you're part of the problem when it comes to lost ground in a culture war.
Wait, maybe I should have said that more subtly.
Anyway, next time I'll point out yet another pitfall with this kind of thinking: the people who are so concerned with being nice and delicate that they shut up when they should speak, and speak when they should shun.