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1)A classroom riot, whereby pens are feverently thrown about the room, often at somebody.

2)As 1, but involving a fat semi-naked maths teacher grabbing fistfuls of pens and rubbing them on himself, often with loud, cheesy disco music and/or a mirrorball.

3)Any celebration of this sort
When I shouted PenFest, I had no idea that Mr Munro would burst in and rip his shirt off!!!
PenFest by Toryboy July 27, 2008
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pentesting 

A penetration test, or pen test, is an attempt to evaluate the security of an IT infrastructure by safely trying to exploit vulnerabilities. These vulnerabilities may exist in operating systems, service and application flaws, improper configurations, or risky end-user behavior.
I'm pentesting Microsoft's website to see if they're vulnerable for XSS.
pentesting by SevnDev May 25, 2016
She has pengest hair!
pengest by MissBelloChan December 15, 2010

Penestration 

To become frustrated from the inability to penetrate or be penetrated sexually.
Despite copius amounts of lubricant, Carl's fat, girthy cock was simply to big to cram into Dana's tight bung hole. After an hour of trying, they both gave up feeling nothing but penestration.
Penestration by Eaton Holgoode November 18, 2015

pentester 

A penetration tester, or "pentester", is a security specialist tasked with penetrating an organisation's most attractive assets and confidentially revealing all to management. They carry a bag of exciting devices, and tend to enjoy testing the human element of security the most.
Despite the inexplicable innuendo of his industry accepted job title, Bobby the pentester spends his days being tested by uncooperative staff, poor procedures, and red tape. Nobody likes the bearer of bad news.
pentester by mountedandloaded November 28, 2019
A descriptor for strategies or solutions that strike the right balance between innovation and feasibility.
Their proposal for organizational restructuring was simply penfect, combining novel ideas with practical steps.
Penfect by penfect July 24, 2023

Pennestated 

When you get molested and/or raped by a coach in the shower room. Odds are greatly increased if you're a male under the age of 18. Sounds similar to penetrated. Also can be used as Pennestation.
Boy 1 "I've got to go to football practice today, so I can't hang out."

Boy 2 "Make sure you don't hang out in the shower room and get Pennestated."
Pennestated by Sinful Divinity November 29, 2011