This is not solely applicable to blokes, females can also get a second asshole, so feminists eat your fucking hearts out. The phrase originated in the UK where it was usually “ripped him a second arsehole” but over time the spelling changed. The original meaning was to attack someone, usually unexpectedly, brutally and viciously so that they were completely overwhelmed and unable to defend themselves. It can also mean to criticise someone’s thoughts, ideas or lifestyle either with or without cause or justification. The usually accepted definition is that which is applied to the workplace where it means to reprimand someone so totally and effectively, that the person on th receiving end wishes they could crawl under the carpet and die. So if you have ripped him/her a second asshole you have delivered a rebuke of epic proportions.
That WOFS Malcolm has fucked up once too often so the boss called him in and ripped him a second asshole. He practically crawled out afterwards looking like he’d pissed himself and cleared his desk.
by AKACroatalin December 6, 2016
This can also be ripped her a second asshole. Originally this phrase meant to attack someone with vicious and overwhelming brutality but, over time the meaning changed to become to reprimand someone so totally and effectively that it effectively destroyed them. If you have ripped him (or her) a second asshole you have administered the ultimate put down.
Jay, you know that wanker Malcolm ruined the design for the new website? Well the boss called him into his office and ten minutes later Malcolm came out, he was pale and shaking and I think he'd pissed himself! The boss sure ripped him a second asshole and on top of that he got potted!
by Croatalin December 1, 2013