You can say the most racially insensitive crap - so long as you make 'em laugh.
This is how you can say: "I'm gonna get in the pimpmobile, gonna cruise around looking for some hoes." And she'll be laughing her fucking head right off. Never mind that it's racist as fuck.
Her: Dammit you fixed it! Now I've gotta work!
Me: Yeh? Tough fucking shit.
Her: Things were so much easier when all I had to do was paint my nails while waiting!
Me: Get back to fucking work slave! (whipcrack)
I was wearing a big ole shit-eating grin while saying all that, of course. And she was laughing her ass off, lapping it up.
Go into a meeting, be a complete shit. They start talking about customer problems, I say: "Fuck the bloody customer. They're a pain in the fucking ass with this bull-fucking-shit. Fire the fucking lot of them." I'm well-known for my Marketing-101. The guys laugh it up, it relieves the tension, then we can fix whatever-the-fuck is going wrong in the systems.
Make 'em laugh. You can get away with more than you think you can.