Some jokes push the boundary of what is okay and what isn’t okay to say. The best comedians toe this line deftly. They present it in such a way that flirts with the so-called «line,» but doesn’t cross it. They’ve probably put in hours and hours of work honing that line in front of crowds, and friends, testing the waters to see what they can get away with. Even the most lauded comedians, though, sometimes miss the mark. They couldn’t read the room and crossed the line. It’s tough to make an edgy joke. 

It’s especially tough to make an edge joke if you’re not a comedian. Say, for instance, you’re a woman out on a dinner date with your boyfriend, and you try to test the waters by making a «joke» that flirts with some dangerous topics. Odds are, this is probably not going to go well for you, and you should have probably not tried in the first place.