In live shows, Mr. Burr details his grievances to large crowds with a conversational intimacy. He adopts a cocky pose, but the world he describes constantly frustrates and emasculates him. He is defeated in arguments and baffled by the tyranny of nerds. His rant about Steve Jobs is spectacular. “What did he do?” Mr. Burr asks, flabbergasted. “He told other people what to invent.”

The heart of his comedy gives voice to the aggrieved confusion of the white heterosexual guy adrift. At times, he expresses it through outrageous nostalgia. “Where are all those old-school women you can just take your day out on?” he asked on his 2012 special “You People Are All the Same.” “When did they stop making those angels? What a luxury — to fail all day, then download all your insecurities on this other person.”

Other times, like in his finest bit, from the 2010 special “Let It Go,” he meticulously describes how anxiety about appearing manly enough is a source of constant frustration. It’s a gay panic joke that doesn’t play this juvenile anxiety for cheap laughs but skewers it seriously, making it all the funnier.

He tells the story of trying to buy a pumpkin but being stopped by a chorus of loudmouths in his head taunting him. He explains that these bullies on his shoulder pipe up anytime a guy does something remotely sensitive or heartwarming. Describing this enforced machismo with the gravity of a Soviet citizen describing life under Stalin, Mr. Burr says that an early death is inevitable. “It’s literally from five decades suppressing an urge to hug a puppy, admitting a baby’s cute, saying you want a cookie.”

“You People” was not as original. Mr. Burr, who now lives in Los Angeles, offered some familiar complaints about plastic surgery and built a long chunk of comedy around questioning the common sentiment that “there’s no reason to hit a woman.” Chris Rock built a joke around the exact same premise, and while they both emphasize that no man should ever do it, there was no reason for another comic to plow this familiar territory again.

Mr. Burr walks the tightrope of good taste and sensitivity, periodically stumbling to make an audience pay attention. In a smart maneuver, he constantly says he’s stupid. Posing as just a dope telling jokes gives him breathing room to explore thoughts best left muffled in polite company. Plenty of comics rely on this trick, but Mr. Burr pulls it off while making it seem as if he were some hothead who will say anything.